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billthedrake · 5 days
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MY SON THE PORN STAR (PART FIVE)
I tried not to go wild. I still was married and still had my normal corporate guy life in Kansas City.
But doing porn turned out to be addictive. It was the combination of a deep exhibitionist streak I was discovering in myself and the access to incredibly hot men willing to suck me or get fucked by my big tool. It made me feel like a total stud... less middle-aged, I guess.
And work trips were the perfect cover. I really was doing the road warrior thing for my company, so I wasn't lying to Kate THAT much. But I did sometimes add a night to my travels.
Like the week after Easter. I had a business trip to Denver, but I added an extra evening and squeezed in a quick connector flight to San Francisco on my dime with miles. Muscle Pup Mike, my son's friend and escort/pornstar buddy, set me up with a versatile OnlyFans star there. I shot two scenes with him, actually, one oral, one with me masked as we had a nice, long 50-minute fuck scene. I didn't feel a deep chemistry with Kevin, aka "Jeff Reed," but I felt a deep chemistry with the two cameras that were on us. Besides, sex with a muscular 28-year-old hunk was hard to beat.
Turns out, the next night would beat it. I flew to Denver bright and early in the morning and had my sales meeting all day. I was rolling my business-style carry on into my hotel room right around dinner. I undid my tie and sat down to unlace my shoes before calling Kate to check in.
Yeah, I felt pretty bad knowing I was stepping out behind her back. I'd deal with that guilt later. Either stopping porn cold turkey or making a break or separation with my wife. At this point I wasn't ready to do either.
I wasn't a frequent poster, but managed a video every 2-3 weeks. And I had a growing following of fans willing to pay a modest subscription for just that. Sure, I got some comments complaining that I never took my mask off, but apparently I had the body and blond-furred looks a lot of guys went for. And my cock size helped - a lot. I was careful about not talking on camera, or I just edited those parts out, but I'd learned to be verbal with my grunts, to show appreciation for my sucker/bottom and to let viewers get that thrill. It worked.
I sat, alone in that quiet hotel room, thinking just how wild my double life had become, and I fiddled with my phone again. Chicago was an hour ahead and now would probably be a good time to call. I pulled up Travis's contact and FaceTimed him.
"Hey Dad," my son greeted.
"Hey," I said, leaning back and feeling my boner ride up in the crotch of my trousers. "I didn't catch you at a bad time, I hope?"
"Nah," he said. "Just getting back from the gym." Indeed, he had a workout zip-up on and I could see the familiar kitchen from his condo in the back.
"All sweaty?" I teased.
That got a laugh out of my son. He was surprised how horny I was sometimes, how much I'd leaned into this weird affair we had going on. "Something like that. How'd your shoot go?"
"Real well," I replied. "Kevin is a real professional. Made it easy."
"Just a professional?" Travis asked, with a teasing smile on his cute face.
"Just fucking," I said. "Not a ton of chemistry, I'm afraid, but I think I got some good footage for the next two vids." I'd always sent Travis the digital files via encryption, and he did the editing magic on the material. As amazing as my son was at being on-screen talent, he also had a knack for making great porn behind the camera.
"Don't take this the wrong way, Dad," he said. "But I think you're a natural adult performer."
I smiled. "Is that what the kids call it?" I joked.
That made my son laugh. I loved seeing and hearing his laugh. "OK... you're a natural porn star, Dad.... You know, it's really hot to say that. I get so hard watching you perform, you know."
My throat got dry. Travis knew how to work me up. "Jesus, Trav. You have no idea how much I've watched your videos."
That made my son laugh again, those dimples forming. "I have a pretty good idea, Dad. You've told me before."
"I lied," I teased. "I figured if I told you the real number, you'd get freaked out."
"Turned on is more like it, Dad," Travis said. "Why don't you show me how much you like em. You hard now?"
"Rock hard," I said. I turned the phone down to show off the rod forming a ridge in my trousers.
"Fuck," Travis hissed. "My dad has a real porn star dick. I have a shoot in a couple of hours. I'll definitely be thinking of your cock."
"Who's it with?" I asked. This was the wild phase Trav and I were at now. Father and son, lovers, flirts, and professional colleagues in the adult entertainment business.
"Bud and Spike," he said. I recognized the screen names of two muscle daddies from Dallas, into the more hardcore stuff.
I made a wince of an expression. "Go easy with those guys, buddy," I said. "For real." I felt strangely protective of my son. Which was weird, because in general he was the one looking out for me as I began doing porn more regularly.
Travis smiled. "I will, Dad. Promise. We're planning a more vanilla scene than they normally do." He gave me a wink. "Listen, I gotta go get ready, actually."
"All right, buddy," I said. I wished we had time for some phone sex because just talking to Travis was turning me on big time. "I can't wait to see your scene. And I'll be in Chicago in a couple of weeks. We'll catch up then, OK?"
"You bet, Dad," he said. "Love ya."
"Love ya, too, Big Guy."
We hung up.
I let out a hiss of air. I was horny now. Turns out "Jeff Reed" hadn't drained me. I did have a back up idea. There was some University of Colorado kid who'd been emailing me on the anon account Travis set up for me and linked to my OnlyFans. Call me a narcissist, but I'd been eating up the fan mail, and something about this college dude Bryan won me over. Maybe it was the pics he sent. Cute as fuck, brown haired, boy-next-door looks. And the nude pics that showed a surprisingly built body for a college kid - either a jock or someone who hit the college gym regularly. Smooth body with just a dusting of a treasure trail, creamy white skin, washboard abs, hard cock, amazing bubble ass.
Or maybe it was the request that I hit him up if I was ever in the Denver area.
So far I'd only done pro-amateur porn stars in the OF circuit my son and MusclePup Mike worked in. Some of it was the self-justification that it wasn't fully emotional cheating, just porn I was doing. Some of it was caution. All the arrangements went through Mike and because of my mask, no one knew my identity.
But I was horny now and sent this Bryan kid a message. I didn't expect a reply, but it was worth a shot. I set down my phone and undressed to take a quick shower. It was only 6:30, but it had been a long day.
There was a message waiting for me. "God yes, man," Bryan wrote. "I could be there in about an hour and a half," he wrote. Then almost nervously, there was a follow up. "God, I must seem overly eager. But fuck you're so hot. Let me know what works for you."
"How bout 8:30?" I typed back and gave my hotel name and room number. I wanted to get some food in me.
"Awesome. Yeah. See you soon," came the almost immediate reply.
I had only business casual clothes packed, so I got dressed to grab a bite at a restaurant near my hotel. I got back to my room with about ten minutes to spare. I brushed my teeth and checked my appearance in the mirror. I wasn't crazy about getting older, I had to admit, but I could see the "DILF" look that Travis and Mike were always raving about. Well-preserved was the expression, I suppose.
I was actually a little nervous when I heard the knock. I had no business fooling around with a guy like this. Not making a porn vid but actually having a cheating hook up. The messed up thing is that most guys would consider the videos a worse infraction, but this felt naughtier in a way.
Bryan looked great. Better than great. He was cuter than his pictures, and I think his nerves made him more attractive to me. He forced a smile but was shaking.
"Hey," he said.
"Hey," I smiled. "Come in, bud."
He was shorter than me, and his size made his collegiate muscle look more compact on his build. Maybe not collegiate wrestler exactly, but definitely that wrestler body type. A little thick, even. MusclePup Mike would have called him a twunk.
"I didn't know what you'd look like," Bryan said softly. His gray eyes were taking me in.
I remembered now he'd never seen me outside of my videos, all masked up. "You came over anyway," I observed.
"Oh yeah," he enthused. "You're my favorite porn star, hands down." He blushed but didn't stop gushing. "You probably know this... I guess most guys don't pay to watch your videos, but I subscribed to your site so I could email you."
"For real?" I laughed.
"Yeah," Bryan replied, that nervous smile growing bigger. "You're not on Twitter or Insta," he explained. His eyes swept up and down my frame. "God, you're even hotter in person. I knew you'd be hot, but... wow."
I was eating up his flattery. "You're not so bad yourself, buddy... bring it in..." I held up my arms to gesture him to come in for a kiss. He did. He was nervous and that turned me on for some reason. But once we started making out, Bryan got real into it, meeting my tongue with his, before practically sucking me into his mouth.
His hands were feeling it up, tentatively at first, then all over. He chuckled as he pulled back so he could feel me up better. I stood there and let his hands roam over my button-down shirt and the gym-toned muscle underneath. At that moment I was VERY glad for the personal trainer Travis set me up with.
"I hope you don't mind my saying," Bryan said, "But it's so wild to be with a porn star."
"Don't mind at all, buddy," I hissed. I was now experiencing the other thrill of doing porn. I knew I was into the exhibitionism of it all, but now I was feeling the hero worshop, the adoration of a young guy like this. I was rock hard.
He gulped as I reached down to undo my khakis, unzipping them and reaching in to haul out my dong. "I guess you really like my cock, then, huh?" I growled.
This wasn't me. At least it wasn't Brad Connors. Married father of three. Road warrior corporate guy. But being MaskedDaddy gave me the sexual confidence and freedom to be someone else.
"Fuck yeah," Bryan gasped as he saw my prick. "That cock's so fucking big..." His eyes were wide, taking in my size before he looked up at me. "OK, if I touch it?"
"I'd be disappointed if you didn't, buddy," I said. "That's why you came over isn't it?"
He nodded, like a chastised kid. Then tentatively he stepped in again and reached forward, like he was afraid of being branded by a hot poker. But once his fingers made contact, the hesitation was gone. The college dude circled his fingers and round me, griping my hardon and gently stroking a couple inches of it to get a feel of the girth and heft. "You don't know how much I've jerked off to your videos," he said. "I wasn't gonna admit to that you, but fuck...." His voice was heavy in his ragged breathing but still had that frat-bro collegiate kind of tone.
"I think we talked about you sucking that dick," I grunted. In our texts, Bryan had offered a blow job, and his presence now was making me really want this. In a surprising way, his realness was making me click with the college kid more than I did with a megahot porn star. Maybe it was the opposite of what Bryan was feeling, where he was living out his porn dream.
"Yeah," he nodded. But he gave me a sheepish shrug. "I, um, don't have a lot of experience."
I patted his cheek. "Give it your best, bud. Please. Daddy's really fucking horny." Yep, this was porn me talking, but it was the magic words for Bryan, who couldn't get down on his knees fast enough.
The young stud actually whimpered as he pulled my dick to his face and began licking it. It was slobbery and impetuous, and his attempt to take me into mouth was more urgent than skilled.
"Easy, buddy..." I urged as he choked a little on my size. "Daddy's got a big cock... take your time."
He nodded and moaned around my prick, flashing those gray eyes up, a little teary. Fuck.
I wouldn't say he got the hang of, but he got a lot more comfortable. Slowly, he sucked me, a few inches at a time, working up the focus to get an extra one back into his throat. The young dude was so excited to blow me, and I was loving this. Slowly I stroked his hair and encouraged him. "That's it, sport... you don't need the training wheels do ya? You go right for the big ones. OH FUCK, that feels nice."
"Yeah?" Bryan asked as he spit out my cock and swallowed the excess spit. I could tell he wanted to make sure he was sucking me right, but more than that he struck me as a young man who craved positive feedback in sex.
"You're doing great, buddy," I said.
There was something about this connection which was night and day different than "Jeff Reed." Bryan was a real guy, a college stud eager for me and not just playing out sex for the camera. And yet...
"You interested in filming this, Bryan? It's SO hot to watch you, buddy."
I could see two reactions in his face at once. A fearful shock at the idea. And an excitement to even consider it. "Oh man," he responded, not giving me a hint which one was the bigger emotion.
I slowly stroked my rod in front of his face, working in his spit over my dong and letting it get steel hard for his gaze. I had toyed with using viagra for my shoots, but even with my size I didn't have an issue getting real hard erections like this. I just loved sex too much.
"If it helps, I packed a spare mask," I offered.
Maybe another dude would have wondered why I had a mask with me, much less more than one mask. But Bryan had been used to seeing me in one, so maybe it just seemed normal to him.
"This is crazy," he said, his fearful look breaking into a smile.
"Is that a yes or a no?" I asked, gently tapping his cheek with my dong.
"Yes," he muttered excitedly before taking ne into his mouth once more.
I let him work me for a few seconds then pulled back. I went to my carryon back and retrieved the masks. I wouldn't need one, I suppose, but I tossed both over Bryan's way while I got my portable tripod, a compact digital camera, and a spare cameraphone, an old Iphone I used for extra handheld footage.
I was worried I was killing the mood setting everything up and fiddling with the lights. But I loved shooting porn, and if anything my dick was harder in anticipation with shooting a different kind of scene. Me with an amateur costar. Even if Bryan wasn't an experienced I just knew this would be a hot video. And if not, I'd enjoy jerking off to it.
Fortunately, Bryan seemed excited too. I could see the excitement in his eyes, even behind the mask. He'd taken his shirt off, maybe to be less identifiable but was on his knees still, hands braced on his thighs. "I can't believe I'm going to be in one of your vids," he said. Yeah, the dude was into this.
I sauntered back, my dick leading the way. "If you're not comfortable with the results, we don't have to post anything," I said, remembering how important that veto power was for my comfort level for my first vid with my son. "Otherwise, I'll take this as your consent."
"Got it," he nodded.
The second his lips touched my prick again, I let out a gasp. He looked up at me, excited, and I took in his green eyes looking up through the mask holes. I pointed the phone camera at him to capture that. I wasn't gonna shoot that angle the whole time, since I preferred to enjoy getting head instead of playing cameraman the whole time. But the snapshots of him looking up would add to the effect.
Bryan's technique wasn't better this time, but his enthusiasm had tripled, at least. I set down the phone and eased my stance back, my posture upright. I was still in my business casual attire as this horny college kid blew me. I urged him to go slower at first with a quick deep grunt.
I heard the guy moan around my meat as something relaxed in his throat and he was able to more steadily take more of my dong into his throat. Working me up and down, I reached behind his head and massaged his scalp through the mask, gently urging him deeper.
"Yes," I choked in response. "Suck me." I'd gotten pretty good at deguising my voice. Using my porn voice. "Suck Daddy."
That did it. Bryan pulled off for a quick breath, then descended all the way down. I'm a big guy, and even some of the OnlyFans studs had a hard time swallowing my sword. But they weren't feeling the crazy sexual thrill this kid was.
He held a second then it was too much, and he pulled off with a sputtering cough. I could see his eyes watering even through the mask holes.
"Sorry," he breathed, as he tried to regain composure.
"It's OK... take your time," I said in my normal voice. Travis would have to edit that out. All for the best. I gave Bryan a second to catch his breath and then I leaned down and met him for a sensual kiss.
"You're doing real good," I said. Then leaning up, I offered my hard dong again. It had gone down a little, but was still pretty heavy. "Ready for more?" I asked.
He nodded. "Yeah," he said, his gray eyes looking back up at me.
His mouth on me got me rock hard once more. I pulled out some to let the camera catch my full hardon, then pushed back in between his wet lips. Bryan was novice, but that was OK. I was turned on from a change of pace from the OnlyFans dudes. This was a real guy, young and eager. I let him suck and get into sucking.
"Yeah," I grunted, I ran my fingers through his hair again and took the chance to push him down on my meat some more.
Byran was up for the challenge. He grunted around my prick but his throat relaxed and swallowed more of my thickness.
I started cumming. I wanted to ride out the orgasm in his college kid's throat but instead I pulled out and shot a couple of jets onto his mask and his lips before pushing back in just a few inches to let him suckle the remaining dribbles of semen.
I caught my breath a half second then picked up the cameraphone again. I hadn't taken too much handheld footage, so now I got a good view of Bryan slurping on my sated meat, licking up and down and outright worshipping my cock. Thankfully I wasn't too sensitive after nutting, and even if I lost a little of my rigidity, my dick kept a heavy firm meatiness that looked good.
I finally pulled back and turned both cameras off. "You were amazing, buddy," I said with a smile.
Already Bryan was pulling his mask off. I was glad. The guy was real fucking cute. "Dream come true for me," he said.
I could tell he was still horned up and at full sexual arousal from servicing me. "Get on the bed, kiddo," I urged. "Lie back."
He didn't seem to know what was going on but he complied. His body was shaking some as I undid his jeans and yanked them down.
"What are we gonna do?" he asked with some apprehension. Still he raised each leg to let me pull off his jeans. And his boxers showed a thick boner beneath the cotton.
"Your turn to get off," I said, not really answering his question.
Still, Bryan nodded and hooked his thumbs in the elastic of his boxers to slide them down. I let him take them off as I stepped into the bathroom to get lube out of my toiletties bag.
Bryan was now lying back on the bed, fully naked, his creamy white muscle looking even better than I anticipated now that he was stripped nude.
"You an athlete?" I asked as I flipped open the cap on the lube.
Bryan's eyes were nervously only the lube. I think I knew what he was worried about, and a part of me enjoyed playing with his nervousness. I'll give him credit, he put on a brave face as his eyes met mine to answer me. "Yeah. Wrestling.""
My guess had been spot on. "It shows," I said. "You have an amazing body."
"Thanks," he said, watching me get on the bed, me making a show of drizzling some lube on his hardon. His dick twitched, untouched, he was so turned on. "You have more the football build."
"Baseball was my sport," I answered. "And golf. But my trainer has helped me bulk up."
"You're my fantasy," he said softly. "The whole package. None of the guys know I'm into this, though." I could read in his face that he wasn't sure if he should be getting emotionally open like this.
I patted his thigh and set down the lube on the night stand with my other hand. I was fully dress, with my cock sticking out of the fly of my khakis still. I wasn't sure I wanted to get off again, but I knew I could. Bryan was hot as fuck, and I was grooving on his clear attraction to me.
"A shame," I winked, trying to make the conversation sexy again. "Maybe you could have some fun. With you coach, too."
That got a laugh from him. Bryan had a sexy smile. "I've definitely thought of Coach. A lot."
I rubbed his legs some more more, outright caressing them now. His quads were solid as fuck, hard brawn that contrasted with the soft collegiate fur. I copped a feel of his ball sac, lightly haired and ran my fingers up the lubey length of his shaft.
"Lift your legs, bud," I urged, my tone friendly even as my words were commanding.
He got that deer in the headlights look. "I've never done this," Bryan said softly.
I had a good idea what he meant. "You a virgin?" I asked. My eyes doing their best friendly look I could manage as I played with his hard dick and his balls. Not stroking him, more exploring his rigid younger dick. Getting him excited to play more.
"For fucking, yeah..." he replied. "Sorry."
I don't think I realized till then how much I wanted to tap this hot wrestler's ass. Maybe his innocence was fueling some of my desire, too. "Not gonna do anything you're not ready for buddy," I said. "Come on, just lift your legs for Daddy."
Maybe that was the magic word, because Bryan leaned back and raised his legs up.
"You can pull em back," I instructed, taking a good look before leaning forward and crouching down.
"Holy FUCK!" the kid gasped at the first swipe of my tongue. His hair down there was light, and I enjoyed the contrast with hairier guys or even the OnlyFans dudes who shaved smooth. It was a delight to lick up and down the trench and then focus more on his tight pucker.
"Jesus," Bryan gasped. He wasn't naturally verbal, but I could tell his mind was being blown. Surprised, maybe a little ticklish but he definitely loved getting rimmed.
I pulled back. That ring was drum tight all right. It made me realize I'd never eaten out a cherry hole before. My son's certainly wasn't virgin. "Go ahead and stroke off," I urged. I relished the ability to speak in my normal voice now that the cameras were off, even as some of my Masked Daddy persona came out anyway. "I want you to come kiddo."
I watched as he excitedly gripped his boner and start to stroke it. Then I dove back in. Not just rimming but fully eating him out, munching the tightness of his asshole.
"Oh fuck, oh fuck," the kid gasped. I knew his orgasm was starting. I held onto the back of his meaty thighs and even pushed back a little to angle him perfectly to got to town with my tongue and my sucking mouth.
"NMNGGH!" came the grunt of his cum. Bryan's whole body was tensing up and I knew he was giving up his load in a big way.
Indeed as I pulled back I saw that beautiful creamy white wrestler muscle sprayed with splotches of his sperm. I began licking it up off his abs and chest, saving it in my mouth before I finally met him in a kiss to share it.
The snowballing caught him by surprise but he was way into it, accepting his own cum then pushing it back into my mouth, our tongues working it back and forth and frothing it up with our own saliva.
He had a big, content smile on his face when finally parted, swallowing what little seed was left on our tongues. "I thought..." he started then stopped himself.
"I know, buddy," I said. I patted his chest gently. "I won't lie... I came THIS close to pushing your boundaries."
He nodded, emotionally raw. I could tell he half wanted me to. But only half. "I know. I don't know how, but I could tell."
His hand reached up and ran along my arm through my button down shirt. "I'll probably be kicking myself for not going all the way. But I wasn't ready," he said.
"It was all great, buddy," I assured him.
"I should go," he said. "I got a long drive back to Boulder."
I pulled back and gave him one last pat as I eyed up his nakedness one more time. Bryan was the real deal. Not a "jock" for pay. I felt a strange emotional connection even with the sexual chemistry. I'd have to process why I was feeling that.
For now, I let him up and I went to piss while he got dressed again. When I stepped back from the bathroom, he was mostly dressed again, and had a dreamy, moody expression.
"Thanks for that... fuck I don't even know your name."
"Will 'Daddy' do?" I asked with a wink.
"Guess it will have to," he said with resignation. "You've made my dream come true."
I stepped up for a final kiss, then I showed him to the hotel room door.
***
I was glad Bryan didn't sleep over. I needed a good rest and I had a busy schedule with my client visit the next day.
It felt like naughty fun messaging Bryan when I got a chance, though. It started off with "had a great time" kind of texts, but Bryan admitted how he wished he'd gone all the way.
"Maybe if you're in town again, I'll have the courage," he admitted.
"I'm in town another night if you manage to get that courage, kiddo."
There was silence on his end. Like an hour and a half before I got another text, and even then it was a half hour before I had a break after my afternoon presentation.
"Sorry," Bryan wrote. "Was in class and my prof goes apeshit if we're on our phones LOL."
I texted. "I worried I'd spooked you."
This time the reply was quicker. "Dude, you don't know how horny I've been all day. You're definitely not spooking me."
I bit my lip and looked around. I probably looked like I was doing business texts on my phone. But fuck I was getting horny too. Somehing about this Bryan kid got under my skin. "Is that a yes?" I wrote. "You gonna give me your cherry?"
I was pushing boundaries now for sure, but Bryan seemed up for it now, more than the previous night. "I wanna. Yeah."
"Daddy wants to get in your hole SO bad, buddy." Then, "I'll go easy on you."
"God yes," came his reply. "I'm hard as fuck now."
God this was gonna happen. One more boundary to push. "Will you let me fuck you on camera?"
There was a pause now. Then, "Masked?"
"As you like," I wrote, almost hoping Bryan wouldn't wear one, even if I knew he would. To coax him, I added, "I'll tell you my first name if you let me film us."
"Deal. LOL."
I looked up. Folks were filing back into the conference room. I hoped my chubbed cock wouldn't show. "I gotta go. But maybe plan for 8:30? I have a work dinner before."
"God yes. I can't believe we're going to do this."
"We're going to do it, Kiddo." I assured him. "I want you so bad."
I got a blushing emoji in return and had to smile. "All right," he wrote. "Talk later."
I went into my meeting and was able to get my mind off Bryan's creamy smooth wrestler build and his cherry hole. Somehow.
I checked my messages after we wrapped up, before heading off to a business dinner. It was close to my hotel thankfully and these things never ran late. I hoped to see a message from Bryan, but there was nothing.
I did google some instructions for preparing to bottom. With the OnlyFans guys and my own son, that routine was down pat, but a newbie like Bryan could use some guidance, and I wanted the ease and comfort of topping a clean hole. I forwarded the site to Bryan.
I held off to one glass of wine during dinner. I wanted a clear head for later. By 7:40 I'd paid the check on my corporate card and bid good night to my client contacts. I had to laugh at myself by how excited I was to get back to my hotel. I did have time to stop at an office supply store and pick up a spare small camera. I figured this scene would be worth the extra vantage point.
Bryan texted when he was on his way. I stripped down from my business clothes and hung them up in the closet. I was rock hard already, and dripping in anticipation. I hadn't felt this excited since my last time with my son. I took a quick shower and put on the plush hotel robe, tying it to cover up my midsection.
I spent the rest of the time setting up the cameras. The lighting wasn't perfect but it was enough.
The knock made me realize I was a little nervous myself. I'd gotten comfortable doing porn, maybe a little too comfortable, but taking Bryan's cherry felt like a certain responsibility. I wanted it to be an incredible experience for him, and I was realizing I was totally green when it came to easing a guy out of his virginity.
Still, the sight of him made my heart beat. He was just so fucking cute and hunky. Particularly was we realized each other was nervous.
"Hey, Daddy," he said stepping in.
"Brad," I said. "You can call me Brad. Or Daddy," I smirked.
Our kiss was soft, surprisingly soft given the act we were about to do.
"You good for his, buddy?" I asked, running my hands along his outer arms.
He nodded. "I'm nervous as hell, but I'll be kicking myself if I don't do it."
"You feel like stripping down?" I asked. "There's a mask for you on the table."
I pulled mine on and then went around made sure all the cameras were on. I was pleased to see Bryan's naked body, that thick muscle lean and compact with just a dusting of hair. God, even with that build he looked every bit the 20 year old he was. Like I say, the real deal.
And I was doubly pleased to see him throwing hard. That thick five spike standing up from his lightly furred crotch, nerves notwithstanding. I watched him pull on his mask. It was a shame the viewers wouldn't see how cute he was but his body rounded out that college jock look for sure.
I pointed the camera at him. "So... we're about to have sex for a video that will be released through OnlyFans. Do you agree for me to share what I film?"
I half expected some questions, but he just nodded. "Yes."
"Good boy," I said with a laugh. That made Bryan chuckle, too, which made me glad. "Why don't you lie on the bed, face down?"
I could sense his nervousness. Maybe he anticipated face to face for his first time. "Don't worry buddy, I'll ease you into this."
He nodded silently and then complied, walking over to the hotel bed, while I filmed him with his natural jock gait. It was hot as fuck, seeing him strut and that ass of his work. Then his full body stretching out face down.
The other cameras would get a good angle - one angled on each side nightstand, the other from behind where I stood, just a little off to the side. I held the camera phone as I stepped closer, letting the camera rove over his strong back and amazing ass, up and down his legs. Maybe more jock-worship footage than we'd use, but Travis could work his magic.
Finally, I stepped back and propped the camera phone off to the side. maybe it would work for another angle. Bryan turned back to look at me, and I got off on how his back muscle flexed with his motion. Stepping up, I ran my hands along his calves, working up the length as I climbed on the bed.
I knew I'd be in good view of the cameras now as I kissed from one side of his hamstrings to the other knotted leg. I took my time working my way up.
Bryan was ready for the rim job now. Hiking his ass up, he parted his legs enough to let me in. My hands gripped his buns and did the rest.
The college kid's sigh was deep and sexual as I began licking. I wanted to put on a show. I loved rimming a guy and sometimes felt there was never enough of it in porn videos. It was always a quick lick before the top was lining up. I went full in now, eating out Bryan for a solid five to ten minutes, alternating speed and tonguework. Sometimes Bryan relaxed and let me do my magic, sometimes he bucked up against my face to maximize the contact.
I pulled back and with a hungry growl gave him a light pat. "Turn over," I urged in my deeper voice. Spittle wetted down the chin of my mask. I really wished he and I could do it without these, but the masks allowed us to fuck on camera, both of us.
I was amazed to see Bryan's prick hard and leaking clear sap everywhere. He was majorly turned on. I pulled up enough to let the cameras get a good view of his ripped, modestly jacked body.
"How many guys have fucked you?" I asked tersely. I sure hoped the "MaskedDaddy" voice was enough fo a disguise.
Bryan didn't change his voice, but his soft response was sexy as hell. "No one yet," he said.
I leaned in and kissed him. Just enough sexual urge, and enough romantic finesse. Bryan responded in turn, sucking my tongue into his mouth and moaning against me. He was nervous, sure, but also getting the case of the major horns.
I loved this, putting on a show and yet connecting one-to-one with this fine young man. I pulled up and muttered, "nice," patting his chest. I rolled off to the side and undid my robe. My hardon bounded out and both Bryan and the camera could see my exposed body with its blond fur. I pulled him to me and we started making out again.
Silently I guided him down and the kid knew what to do. Slowly he began kissing and worshipping my big prick, wetting it down with his tongue before taking me into his mouth. Practice hadn't made perfect, but he was getting much more accustomed to my size and better at blowing me.
I was determined not to get overheated. I just lay back and enjoyed this, the sensation of Bryan's soft, slow blowjob and the view of his nakedness kneeling in front of me in servicing position.
Soon, though, it was feeling too good. I nudged him off. He came up to meet me for a kiss, taking the initiative now, until I regained the upperhand in rolling him back on his back, with me on top. I could feel his hardon against mine and the warmth from his body.
Placing my mouth at his ear, I whispered, "You like being a porn star too, dont ya kiddo?"
"Yeah," he grunted back.
I knew I needed to be a little verbal with him. If the camera picked up my words, Travis could edit them out. "You're just about the hottest guy I've ever fucked, Bry."
His body actually shivered at that. The time seemed ripe. I lifted off and leaned over to pump out some lube.
He let out a hiss of air the second my greased fingers touched his pucker but he didn't flinch. Instead he spread his legs and looked into my eyes. This was gonna be good.
I pushed a digit in. Bryan was real fucking tight. But I worked him slowly. Back and forth, in and out.
"Another," I said curtly.
"God," he hissed as I penetrated him with two fingers. It wasn't bad-uncomfortable for him, but it was certainly unfamiliar to him. We stood still eyes locked, him lying back, me between his legs. Until I started finger fucking him again. I applied more lube and fingered him some more.
Finally I pulled back and removed my robe entirely, slipping it off my body and tossing it aside. Bryan's hands were on me, excited to feel up my DILF body. I let him. Between his attention and the cameras I was getting real excited. I was the one dripping now. I caught a thick thread of precum in my fingers and brought it down to his virgin hole. I fingered him up with that too.
The third finger was slow going, but I got him to relax.
"No rubber?" I have asked and half said.
"No sir," came his excited reply.
I was gonna get blue balls soon if I didn't fuck. I scooted up and pressed my prick head in place. I pressed super slow against his ring, working against the spit-slick tightness and smearing my precum against him.
I could feel Bryan's body shake beneath me, and he looked up, a real deer-in-the-headlights look in his eyes beneath the mask. I worried if I waited longer his nerves would get the best of him. I pushed in.
"UNNH!" he whimpered loudly. I felt bad the entry hurt and bad that he was doing his bravest to pretend it didn't.
"Easy, bud..." I hissed, reaching down to run my hands along his hot body. This fine young man was giving me a major gift. My prick jerked an inch or two inside him, feeling the tightness of his ass clamping down on him, as I held still, then gave the shallowest of thrusts, back and forth more than in and out.
I looked at him, trying to communicate silently. Then I leaned in, pushing his legs back with my body. "You're doing good," I said.
We kissed. My cock slipped out of its toe hold but I didn't care. He needed this, and I wanted it. This was about the only time I lost track of the cameras. When I wasn't putting on a show. I connected with this college kid in a deep, soulful kiss. And kissed him som more.
I pulled back. This time I didn't rush, but I didn't delay. I pushed back into him. Bryan somehow trusted me, because his ring gave way more easily. He was virgin tight a few inches inside, but I gently thrust back and forth, working that knot inside him. I pulled out and added more lube. Now showing off for Bryan and the cameras both. Then I placed his ankles on my shoulders.
"OOH FUCK!" Came his cry when I broke through. But he wasn't in pain, just overwhelmed by feelings he didn't have word for. I plowed all the way in and held it. I could see his muscular chest rise and fall, taking deep breaths.
"Got your cherry, kiddo," I hissed.
"Thank you," he actually replied, his voice heavy in emotion. That got me going. My dick felt like stone inside his warm, tight guts.
"Feel good buddy?" My hands massaged his calf muscle as I looked down on him and restrained myself from just plowing his hot ass.
Bryan nodded.
I pulled and out thrust in. Then again. I was fucking for real now. Bryan's first fuck. Maybe more than he bargained for when he came over the previous night. But I knew this was his deep fantasy and why he reached out to me.
I wasn't hard or rough, but I fucked with a steady determination. I wanted to give this kid the best first time experience possible now. I puffed my chest and used more of a swivel action of my hips, in and out, in and out, as my eyes stared down at him. I'd probably read his facial reactions better without the mask, but his eyes and mouth were enough. I was getting to him, hitting that spot.
I paused just a second and reached to pump out more lube. This went onto his prick. He gasped as I slicked him up then got the picture once I pulled my hand away.
I grabbed a pillow and slid it underneath his hips. It made for the perfect angle, and I took quick advantage, resuming my steady plow of Bryan's no-longer virgin hole.
Turns out his masturbation was just what Bryan needed, flipping the switch to full pleasure now.
"Yeah?" I asked. Fucking heavier now.
"Yesss," the college hunk hissed back. He was jerking faster now, not frantically but eagerly and in synch with the fuck.
I saw his pisslit dilate and a clear spurt fly out. Not his ejaculation yet, but the prelude.
"Fuck yes," I grunted, throwing my hips into harder pounding. I was getting close to the finish line, and I wanted to speed up to catch up with this stud.
My harder thrusts felt amazing giving how much his ass was clenching and releasing on my dick spasmodically. But it really made Bryan's prostate sing. His pale skin grew pink and flush and his wrestler muscle tensed up.
"Shit!" he yelled and timed with each shove his nuts gave it up, and his prick spurted heavy ropes of semen over his perfect body.
I went at it even harder, leaning in some, powering my hips in rapid jabs. I didn't say anything but my grunt was unmistakeable as I shoved in and unloaded. My cum threw off my rhythm, but I held deep a second, then my hips jerked involuntarily for another hard shove to discharge my seed deep inside Bryan.
The kid winced at that one, which made me feel bad. I got myself under control and held myself steady, gently massaging his leg and then easing back. He'd been a trooper but now needed a break. I leaned back and showed off my slickened dong, though most viewers eyes would probably be on the cum-covered collegiate muscle of my bottom.
Leaning over I picked up one of the cameras. Time for the money shot.
Even if Bryan wasn't an experienced bottom, he'd watched enough porn to know what I was after. Rather than drop his legs down, he pulled them back, spreading them enough to show me and the camera his fucked and seeded hole. No longer drum tight, it has a slight gape and was thick with my cum. I'd shot a lot.
I got a good shot of it, then angled the camera up to capture his whole ripped and cum-wet body. Nothing would ever top watching my own son in porn, but Bryan was a close second.
I finally set down the phone and pulled off my mask. That was the cue Bryan was waiting for and he eagerly peeled his off.
"You OK, buddy?" I asked. My normal voice returning.
He nodded. "God yeah. I'm so glad we did that."
I gave a sly nod to the camera. "Your first time's preserved as a memento," I said. A little teasing in my voice, but checking in where his head was.
He smiled and god he was so fucking cute with that pearly white smile. "I didn't think I was gonna enjoy it at first," he admitted. "But damn..."
I ran my fingers through the cum that had turned liquidy on his chest. "You shot like gangbusters," I said.
"My cums are pretty big normally," he said. "But your dick did something inside me that made me go wild. I've never felt anything like that."
"I'm glad," I said. I leaned forward for another kiss, this one tantalizingly soft and slow.
Afterward, I let Bryan get up and shower off while I checked my phone. Then I figured I'd join him. The look on his face told me my presence was quite welcome.
"Hey," he grinned, shyly. God, he was star struck and that made me feel like a real stud.
"Hey," I said. Our wet bodies connected and we took the time to soap each other down.
"You married to a man or a woman?" he asked as he nodded to my gold band.
"A woman," I said. "I'm not the best husband."
He gave a nod of acknowledgment. "Don't take this the wrong way, but I'm glad you share yourself."
"I have news for you kiddo," I said, turning off the water and running my hands over his wet muscled body. "You've shared yourself now, too."
"Still can't believe it," he said. "When will you post it?"
"In a couple of weeks," I said. I wasn't going to bring up Travis or my process for putting the vid together.
His hands reached up to feel my body too, my chest but also my shoulders and arms.
"I'm hard again," Bryan said. "I can't believe it."
"You're 20," I joked. "It happens."
"Yeah," he laughed.
I patted his arm. "Feel like sleeping over?" I asked. "I have a morning flight to catch but you're welcome to stay."
He nodded, like an eager puppy. We dried off and made our way back into the room. I downed a bottled water to rehydrate and tossed him one. "Remind me to tip housekeeping extra," I said as I pulled down the sheets. "We made a fucking mess."
He slipped into the bed next to me. His body was cooler now, and felt great against my warmer bod. We made out. His dick was a spike and I got hard once more, but I wasn't eager for another fuck. And Bryan seemed to go with the flow.
"So..." I finally said. "No longer a virgin..."
"No sir."
"Any regrets?" I asked, leaning back in the bed against the headboard, pulling my hands behind me. Bryan nestled in, resting his head against my upper chest and running his hands along my fur.
"None. It was hot as fuck," he said. "But even if it hadn't been, I just feel relieved, you know?"
"Not exactly," I smiled knowingly.
"Ha," he said, picking up on my meaning. "I'm surprised your so good at breaking a guy in if you're cherry too."
"I'd like to say I had some secret," I admitted, "But I just did what felt right."
Maybe it was the sex. I mean it was getting late, but not that late. Bryan was dozing some as he rested up against me. I ran my fingers through his hair.
"Ready for bed, kiddo?" I asked.
"Yeah, Brad," he said and rolled off to the side.
***
My son did his magic crafting two separate scenes from the footage with Bryan, as well as a very hot teaser. "Taking College Jock's Cherry" was the title of the second. The on-screen chemistry was real, and it was clear that we weren't faking it. I really did take the young dude's virginity on screen.
"God, Dad, this is fucking incredible," Travis said to me on the phone before he posted the scene. "I've shot three times to it."
I smiled. I was in a semi-public place and had to be a little discrete. "I'm very glad to hear that," I smirked. "A little payback to the one you did the other week."
"Bud and Spike?" he asked.
That one was one was OK, but not my favorite. "No, the other one," I said, cagily.
That got a laugh from Trav. "Oh, MiamiMuscles... dude's a crazy power bottom, right?"
"Yeah," I said, my throat getting hoarse with lust I was trying to hide. "I like watching you in action like that."
Travis picked up on my need to be discreet, though he had no constraints on his end. "You prefer watching me fuck, Dad?"
God, my son knew how to drive me crazy. "I do," I admitted.
I detected a hesitation on his end, which wasn't Travis's normal response to anything. He paused. "Dad... you ever think about, you know, me fucking you?"
Just hearing those words were going make me go from chubbed to boned. "It's a little scary to think about," I replied. "But yeah... I do."
"Oh fuck," Travis hissed. Only then did I realize he'd been dreaming of that very act. Topping me. Taking my anal cherry, like I'd done with that Denver kid. It surprised me actually, given our bedroom chemistry with my son bottoming for me, eager for his dad's cock. "We'll talk about it next time, OK?" he said. Not pressuring me but letting me know this was on his mind.
"Yeah," I said. "I'll probably chicken out, son. But I wanna explore the idea." I was nervous just vocalizing this.
"Sure, Dad," Trav said. "God you know I love everything we'd done together. If I were there right now, I'd suck your cock, you know that." My son was getting into deep lust mode now.
"Fuck, Trav, I should probably go," I said. I knew if I kept talking like this, I'd get in trouble. "Later, son?"
"Yeah, Dad," he replied, his voice rich with lust. I knew he was probably going to jack off when I hung up. I was going to find the time myself at the first chance. Pull up one of Travis's videos where he topped and stroke off imagining him pounding me, too.
****
My Denver videos were popular. I wasn't surprised that my fans responded to the realness of them, but I was surprised by the messages I got. They changed my porn career and it's probably not an overstatement to say they changed my life.
The first one came two weeks after the video with Bryan dropped.
"Dear MaskedDaddy, I loved your latest video. God, it's like my deepest fantasy. I'm 23 and live in DC. I don't have that college jock's bod, but I'm working on it. I've been too scared to let a guy fuck me, but if you want to be my first, I'd love to star in one of your vids. I wouldn't even need a mask."
It was a wild email, and I figured the kid's horniness doing the thinking for him. I pawed my crotch and laughed at how forward the offer was. I started to send a polite thanks but no thanks reply.
But then I thought about it, and I figured what the hell. I asked for the young dude's pictures. He was cute as fuck. Not quite as twunky as Bryan but still good looking, kind of that boy-next-door type.
Travis handled the OnlyFans money my site brought in. I didn't do porn for the money, and in any case I didn't want my finances impacted lest Kate find out.
I sent two more texts that night. One to DC guy. "If you're serious, lets plan for something three weeks from now." I knew I had some work travel on the East Coast I could piggy back on.
My other I sent to Trav. "I need your help arranging a DC visit. Gonna pop another dude's cherry."
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billthedrake · 5 days
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Father and son time
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billthedrake · 6 days
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Chase Gets What He Needs
Chase is a good kid. Maybe too good. I was always getting into trouble at his age. But Chase? He studies hard, gets straight As, never talks back.
Maybe his Mom and I are too strict with him. Or too serious. Maybe we seem too focused on achievement and we don’t show the fun, the play, the mess, the mistakes that make a full life.
Honestly, I don’t know what drives him to perfection. But the kid is pretty damn perfect.
Maybe that’s why I was so happy when Chase told me he was gay. It was a crack in his armor. The kid was finally becoming real. He showed vulnerability. For once he was more than a do-gooder straight-A student and a baseball star. He was a real kid, with worries, wants, desires.
His being gay didn’t throw me, even though some straight guys can get really weird about it. I fucked a ton of pussy before marrying his mother, but I had also fooled around with guys a couple of times too. I mean, when someone is drooling for your cock, why wouldn’t you just whip it out and go for your nut? But by the time I settled down, his mother was the only one I wanted. And whenever I get tempted for something more, it comes in the form of a great rack or a nice juicy pussy I can sink my teeth into. You know?
I told Chase that I loved and supported him. His being gay didn’t matter to me a bit. But I insisted on meeting his boyfriend when he got one. A dad has to look out for his kids.
Only Chase never brought anyone home. No dates, no talking about crushes… It’s like he confessed to being gay and then forgot about it. He went back to being an academic grind and star athlete. Eventually I had to say something.
“Come on, son. You’re almost out of high school. Aren’t you going to date, sow your oats, get some experience before college?”
“Not my priority, Dad.”
Seriously, I was starting to worry about the kid.
“Chase, that’s not normal. Unless you’re asexual or something. Which is OK too. I just want to make sure you’re not putting so much pressure on yourself that you forget to experience life.”
“I do plan to experience it, Dad. It’s just—“
“It’s just what?”
“No. It’s too hard fur me to say.”
“Tell me, Chase. You can tell me anything.”
He sighed. “OK. I…” He stumbled for words. I put a hand on his shoulder.
“Tell me.”
“I… I don’t really like the guys at school.”
“OK. Maybe you should get out more, meet guys from another school. I’m sure that social media would—“
“I don’t want to meet guys from another school.”
“Then who are you going to meet?”
“I like older guys.”
“Older?”
“Yeah, like much older.”
The silence hung between us. I wasn’t sure what he meant.
“I knew I shouldn’t say anything.” He turned his head and looked down at the floor.
“Chase. It’s fine. Like what, you like college boys or something? I get that. I dated a college girl when I was finishing high school. I always felt like a real stud that she wanted to be with me. That kind of thing is pretty normal.”
“No. It’s not that. Like older.”
“Older like what?”
“Like around your age.” He blushed something fierce and turned away.
“Chase…Chase. It’s OK. I mean, yeah, that makes me worry a bit, maybe. I don’t want you to get taken advantage of. But we all like what we like. Have you…have you been with someone like that?”
“No!” he blurted. “I mean, I’d like to. But they’re all worried about getting in trouble.”
“I get that.”
“I know.”
“So maybe in college.”
“Dad, I don’t know if I can wait that long. Sometimes I feel like I’m going to explode.”
Aw. The poor kid. I pulled him into a big hug.
“It’s OK. You’re OK. It’s not a big deal. You’ll find someone. Sometime. And it will be fine.”
“You think so?”
“Yeah.”
“Because I’ve kind of found someone. But he won’t do it if my parents would be mad about it.” Chase looked at me with a serious face. Pleading eyes.
“Oh? Tell me.”
Chase looked at his feet for a minute and then he started to talk. He had been texting with a guy, an older guy, who he thought was hot. The guy was into him too. They had been texting. It hadn’t gone anywhere yet, but they both wanted it to.
“You think he’s an OK guy?” I asked. “A quality guy? He’s not the kind who would hurt you?”
Chase nodded and then he told me. “Actually, you know him.”
“I do?”
“It’s Greg.”
I furrowed my brow. Greg? Greg who?
“Greg Bennet.”
Jesus. Greg Bennet. One of the guys at my firm.
Greg Bennet was mid-40s, a hyper competitive trial lawyer. He was the kind of guy who made a bundle every year but he was happiest when he knew he was making more than you.
I wouldn’t say we were close. I had a grudging respect for the guy. He was a damn good lawyer and an even better golf player. But we’re not close pals. We’d banter a bit, but I kept my distance. I’d rather not be laughing at his jokes just to one day find a knife in my back. Greg Bennet. What did Chase see in a guy like that?
Greg was handsome, sure. And he had some kind of sex appeal, I suppose. He had banged half the secretaries at the firm and more than a few of my colleagues’ wives. Women were always throwing themselves at him.
So maybe it was physical. And maybe the attitude too. All those alpha, top-dog behaviors that annoyed me at work were the kind of thing that made some people cream their panties. Maybe Chase was like that too.
Well, look. Greg Bennet is not the guy I’d chose for my son to give up his cherry to, but it’s not really my choice, is it?
I knew Greg would follow through on it if I gave my blessing. As much as Greg loved women, that horndog was happy to nail some guys too. Whenever I’d catch one of the male interns crying in the bathroom I had a pretty good idea of who to blame. And I’d seen Greg in action on a business trip, when we both got drunk at the hotel bar and he started telling me about Grindr.
“It’s so easy, dude. You just post a profile saying ‘Straight Married Cock’ and in two minutes you’ll have all the BJ offers you can handle.” He opened his phone and pulled up the app. It started pinging right away. And 20 minutes later we were up in his hotel room with a pair of guys going down on us. It was probably the best BJ of my life, to be honest. Def would recommend.
When I looked over to thank Greg for the idea, I knew my words wouldn’t even get through. His eyes had gone glassy, he was lost in the moment of fucking the guy’s tight, young ass. Greg was an animal.
***
Reluctantly, I gave Chase the go-ahead to make it with Greg. But I insisted they do it at the house. I wanted to be there—for safety, security. I wanted to make sure Greg didn’t try anything unwelcome. And if Chase changed his mind at any point, if he wanted Greg out, I was willing to make him leave.
The meetup was set for the next Saturday. During the whole week at work Greg and I went about our business. We didn’t acknowledge what was going to happen or that both of us knew about it. Not until Friday afternoon. We were in the bathroom, standing side by side and pissing at the urinals. Greg leaned over and said in a low voice, “It’s cool that you’re cool, Webber. About this weekend.”
“Yeah, whatever.”
“I mean, seeing Chase grow up has been one thing. Like a beautiful flower. But to be the one to actually pluck that blossom—“
“Shut the fuck up, Bennet!” I grabbed him by the shirt and slammed him against the wall.
“Hey, hey, relax. I thought you said this was all OK.”
“It is OK. It’s Chase’s choice and I’m not going to block it. But that doesn’t mean that I want to hear about it.”
“OK, OK. Chill man.”
I did not feel fucking chill.
***
I got Susan out of the house for a girls night. Chase would have his privacy. She didn’t need to know about it. This felt like something only a father could understand.
I knocked on Chase’s door. I opened it and peered in. He’d cleaned up his room and made his bed. The overhead light was off. The lamp on his nightstand bathed Chase in a soft glow. He looked young and sweet, angelic.
“You still OK with this, buddy? You can call it off if you want.”
“No way.” Then he added softly, “I’ve waited for this a long time.” His mood was both serious and eager. I hoped he wouldn’t get his heart all tangled up in this encounter.
“I know, buddy. I understand.”
“Thank you, Dad.”
“You got everything?”
“Like what?”
I reached into my pocket and pulled out some condoms.
“Here. Make sure you use these.”
“Dad!”
“I’m serious.”
“I know. But I’ve got it.” He opened the drawer on his nightstand and showed me a pile of condoms and a tube of lubricant. Of course. I hadn’t thought about that. Pussy is self-lubing but Chase would need something more.
“OK, good. Glad you’ve thought about all that.” I put a hand on his shoulder and squeezed. “I’ll be downstairs. You call me if you need anything.”
The doorbell rang. We looked at each other. It wasn’t too late to back, for Chase to change his mind. But he just smiled, giving me a big goofy grin. His expression was the same as on his tenth birthday when we set down a triple-decker chocolate cake in front of him.
“I’ll get the door and bring him up to you.”
I let Greg in. He was in an old T-shirt and his hands were stuffed into the pockets of his sweatpants.
“Happy Saturday, Webber. Sorry not to dress up a little more. I told the wife I was going to the gym.” What a rat.
“I don’t think it matters.”
“Not when it’s coming right off, huh?” He slapped my arm and stepped into the house.“You heading out for a bit?”
“No. I’m going to stay. I’ll be downstairs in case Chase needs anything.”
“OK, sure, makes sense.”
“I’ll take you up.”
We started up the stairs. I stopped him halfway up.
“He’s a good kid, Greg. Don’t fuck him up.”
“Of course not, pal.” He put his arm around me. “Wouldn’t dream of it.”
We were in no way pals, but I trusted that he would honor the code. Men will be men and we all get our rocks off. But you don’t fuck up another man’s family.
I opened the door to Chase’s room.
“Hi,” Chase said softly.
“Hey,” Greg replied in his low baritone.
They stared at each other. I felt like I had disappeared from the scene. It was as if they no longer knew I was there.
“You like great,” Greg continued. Chase had put on a blue shirt that brought out his eyes. His tight jeans showed off the muscles in his legs.
“Wow,” Chase said. “I’ve never seen you not in a suit.”
“What do you think?”
“You look good. I can tell you work out.”
“That’s the idea.”
Chase stood up from the bed and walked over to Greg. This was my cue to leave. But I found it hard to move. Chase put a hand on Greg’s chest. He rubbed at Greg’s pecs. “You must bench a ton.”
“Always 15 pounds more than the guy next to me,” Greg chuckled. Competitive fuck. I really had to get out of here.
“OK. I’ll be downstairs if you need me.”
I closed the door and went down. I grabbed a beer and put on the game. I watched for maybe five minutes before I thought I heard something. I put the TV on mute but there was just silence from upstairs. No call for help. OK. They were probably just talking. Maybe kissing. I hoped there would be kissing. Chase’s first time should be tender, enjoyable.
The beer went down fast as I watched the game on silent and kept an ear out for any signs of trouble. Thankfully there were none.
I got another beer and I heard a thud from upstairs. I tensed up. I listened. But there was no call for help. Then there was another thud. I took a swig of the beer. More thuds. Some moaning.
I saw Greg fuck that Grindr boy two years ago, so I had a pretty good idea of what he was doing to Chase. I squirmed uncomfortably in the recliner. More moans. A slap. My underwear felt tight.
A voice cried out. Chase’s. I stood up and listened with concern. Chase cried out again. “Yes, yes,” he whimpered. Oh. OK. He was OK.
But I was not. I rubbed at my pants, trying to push everything down. The sex noises had me going. It was like some kind of reflex, like a Pavlovian response to porn.
Voices rose, from both of them. Banging echoed down through the ceiling. Jesus. They were really going at it. I drank more beer. I tried to watch the game. It was hard to concentrate.
I drained the beer. I heard more banging and then a thud. Finally the sounds died down. My dick did too. Good.
Five minutes later I heard footsteps on the stairs and then Greg bounded into view. He he was straightening his T-shirt and smoothing out his hair.
“Hey, Webber. That was great. Your boy had fun. I did too.”
“Uh huh. Sure.”
“Listen, I gotta run. But I’m happy to come back anytime. Help poor Chase scratch that itch.
STOP TALKING, I fumed internally. But I kept myself under control. “We’ll see.”
“Have a good weekend, man.” And then he was out.
I glanced at my watch. Six minutes since the last sounds. The guy fucks my son, takes his cherry, and he’s out within a few a minutes. No cuddles, no care.
I went upstairs to check on Chase.
“Hey, son.” I knocked on the door.
“Come in.”
Chase was naked in the bed, a sheet pulled up over him. He looked vulnerable.
“Everything go OK?”
“Yeah, Dad.” He smiled.
“Did it work out the way you wanted?”
“Hell yeah! That was really awesome. Greg is really hot.” Chad looked at me, then cast his eyes down. “Sorry.”
“For what?”
“Sorry if that’s too much. I mean, you probably don’t want to hear about all that.”
I didn’t.
“It’s fine, Chase. You can say what you want to about it. This was your first time. I get that you may want to process it a little. Do you want to call a friend or something?”
He shook his head. “Can I just tell you?”
“If that’s what you prefer.”
He talked excitedly. It went great, everything was just what Chase wanted. He was really turned on to be with an older man, to put himself in experienced hands. To feel someone make his body come alive. Greg’s dick was big but it felt really good in his hands, in his mouth. That made it easy to move on to fucking. Chase was very eager for that.
“So he did fuck you, then.”
“Yeah.” Chase smiled real big. “I was nervous at the start, but really turned on too. And then Greg got in there with his tongue and that loosened me up. Then he pushed it inside me pretty easy, almost like it was nothing. It was the best feeling, Dad. This big, older guy laying on top of me and putting it in.”
I shifted on my feet. I was tenting again. Chase saw.
“Oh hey. Dad.”
“What?”
“Are you?”
I looked away. “Sorry. Sex talk gets me going sometimes. It’ll come down.”
“It’s OK. Doesn’t bother me.”
Chase went on, narrating the event. How it started slow and then built up. How excited he got when he felt Greg’s balls slap against his ass.
“I know I yelled a few times. Calling out. Could you hear it?”
I nodded.
“Good thing Mom wasn’t here. But I’m glad you were.”
Chase stared at me. I looked back at him. My boy, naked in his bed and freshly fucked by an older man. I felt…I felt a lot of things that I didn’t fully understand.
“Are you OK, Dad?”
“Me? I’m fine.”
“You don’t look fine.” He threw off the sheet and stood up from the bed. He walked over to me.
“You look tense. Are you mad that we did this?”
“No. I’m glad you got what you wanted.”
“Most of it.”
“Most?”
“Yeah. Greg is really hot. And we had really good chemistry. Only…”
Chase was just a few inches away. Tension hung in the air.
“Only what?” I finally managed to say. My mouth felt dry.
“Only I had always imagined it with a guy with a beard. Like kissing a guy and feeling his beard on my cheek.”
Greg didn’t have a beard. I did.
Chase put his hand on my arm. Goosebumps shot up, all the way to my shoulders. Then his lips were on mine. And he was kissing me. Just a little peck at first, and then it melted into a long, soft kiss.
“Wow,” he said. “That felt great.”
I looked at him. I saw the desire in his eyes. And my own reflected right back at me.
We kissed again. Chase pulled my hands around his waist. I held him tight and we kissed. Our bodies pressed together for several long minutes.
“Chase,” I whispered. “We shouldn’t do this.”
“You don’t want to?”
“It’s not about what I want. It’s that I’m your Dad.”
“But if I want it?“
He kissed me again. I kissed back, probing his young, sweet mouth with my tongue. My cock strained in my pants. Chase ran his fingers along the back of my neck.
I gave in. I squeezed him to me. Chase’s tight little body quivered with need, a need that Greg had not fully satisfied.
One my hands slid down and cupped his butt cheek. So soft, so round. He turned his head and rubbed his smooth cheek against my beard. He covered my neck in tiny kisses.
I picked Chase up and carried him over to the bed. I laid him on his back and looked down at him.
“Take off your shirt. Please,” Chase urged. “I want to see the hair on your chest.”
I stripped off my shirt. Chase ran his hands over me. He played with the hair, kissed my nipples, stroked the fur on my belly.
He fumbled with my belt.
“Chase, are you sure about this?”
The kid nodded solemnly. His hands worked the buckle and got it open. My cock strained against the fabric. He undid the button. Took down my zipper. And then Chase buried his face in my crotch.
He mouthed my cock through the fabric as if he was afraid to do anything more. And maybe this should be good enough, for him to feel the shape and length of his Dad’s cock through the cloth. Maybe that was enough for him.
But it wasn’t enough for me. I pulled my cock free.
He gasped. Maybe Chase never expected to see it. But now it was right there, bobbing in front of his eyes. Inviting him.
Chase took me into his mouth. I closed my eyes. Then I let my boy give me the sweetest, softest blowjob I’d had since my college days.
He was unhurried. Worshipful. My cock stayed in his mouth while his hands roamed my body. Energy flowed between us in a closed loop. My cock to his mouth, mouth down into his torso, torso out to his arms and hands, from his hands into my chest, and dropping back down to pelvis, powering my cock further.
It was amazing. But after several long minutes I pulled him off.
“We gotta stop, Chase. Or I’m gonna blow.”
“OK.” He looked up at me. His eyes were wide. “Do you want to see, Dad? Do you want to see everything he saw?”
Chase rolled back. He raised his legs. He put his hands on his cheeks and spread them, showing me his hole. It was freshly fucked and still a little red from that adventure. But my boy was new, tight. Everything had closed up again.
“It felt so good when he put his dick in me, Dad.” Chase stuck a finger in his mouth then rubbed it around the edge of his hole. The pucker began to relax a bit, to loosen.
I watched, fascinated. Chase stared back. His eyes focused on my iron-hard cock. He worked his finger against his hole.
There was a squishing noise. His hole burped out a wad. It puddled onto the sheets below. A thin string hung down, bridging his hole and the load below.
“Jesus, Chase. What is that?” But I knew.
He looked sheepish.
“The idea was to lose my virginity.”
“But he came inside you? Without a condom?”
“I wanted to feel it, Dad.”
I climbed up on the bed and ran my fingers through the puddle. Good God. Another man had cum inside my son. I wiped off the white string clinging to his butthole.
“That feels good, Dad.”
I wiped around the outside, cleaning him up. I washed away the cum of another man’s cock. I tapped at his hole, gently. I had to know if there was more.
Another wad spoojed out. I dug in with a finger. I was determined to clean him out. Chase moaned.
“I guess he came a lot, Dad.”
I spread his pucker with my fingers and more cum burped out.
There. I think I got it all.
“You can put yours in too.”
I didn’t know if Chase meant my fingers, my cock, or my cum. At this point, I didn’t care. He had been more intimate with Greg than I had expected, more intimate than I had given permission for. And it made me feel…well, I felt a lot of things right now.
I pulled myself up, until we were lying face to face. I tried to look at him sternly. But what I saw reflected back was something else. My face betrayed an emotion he could read better than me. Chase’s mouth went on mine; we were kissing again.
“Put in me, Dad. I need to know what it’s like.”
Chase wiggled his butt. My pelvis pushed forward. My cock tapped his hole and we both froze.
We lay there, breathless. We knew this was the point of no return. Then Chase pushed himself down.
I went into him easily. Like it was natural. Like we fit together. As if this was meant to be.
We were kissing again. And fucking. And grinding our bodies against each other as if we could break through the wall of skin and find ourselves fully joined, occupying the exact same space.
Chase moaned. I growled. We fucked.
I thought of Greg’s cum. Maybe I hadn’t gotten it all out. Maybe some was still in there, lubricating the path. It would explain how easily I pushed myself into him. How our bodies snapped into place together, hand in glove.
But deep down I knew that wasn’t true. We fit together for a different reason. Because this was meant to be. Maybe it was some kind of cosmic accident, but this father and son were meant to fit perfectly together, bonded together in a deep, sensual fuck.
Every sense was heightened. We were wild from the differences between us—his body young and supple and smooth; mine mature, hairy, heavy. They were differences that made a perfect complement. Differences that created a sacred connection.
That was it. I was going to cum. I was going to cum inside my boy.
I warned him.
“Give it to me, Dad! Fill me up.”
I did. I blasted away and felt his cavity filling with my giant load. Chase shot his own across his stomach the instant he felt mine slosh into him.
I remained inside him for a long time afterward. We simply held each other, arm in arm, cock in ass. It impossible to pull out after such a deep connection. I had no desire to release him; my body would have to betray me for that to happen.
Eventually it did. I grew soft enough that my cock plopped out. Chase groaned. We both knew something important had been lost.
Still, Chase wrapped his arms and legs around me. He refused to let me go. We stayed like that for a long time, holding each other and kissing, basking in contented silence.
***
When Susan got home later that night, everything snapped back into its usual place. Somehow we were able to be normal again. We had to be.
But two days later I grabbed Chase while Susan went out to get the mail.
“Hey, I don’t want you texting with Greg anymore.”
“But, Dad!”
“No buts. Whenever you need it, you come to me.”
“Oh, OK. Deal. Deal!” Chase’s face glowed. “That’s even better.”
“Gonna be better for us both. I love you, kid.”
“I love you too, Dad.”
END
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billthedrake · 7 days
Text
The Coach: Part 1 (Edited Version)
Brandon Davies had been impatiently sitting in his car in the parking lot for the past half an hour staring at the training facility with both anticipation and anxiety.  Either his fondest wish was about to come true, his hopes would be dashed, or – perhaps worst of all – he’d get the opportunity…only to come off like some sort of blithering idiot and make a fool out of himself in front of the man he admired the most.  He shook his head to get those thoughts out of his mind.  “Positive vibes only,” he muttered softly to himself before checking his phone again.  No message.  “Dammit!”  He’d checked his phone for the text he was expecting every five minutes or so since he pulled into the parking space.  “What the fuck is taking so long?!”  He tossed his phone into the passenger seat in hormone-driven frustration.
Moments later, he heard the buzz he was waiting for.  Excitedly, he grabbed the phone.  There it was.  A text from his buddy, Jason:  “You’re good.  Approved press pass should be waiting for you at the desk.  Once you check in, someone will escort you.”
“What took so long?” he typed into his phone.
Moments later, Jason’s reply came through.  “Sorry.  He wouldn’t agree to approve you until after I did the deed.  And then he made me cuddle with him for half an hour afterward before he’d call to issue the pass for you.”  After a few seconds another message was added to the thread.  “You owe me BIG TIME!”
Smirking, Brandon typed out.  “That bad, huh?”
“TB man!” Jason’s reply came instantly, making Brandon shudder.
A few years back, a friend who knew about Brandon’s fondness for athletes and coaches had set him up on a blind date with a guy who was somehow involved in that world.  It turned out the guy was an obnoxious sports agent…and not the kind who would fly you on a private jet to Rome for dinner on a whim and then throw his legs up in the air and let you fuck his hungry bubble ass later that night.  The guy turned out to be an obnoxious prick who talked incessantly about his own greatness the whole evening and kept referring to himself in the third person.  Worst of all in Brandon’s book, when he wasn’t talking about himself, all he wanted to do was talk about his favorite player of all time:  Thad Burnett.
An hour in – 50 minutes later than he should’ve – Brandon had excused himself to the restroom feigning the need to take a leak and called Jason, desperately pleading for a rescue mission.  Because Jason’s sort of a prick too – but a loveable, endearing one rather than obnoxious and exhausting – Brandon received a phone call a full 15 minutes later, pretending there was a family emergency.  Ever since that evening, the two friends used “TB man” as shorthand whenever either had a less than satisfying time with a guy.
Another series of texts flew into the thread.  Obviously his buddy was not pleased, to say the least.
“Terrible kisser,” “Tried to swallow my mouth whole,” “Gave terrible head,��� “Was even bad at giving a hand job.  Who doesn’t know how to give a freakin’ hand job?!?!”  “And let’s just say this…  I used to subscribe to the theory that it’s not the size of the rise but the motion of the ocean.  Not anymore with this guy.  I had to fake pleasure.”  “Luckily, it only lasted 2 minutes before he shot.  2 minutes of action, 28 minutes of cuddling.  Worst.  Sex.  Ever!”
“Damn!  Sorry, bud,” Brandon typed back, chuckling in spite of how bad he felt.
“You’re going to be!” came Jason’s reply quickly.  “You’re slutting out for me to pay me back for having to endure this.”
Brandon and Jason had been friends for over ten years.  While both men agreed there was at least SOME sexual chemistry between them, they’d mutually decided their friendship was more important than sex.  They’d made a gentleman’s agreement that there were only certain “break the glass emergency” situations that might warrant the two of them ever getting it on.  Sure.  Paying back a big favor was on the list.  But Brandon didn’t believe that bad sex rose to the level of needing payback.
“I’m not letting you fuck me” the top under most circumstances typed back.
As if he already knew what Brandon was going to say, Jason sent a response almost instantly.  “He had a micro dick, Bran.  A micro dick!!!  When we fucked, it felt like he was using his pinkie.”
Brandon roared with laughter like an idiot, sitting there alone in his car.  Luckily, no one was nearby to catch sight of him.  Once he regained his composure, he typed the only thing he could into his phone.  “Weird.  This text thread is breaking up.  How can there be static on a text thread?  I’d better get going, I guess.”
“Yeah, yeah…  If I were a petty man, I’d wish you the same luck I just had.  Instead I’ll just say go have your fun.  I hope it’s worth it.”
“Thanks, bud,” Brandon typed back.  “Fwiw, I appreciate you taking one for the team.  I’ll be in touch.”
“You’d better!  I want details.”
Brandon smirked.  Then without responding, he muted the volume on his phone, got out of the car, and headed toward the front door, the butterflies already doing a number in his stomach fluttering even more.
When he walked in, he was greeted by the friendly woman at the front desk who looked to be middle aged.  “May I help you, sir?”
“Brandon Davies,” Brandon put on his most winning smile.  “I have an appointment.”
“I don’t remember seeing you on the calendar for today.”  She looked at her computer screen.  “Hmmm.  Looks like you’re here after all.  One moment, please.”
Brandon smiled at her before she picked up the phone and spoke with someone briefly.  Two minutes later, a guy who looked to be in his mid or late 20s came out, greeted Brandon, handed him a lanyard with a laminated press pass on the end of it, and escorted him back through a series of hallways until they came to a large door at the end of a long hallway.  The kid turned to Brandon.  “You’re the last interview of the day.  You’ll have half an hour – 45 minutes at the absolute most – then he’s got to get going.  He has family plans this evening that he can’t be late for.  I’ll tell Janine to collect your pass on your way out.  Any questions?”
“No.  I’m good,” Brandon replied, feeling like his knees might buckle from sheer nervousness.
“Okay.  I’ve got to head to a meeting.  He’s expecting you.  You can go on in.”
As the kid hurried down the hall, Brandon called after him.  “Thank you!”
He clasped the doorknob and exhaled sharply, his hand shaking a little.  This was a big moment.  When he and Jason had cooked up this whole idea, it had started out as wishful thinking…a fantasy that wouldn’t actually come true but was fun to think about.  But it seemed like serendipity when the two of them ran into a member of the team’s front office that night at a bar.  Brandon had been the one to chat him up, getting all the inside info on the team without making it too obvious that he was fishing for info on his fantasy man.  Ultimately, after some prodding and sweet talk, the guy agreed to get Brandon some face time with his fantasy man…but only if Mr. Front Office could snag some alone time with Jason.
Brandon had felt bad about essentially pimping out his friend, but desperate times called for desperate action.  And it had worked.  It had all led to this.  Brandon was now standing with only a door between him and the man he’d lusted after for longer than he could remember.  Unfortunately for Jason, it had led to HIM having to have sex with Mr. Front Office in order to land the coveted press pass for Brandon.
Finally, remembering the confident and self-assured man he was, Brandon brought his other hand up and rapped his knuckle on the door.  He was more than ready for this!
“Come!” came the familiar-sounding deep voice from the other side of the door.
“If everything goes according to plan, we both will be by the time I walk out of here!” Brandon muttered to himself before gripping the handle tightly, turning it, and pushing the door open.
When he stepped through the door, he found himself in a large, brightly lit office with white boards on two of the walls that had sticky notes stuck to them and what looked to be plays drawn up on them.  There were also file cabinets, assorted uniform jerseys, a couple of lockers, and large round table for meetings.  Lastly, Brandon’s gaze rested on a big desk where HE sat, looking at what looked to be a tablet.  He looked up, smiled at Brandon and set the pad down.  He rose to his feet and walked around the desk to shake Brandon’s hand…a tight grip, Brandon noted happily.  “Josh Harding,” the man said jovially.
For a couple seconds Brandon didn’t respond, distracted and overcome by the raw sexuality that wafted off of him.  Quickly, he snapped out of it and shook the coach’s hand.  “Brandon Davies.”
“Nice to meet you, Brandon!”
“Likewise, Coach!”
Harding clapped his hand on Brandon’s shoulder, causing his cock to start growing right away.  “My dad’s Coach Harding.  And weirdly enough, my little brother makes his kids to call him Coach Harding.  Call me Josh.”
“Okay…Josh!”
For the next five minutes, the two men shot the shit.  Harding was every bit the type of man Brandon had hoped he’d be:  kind, personable, friendly, and eager to talk sports.  He’d subtly flirted with the 59-year old, but it seemed as if the man was completely oblivious to any of the moves Brandon was trying to make.  In the countless number of fantasies he’d had over the years, this had always gone so smoothly.  Casual conversation segued seamlessly into the best sex of Brandon’s life.  He was quickly finding out that real life wasn’t quite so simple.
“I’m sorry, Brandon.  I’ve had so many interviews today that they’re all starting to blur together.  What outlet did you say you’re with?”
“I didn’t,” Brandon replied.  This was the moment of truth.  He’d heard stories about Harding’s past attitudes.  But he’d also heard how the man’s viewpoints had evolved over the years.  He hoped the man would continue to impress by how he responded to what Brandon would say next.  He remembered the line he and Jason had cooked-up and fed to Mr. Front Office about who Brandon “worked for” in order to snag the face-to-face meeting.  Brandon inhaled deeply and prayed Josh Harding wouldn’t disappoint him.  “I’m with Outsports.com.”
For a few moments, Harding was silent.  Then, his eyes wide and a sheepish look on his face, he simply said, “Oh.  I see.  Okay.  Uhhh…”  Then he looked down at his fidgeting fingers.
Brandon got the picture – or thought he did – pretty quickly.  “If that’s a problem, we don’t have to do this.  I can go.”
He was halfway out of his chair when the coach’s voice stopped him.  “No.  Don’t go.”  Brandon looked at the Coach with his hand outstretched.  “Please.  Sit back down.”  Brandon was struck by the warm smile on the coach’s face.
Brandon did as asked and was tentatively happy that maybe the older man was about to pleasantly surprise him.  “Thanks, Coa…  I mean, Josh.  I have to admit though, I’m confused.”
Josh smiled.  “I’m sorry.  That’s my fault.  First of all, I’m at the end of a VERY long day.  Secondly, my surprise IS about who you work for, but not for the reason you might think.  Like too many of my fellow coaches, I haven’t had the best public track record when it comes to gay-related issues.  My views changed a long time ago, but my previous reputation has preceded me enough that no gay sports outfits have wanted to interview me.  I have to say I’m stunned you’re here.”
Thinking quickly on his feet, Brandon covered, trying to sound official.  “Well, uh…  At Outsports, we’re always interested in giving people a second chance.  We understand that individual attitudes and viewpoints change and evolve over time.  I’m glad you’re willing to meet with me.”
“And I’m glad you and your outfit are willing to do the same for me,” Josh replied, shooting Brandon that megawatt smile that usually made him swoon with desire when he saw it on TV.
With that, Brandon whipped it out of his pants…the voice recorder he’d brought along with him as a prop to look like an actual reporter.  If this whole thing went south, at the very least maybe he’d have a voice recording of the coach to keep as a memento.  Over the next ten minutes or so, the two men conducted an actual interview.  The night before, Brandon had come up with a set of questions to ask, counting that somehow the opportunity to segue into sexual contact would present itself.  But he didn’t want to seem like an amateur and raise Harding’s suspicions.
They talked about the playoffs, the team’s early exit yet again, plans for next season, free agency, the draft and a few other related topics.  Brandon was well aware that the 45-minute max window of time the young PR rep mentioned earlier would be coming up in roughly another half an hour.  Feeling like there was a timer clicking down in his head, Brandon started to get anxious.  In his fantasies, the transition to sex just seemed to…happen.  In real life, he was having a hard time figuring out how to get he and Harding there.  If the man were gay, it would be easy.  Brandon considered himself to be pretty good at pulling willing ass.  But he had no game when it came to straight men and nowhere was that more obvious than this moment.
Now passing 15 minutes into the time he’d been allotted and quickly approaching the point where even if Harding was suddenly magically up for fooling around, there wouldn’t be enough time to do anything worthwhile, things changed.  They’d motored right on through all of the questions Brandon had prepared, so things were about to get awfully awkward.  It was then that the hunky older coach posed an unexpected one out of the blue.  “Brandon, do you mind if I ask you a question?  Uh…  Off the record, I mean.”
“Sure,” Brandon said, unsure of where exactly this was going.
“What’s it like?”
“You mean working at Outsports?  It’s, uh, interesting.  Fun.  Rewarding too, I suppose.”
Josh brought his hand up to rub the back of his head and winced.  “That’s great.  But that’s not what I was asking.  When I asked what it’s like, I was referring to being with a guy…you know…in bed.”
Things just got interesting!  If he wasn’t nervous about scaring the guy off, Brandon would’ve arched his eyebrow, flipped into Casanova mode, and turned on the charm.  But he knew he had to play this just right to reel in a man who was probably as skittish as Josh Harding or when he pulled his line out of the water, the hook would be empty.
Trying to seem as innocuous as the guy next door, Brandon leaned back in his chair and smiled good-naturedly.  “I like it…a lot, actually.   Then again, I’m a gold-star gay, so I don’t really have anything to compare it to.”
“Gold-star gay?”  Harding looked confused.
“Oh, sorry.  A gold-star gay is a gay man who’s never had sex with a woman.”
Coach grinned.  “I’m learning a lot of new things here!”
“Hopefully the first of many new things you’ll let me teach you,” Brandon had to rein himself in from saying out loud.  Instead, sensing ‘blood’ in the water, he asked, “You find yourself being curious about the lifestyle, Josh?”
“Maybe a little bit,” Josh hedged.  Brandon didn’t quite believe it when the man quickly added, “strictly from the perspective of wanting to know more about how other people live their lives.  I studied anthropology in college.”
“I see,” Brandon mused, realizing that time was quickly slipping away.  He sensed Harding was ripe for the picking, but he needed to move things along more quickly somehow without scaring the man off.
“I’m sure you know this about me from doing your research as a reporter, but I grew up going to Catholic school and we all know how the Church feels about homosexuality.  So, I didn’t really have a lot of exposure to gay people.”
Brandon chuckled.  “I don’t know, Josh.  Some of the kinkiest guys I’ve had sex with in my time have been former Catholic school students.  I bet you knew more gay men when you were growing up than you realize.”
‘You may be more on the money than you know.  That change or evolution – whatever you want to call it – in attitude several years back…  It was because I found out that a couple of really good friends that I’ve known most of my life had come out.  It made me start to see things in a new way.”
“They say with anything that’s scary, unfamiliar, or foreign, when you find out someone you know is involved with it, it can change your mind about it.”
“I guess that’s what happened with me.  It made me start to wonder…”
The coach looked like he wanted to say more, but it was as if he couldn’t bring himself to say it.  Brandon had an idea where this was going and felt like pinching himself.  Now he felt like maybe he was finally in the driver’s seat.  “Forgive me for assuming that I know how you’re wanting to finish that sentence.”  He looked the older man in the eyes, hoping to convey a mix of sincerity, empathy, and lust.  “But I’ll just say if there’s anything you want to know or experience, I’m willing to help out.”
For a few moments, Harding sat there behind his desk looking across at Brandon.  Brandon recognized the look in the man’s eyes:  curiosity, sure.  But also a not miniscule amount of horniness and desire.  Finally, the coach spoke.  “You seem like a nice guy, Brandon.  It must seem so strange that the conversation has gone in this direction.  It’s probably not what you were expecting when you walked into my office a short time ago.”
“Expected?  No.  Hoped for?  O-ho yeah!”  Brandon thought to himself before sounding more conciliatory out loud.  “It isn’t.  But I’m always grateful to come across someone who’s interested in learning.”  Fixing his eyes directly on the longtime object of his lust, Brandon continued.  “And I’m a really good teacher.  Patient, gentle.  I promise.”
Harding chuckled softly, blushed, and averted his eyes down to his desktop.  “I should be having this conversation…doing this…with a closer buddy.  But, there are some things you can’t imagine talking about or doing with your friends, you know?”
Thinking back to his text exchange with Jason earlier, Brandon curled his lips into a smile of his own.  “Trust me.  I know exactly what you’re talking about, Josh.”
His face still communicating tension and uncertainty, Coach fidgeted with his fingers.  “So, uh…  Let’s say you were to help me experience what I’ve been wondering about…  How would that go?”
“Got him!” Brandon’s inner monologue screamed out triumphantly.  “Dreams really do come true!”  He had to be careful not to appear too eager, though.  “We can go as slow as you want.  Do as much or as little as you want.  No pressure.  Seriously.  I mean…I know how to show a guy a good time.  But I know how to be respectful and not be pushy.”
“Wow…” Coach mused.  Brandon noticed his posture stiffen a little.  “This is happening, isn’t it?”
“I think it is…” Brandon grinned, feeling enthusiastic at the idea of a fantasy he’d had for at least 20 years on the verge of actually happening right here, right now.  He scooted his chair back from the desk.  If this were another gay man he was trying to seduce, his first move would be to spread his legs wide and let Coach see just how fuckin’ hard and ready for it he was right now.  But if he didn’t want to scare the married man off, he needed to be more subtle.  “Why don’t you come around here and lean against the desk?” he encouraged.
Harding’s eyes widened and he blushed.  “Uh…  Maybe not the best idea right now.”
Suddenly, seeing the coach’s posture stiffen a moment ago made sense.  It wasn’t tension.  “It’s okay, bud,” Brandon encouraged.  “In a proper setting, what you’ve got going on wouldn’t exactly be appropriate.  But right now, I’m more than interested in it…and flattered as hell.”
The older man beamed from ear to ear.  “Okay, then…  But first, let me take care of something.”
Brandon watched as the coach rolled his chair over and grabbed a laminated sheet of paper off of a stack, got up, and walked over to the door.  Over his shoulder, he called back to Brandon.  “I’m going to lock the door so no one barges in, but I want to put this sign up to make extra sure no one interrupts us by trying the doorknob.”
“What does it say? ‘If this office is a-rockin’ don’t come a-knockin’?” Brandon teased as the coach opened the door, and put the sign out.
Josh laughed.  “No.  It just says that there’s a meeting in progress and not to disturb.  By the way, just so you know.  I have a family event that I can’t miss.  I’m on a tight schedule.  I hope that’s okay.”
“It’s okay,” Brandon said as the coach returned to the desk and stood in front of him before leaning against the desktop.  Brandon looked him in the eyes as he spoke.  “The kid from your PR staff who brought me to your office gave me a heads up about that.”
“I’m sorry, man.  I’m sure you like taking your time.  And honestly, given the circumstances, I wish we had more time.”
“No worries,” Brandon said reassuringly.  “I can be fast and still make sure a good time is had by all.”
Not knowing what his touch would do to the man roughly ten years his junior, Coach reached out to place his hand on Brandon’s shoulder.  “I’m glad to hear it, man.  And just so you know – as odd as it may seem for me to say this since I haven’t even known you an hour – I trust you to do right by me.”
“Thanks, Josh, I…”  Brandon had been looking at Harding’s face – what’s appropriate to do when you’re having a conversation with someone.  But as he spoke, his eyes diverted forward instead of upward and he caught sight of the bulge in the coach’s sweatpants, making him immediately lose his train of thought.
“You okay, man?” Harding asked.  He wasn’t a dummy.  He saw exactly where the reporter’s eyes were looking and it made him smile with pride inwardly to know that the obviously experienced gay man liked what he saw.
“Wow…” was all that Brandon could manage to say.
“I take it you like what you see?”
“Like is an understatement.”  Brandon started to reach but stopped himself.  He looked up to see an adorable boyish grin on the 59-year old’s face and the kind and lusty eyes looking at him.  “Do you mind if I…?”
“Go ahead, man.  Do whatever you want to do.”
Brandon involuntarily licked his lips and then chuckled.  “You may end up regretting that you just said that.”
He reached out with both hands and touched the outside of each leg and slowly ran them up, feeling the musculature of his hips until he reached the man’s waist.  He looked up again, pleading in his eyes.  Sensing what Brandon was wordlessly asking for permission for, he nodded his head slowly…his own excitement rising, as made apparent by that growing bulge that lay before Brandon.
He stuck the index finger of his right hand in the waistband of the sweats.  Before dragging it down, he brought his left hand forward and gently massaged the bulge, feeling the heat and power of it beneath the fabric.  Above him, he heard the older man inhale sharply and a slight moan escape his lips.  For his part, a flurry of emotion was flowing within Brandon…a flurry that he was working hard to keep in check.  He was thisclose to something he’d dreamed of for years.
After a few moments, he drifted his left hand over and slipped his other index finger into the opposite side of the pants.  He looked back up at the coach, expectation and lust on the older man’s face.  Certain that running away was the last thing Josh Harding would do, Brandon finally felt like he was able to be more of the man he normally was in situations like this.  He smirked.  “Don’t worry, bud,” he said confidently.  “You’re gonna love this.  I guarantee it.”  With that, he began pulling the man’s pants and underwear down in one fell swoop.
After the sweats and underwear pooled at his ankles, the coach stepped out of them and Brandon finally got a full, unobstructed view of what he had to offer.  In porn and in fantasy, men always imagined their sexual partners having gigantic cocks of almost impossible proportions.  He had to admit maybe a time or two he’d assigned those porny dimensions to Harding.  But he was also a realist.  He wasn’t expecting a footlong cock and oversized balls.
What he got though, was a purely perfect genital area.  Already almost fully hard, the man looked to be just shy of eight inches long and the perfect half mushroom head for sucking.  Although not overloaded to the point of being distended, his balls looked to be full to the brim and churning…a sure sign that – like himself – Josh had a lot of pent-up sexual energy that his wife obviously wasn’t giving a release for.
Brandon reached out and put his hand on Harding’s hip and looked up to find the man looking down at him, obviously measuring Brandon’s reaction to his manhood.  “So…?  What’s the verdict?  Are you going to be able to work with what I’ve got?” he asked, grinning from ear to ear.
Brandon ran his hand upward until his fingers were halfway under the hem of the coach’s shirt.  “Buddy, it’s going to be more of an honor than you know to work with what you’ve got.  You mind if I sample the goods?”
Josh reached down to rest his hand on Brandon’s shoulder.  “Go right ahead, man.  I’d be disappointed if you didn’t.”
His right hand trembling in anticipation, Brandon reached up and gripped the base of the cock he’d dreamed and fantasized about for years, hardly believing this was really happening.  He was gratified and spurred on to go further when – upon his touch – the 59-year old’s cock jerked.
Brandon looked up into Josh’s eyes and saw an apologetic expression, there.  “Sorry.  I should’ve warned you.  It’s been a few weeks.  I may not last long…as you might have guessed by how Little Josh reacted to your touch.”
“It’s okay, bud.  I understand.  I know I said I’d go as slow as you want, but I hope you don’t mind if I don’t stand on ceremony much longer.  I want to enjoy this before you end up shooting your load.”
Josh’s hand drifted up and gripped the side of Brandon’s neck in an oddly supportive and emotional way.  Brandon knew in that moment that this wasn’t just some sort of BJ to get off.  The coach was connected and it drove Brandon wild with lust.  Giving the older man’s cock a few slow strokes to just enjoy feeling it hand actually having it in his grasp was more of a turn on than Brandon had expected.  Before leaning in, he pulled his own shirt up.  He was going to take it all the way off, but then wondered if that might freak Josh out.  Instead, he pulled the front up and over his head, to hook it behind his neck so that his chest was exposed, but it remained on his body.
Finally, it was time to do something he’d never expected to actually do in real life.  He leaned in and tentatively darted his tongue out along Harding’s piss slit.  He felt a small amount of liquid stream out onto its surface.  Precum.  Coach was right.  He wasn’t going to last long.  After spending some time slowly laving his tongue around the head and along the shaft, he made sure to pay attention to the older man’s balls.  God, he could spend forever with his face buried in the area where his scrotum met this pelvic bone!
Before returning his attention to the task at hand, he ran his hand under the hem of Harding’s shirt again…this time farther than he had before.  “Josh, how’d you feel about losing the shirt?”
For a few moments, the coach just stood there, looking unsure if it was a good idea to do that.  But finally he reached down to grab the hem and pulled it up and off of his body giving Brandon a full view.  It was obvious that the guy was middle aged and his muscles weren’t as defined as they may have been in the past…and maybe he had a little more padding in the middle than he’d used to, but Brandon was pleasantly surprised.  Light salt and pepper hair covered his firm and meaty pecs down over his tummy and arms that were more muscular than he expected ran up to firm shoulders.  “Wow…”  Brandon said for what felt like the 300th time in the past half an hour.
“You like?” Josh questioned.
“Definitely!  Love is more like it.  You’ve got a great body.  The type of body that turns me on like no other!”
Josh looked slightly uncomfortable with the praise, but went on to explain where it came from.  “My guys keep me young.  I can’t lift too heavy at my age anymore and I don’t run around listening to the music that they listen to, dress like they dress, or use the slang that they use.  But they keep me young, keep me energetic, and keep me pushing to stay in shape.”
Brandon ran his hand up and over the heaving chest and tweaked one of Josh’s nipples without asking for permission first, causing the man’s cock to respond and twitch in kind.
“You look real good, too,” Josh remarked, causing Brandon to blush.  He leaned back to give his sexual idol a better view.
“Thanks, bud.”  I only started being really dedicated at working out a couple years ago but I’m making progress…slowly but surely.
The coach reached down and felt along Brandon’s shoulders.  “It shows, man.”
“Just for that, I’m going to give you a reward!”  Brandon grasped the base of Josh’s cock and leaned forward to take in the head.  Over the next few minutes, he gradually sank deeper until he took Harding all the way to the hilt.  He proceeded to teasingly go all the way down and pull all the way back…stopping to flick his tongue along the sensitive underside where the head and the shaft meet.  It made him feel like a king to look up and see Josh with his head thrown back and his mouth hanging open, lost in the lust of the moment.
After edging Harding for as long as he could, he felt the man’s body start to shake and tense up.  There’s no way he’d be able to stop and bring him back down from the edge again.  Josh reached down to grip Brandon’s shoulder with both hands and moaned loudly.  “Oh fuuuuuuckkkk!  I’m cumming, man.  I’m about to cum!”
Seconds later, Brandon felt shot after shot after endless shot pulse into his mouth.  He swallowed as fast as he could, but the load was too much for him to take all of it.  He felt some of it stream out of both sides of his mouth.  After what felt like more than a minute, the pulses slowed and eventually, the coach’s cock had no more to offer.
The coach leaned back against the desk, exhaled, and reached up to wipe sweat from his brow.  Brandon let the saliva-coated, softening cock fall from his lips and ran his hand up to feel the expanse of Harding’s chest before standing up.  “That was so amazing, Brandon.  I’ve had a ton of blow jobs in my day, but none were as good as that.”
Brandon grinned.  “You were sucked off by women.  When it comes to sucking dick, they’re all thumbs.  You want a good BJ, you come to a man.  And if you want a grade-A BJ, you come to me!”
“I’ll definitely remember that,” Josh purred.  For a moment, silence hung between them.  Sensing there might be a moment happening, Brandon started to lean in, when Josh put his hand up against Brandon’s chest to keep him from moving in closer.  “Sorry, man.  Don’t think I’m ready for that yet.  I hope you’re not disappointed.”
He WAS disappointed, but he also understood.  Some men have to work up to kissing another guy and some never get there at all.  Brandon smiled at the married man.  “No worries.  I know where you’re coming from and it’s okay with me.”  He still had something on his mind, though.  He looked down at his still hard erection and back up at Josh.  It was obvious Josh’s eyes had followed his.  “I know you’ve probably got to go soon.  But I’m still hard.”
“I see that,” Josh replied with a lilt in his voice and stunned Brandon when he reached out to lightly grasp the shaft, almost making Brandon feel like shoot his load then and there.
“If you’re up for it, there’s something I’d really love to do to you with my cock.  Like I said, I’ll be gentle.  Promise!”
Instantly, Josh knew what the younger man was getting at.  His eyes widened and his body tensed up.  Brandon knew immediately that he’d gone a step too far.
Hearing echoes of his own text banter with Jason earlier, Brandon saw the stern expression on Josh’s face as he said, “That’s not going to happen.  We’re not going there!”
“Understood.”  Admittedly, hearing and seeing that kind of reaction from Josh stung more than a little bit.  But he tried not to let it show.  Besides, he knew his own skills.  If he got a shot at continued fun with this prominent coach, he was pretty certain he could eventually break down – or at least climb over – whatever walls were in his way.
Josh’s face softened after seeing the disappointment on Brandon’s face.  “Hey…  Sorry.  I…I’m just not in the market for that kind of fun.  But…” he reached out to fondle Brandon’s raging boner again.  “I could be persuaded to help you out with this.”
“I’d like that a lot,” Brandon blushed, assuming he was about to get a hand job.  And as Josh sank to his knees and started stroking him – perhaps a little clumsily – he was thrilled just to have the man touching him that way.
He got the shock of his life when Harding leaned forward, stuck his tongue out and licked Brandon’s cock from root to tip, making it jerk and start to uncontrollably leak precum.  His knees felt week and buckled for a moment before he regained his balance.  Josh pulled his head back and grasped Brandon’s shaft.  “You okay, man?”
Brandon steadied himself on the chair.  “Yeah.  I’m good.  I just didn’t expect you’d do that.  You said you didn’t have much exposure to gay men growing up.”
Josh grinned devilishly.  “’Much’ is the key word there.  Besides…  I said I went to Catholic school, I never said I was a choir boy.  I’ve just been waaaay out of practice.”
“Well, from the first swipe, it seems like you’re taking back to it pretty nicely.”
Josh winked.  “Like riding a bike, my man!  Like riding a bike…”
He leaned in again and started giving Brandon a BJ that was by no stretch of the imagination an expert job, but it was pretty damn good for a man who claims to have not had much gay sex experience.  It was clumsy.  But also, it was Josh Fuckin’ Harding sucking on his crank.  And for that reason alone, it was a perfect BJ.  The topper was that when Brandon placed his hand on Coach’s shoulder to warn him, he withdrew his mouth, but lay it right across his face so that the cumshot splattered all over it.  It was the hottest thing Brandon had ever seen…until he saw Josh’s face splattered with his own cum.
Brandon wanted to lean down and lick his cum off of Harding’s face…wanted to use his fingers to scoop up his cum and feed it to Harding.  But if coach had an aversion to kissing, being fed his own cum would probably ensure that Brandon wouldn’t ever get anywhere close to him again.
As the two regained their composure, Josh was the first to speak.  “Man, I gotta tell you…  I didn’t have that on my bingo card for how my day would end.”
“I hope it was a good time,” Brandon responded hopefully.
“Memorable is more like it.  I haven’t had sex like that in…  I’m not going to date myself by saying how long ago it was, but it’s been a long time ago.  And I haven’t had sex at all in months.  So, yeah….  I think memorable definitely covers it.”
“No sex at all in months?” Brandon scoffed.  “Forgive me for saying so, but no man should have to endure that.  And certainly no married man.”
As the two men dressed, Josh did the honorable thing and tried to defend his wife’s sexual appetite.  “Things change in a marriage when you’ve been together a long time.  You get older and you don’t necessarily want it as often as you used to.”
“I’m in my early 50s,” Brandon countered.  “I’d have it every day three or four times a day if I could.  More if it was with…”  He stopped himself before he said something that would weird the man out.
He caught sight of Harding blushing.  Obviously, it was clear to the man how Brandon was going to finish the sentence.  “Hey…” he said, deflecting the conversation.  “It may be presumptuous of me to ask and probably unexpected, but how would you feel about getting together again sometime?  I mean…if you’re up for it, that is.”
It probably didn’t work, but Brandon tried not to appear too earnest.  “That would be really great.  I’d definitely be up for it!”
“Excellent,” Josh said with a sexy smile as he grabbed his phone and worked it for a minute before handing it to Brandon.  Josh had created a new Contact and he felt a little pang of guilt when he saw that Josh had labeled him as ‘Brandon (Outsports.com).’  He’d have to eventually come clean about that…but not until he’d hooked Harding to the point that there’s no way the man would think of cutting off contact.  “Put your number in here and I’ll reach out.  I can’t promise when it’ll be and I can’t promise how often it’ll happen.  But I’d love to have fun like this again.”
“Me too,” Brandon chirped as he handed Josh’s phone back.  “I’m honored that you trust me enough to want to…uh…spend time together again.”
“Trust IS a part of it,” Josh said with a sly smile as he patted Brandon on the back.  He leaned in close and said in a low voice as if there were other people in the room.  “Perfect blow jobs are a bigger part of it.”
Brandon blushed, but also felt a rush of excitement and sexual energy.  This couldn’t really be happening.  But it was!  He was about to ask Harding for HIS contact info when Josh looked at his watch.
“Shit!  My taillights should’ve been leaving the parking lot five minutes ago!  I’ve got to wash up real quick and get going or my wife will have my ass.  Sorry I’ve got to cut this short.  You must feel like a hooker being shown the door after I’ve gotten my rocks off.”
Brandon chuckled at the man’s crude joke.  “A little.  But I get it.”  It was half on his mind to ask if he could join the man in the shower.  But if he made it into the shower with a naked Josh Harding, the man might not make it to whatever family event he was going to.  “I’ll see myself out, Josh.”
“Thanks,” Josh nodded at Brandon and turned to head toward his private bathroom off of his office.  “And thank you for everything else, Brandon.  It was really great.”
“Thank YOU.  And hopefully will chat soon.”
Without committing to anything, Josh gave him one last smile and then disappeared into the bathroom.  With that, Brandon was out the door.  He finally found his way through the maze of hallways and back out to the reception area and left his press badge with the lady that the PR kid had identified as Janine and made his way back to his car, feeling like he was a player who’d won the championship game.
As he drove home from the team’s practice facility, Brandon felt a swirl of conflicting emotions.  On the one hand, he was walking on air and felt like he had enough energy flowing through him to take on the world.  He’d just had a sexual rendezvous with the man of his dreams…something he’d been certain would never happen in real life.  Not only that, but he’d swallowed the man’s copious load and had his dick in Harding’s mouth.  That last part still blew his mind more than anything else.
Unexpectedly, Brandon also felt empty inside though.  In his fantasies, he and Harding always fucked.  It was beautiful, sexual, primal, and romantic as hell.  And Harding always loved it.  It made sense in real life that the man might have reservations about fucking.  But something about the way he adamantly refused any assplay made Brandon think something deeper was going on.  This wasn’t just the nerves of an inexperienced man who wasn’t ready to cross that line yet.  Sure, the stud coach had taken Brandon’s contact info and put it in his phone.  But he was fairly certain he’d never hear from him…particularly if Coach decided to do some due diligence checking and discovered that Brandon didn’t actually work for Outsports.com.
By the time he got back home, cleaned up, and plopped down on the sofa, he was feeling uncharacteristically unsure of himself…new territory for him.  Brandon had gotten to a point in his life where he was now fairly comfortable in his own skin.  He knew his appeal and how to draw in any man he wanted.  Harding putting the brakes on anything beyond oral had thrown him for a loop.
The sound of his phone jarred him out of his own thoughts.  It was Jason FaceTiming him.  Not really in the mood to be pressured or teased about slutting out for his friend, he almost declined the call.  Instead, he pressed the Accept button.  He was surprised to see Jason in what appeared to be a hotel room.  And although he couldn’t see below his friend’s shoulders, from the looks of things, Jason wasn’t wearing a shirt.
“Hey!” Jason said excitedly.  “I see you’re back home.  How’d it go?  Did you get to do the dance with no pants?”
Brandon rolled his eyes.  Jason had a way of putting things in the crassest terms sometimes.  “A gentleman doesn’t kiss and tell.”
“Thank god you’re not a total gentleman when it comes to hitting the sheets!”
“I don’t want to talk about it,” Brandon pushed back.
“I know what that means.  You chickened out.  You were in the room with Harding and you couldn’t close the deal.”
“I didn’t say that.”
Jason’s eyes widened and his mouth dropped open.  “So something DID happen.  You DOG!  Tell me more!”
“It was nice,” Brandon demurred, still not wanting to divulge the whole story.
“Nice?!  An old couple holding hands while they walk along a lake at sunset is nice.  This was you getting alone time with Josh Fuckin’ Harding!  Please tell me it was more than nice!”
Brandon sighed.  He wasn’t ready to go into the gory details yet…for Jason to know that Brandon’s normal sexual confidence had resulted in partial failure.  “Okay then.  It was more than nice.”
“C’mon man!  Don’t hold out on me!”
“Like I said before, I don’t want to talk about it right now,” Brandon decided to divert the conversation.  “By the way, where in the hell are you?”
Jason looked over his shoulder.  “I’m in a hotel room.”
“I can see that, doofus!  I mean WHY are you in a hotel room?  Don’t tell me Mr. Front Office guilt tripped you into spending more time with him!”  Out of view of the phone camera, Brandon crossed his fingers that this wasn’t the case.  The last thing he needed was his buddy having more ammo to try and cajole Brandon into bending over and busting it open for him.
“I know you’re trying to change the subject, but because I’m so frickin’ thrilled and I just HAVE to tell someone, I’m going to allow you to redirect me for now.  I happened to run into someone not long after you and I finished texting earlier today.”
“That’s cool, bud.  After having to deal with Mr. Front Office and his micro dick, I’m glad you found something better.”
“It’s more than cool, man.  The officials who are going to call the scrimmage tomorrow between Harding’s team and that other team were at the practice facility today to scope out the field.  I was walking while I was trying to put away my phone and literally ran into the guy.  You know I love a guy in zebra stripes, so I chatted him up.  Things got flirty.  Then things got REALLY flirty.  Next thing I know, I’m back at the guy’s hotel room where things went from flirty to sexy pretty fast.  Let’s just say instant karma favored me after what I had to go through to help you out.”
“Dude!  You’re like, the luckiest guy I know.  It’s not every day someone randomly runs across someone who’s actually in a position to bring one of their biggest fetishes to life.  Who’d you hook?”
“I really shouldn’t say…” Jason hedged, accompanied by a facial expression that said he was absolutely going to give up the guy’s identity.
“You can’t leave me hanging, bud.  C’mon.  Spill it!”
“Let’s do it this way,” Jason replied.  Brandon could see Jason was moving through the suite.  Out of the camera shot, he heard a noise.  Suddenly, the phone swiveled around and Brandon could tell he was now looking at the inside of a closet.  Among the few shirts and slacks that were hanging up, he saw two familiar-looking black and white striped NFL official shirts.  Jason brought the camera close to the sleeve of one of the shirts and Brandon was able to make out the position and uniform number.
“R-010?”  The camera panned back to Jason’s face, which now sported a shit-eating grin.  Brandon now knew exactly whose hotel room his buddy was in.  “You lucky fucker!  You’ve been fucking around all afternoon with Mack Carmichael!”
Jason simply nodded with a smile like a cat that ate the canary.  Then he held up three fingers and silently mouthed the words, “Three times!”
“Fuck!” Brandon muttered.  He was genuinely proud of his buddy for snagging the guy who was literally #1 on his fantasy fuck list.  But he was also insanely jealous.  Sure, his own time with Harding had been great, but it hadn’t exactly lived up to all of his dreams…and the studly coach certainly hadn’t gone 3-for-3.
“I don’t want to judge, but his wife must only put out once in a blue moon, if at all.  The man was like a fuckin’ wildcat in bed.  Like he had all this pent-up sexual energy he needed to let loose.  Listen, I’d love to chat more, but there’s a hot 57-year old ref in the bathroom, showering right now and I reeeaalllly want to join him and see if I can coax Round 4 into happening.”
“Go get your man, bud,” Brandon couldn’t help himself from grinning.
“Remember, I’m out of town starting tomorrow for a whole week on business.  Do you want me to come by your place so we can stay up all night doing each other’s hair, giving each other facials, pop a few Bon-Bons, and you can finally tell me why you’re being so damn evasive with the facts about your sexy time with Coach Hot Stuff?”
“Nah, man.  I’m good.  We’ll talk later on.  Sometime after you’re back, I’m sure.”
“Good,” Jason winked.  “Because there’s no way I’m leaving this hotel room until I absolutely have to.  If possible, not until I have to leave for the airport!  I want to wake up being spooned so I can say that I got to feel Carmichael’s morning wood pressing into my hip.”
“Jesus, man.  I’ll be sending you good vibes on making that one happen!  Have a good trip.”
“Thanks, man.  Talk with you later.  And whatever’s going on in that brain of yours, keep a stiff upper lip.  And if you can’t do that, keep a stiff dick.”
Brandon laughed.  “I always do!  You know me and my sex drive, bud.  Talk later!”
As Jason held up three fingers and mouthed “Three times!” again, the screen disappeared and the FaceTime ended.
Jason wasn’t wrong.  Brandon looked down to see his hard on poking up in his sweats.  Just the idea of Jason in a hotel room with Mack Carmichael was enough to get him going.  Carmichael wasn’t exactly at the top of Brandon’s hot ref list, but he couldn’t deny the man was one hot fucker.  And vicariously, he was thrilled for Jason.
Maybe it was the rush of getting that good news and thinking about Jason and Carmichael fucking, but Brandon was starting to put his time with Harding in a more positive light.  Sure, they’d only swapped BJs and Josh had been adamant – almost stridently so – that there’d be no anal action, but oral was way more than Brandon thought would actually happen with the devoutly religious family man.  And the guy had taken Brandon’s contact info – although he’d forgotten to ask Harding for his in return.  That had to mean the coach intended to reach out at some point.  Maybe this was the slow start to something more.
As if the universe was reading his thoughts, Brandon heard his phone buzz.  He picked it up and saw that there was a text from a number he didn’t recognize.  He was about to ignore it, figuring it was a spam text.  That is, until he saw the first few words in the message preview.  “Hey, Brandon.  It’s Coach Harding…”
Immediately, he clicked in to view the whole message, completely glossing over the ominous sign that the man who had earlier asked Brandon to call him Josh had just referred to himself as Coach Harding.  As he read the whole message, his heart sank and all of the positivity he’d banked after his FaceTime with Jason evaporated:
“Hey, Brandon.  It’s Coach Harding.  I know we didn’t make definite plans to connect again, but I may have led you on when I took your contact info.  I’ve thought about it some more and don’t think it would be a good idea for us to get together again.  Thanks for the time earlier today.  Take care.”
On the one hand, it was a gut punch.  But on the other hand, it was just plain weird.  The coach didn’t HAVE to text him.  He knew that Brandon didn’t have his contact info, so it wasn’t as if Brandon could reach out.  Something felt off.  But honestly, he was already over feeling down in the dumps about it.  He set the phone back down on the end table next to the sofa, flipped on the TV, and vowed to drown out negative thoughts by watching some of the Sweet Sixteen March Madness coverage.
The next morning, Brandon had gotten up, fixed some breakfast, and was reading the newspaper on his tablet while trying not to wallow in self-pity when his phone rang.  Grinning to himself, he answered.  “Jeez, Jason!  I don’t think I’ve talked to you as much in the several years we’ve known each other as I’ve talked to you over the past three days.  Aren’t you supposed to be catching a plane to the west coast?”
“I’m at the airport now,” came his friend’s voice through the phone.  “They’re about to call my flight for boarding, but before I get on the plane, I wanted to take one more shot at getting you to give up the deets on your time with J.H. yesterday.”
“You’re like a dog with a bone about this, aren’t you?”
“How appropriate that you used the word bone, man.  I’ve got a several hours’ flight ahead of me, a seat in First Class, and a blanket I’ve bought to cover myself with so that I can be discreet rather than going into the icky plane bathroom to beat my meat.  How about you regale me with some hot and heavy material I can use on the flight?”
“Jesus you’re a hornball…”
“Don’t act all scandalized.  You’re ten times the hornball I am!”
“Never said I wasn’t, bud.  Actually, I’m proud that you’re going to attempt to beat off in front of the other passengers.  I’m only sorry I can’t give you any material to use.”
“Can’t?  Or won’t?”
“Don’t take this the wrong way, Jason, because you’re a friend.  But could you please fuck off and stop pestering me about yesterday?”
“Damn, man…  Bite my head off why don’t you!  What crawled up your butt this morning?”
“Look, here’s what I can tell you.  Yesterday with Harding was nice, but didn’t go farther than a mutual blowie.  He took my contact info, so I thought there might be room to make more happen.  Instead, after I FaceTimed with you, he texted me and gave me the total brush off.”
“Fuck, dude.  Now I get it.  I’m sorry.  I didn’t mean to be pushy…”
“It’s all good, Jas…”
“No.  It’s not.  I wish to fuck I wasn’t going out of town on business.  We could be going out to get some drinks and hang out or something.  Anything to take your mind off of that fuckwad.”
“It’s better this way.  I’d be terrible company.  I’ll be fine.  I’m not right now, but I will be.”
“Okay.  I’ll check in with you during the week if I can and I’ll drop by when I’m back home.”
“Check in with me?” Brandon chastised his friend mockingly.  “Who are you, my mother?”
“I know you’re only being mean to me because you’re pouting about J.H.  Listen, I’ve got to go.  They’ve just announced last call for boarding my flight.  I gotta run!  I’ll talk with you soon.”
“Okay, bud.  Have a good trip.”
“Thanks, man.  And take care, okay?”
The rest of the week flew by, flooded by a busier than expected workload, time spent at the gym and jogging, and even settling in to get reacquainted with a few vintage porn clips that had been favorites of his when he was 20 years younger.  By the time the weekend arrived, Brandon was practically over the disappointment over things not going any further with Josh…or, he thought he was over it.  That all changed when his phone buzzed along about 2:30 on Saturday afternoon.  It was a text from Harding!
“Hey.  Been thinking a lot about our time together.  You free this evening?”
Brandon felt his heart skip a beat and excitement creep in…something he tried to tamp down.  He shouldn’t be this easy.  But, dammit!  It was Josh Fuckin’ Harding!  “Hey.  Yep.  I’m free,” he typed into his phone.  “But I thought it wasn’t a good idea for us to get together again.”
After a few moments came the response:  “I know that’s what I said, but I’ve been doing a lot of thinking.  I wasn’t fair to you or to me.  I owe you an explanation.  I know I don’t have the right to ask, but I’d appreciate it if you’d be willing to hear me out in person.”
“Fair enough,” Brandon wrote back.  “I’d like to hear what you’ve got to say.”  After he hit Send, he said out loud, “and strip you naked and have my way with you!”
“Great!” read Harding’s response.  “That means a lot to me.”
“Let me know what time you want to meet and I can head out to the practice facility.”
“Not at the facility,” Josh wrote back, instead giving Brandon the name of one of the ritziest hotels in the city.  “I’m in Room 1204.  I’ve got a couple meetings to get out of the way then I’m free.  Would 5 o’clock work for you?  We can order in room service and talk.”
“Sounds good.  See you then!” Brandon wrote back, beaming from ear to ear.
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billthedrake · 7 days
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ROUGH PATCH
Spencer was in a tough stretch. Within a month of his 35th birthday, he'd lost his job, broken up with his girlfriend, and had a mild health scare. I knew my little brother would get back on his feet career-wise... he was too smart to be unemployed for long. And thankfully the skin cancer he had removed wasn't cancerous.
As for dating, Spence would probably be single for a while. He was good looking, crazy good looking when put on his flirty act, and had an incredible lean body honed by an active lifestyle. But he had some real emotional issues when it came to women.
"Hi bro," I said as I walked into his place on a Saturday evening. I had a key to his place, which it turns out I was using pretty regularly. Setting down the takeout I'd brought onto the table, I looked over at him.
"Hey," he said. "Thanks for coming over."
Even in his mopey, half depressed mood, he was hot as fuck. Masculine, hunky, and broody in an alluring way. Naked from the waist down, he had his legs spread and his plump dong lay on his thigh not yet erect.
"Any time," I replied. I looked at the TV, where porn was playing on mute. I loved my little brother but he had shitty taste in pornography. Looking back at him, I asked, "You get off already?"
He shook his head and gave me a little grin. "Nah. Just been edging all day. It's been a while since I’ve done that. "
I stepped toward him, enjoying the view down on Spencer before I knelt in front of him. "Pretty fun, right?"
He nodded. Maybe this wasn't healthy, what we were doing. Hell, it DEFINITELY wasn't healthy. But I loved seeing how my blowjobs brightened him up. I could see that prick of his fill out fuller now, harder.
“You do it too, Drew?"
"Yep. All the time." I leaned in and started licking along my brother's cock. It was getting turgid now, almost erect. I could taste the coconut oil he'd used for lube. That had been his own idea. He loved to pre-game before I came over to give him head. I pulled back and added, "At least when I'm single."
"I don't get gay dudes," he said with a chuckle. He pulled his legs even wider in a manspreading action that made my heart pound in lust.
"What don't you get?" I asked. Ten years ago, I would be prepared for some homophobic shit. But Spence and I were good now. And not only because he had a beautiful dick that inched out mine just a hair in size and girth.
"That someone as talented as you wouldn't be in high demand." It wasn't chiding but loving.
If I was going to reply honestly it would be a long conversation. Instead, I leaned in and started taking my brother into my mouth, wetting down the tip with my tongue and excess saliva to ease the way to swallow more.
"Fuck bro..." he hissed.
I loved this part of giving Spence head, the way his body would tense at the first contact of my mouth to his cock, right before he'd let a masculine relaxation wash over his body.
I placed my hands on his bare legs and angled my body up to get into a good position. Then I worked my mouth up and down, slow and steady. Spencer loved getting blown, I suspect all straight-ish guys do. But this was something else. An obsession for both of us, and maybe my little brother even more than me. The fact I could suck him so well made him excited to get sucked - specifically sucked by me.
I grunted around his prick as I gulped around the five inch mark and then worked more length into my gullet.
"Damn, Drew," Spencer hissed. "You're SO fucking good at this." He let me work him a minute before he dropped the bomb. "I love you, bro."
I pulled off almost immediately, my eyes just a little teared from the deep throating. I looked up into his brown eyes, which had a real nervousness behind the playfulness.
"Too much?" he asked.
"I don't know, Spence," I answered softly. I gulped some and spoke up more normally. "Are we talking like a brother kind of love or what?"
He shrugged. "I don't know, Drew. I just know I think about you all day. It's fucked up."
I patted his thigh. It was fucked up but I didn't like Spencer feeling that way. I leaned in and started tonguing his balls. My brother had a great pair of testicles, heavy orbs with just the right amount of hang.
"You mad at me?" he asked, his voice a mix of sexual pleasure and emotion.
I gave the nutsac another swipe of the tongue before edging up the bottom of his shaft. "Nah," I said. I pulled back. "Bro... I've been your on-call bitch the last month. I'm not gonna judge."
My emotionally cut-off brother got uncharacteristically open. "I don't think of you that way, Andrew." He almost never called me by my full name, it was something only our parents did.
OK, my watery eyes weren't just from cocksucking now. "How do you think of me, bro?"
He got a sheepish-shy look and said in his typical Spence way, "I don't know, dude. You're my big brother, not some bitch." His eyes grew soft and his voice got deeper. "Lean up."
I almost didn't want to move from my cocksucking perch. Spencer was rock hard and looked like it wouldn't take long for him to bust. And if he'd been edging like he'd say, it would certainly be a gusher. I loved huge cumshots and loved swallowing them.
Spencer was leaning forward and placing his hand around my neck. It all happened before I could register it, which was probably a good thing because I would have fought it. My little brother's lips latched on mine and our mouths parted to let our tongues dance against one another.
I don't know if this makes sense but Spencer kissed like a straight dude. At least how I pictured a straight dude kissing. Not as hard charging, a little more finesse. I did my best to match him.
Even as he hoisted me up to join him on the leather couch, I still wasn't mentally processing what was going on. But as Spencer pulled me down to a reclining position, next to his body, outright embracing me, I went into a full-body shiver as I realized that I was making out with my brother, and that we were crossing some major lines. Which ones and how many I didn't yet know.
I finally mustered the willpower to break the kiss. "Spence," I interjected, almost complained.
He seemed unfazed. "You been lonely too, Andrew. I know it."
"Maybe," I admitted.
He gave a soft smile. "You got plans tonight?" he asked. "I mean, other than this?"
"Not really," I admitted.
"I'd like to take you out on a date," Spence said, surprisingly sure of himself.
"Tonight?"
"Whenever bro," He said. "I've been thinking about it... a lot." He paused. "I'll get cleaned up, dressed up... whatever you want, Drew. I mean it."
"OK," I said. It was crazy, but I was feeling this too. Maybe because Spence was giving me permission to feel it. "Let me suck you off first, though, OK?"
"Bro, you know I'm never gonna object to that." Spencer lay back on the sofa cushions and let me crouch in place over his crotch.
He was good and fully primed now and the second I went down on him, I knew it wasn't gonna take long. Up and down, with a determined pace I swallowed and provided just enough suction.
"OH FUCK!" he grunted. Spence wasn't always verbal but he'd worked himself up good, and my sucking earlier only added to the egde. A good ten heavy spurts fired into my mouth, his hard prick getting harder and fatter in my mouth and throat as he did before it finally relaxed a little.
"Good?" I asked with a tease as I pulled off.
His smile was bright and his forehead a little sweaty. "The best, Drew."
"I love you too, Spence," I finally had the guts to say.
That made his eyes gleam. "Stand up," he urged.
I thought maybe he just wanted to get up to wash off but instead Spencer sat up and reached forward to guide my hips in place. Then with quickness his fingers were at my jeans crotch, undoing it.
"Spencer," I urged. "You don't..."
I don't know why I was protecting his straightness, or whatever I thought his straightness meant to him. Because Spencer didn't give a fuck. Already he was pulling out my hardon and licking it.
"I'm not gonna be good at his, bro. Sorry." he said.
Then, I watched as my masculine, handsome brother started swallowing a few inches. Not a lot, but just bobbing up and down the best he could without pushing his newbie limits too much.
It was enough. "Spence..." I warned. Urging him to back off. Then begging him to stay on. "Please, bro...."
He coughed on my cum, but I quickly realized it was the unexpected sensation more than anything. Because after being caught off guard he started mummering around my prick and sucking my ejaculation down.
We didn't talk afterward. There was some real awkwardness now, and I half expected Spencer to change his mind, to forget the date thing. But we got dressed and sat down at the dining table, tearing into the takeout dinner, silent at first, before Spencer spoke up.
"So... where do you want to go, Drew?"
God, I was smitted with my little bro. "I dunno," I said. "We could hit a sports bar, watch the game or something." The city's NBA team was in the playoffs.
"That's something I want to do," he said firmly. "I'm asking what you want to do."
I had a hard time thinking of just that. "Truth is, I'd be happy watching Netflx here with you." I took in his scruffy handsome face and thought a second. "But you need to get out of the house, Spence."
"I do," he said. Not pissed off at my comment. "How bout one of those douchey wine bars?" he asked. It was playful, but also an awkward attempt to connect with me.
"Spencer," I sighed. "I'm not a chick. You don't have to be miserable to make me happy."
That got a laugh. "You have a weird idea of women, bro. But you're not wrong."
"How about sports bar tonight, and douchey wine bar next time?"
"You think there's more than one date, Andrew?" he asked, with a crack in his voice.
"I'm hoping there is Spence."
He paused and looked at me intently. I worried I'd said something wrong. "You're real fucking hot, Drew. You know that?"
"Yeah?" I asked.
He nodded. "You think I'm playing with you?"
I replied, "The thought occurred to me. You're straight."
"Not entirely," Spencer said. "You know that." He took a sip of water and leaned back, eyes heavy on me. "I guess I've been curious to explore the non-straight part."
"Seems like you've dived all in," I said.
He shook his head. "Not all the way yet." His expression got that combination of shyness and confidence as he added softly, "We've not fucked."
My heart pounded. I liked this idea, a lot. "No we haven't."
The shyness was winning out in Spencer. It was adorable and melted any lingering resistance I had to this incest. "Maybe we can forget the sports bar tonight. You know, take a rain check."
"How bout my place?" I knew I'd want to prep if Spencer fucked me, and I figured my little brother didn't exactly have the supplies.
"You have the sports package on cable? I don't wanna miss the game."
It was a perfectly timed joke, and we both laughed.
This time, I was the one to initiate the kiss.
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billthedrake · 15 days
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billthedrake · 1 month
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The latest Naval Tradition chapter is up:
It’s a long chapter and I think an important one for the characters.
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billthedrake · 1 month
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I’ve gotten into straight porn a little more lately and he may be one of my favorite hetero stars.
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billthedrake · 1 month
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WINGMAN
I generally had a clean lifestyle, at least lately, but it was Mike Gelson's bachelor party, and we five dudes were partying it up in Nashville. I may have been doing my goody two-shoes Brendan Peters thing and getting club soda every few rounds, but my tolerance was down and I was getting good and truly wasted.
My best buddy James Carducci noticed, too. Like me, he was a big guy, a former tight end who carried a lot of muscle on his 6'5" frame, but unlike me he could hold his liquor.
"You gonna get laid tonight, Peters?" he growled in my ear as we entered the room we were sharing. "It's fun to see you let your hair down."
I gave him a scowl but knew he was just ribbing me. It's what buddies did. "Why can't we have the bachelor party in New York or something?"
Carducci knew what I meant. He plopped on one of the beds, his big frame taking up most of the double bed mattress. "Bro, you could have all the gay dudes around you and you'd still be too fuckin' picky."
I lay down on the other bed, looking over at my best friend. We'd both moved to the same city after graduation. Coming out had been a big messy process for me, and James had been the most supportive of my college friends. He was enthusiastically bisexual - not advertising it or anything, but we quickly realized we could switch from teammate-buddies to guy talk and back.
Still, we were opposites in a lot of ways. "Dude... it's easy for you. You just want to get your dick wet."
We'd had versions of this conversation before. He grinned. "Bro, maybe you should get your dick wet for a change. It'd keep you from being a cranky bitch." Yeah, Carducci could get away saying stuff to me no one else could. Then turning his meaty body on his side, he looked right at me. "I get it, Peters. But maybe while you wait for Mr. Right, you can have some fun. I mean, Kevin Murphy's not gonna suck your cock."
"What the fuck?!" I played dumb. Kevin had been the kicker on our D1 team and was Mike Gelson's best man. He was my type to a T... shorter than me and leaner, boy-next-door cute, tight body and a bubble ass.
James lay back again and put his arms around his back, arms knotted and pumped. If I was into big dudes like myself, there might be sexual tension between us. "Bro, it's all over your face. Remember, I know your fuckin' type."
"C'mon, JC," I pleaded, using my nickname for him.
He grinned. "Don't worry, Peters, I'm not gonna say anything to anyone. You know that. Crush out on Murphy all you want. You're just barking up the wrong tree."
"Yeah," I sighed. "It's majorly against the bro code." I was starting to get resentful of how being a horny gay dude and an ex-jock living by the bro code were not exactly compatible.
That got a deep laugh from JC. "So's fucking your buddy's dad."
I sat up, the alcohol and quick movement making my head dizzy. "What?!?!" Normally I'd write off the comment as Carducci being a jokester but the way his words came out made them seem real.
He now sat up and reached down to paw at his crotch to rearrange his junk. "This stays between us," he warned.
"Scouts honor, man," I replied.
My friend got a wild look on his face and a leer as he said, "I banged Gelson's dad."
"Mike Gelson," I clarified. "The fucking groom."
He seemed annoyed. "What other Gelsons do you know, dumbass? Yeah, Mike Gelson's father. It was a couple of years ago, when Mike invited a couple of us to his family's lake house." James was closer to Gelson than I was, which only made what he was describing seme more transgressive.
"Dude, isn't Mr. Gelson like 45?" I'd briefly met the man once but he didn't make too much an impression on me, I guess.
Carducci leered. "He was 50 then, and it was fucking glorious. A whole week, both of us enjoying sneaking around." I knew JC had a bit of a kink for married men. We didn't overshare, but I'd very occasionally hear about a hookup or, more often, I'd unload about a date that didn't go like I wanted.
I had to rib him now. "What, you going for the daddies now, JC?"
Without missing a beat, he looked at me with his brown eyes. "Abso-fucking-lutely, Peters. Exclusively even. You should try an older dude for a change."
I didn't think I was easily shocked but the turn of the conversation had indeed rattled me. I went silent before I said quietly, "Man, I couldn't date a guy my dad's age. What the fuck?"
He laughed. "Dude, who's talking about dating? You're a hot fucking dude, you should be having sex nonstop... " He paused. "Can I be honest, bro?"
I nodded, bracing myself for the barrage of criticism. But this was Carducci, I knew he was looking after me.
"Well," James started. "You always go for the unavailable ones like Murphy, or for the stuck up ones who think they're the shit for having an Insta following." For all of our odd-couple conversations, Carducci had never spelled it out for me quite like this. But he was totally right. "I dunno, maybe you should go outside your type just to see. There are so many daddies out there who'd be so fucking appreciative to make it with a guy like you.... You could use the ego boost, bro."
I thought it over. "Is that what older guys are to you?" I asked. "An ego boost?"
He shook his head. "Nah. I have a pretty massive ego already, bro, I don't need help with that. I just love sex with an older guy." I watched as he pulled a spare pillow down to cover his crotch. I knew why: Carducci was boning up talking about sex, and while we shared a lot there still was the bro code between us. "Some of em have a wild side, like a drunk sorority chick."
I shook my head. "Jesus, JC."
I knew the alcohol was getting us both to open up to this conversation. "It's not like that, Peters. I mean, you know you're with a dude, a real masculine dude at that. But there's that wild, naughty streak beneath the surface. I fucking love it."
He reached over and picked up his phone.
"What? Are you gonna show me a picture of one of your conquests?" I asked.
He looked up and winked. "Perv. No, bro, I'm lining up a blowjob. There's gotta be a horny daddy staying in this hotel."
I blushed. "You serious?"
"Sure, I'm serious," he said, now not taking his eyes off the app as he scrolled through. "Jesus you can be such a fucking prude."
I lay back, feeling insulted but mostly angry that he was right. I'd set up a Grindr profile and used it some but then swore it off over the last year. "Well, you're not bringing him back here," I said.
JC now looked up. "Like I said. Cranky bitch." There was teasing sure, but I think I'd actually pissed off my buddy. I almost apologized but I was stubborn.
Anyway, he was now getting off the bed and putting his shoes back on.
"Already?" I asked with astonishment. JC hadn't been on that app much longer than five minutes.
He laughed. "What can I say, bro?" He smiled. "Daddy wants this..." he used his hand to gesture to his tall muscular body. "I'm in Nashville, I'm gonna have a little fucking fun." He had his phone and key card and seemed good to go. "You should too, Peters. For real."
I didn't say anything but I gave a look that was my attempt at an "I'll think about it."
And like that, I watched my best friend leave our room.
***
The lamplight was still on when I woke up. I'd conked out in my drunkenness. I was massively hungover but I always wake up pretty quickly. Light was coming in and the clock said a little after 8.
Carducci's bed was still made and still empty. The fucker.
I got up and pissed and popped a couple of aspirin, hoping they'd help. My head pounded. And we still had another night of this fucking bachelor party weekend. I wondered if these dudes would want to come to mine when the time came. Hell, I wondered if I'd have one.
I brushed my teeth to get the stale beer taste out of my mouth. My hair was mussed up and I did my best to comb it down.
Fifteen minutes later, after a trip to the lobby to get some coffee, I was feeling more alive. Hungover still, but better. I didn't feel like eating anything, but the aspirin was helping.
I picked up my phone. I'd uninstalled Grindr but it was easy enough to re-install it. It took me a second to remember my login, but I used one of my common passwords. One of these days, I'd need to choose something more secure for my shit.
There were some hot guys in Nashville, but I'd gotten spoiled by the city I lived in now. There was a certain type I was seeing here - either bigger, beefier guys, or else younger thinner twinks. My type was always in between that. I wanted more Dierks Bentley and was seeing a lot more Garth Brooks types, even among the 20-somethings.
I'd been replaying my conversation with JC in my head. He could bust my balls, and maybe in a way I didn't like. But I told myself, I'd give this a try. I changed my profile language to make it less picky and judgmental and adjusted my looking-for age range.
It was early and I didn't see any hits in this hotel, but there was a good looking older guy in the hotel on the next block. Kind of average looking, balding hair, 49yo, but his pics showed off a very fit body, lightly hairy, probably trimmed. Looking for now. If I had to make it with an older dude, this was probably as good a match as any. I'd focus on his body if need be.
"Hey," I typed in a chat. "You're up early."
"Hi man." Then. "This is early?"
"In Nashville it is," I replied back.
"True, ha."
I was never great with the quick hookup thing, but one thing I'd mastered was the art of messaging. Some guys were too direct, not flirty enough, but some guys were too passive and conversational. My style didn't work with everyone, but it was working now, I knew.
"What brings you here?" I asked.
"Business. I thought I'd tack on an extra day for fun. And you?"
"Bachelor party."
"Of course, ha." Then, he added. "You're quite the hunk."
"Thanks man," I typed. "You're hot, too." I wasn't sure how much I thought that. It's not that he wasn't hot, because he was in a way. But in my fucked up way, I knew he wasn't Brendan Peters-worthy hot. Not in my league. But I tried to embrace the Carducci way. "You say you bottom, right?" His profile had read vers-bottom.
"Yep. You wanting to fuck?"
After my conversation with JC, I'd initially been thinking of a blowjob. Baby steps. Something to take the edge off. But now I realized it had been WAY too long since I'd fucked a guy. "God yeah. You able to host?"
"If you can give me fifteen minutes."
I pawed my crotch now. I was getting boned good. "Make it twenty?" I wanted to shower up.
"Sounds good, man."
***
The profile had sold the guy short. He didn't look hotter than his pictures but as he ushered me in, he had a deep sexy voice. Almost gravely, with a New York accent. He had a towel wrapped around his waist and I could see how dense his muscle was on a frame that was about 6 inches shorter than mine.
"Looks like I hit the jackpot, huh?" he smiled. Then as his eyes swept up to my face, he added, "Don't worry, I'm not gonna gush. You know you're smoking hot."
OK, maybe JC was right, I could get used to the ego pump. With a grin I stepped up to the guy and wrapped my arms around his naked torso, drawing him in.
"I wasn't sure..." he started to say in his deep voice befor I cut him off with a kiss.
He was a good kisser. This was a hookup, just a hookup, and our making out wasn't romantic, but I really enjoyed this part of sex, and this man knew how to respond to my groove. His hands felt up my chest as he did his best to match my tongue work.
Maybe it had been so long since I'd had sex, but the feel of his bare skin and hard back muscle under my fingers had me rock hard. This guy wasn't my type, but he was masculine and real and he wanted me. I pulled off his towel and broke the kiss so I could reach down and paw at his thick ass. It wasn't a young bubble ass, it wasn't Kevin Murphy's kicker's ass, but this man went to the gym regularly and had for years.
"Yess.." he hissed.
I kneaded his ass for a minute longer then stepped back, in full ready to fuck mode. As I reached down and started undoing my shorts and kicking off my shoes, my trick looked at me with horny anticipation, his daddy dick hard and leaking, a solid six-incher that stood out from his trimmed but hairy crotch.
"I guess we didn't talk about specifics," he said, stepping back to the bed. "You a missionary or doggy position kind of guy?"
God, this was 180 degrees from my normal Grindr experience. I always met freaks who'd get real porny and weird, or I met guys who were bossy about their needs. This man had a fun laid-back vibe, even as we were getting to brass tacks.
Usually my answer would be missionary. "Doggy," I leered, letting my thick long cock fall out as I pushed my underwear down.
"Fuck," the daddy hissed. "You didn't exaggerate the measurements. Take it a little easy at first, then I'm good to go." I watched as he got onto the bed, on all fours. It was clearly the body of a man in his late 40s, but I was going to enjoy it all the same.
I got up on after him, letting the mattress sink with my weight. I'd hit almost 240 in college ball, and while I'd leaned down a little since then, I still was 230 pounds of tall muscle.
I remember one time I'd started eating out some model looking guy I'd hooked up with and he about freaked out, telling me he wasn't into getting rim. But as I kissed along this man's lightly furred ass cheeks, one side then the other, he spread his legs in an unmistakeable green light. I dove in and licked.
Fuck, this daddy loved it. I thought about what JC said. Masculine dudes with that drunk sorority chick worthy wild streak. He was some regular guy on business, and he was enjoying me eating him out and munching wildly at his clean pucker.
"Holy fuck, dude!" he growled, the deep voice making his words seem more sexual. "Eat my fucking hole."
I did. I wasn't even expecting an extended rim session for this. I almost thought it would be a pump and go, but I now rode the experience, gripping his cheeks, pulling them apart and tongue fucking this man who indeed was old enough to be my father.
I could have kept at it, too, but I needed to fuck. I leaned up, wiped off the spit from my chin and reached down to wet my cock.
"There's lube and condoms," he said, nodding to the night stand. "I'm on PREP so do what you want, man." Again, that deep voice had my balls twitching.
I slathered on some lube and lined up my bare prick. Daddy was gonna get raw dogged. I gave a two-mississippi pause then pushed to enter him.
There was some snugness at the ring but otherwise no real resistance. I popped in, making the man grunt a little, but he braced his upper body, took a deep breath, then nodded. I pushed my way all the way in, deep into his hot tightness. I forgot how amazing a good fuck felt. Bottoming out, I gripped his waist and began a slow pump.
"Jesus, you're a big boy," he grunted, excitement in his voice.
"6-four," I teased, now fucking him with firmer strokes.
"I meant your cock," the daddy said.
"I know," I hissed. "You're taking that big dick."
"Christ, man," he replied. "Fuck me! Fuck me big guy!"
I did. Getting more and more into it. I was enjoying this position of holding his waist and using that leverage to pull his leaner muscular build onto my hard pistoning cock as much as I was pushing into him. But as I got more excited and more into the mounting pleasure, I felt a need for something more animalistic. Leaning forward, I covered his back with my muscular chest and torso and just started hammering him with hard short strokes.
"Oh fuck oh fuck," he hissed. Loving it, but feeling the challenge of taking me that way, given my strength.
It wouldn't take long though. I now supported my weight with one arm while the other one wrapped around him, pulling his hard body next to mine for maximum contact and steady penetration.
He too was braced on one hand now while the jerked off to my inward strokes.
He came a second before me, but it was a photo finish. I let out a deep heavy growl and enjoyed the most amazing orgasm I'd had in a LONG time.
He finally withdrew his hand and let my weight push him down into a flat lying position.
"Am I too heavy?" I asked as I kissed his neck softly. I didn't want to pull out just yet, the aftershocks felt pretty amazing.
"I'm good," came that deep voice. "I like it, actually."
I kissed him more, along his neck. It's a weird thing of mine. Some guys lose interest after getting their nut, but I get in a real romantic headspace after cumming. It's freaked some men out.
Daddy picked up on it. "I thought you'd be a fuck and go kind of guy," he said with a soft laugh.
"Sorry," I said, pushing myself up off him some.
"Don't apologize, it's nice."
I ran my hand along the man's arm. Strong, not as big as mine, but there's something about an older man that meant more seasoned muscle. "I know this is just a hookup," I said. "I just like talking with a guy I have sex with. I'm weird, I guess."
He got quiet, but his reply felt calm and measured. "We can grab brunch if you like. I can learn more about the guy who just gave me the fuck of my life."
"Yeah," I said.
Now as we uncoupled and rinsed off in the bathroom before getting dressed again, I was having second doubts, and maybe I was leading him on too much. I absolutely didn't want anything serious with this guy. After today, I'd probably half forget him. This was just my hormones talking.
He seemed to read me. "You OK, man?"
I nodded. "Yeah."
He gave me an empathetic look. "Don't worry, I know I'm just a piece of tail to you. But I'm starving... why don't we get a bite and then you can get back to your bachelor party duties?"
I smiled. "Sounds good," I said. I stepped up and kissed him, softly. Wrapping my arms around his waist and enjoying the height difference.
"My name's Curt," he said.
"Brendan," I said.
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billthedrake · 1 month
Text
LITTLE BRO'S HOMECOMING
Joseph Murphy didn't even have to knock on the hotel door. He'd texted Kyle to get the room number and as he strode up to 1139 in the downtown Boston hotel, the door opened right up.
Kyle was dressed in his Marines cammies - either he hadn't had time to change since checking in or else he wanted to be in uniform for the older man. A big smile formed on the 21 year old's face. "Hey," he muttered as he stepped aside to let the beefy cop enter.
"Hey yeuself," Joe hissed in his thick New England accent as he stepped right up to the young Marine and placed his hands around the stud's waist, drawing him in.
Their kiss was hot. A tongue heavy, facing sucking kind of kiss. Officer Murphy didn't do finesse, and it turns out Kyle Smith was A-OK with that. It had been TOO long since they'd been together, or even seen each other. They'd had a conversation before Kyle's deployment about whether they were dating. The cop didn't feel comfortable with that, and Joe hadn't even reached out to the Marine over the last few months. It was only an instant reply that Kyle received when he said he was coming home that made him realize there was still a spark there.
More than a spark. Officer Murphy was pawing at the ridge of hard military cock in the camo pants. And Kyle was feeling up all the cop beef through the man's long-sleeve Pats T-shirt. THIS was the young man's type to a T. Some heft on his bones, thick muscle, a beer belly. It had been the body Kyle had been into since he first started jacking off. Joe reminded him of his middle school wrestling coach - and even, if he was honest, of his own father.
Officer Murphy was even a dyed-in-the-wool working class New Englander like Kyle's father, only more brash even.
Indeed, the booming voice came as he backed off. "How's my fuckin' parn stah doin?" the cop bellowed, fingers tracing the long ridge of Marine meat sticking up in the uniform.
"Holy fuck, I missed you, man," Kyle said with a big grin. Maybe that was too much to say, but he felt it.
"I bet ya did," Joe said as he crouched down, fingers already fumbling with the uniform. "I know how to take care of this bad boy."
The cop's fingers felt good as they undid the trousers. "Are we gonna wait?" Kyle asked. "I mean, we said..."
Already the cop's big mitt was on the young stud's boner, pulling it out and gently stroking it. "You got a couple in ya, Corporal," he growled. "Come on, Jesus, four months and ya gonna fuckin' blue ball me?"
Officer Murphy didn't give Kyle a chance to answer. The question was rhetorical anyway. Because already he was taking the thick, long tool into his mouth.
"Oh fuck... fuck yes," Kyle hissed as he felt the police officer's hot wet mouth go down on him. The cop sucked dick like he kissed. No finesse. But it was amazing, especially after no sex for the last four months.
The Marine didn't realize he was carrying around so much tension in his body, but as Joe blew him, he felt himself relax, his stance widening just a little and his hand placed gently on top of the man's medium-short hair. He'd experienced a Joe Murphy BJ in full Boston Police uniform. THAT had been incredible, but even now he loved looking down on the man's thick-set daddy bod, face getting redder as he bobbed up and down more quickly. Kyle was still in full uniform, for his part, and he suspected that was driving Joe wild.
"It's not gonna take me long," Kyle warned.
The cop spit out his cock. "Dont ya dare, buddy." He wiped the spit off his chin with the back of his hand and leaned back. Kyle loved that view of him, the way it showed off Officer Murphy's broad rounded shoulders and massive chest.
Kyle knew what the man meant. He actually didn't have a lot of experience with other men. He'd met Joe Murphy when he was still 18, still a senior in high school. But the sex was electric between them. Joe was such a deeply sexual man, and the cop's hunger for a younger top, a much younger top, fueled Kyle's own lust.
"On the bed, Officer," he hissed.
Joe broke into a huge grin. Standing up, he started undoing his jeans and kicking off his sneakers.
"Keep that fuckin' unifo'm on buddy," he growled.
Kyle nodded. "That's 'Corporal Smith' to you, Officer."
"All right, Corporal," Joe chuckled. "Don't hold back. Just go for it, OK?"
Kyle was getting lightheaded now, he was so horny. Especially seeing Murphy pull off that T and reveal that beefy daddy bod. His big brother had teased him once when he showed him a picture of his cop lover. "You a chaser, Kyle?" Brandon had laughed. Kyle stood his ground those. The beer belly on such a meaty frame did something for him. He liked having a lot of daddy to hold onto.
That lot of daddy was naked now and crawling onto one of the queen beds on all fours. Kyle got in place.
"Aw yeah, eat my hole, Corporal. Aw, fuck yeah... root around with that tongue buddy. Get up in daddy's ass. Oh, fucking nasty, buddy."
Kyle remembered the first time he rimmed Joe Murphy he was worried the man would get freaked out. But it was one of Kyle's favorite things to watch in porn, so he just went for it. As they say, history was made. He and Joe rarely had sex without some ass eating.
Still, both knew it wasn't going to be a long rim session. Their absence had been too long. Kyle leaned back up on his haunches and gave a light slap to the cop's surprisingly smooth rump. Leaning over, he pumped out a couple of squirts of lube, which he applied to his boner, and then to Joe's hole.
The cop wasn't exactly slutty, but he was wanton in taking taking cock. Spreading his legs and wiggling his ass some as Kyle fingered him. Then, as Joe felt that thick piece of Marine cock bore in, he hissed and did his best to relax.
"Easy, buddy... easy... I'm fuckin' tight... ya gotta open daddy back up for business OK?"
"Yeah," Kyle hissed. He didn't want to cum yet. He knew if he could get through the penetration he'd be good for a bit.
Joe's verbal streak quieted down as Kyle slowly penetrated the older man. Murphy had lied about his age when they first met on the app, but the cop was 50. Squarely middle aged. The young man sometimes wondered why he was wired for older men, men like Murphy. But now that he was boning Joe, he didn't feel the need to question, his heart and mind and cock knew this is what he wanted.
Finally his balls pressed against the man's ass.
"God, yes," the Marine hissed. THIS was what a homecoming should be.
"I can feel your uniform against me, Corporal," Joe said in a surprisingly quiet tone. "So very hot."
Kyle held the man's waist. The skin was hot to the touch. "I dreamed about doing this in the barracks," he hissed. "Even fantasized about banging the Master Sergeant."
That got a chuckle from Joe beneath him. "I bet ya did, buddy. Just as I've had the hots for the new rookie on the force. Fresh faced fucker."
Kyle pulled back and pushed back in. Not fast, not yet. But he could feel the cop's insides open up for him, some.
"Anyone else fucking you, Joe?" he asked, an edge to his voice.
The reply was quiet. "A couple, Kyle," the cop answered. "It gets lonely, you know."
"Yeah," Kyle said, sadly. He wished he was the only one. But they'd never had that conversation. This was probably not the time to have it. "Man, I wish we didn't live so far apart."
The next thrust was hard, real hard. It knocked the wind out of Joe a little, and if Kyle hadn't fucked the cop like this before he would have been concerned.
"Give me a sec," Joe finally hissed.
Kyle slowed his roll and watched as the man reached over for his own squirt of lube.
The Marine didn't need to be told to resume fucking. That's how it was between him and Joe. Perfect synchronization of needs. The minute he saw the man reach down to jerk his cock, Kyle started fucking hard. Jack hammer thrusts in and out of the man's now relaxed hole.
"That's it, stud... horse hung Marine gonna fuck my cop ass..."
"Fuckin' take it, Officer," he hissed. Getting into it.
With other men Kyle had fucked it wasn't like this. It was usually fucking for his own pleasure or for the bottom's. But he and Joe Murphy were on the same wavelength, the older man rapidly jerking while Kyle threw his strength into hard fucking the beefy daddy.
Just the sight of the man's bare back, strong and full, and the love handles and the way Joe's face turned redder when he was getting close to cumming. Kyle felt that light headed feeling again and knew the cum was already traveling up his piss tube, pumping out from his balls.
"Oh FUCK!" he whimpered.
"SHIT!" Joe grunted.
Their orgasm was simultaneous. Kyle's body clenched and held still as his dick continued to unload inside the man. It had actually taken a few times to talk Officer Murphy into barebacking, but now he couldn't imagine sex between the two any other way. This was just sex, and it was just the hormones talking, but Kyle was in love with the man.
He started to pull back, but he saw Joe's hand reach back, as if to stop him. "Don't, Kyle... stay in me for a while longer, OK?"
The Marine nodded and placed his hand softly on Joe's lower back, feeling up the clammy sweaty muscle. He wondered if his dick was going to go soft. It usually did after a cum like that, but being connected with the police officer meant it still felt rock hard.
***
Brandon Smith waited in the hotel bar, sipping his beer. He was always a little nervous waiting for Preston, but he was getting that pit-in-his-stomach now. Maybe this was a bad idea.
But it only took the sight of his sorta boyfriend in the mirror to brighten up. Preston Weldman cut the vision of a real executive, as tall as Brandon, and his figure looking fit in slacks and a sport coat. The gray temples were the icing on the cake, so to speak. Brandon felt an instant chub in his jeans.
"Hope you haven't been waiting long," the business exec said as he sidled up to the hunky 32-year-old. He placed a hand on Brandon's shoulder. Not obvious but the touch felt electric between the two men.
"No," Brandon shook his head. "Anyway, it's good people watching here," he said.
Preston smiled. "Scoping out the business daddies?" he whispered. He knew Brandon's type. It was how they'd met each other on an app when Brandon was back home visiting family. Leaning in more, he growled. "You're looking really good, Sergeant Smith."
Brandon's heart pounded. "SO good to see you, Press." That had been his nickname for the man. Then, his eyes sweeping up and down, something clicked. "You're not wearing your wedding ring?"
Preston shrugged. "You disappointed?" he joked. "The divorce isn't final but it feels like it, you know?"
Brandon nodded and with concern asked, "How you doing?"
"We'll talk about it later, OK? We have the whole weekend, right?"
Brandon smiled. Long distance was tough, and there was military life on top of that. But maybe that's what worked for this divorced hunk. He had his own busy career to deal with, and his kids, too. "Yeah. I have some stuff I wanna talk about too."
"Yeah?" Preston replied. "You wanna talk about it now, kiddo?"
Brandon shook his head. "I think the guys are up in the room waiting for us."
Preston's lust was visible on his face, even if he normally had that WASPy repressed thing going on. "Sure you're OK with this?"
Brandon laughed. "I was gonna ask you the same thing, Press." He stood up and set down some cash to pay for his beer. "It'll be way hot."
"You're bringing out my naughty side for sure." Preston was definitely in a good mood.
Brandon leaned in and whispered. "How do you think I feel? He's my brother." Then he pulled back and gave a wink to the man before grabbing his overnight bag. "Come on, let's go up."
Even on the elevator ride up, the two couldn't keep their eyes off each other. Preston still couldn't believe he'd scored a young man as hot as Brandon Smith. 6'3" ex-football jock, his body honed by years in the US Marine Corps. The 26-year-old was like a porn character come to life. The superstitious, or realist, part of Preston knew this affair was on borrowed time, that Brandon would move on. But he'd sure as hell enjoy the ride.
***
Joe had dozed off but the knock on the hotel room woke him up. He was naked in the damp, disheveled hotel bed. The kid had gone for seconds, all right, and the middle-aged cop felt well and truly fucked. Like, a sleepy, tired and satisfied level of truly fucked.
The man felt bad for telling Kyle about the hookups he'd had. But he didn't want to hold back from the young man. Besides, there had just been two men over the last few month. They hadn't meant a thing and certainly couldn't hold a candle to Kyle fuckin' Smith.
Another knock came. Louder.
"All right," Joe called out. "Coming!"
He jumped out of the bed and sauntered over to the door. He could hear the shower running, and realized Kyle was in there.
Brandon and Preston were surprised to see the door fling open to reveal the full nakedness of a thick-set 50-ish man they'd never met. Lightly furred front, soft dick dangling beneath.
"Come in, fellas," Joe said. "Kyle's in the shower." Unceremoniously he turned and let the men indoors.
It took a second for Joe to pick up on their reaction. "Why be shy, right?" he said in his thick accent. He flashed an impish smile. "I can cover up if it bothers you though."
"Guess you're right," Brandon said. He held out his hand. "I'm Brandon."
Joe took the hand in his own strong mitt and shook it. "Definitely see the family ressemblance."
"Joe," the cop said.
"Preston," the businessman said as he greeted the cop.
"Jesus what the fuck kind of name is Preston?" Joe quipped.
Brandon got angry. Protective and angry. "We can call this off," he said through gritted teeth.
"Call what off?" came Kyle's voice as he stepped out, towel wrapped around his waist.
Preston's eyes noticeably showed excitement. If he had to pick, he'd choose Brandon's body, but Kyle had a shorter, more compact build that was scrlpted with tight, rounded young muscle.
Kyle immediately picked up on the vibe. "Jesus, Joe. Did you shoot off your mouth again?"
The cop looked genuinely contrite. "Sorry fellas. Guess I'm shitty at first impressions. Preston," he said, turning to the other daddy in the group. "I'm sorry man. Really. That was a shitty thing to say."
"All right," he said in a clipped Yankee accent. "I guess we're not here on a date or anything," he joked.
Joe nodded. "Yeah, the Smith brothers are the stars of the weekend, right?"
Brandon looked at Kyle. "You guys already get started?" he asked his brother.
Kyle nodded. "Yeah, couldn't wait, sorry."
Brandon turned to look at his lover. "I wouldn't mind a little one-on-one time with Press first."
"Yeah, babe?" Preston asked. He wasn't sure how this scene would play out. But as much as he wanted to see Kyle in action, he was drawn to Brandon first and foremost.
The hunky marine pulled Preston closer to him, then guided his arms around the man's waist to draw him into a kiss. It was soft and sensual. Brandon Smith was SUCH an amazing kisser, and inspired Preston to give his best in return.
"We can give ya guys some space," Joe spoke up. Amused to see a version of what he and Kyle had just experienced.
"Yah," Brandon almost said. Only Press' hand gripped his arm.
"It's OK if they watch babe," he said. The older man had a playful look on his face. "I kind of want 'em to."
Brandon looked at Preston in amusement. This buttoned-down divorced dad had a way of surprising him. "OK, he said.
Kyle was still in his towel as he sat on the bed, feeling Joe settle in behind him. The cop's mitts felt good feeling up his ripped Marine muscles. If Kyle hadn't just fucked the man, twice, he'd be boning up fast.
"You OK with this, Kyle?" Brandon asked.
Kyle nodded. "Go for it, bro. It'll be hot to see you guys."
That was all the green light it took for Brandon and Preston. It was like it was just them, alone in the room, even as they were also aware of putting on a show. They slowly stripped each other and made out.
About the only thing to break the spell was the cop's outburst when Brandon removed Press's button-down shirt, revealing a DILF-y gym-toned body.
"Holy fucking shit, he's a frickin' magazine model."
The cop's loudmouth approach had rubbed him the wrong way, but now he enjoyed having Preston's amazing body recognized.
The lovers were soon naked and Brandon was reclining them down on the other bed. Kissing softly even as their bodies humped more urgently. They were matched in height, but Brandon had some more muscle on him, and Preston was feeling up every inch with his hands.
Soon the older man was parting his legs, letting Brandon's body find that spot between them. Their kissing grew more impassioned, until Brandon leaned up.
"Fuck you feel so good, Press," he sighed. "I love ya, man."
"Love you, too, Big B." This was the only thing that made Preston self conscious about having an audience. But he knew this was part of sex between him and Brandon. The emotional openness.
"I need to be inside you, Dad," Brandon hissed.
"Please," Preston said. "I need you, Son."
Joe felt Kyle's body tense in his arms. The cop was a pervy enough man that the dad-son play didn't phase him. But he sensed it hit differently for Kyle. This was his brother, talking about "Dad." Joe just held the 21-year-old tight against him and kissed the side of his neck.
"OK?" he whispered.
"Yeah," Kyle whispered back.
Then Joe felt Kyle's hand grip his forearm, pulling it down. Joe thought the kid was rejecting his embrace but instead Kyle guided Joe's hand lower, right to the towel, where there was a ridge of hard dick. The kid was turned on.
"Jesus, it's a like a Lifetime movie," Joe almost said, but restrained himself. Everything was so frickin sensuous between the other couple. Even the lubing of cocks and the fingering of Preston's hole. The man was glas Kyle was into more animalistic fucking. The kid always had been, even at 18.
At last the divorced exec lifted his toned legs, and Brandon gingerly positioned the ankles on his meaty shoulders. The two locked eyes, silently, lovingly.
And Brandon entered his daddy lover.
Preston winced at entry but after a second, his hands were on Brandon's muscle ass, coaxing him to push in further.
"Not gonna last long today, Dad," Brandon hissed. "You feel so fucking good."
"We got all weekend, Son," Press countered. Before Brandon he didn't enjoy bottoming. Hell, the times he fooled around with men he usually preferred getting head. But this Marine had a way of rocking his world, turning it upside down. Of making him want cock like this. "Fuck me. Fuck your father."
Brandon let out a low deep grunt and powered in. Slowly, sensually at first. God he was SO turned on. Being with Press, hearing that roleplay talk. But also know his little bro was watching. "I'm gonna go a little harder, sir," he hissed.
"Do it!" Press urged.
And like that came a serious of slow, rough thrusts.
"Yes!" the exec grunted. Only Brandon could make him love it like this, too. Hard, with a roughness to each inward push of that meaty cock. "Attaboy."
Brandon had a few trigger words and that was one of them. He knew orgasm was coming now. So he humped more excitedly, hard stokes working to get himself off with this perfect man's ass.
"Yeah, Dad," he hissed. "Gonna cum!"
He felt Press's hands caress his sides, encouraging him to give it up.
"UNNGH!" Brandon grunted and unloaded.
"Yes!" Press said excitedly. He loved watching his Big B cum, loved seeing that mix of youthful masculinity and almost childish need. Already he was stroking his dick to get his own nut.
Brandon took a second to come down from the high but when he did he started working his dick in and out of Press's warm hole. Fucking slowly but hard, the way Press liked it.
The older man wasn't a loud cummer, but Brandon knew how to read the signs. Sure enough. the middle-aged man's body clenched and white hot sperm flew out. Preston Weldman came a lot when he orgasmed.
Brandon pulled out and only then was self conscious that his brother and his brother's lover were looking on.
Kyle had a look that was clearly horny and maybe a little embarrassed. "Why don't we give you some space, Bro?" he said quietly.
The older brother rolled off Preston's body. "We freak you out, Kyle? I guess I should have warned you that we do the roleplay thing."
Joe spoke up. "Don't let the kid fool ya, he loved that shit."
"Jesus, Joe," Kyle objected. But the man was right.
Preston leaned up. He felt a strange fondness for Kyle, a dude he'd never met. "Kyle, it took me a while to get into it." He ran his hand up and down Brandon's strong back. "I don't know... your brother's a persuasive man."
"Eight inches is a lot of persuasion," Joe quipped. He'd just witness the other brother's endowment, and Brandon was as hung as Kyle, for sure.
"Joe, what the fuck?" Kyle pestered. But Brandon and Preston were smirking.
"Fuckin' Christ. What the fuck are we for? It's supposed to be a fun weekend, right?" He patted Kyle's chest affectionately and gave a soft, contrite kiss. "Come on, let's go get a pint and we can talk more at the pub." The cop pulled his meaty body back from his younger lovers and stepped off the bed. "Apparently we need to talk about 'ground rules' or some bullshit," he bellowed.
Brandon had to admit the policeman was growing on him.
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billthedrake · 1 month
Text
SUGAR DADDY (PART TWO)
The next day I was a little bit of a wreck. Still coming down from the high of my fantasy time with Mike Keenan. Sucking his cock. Kissing him. Enjoying the privacy and the deep conversation. I thought of texting him but decided that wouldn't be welcome. It hadn't been a date, it had ust been something that had happened. A combination of Mike taking pity on me and wanting to get his rocks off. We both got something out of it, but it was surely a one-time thing.
I had class that next morning and baseball practice that afternoon, then weightlifting. It was early evening when I got done and saw I had a text from Mike.
"Hi Luke, sorry no contact, I had a long day here. Enjoyed last night. Any chance for a repeat some time?"
My heart pounded. Maybe I was the one overthinking things. Mr. Keenan just wanted his cock sucked again.
"I'd love that," I wrote.
"Nice," came the reply. "You around to talk?"
I said good night to my buddies and told them I had to get back to study for a test. Then I texted a "yes" to Mike. A second later my phone rang.
"Hey," I said. God, I was majorly crushed out on the guy.
"Hey Luke," he said. His voice was sexy as fuck. "What are you up to?"
"Just getting out of practice. Bout to grab some dinner."
"I haven't eaten either. Want to come over? We can get dinner in the hotel bar."
"I probably need to change," I said. I was still in my workout clothes.
"I bet you look sexy as fuck," he growled. It was a trip to hear him lust for another man. "But take your time."
"Yeah, I probably shouldn't go to some fancy bar in my gym clothes."
"They don't give a fuck," he said. "But do what you feel comfortable with."
"All right," I said. "I'll text you when I'm on my way."
"Take an Uber," he said. "I'll pay."
"OK." Then I hung up. I was going to object, but I was eager to see the man. And truth be told I was hungry, real hungry. Maybe that's what made me decided to head right over, underdressed as I was.
"OK, I'm getting in my Uber," I typed to him five minutes later.
He sent a smiley face reply.
The man was in his suit, without tie, on one of the bar stools and his eyes lit up as I walked in. He had a smirk as I set down my backpack and pulled out the adjacent stool to sit. "I was right," he said softly. "Sexy as fuck."
I blushed. "I didn't think you went for guys that way," I whispered.
His blue eyes twinkled some as he patted my back. "No labels, remember?"
I was getting hard in my shorts. Unfortunately the thin fabric wasn't going to hide my boner, but fortunately, it was hidden by the bar. And my hunger was going to win out.
"The steak here is great," the man said as he handed me a menu.
"I dunno," I said as I looked over the option. "A burger is fine." Of course I was concerned about the price.
Mr. K could read me, though. "Get the steak," he grunted.
I felt a little chastised and said something I instantly regretted. "Is that how the Sugar Daddy treatment works?"
Mike gave me a quick glance then replied without missing a beat. "Buddy, you don't eye me up like a cash machine like those girls do. You don't know how nice a change that is."
I blushed and I felt his hand pat my bare thigh.
"I like that I can be honest with you, Luke, for real." His bossy tone was gone, replaced with the old Mr. Keenan charm.
I gulped. "I like being honest with you, too," I said. Until Mr. Keenan re-entered my life six months prior, I hadn't realized how rare it was I could be honest about things. I gave him a smile and saw him smile in return.
"Since I'm being honest," I started, but just then the bartender came over to take our order.
"Two steaks," Mr. Keenan said, ordering for me. "And another scotch and..." he turned to me.
"An IPA?" I asked. The bartender nodded and named off some brewery. Sounded good. We watched as he poured our drinks in front of us and placed them on the bar before going off to ring up our order.
"So..." Mike picked up. "Since you're being honest..."
I lowered my voice. "It's like I said before. You don't need to pay for anything, Mike. Or be a sugar daddy or anything."
He grinned. "There's always trade offs," he said. "And maybe I enjoy the control."
"Control?" I asked dumbly.
"If you're paying, you get your say in a lot of things," he said. He paused and watched me blush. "You think less of me."
"Honesty, right? You don't know how crushed out I am on you."
He smiled. "I have an idea. It's flattering." He took a sip of his scotch and looked over at me like a wolf eyeing up his prey. "I'm hoping you stay over tonight."
I was in over my head. Emotionally, but also with a man like Keenan. Decisive. "If you want, I will," I said.
"Good," he said, satisfied.
***
Mike Keenan surprised me that evening. After we ate and he paid the check, we went up to our room. We showered together, making out, feeling each other up. I was surprised how much this straight man was into my very male body and my cock. Well, he was probably bi and in any case had his no-labels motto. I was gonna embrace it.
Particularly as we made out on the bed, me beneath his middle aged, fit hairy body. I'd eventually find a real boyfriend, I knew, but I also knew it was going to be hard for any man to live up to hot how Mr. K was. His cock felt hard and even bigger as we humped our bodies together and kissed.
"So, Luke... you up for me being inside you?"
I nodded, hungrily. "God yeah, Mr. Keenan."
He grinned. "You have much experience?" That concern coming in.
"A couple of guys, yeah," I said. Then with deep candor, I added, "I wish you'd taken my cherry, Mike."
His voice got husky. "I've done anal a couple of times. With an ex-girlfriend."
His words made me actually break out into goosebumps. For some reason the idea of Mr. K doing some woman in the backdoor seemed kinky as fuck. But also the way he unmistakeably was communicating that he knew how to fuck me. "You liked it, I bet," I said with a lusty smile.
He nodded and winked just as he leaned up and knelt on the bed. His hardon looked magnificent, the thickness perfectly framed by his hairy, DILF-y body. I decided then and there I'd have a hard time sleeping with a man under 40. "Oh, yeah, buddy," he said. Then my body shivered again as I watched the confidence with which he picked up the lube he'd set out next to the bed. As he returned his focus, I pulled back my legs and spread them some, letting his slick hand in to lube up my hole. "It's probably my favorite thing. Hard to talk a woman into it, though."
"I can imagine," I hissed, enjoying the cool contact of the lubed finger on my ring. "I bet that costs extra huh?" Maybe that sounded accusatory, but from my tone it was clear that it was a joke, and Mr. Keenan picked up on that.
He laughed. "I don't hire hookers, but don't think I haven't thought about it." His cock jerked, and I was relieved that being with a dude seemed to work for him as much as fucking a chick.
He pressed in and worked me open some. "That feel OK, buddy?"
I looked at him excitedly and nodded. I kept expecting resistance as the man fingered me but there was none. At all. "Feels amazing Mr. K." My longtime nickname for him just slipped off my tongue, but the man seemed excited to hear it. His cock actually jerked.
He now slipped in a third finger, twisting me open and working in and out. "You're ready," he said, though I knew there was a questioning behind his assured tone.
"Yes, sir," I hissed.
Mike was horny, too, I realized as he scooted in to place and nudged his meaty cock right into place. I don't know the approach he took with women, but he angled his finger to let his prick push in just as he withdrew his hand. Kind of a shoehorn move that slid his meaty cock right into me. Three solid inches inside me in one go.
"There ya go," he said with satisfaction. Then he moved forward, his hips driving more meat into me, as he leaned his upper body forward. I was getting well and truly penetrated.
The thing was, my insides were starting their natural resistance, my guts clenching down on the invader and trying to repel it. Mr. Keenan mistook my discomfort for a natural stimulation of an ass on his cock. "That's goddamn nice, buddy," he hissed and like that he was kissing me, hard and possessively.
I met his tongue as well as I could, but there was something that clicked in me. I was a dude, a masculine dude. I didn't like to think of myself as feminine, and I got offended by the way people would associate gay sex with being feminized. And yet, I was pinned down beneath Mike Keenan and all I could think was to compare myself to those college chicks Mike banged. My hole relaxed around him and I wrapped my legs around his waist. Not slutty or anything, but damn I needed and wanted a Mike Keenan fuck.
He must have sensed the change but in any case pulled back from the kiss. "I guess I didn't even ask about protection," he hissed, his hips slowly pumping me.
"This is perfect, Mr. K," I growled. His dick was rubbing right over my prostate, not punching the button, but playing it like a violin string. It was a surprisingly new sensation for me.
The man liked my answer. He pulled back, further back, and pushed all the way. Then again. Not rushing it, but definitely claiming me with this cock. All the while his blue eyes bore down on mine. "How do you normally like it, Luke?" he asked.
I racked my brain. It was actually hard to think with the man's cock pressing in and out. And I'd only had a few experiences bottoming. "Slow, I guess," I replied. But then as I felt up the man's naked torso and strong arms, I wanted more. "But this is weird to ask... but I'd like you to show me how I like it."
THAT turned Mike on like crazy. "Yeah?" His nostrils flared. "I can do that buddy."
He pulled back and I felt his prick punch into me. In retrospect it probably wasn't rough, but I'd never been fucked with that much force. Then another. Slow, steady, and hard.
The fact that it was Rich's dad doing this drove me wild. I looked up into his handsome face and imagined him rough fucking some sugar baby who'd have to work for her apartment money.
"Shit!" I gasped. My prick was dripping already, a telltale sign that I was about to cum. I gripped it, just in time to let the pleasure boil to a full orgasm, all while Mr. Keenan pounded it out of me.
His own face was scrunching into a clear sign of pleasure. The man was ejaculating into my guts, and good.
"Well, fuck me," he sighed as he lay his forehead against mine. We lay like that, my hands on him and my legs wrapped around him. His more mature, fit body resting on top of me as he caught his breath. "Please tell me you liked that buddy," he hissed.
I felt weirdly emotional. I don't know, it wasn't just the crush I had on Mr. K. It was the hormonal rush on top of the mind fuck of having had such hot sex. "A little too much," I admitted.
That made him smile.
He finally leaned up and slid out of me, and off me. His dick was thick and plump but softening, and very wet. He looked down on me with a mix of surprise, paternal-like affection, and pride in conquest. I loved it all, and it was then that I realized I was hooked on the Mike Keenan experience.
"I thought I was pushing my luck asking you to meet me again," he said as he stepped off the bed and down some water from a water bottle. His middle-aged muscle was covered in a sheen of sweat. The man was sexy as fuck. His eyes barely left my nakedness. "But I guess not," he continued.
I felt all sorts of weird, and more than a little cheap now that the endorphins were wearing off. I sat up in bed, my hole feeling used and wet now. "You really do like being on control, don't you, Mike?"
My words caught him by surprise. "I guess I come on strong, huh?"
"A little," I admitted. "I should probably go," I said as I searched for my briefs.
"Will it make you feel better to stay over?" he asked.
It was my turn to be surprised. "You think I'm like a chick?" I asked. I wasn't sure I was upset he was stereotyping me as a gay guy. Or upset because maybe he was right.
"It's just a question, Luke," he replied. "I'll give you Uber money."
I swallowed my pride. "I'd love to stay. Sorry I was giving you grief."
He smiled. "It's fine buddy. I'm used to game playing. But you're a straight shooter. I like that." Then matter of factly, he added, "I get up early."
"That's cool," I said.
****
I gave Mr. K a blowjob early the next morning. And he stroked me off. I guess I was leaning toward being a bottom before Mike Keenan, but I'd never embraced the label. What the fuck, the man was making me realize the shoe fit.
I was happy and content all day. I kind of wanted a text from Mr. K, but I didn't need one. Even being young and naive, I knew I had to take this for what it was, or not at all.
Around 5:30 I got a text. "Dinner?"
I had a late game and plans with my buddies. "I'm tied up, Mike," I wrote. "Sorry."
"What time you done?" came that reply.
"I don't know. 10?"
"Come over then. You know the room number."
Maybe it should have rubbed me the wrong way, but it didn't. I was horny for this man. So bad.
Only after I replied with an OK, I got a Venmo alert. Mr. K had sent me money. Not an exhorbitant amount. But a lot.
Oh shit.
***
I was nervous as Mike ushered me in. The worst part was how fucking handsome he looked, even in his readers and plush hotel bathrobe. He didn't look exactly sleepy, but he seemed in a relaxed, tired state as he looked me up and down.
"Thanks for coming, Luke," he said. That easygoing charm I remember from going over to his place when I was visiting my buddy Rich.
"Sure," I said. Looking around, I wondered what it was like to live in a hotel like this a few nights a week, always being on the road. I smelled Mr. Keenan's cologne before I felt his hand on my shoulder and his warm body press against my back. Already he was kissing softly at my neck.
"Listen, Mr. K... can we talk about the money thing?"
His voice had a throaty growl. Maybe he'd been thinking all evening, all day about sex, because he seemed to be in a horny mode. "Sure. Was it not enough?"
"No, Jesus," I hissed, feeling his fingers already running beneath the hem of my T-shirt tracking my abs. "I don't need anything. For real."
OK, now his fingers stopped their seductive movement. I guess the man was getting it. "You offended?" he asked.
I blushed. "I dunno," I replied. "It didn't make me feel great."
I felt his breath against my neck. "You deserve the money more than Kimberly," he said. "Or the others. It's just a little something, Luke. Use it to have fun. Or save it for a rainy day."
I don't know how Mike Keenan was so persuasive a man, but he was. Maybe because those fingers are once again tracing up my abs and pulling my shirt with them. "Come on, buddy, let me see that hot baseball jock body," he urged.
I went with it. I knew I was good looking, and even if I had some bulking goals for the off season, I knew I had a solid body. But the fact Mr. Keenan was into it had me so turned on. I turned around to see a smile on his five-o-clock-shadowed face.
"Nice," he said, eyes sweeping up and down my build. "Lose the shorts, Luke," he said.
Mr. K had talked about enjoying being in control. I was now wrestling with the fact that I enjoyed being bossed around, at least by this man. I stepped back and undid my shorts, stripping down completely for him. I was rock hard.
My heart pounded as I watched Mike get a more serious look on his face, as his hands reached down to undo the tie on the robe. The white terry cloth flapped open to show off his furry fit torso and, beneath that, his thick boner. "Come on buddy," he said in a deep whisper, nodding down at his crotch in an unmistakable signal.
I gulped. I assumed my normal catcher's squat, a position which made my hard dick stick up at an angle.
"Fuck yeah," Mike said. He scooted up to offer me his prick. It was fat and veiny, and while not porn-long that dick was pretty damn big.
I leaned forward just an inch to start licking him. Top to bottom. Along his furry nuts. Tasting every inch of Mike Keenan. Maybe his relaxed vibe gave me the implicit permission to take my time.
Only by the time I actually began sucking him, working my mouth up and down on him and doing my best to coordinate suction and tongue along his shaft, the man was starting to get worked up.
"Easy there, buddy," he hissed, gently pushing me off his dick, which throbbed and jerked a little, wet with my saliva. "I almost blew there."
I grinned. I felt so fucking proud. I didn't have a ton of sexual experience and it was good to know I was doing something right to get Mike so close so soon. "Why don't you?" I asked, sitting back on my haunches and looking up at him. I was getting more confident in having sex with this older man.
He let out a heavy sigh, like he was fighting off the urge to do just that. A smile crossed his lips, though. "Guess I'm like a kid with a new toy," he explained.
It took me a second to get it. "You wanna fuck me again." Half statement, half question.
Mike nodded. "Been thinking about it all fucking day, man. Your ass is so fucking tight."
I knew this was a possibility, and I wondered if I should be giving my hole some rest. But I also knew it was going to be hard to turn down a Mr. Keenan fuck. I stood up, my dick riding that crest between pure excited hardness and nervous flagging.
"Ok if we kiss a little, Mike?" I asked feeling almost embarrassed to ask. "You know, make out a little?"
My buddy's dad nodded and grinned as he stepped up to me, placing his hands on my waist. "I guess I can come on strong, huh?" he asked.
God, feeling his dick press against mine and the heat and the soft-hard combo of fur and muscle against me was going to drive me wild. "Some, yeah," I admitted with a laugh. Then blushing, I added, "Part of me really likes it, but fuck it's intimidating too, you know?"
Mike didn't reply but just gave a sympathetic nod and leaned in for a soft kiss. We made out some, and it was incredible to feel the contrast between the gentle approach kissing and the mauling of his hands on my jock body, particularly my butt. Mr. K wasn't kidding about having a new toy. He seemed to really love my ass.
He walked me back to the bed and I went back down on the mattress with a motion of his that was between guiding and pushing. He quickly lost his bathrobe and joined me, covering my body with his older, more experienced one, feeling me up and kissing along my neck, my ear, my upper chest. Mike was in full-on horny mode and bring me there right with him.
Finally he lifted off and rolled to the side. His erection was dripping and rock hard and looked amazing against all that body hair. "All right buddy, get on all fours."
I was primed for Mike Keenan in full on control mode. I scrambled to do as the man asked, facing the headboard and feeling the man settle in behind me. Already his hands were cupping my glutes and feeling the smooth muscle.
"You got a hot fucking ass, Luke," he growled. He pawed at me another few seconds then reached for some lube. The first wet finger felt great, and went in pretty easy.
"You're looser today, buddy," Mike hissed. A second finger popped in.
"Yeah, probably," I responded. "After yesterday."
"I wanna keep you this way," came his deep voice. "Ready for me."
"Oh fuck, Mr. K," I whined. There was an edge to his tone that drove me wild. And as his prick pushed in, I felt a welcome pleasure, even with my residual tightness.
"Fuck yeah," Mike grunted as he felt my insides and pushed to bottom out. "Right back in the saddle."
His grip clenched roughly on my waist. Just as quickly as that thick cock pulled out, it barreled back in. And again. One hard thrust right after the other as Mr. K grunted deeply. "Ung. Ungh. Ung."
The man was fucking for his pleasure, not mine. Still I felt an excited thrill. I wouldn't say I enjoyed this nearly as much as the missionary mating the night before but it felt new to me. Animalistic and raw. I was hard even with the discomfort of the shafting.
Wham. Wham. Wham. That thick piece of hard dad meat was drilling steadily. Then the cadence went off. Mr. Keenan's rhythm was getting more spasmodic and jerky as he pounded me. Then I felt those fingers dig into my hips.
"FUCK!"
From his cry and the sudden stop of his thrusts, I knew the man was seeding me.
I loved every part of the experience, but I now regretted that I hadn't gotten off. The fuck had been too hard and too quick.
Thankfully I felt the man shift behind me and, prick still buried inside me, he leaned forward to press against, my back.
I loved the feeling of his kiss on my neck, but even more I loved the slickness of his palm as he wrapped his hand around my hardon. Mike didn't even need to do much. Just give slow soft pumps in and out of my guts while his fingers ran along my dick. I fired off, heavy and hard. I felt lightheaded when I came.
We were quiet as we uncoupled. The shame was coming back to me as I showered off. Shame that I enjoyed what others might see as a dominant, selfish fuck. Shame that there were funds in my Venmo account. Shame that I was falling for Mr. Keenan so hard. I knew I couldn't stay over in this hotel room, not tonight. I needed some space to think.
Mike had his robe back on. To this day a white terry bathrobe is a fetish for me. His tone was more serious. "You mad at me Luke?" he asked as he sat in the hotel chair and watched me get dressed.
I grimaced but shook my head no. "I didn't think I'd like sex that rough," I said softly.
I could see a sly grin from on his lips. But he continued. "I wasn't talking about the fuck."
God, the man could be intense, behind the suave businessman outgoingness and the friendly paternal vibe. It was like I was seeing the real Mr. Keenan. Intimidating, sure, but I also wondered if he had a hard time with real relationships. His marriage hadn't worked out, he was clearly estranged from his son, and he basically hired dates instead of having real girlfriends.
I paused, just holding the T shirt I was going to put back on. "Can I be blunt, Mr. K? You say you don't want a hooker, and yet have a way of treating me like one."
He was prepared for that. "You're not that, Luke. But I'm not ready for anything serious. I figure I can help you out, and you can help me out." He looked at me and could tell I still didn't get it. "Listen, it's not just sex. I love spending time with you buddy. You're a hell of a lot more fun than those sugar babies, I'll tell ya." He cracked a smile, and I had to as well.
"I guess," I said. Remembering Kimberly, I could imagine she'd be more work than fun.
My conciliatory tone made him happy, and I was glad to see the friendly Mr. Keenan return. "Well, it's just I don't always have the time or interest for all the other boyfriend bullshit. Checking in, looking after emotional needs, dealing with jealousy."
I gulped. I was starting to get a better picture of Mike. The side Rich hated. The side I should hate more.
He watched my reaction but continued. "I know that wouldn't be fun for you to deal with, so I want to make it worth your while."
"Make what worth my while?" I asked. Again, as persuasive as he was, I felt he kept talking around the sex part.
He laughed, almost amused at how astute I was. "Luke, I'm not going to pay you per sex act. Or per night. But..." his voice got conspiratorial. I wondered if he knew what that supportive dad-figure tone did for me, and just weaponized it to get his way. Honestly I think it just came naturally to him. "Well, bud, I'd love an arrangement when you're able to keep me company when I'm in DC." His blue eyes got an impish cast to them, and I knew he was in seal-the-deal mode. "I'm pretty sure we could have a lot of fun together."
"You wanna be my sugar daddy?" I asked, point blank. It's not that I was dumb, but I actually didn't think Mr. Keenan was outright going there.
He nodded. But his face had a caution to it. "Would it better if we ditched the labels?" he asked, a smirk on his face reminding me of his own no-labels policy.
"It would," I answered. Then. "OK if I think on it, Mike?"
"Of course," he said.
He stood up as I finished putting on my shoes. Seeing how handsome he was I almost asked if I could stay over again. But the vibe wasn't right for that.
As I made my way to the room door, Mr. K patted my shoulder. "You're a fine young man, Luke," he said. His fingers gave my muscle a little squeeze before letting go. "I mean that."
"Thanks, Mr. Keenan," I said.
***
The Uber ride was quick at that time of night. I'd have to come up with an excuse to my roommate while I was out again. I'd probably have to come up with a lot more excuses if I hung out more with Mr. K. Or, if he got me my own apartment, things would be easier. Meeting up with him. Having sex with him.
I pulled out my phone. I thought I'd hesitate before sending but I knew I knew my answer.
"You'll have to let me know how it works Mr. K," I texted. "But I'm in."
No labels. But if Mike Keenan was going to call himself my sugar daddy that was probably OK too.
I got a quick reply. "That makes me happy Luke. Talk tomorrow sexy."
I felt warm inside. Mike Keenan was going to make this worth my while. But I was determined to make it worth his, too.
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billthedrake · 2 months
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A reader buddy recommended AtlantisGuy’s writing, and it hasn’t disappointed. His newest is really good:
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billthedrake · 2 months
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ACCOUNTABILITY (PART TWO)
Jim felt deeply ashamed. There was the shame that he'd caved to his baser sexual urges. Even when he having conjugal relations with his wife, the married father imagined he was fucking some nubile 19 year old porn chick from the Hot Guys Fuck video. Then, as Jim got closer and closer to cumming, Jim imagined a hot, jacked college dude in bed with them, hot masculine hands touching his body while he fucked. The very forbidden notion made him cum like gangbusters. And kept him hard after.
But the real shame came from the fact that his son had more willpower than than him. After the two escalated their infractions on the Covenant Watch app, Ryan stopped looking at porn. Cold turkey, stopping as quickly as he started. There were some exchanges of eye contact between them, almost like Ryan was apologizing silently for stopping the little game the two were playing.
Jim never felt prouder of his boy. He'd imagined his role as a father was to lead his family by Christian example, and here his eldest was taking that role for him. It was humbling as hell, but Jim McCready also realized that humility was part of the church's teachings. His Ryan had led him astray almost to teach him that lesson.
And it was reassuring to have his world returned. Family life. Church twice a week, dinners together, soccer practice for the younger kids, football games on Friday.
Thanksgiving Eve was the big end of regular season for Ryan's team. Practically a high holiday in their small town. It was a close game, which only made the victory that much more thrilling. On a Ryan McCready TD catch no less.
It was a storybook end to his son's high school football career, which is what made the notifications on his phone bright and early Thanksgiving morning that much more of a surprise.
Covenant Watch showed 92 infractions.
"Fuck!" Jim thought to himself, almost saying it out loud. He was mad at Ryan, genuinely mad. This wasn't dipping his toes into sin, it was wallowing in it. And Jim was mad that Ryan was doing this only because the teen expected his father wouldn't do shit to stop him. Jim was angry he'd been made accomplice to this, because of his own weakness.
Jim slipped on some casual clothes and made his way to his study. He wasn't sure he could use the excuse of checking work emails on Thanksgiving morning, but he needed privacy.
Every video was a gay porn video. Jim began clicking on each link. There were ones of jocks with coaches, and ones with two college-looking guys fooling around. There were amateur hookup ones, and some gloryhole cocksucking vids. Jim was lightheaded as he watched each one.
He wasn't going to get through 92 of them, or close. He didn't have time. And he was too turned on. He quietly lowered his sweats and spit into his palm. He went back to one of the coach and jock ones and pressed play. Four tugs was all it took for the man to send his cum flying all over his desk.
"Fuck!" he grunted as he came down. He grabbed some Kleenex to wipe off and clean up. He felt out of control, like a teenager, like Ryan, but strangely the intense emotions of guilt were gone. A good orgasm will do that for you.
Even when his son came down for breakfast, sleepy from what was clearly a late night stroking off, Jim didn't feel self conscious. Ryan and he had more in common than he ever expected. Jim wondered if he'd have to have a talk to check in with his son.
Ryan took a private moment later that morning to lean in and whisper to his father. "I needed to treat myself after winning the game last night," he said. "Hope that's OK, Dad."
Jim McCready was in full accomplice mode now. Ryan knew he wasn't going to say anything or do anything. And the comment was as much to save face for Jim as anything.
Still, the father didn't want to let on that anything bothered him. If Ryan was gonna make Jim his accountability accomplice, he was gonna lean into it all. "With that catch buddy, you probably earned more than 92 dings."
Ryan was surprised, at first. But then broke into a smile. "That was pretty awesome, right?"
Jim clipped his son's strong back with his hand, a paternal pat of affection. "Insane, Killer..." Jim winked. "Doesn't mean you don't get out of helping out your mother today, though."
Ryan laughed. One of his duties was to help with the prep and cleanup for his mom for Thanksgiving dinner. He was kind of her go-fer for the morning. "I'll get dressed."
***
Jim felt like he'd handled it well. This was just Ryan's hormones spiking. The kid would get over his kink soon. Find his willpower again. Hopefully settle down with a steady girfriend, though Jim's doubts there were starting to nag him.
Besides, he had his own hormones out of control. He found himself with an alone moment and idly pulled out his phone. "Two can play at this, kiddo," he said quietly and pulled up Pornhub. Selected Gay setting and searched for "coach." Some of the thumbnails looked fake. 28-year old "jocks" with 30-year old "coaches." Fake sets, fake clothes. But one was real enough. Hidden camera, dim lighting, real bodies. The jock was of age, Jim reflected thankfully, but maybe a college freshman or sophomore. Bent over a standard-issue metal desk and getting railed by a beefy coach, zip up top and whistle around his neck and naked from the waist down.
Jim McCready was hard as a rock. Even after jerking off that morning, his dick pressed a thick ridge in his jeans. He didn't have time to watch more than this and over the next four minutes he forgot he was doing this to taunt Ryan. He was caught up in the fantasy and his own bodily response to watching two men fuck.
"Fuck," he hissed as he closed the vid and slid the phone back in his pocket. He was hyperventilating. He reached down to grip his boner, trying to pinch it into submission. Thinking about his work stresses or the friendly wager he had with his buddies on the Cowboys and Lions games that day.
When he was presentable, he made his way back to the family room. The younger kids were watching some movie on TV, and the domestic scene made Jim feel another pang of guilt. He had a wonderful family, a devout family, and here he and Ryan were sinning. Not just sinning, but enjoying their mutual sin.
But the father let his attention drift into the movie.
"Hey Dad," Ryan's voice said from behind him. Jim turned to see his strapping son standing there, car keys in hand. "Mom wanted me to go pick up some milk at the convenience store... need anything?"
Jim used to chastise Ryan for going out underdressed for winter weather, but the kid seemed not to have a normal relationship to cold. It might be Alabama, but it was still November. Only now the father was glad to see Ryan in just shorts and his FCA t-shirt, the gold cross necklace matching his father's. Maybe it was the way Ryan's clean-cut image hid a truly naughty side.
"I'm good, buddy," he said, trying to take his eyes off his son's lean, tall, muscular body.
Jim was still processing his thoughts after Ryan left when he felt his phone vibrate. There was a text from Ryan.
"Good taste."
It was cheeky and impertinent and just the right thing to write to turn Jim on. Somehow Ryan's text arrived right before the Covenant Watch notification. "Video watched: Pornub, Coach fucks player after the game"
Jim McCready's heart pounded. He slyly looked to make sure the family was engrossed in the TV before he typed a reply. "I would have thought 92 would have been enough for you, kiddo." Gently chastising but mostly playful.
Ryan's reply was immediate. "I'm 18, Dad. What do you think?"
Jim's throat felt tight. He was getting horny. Again. The idea of Ryan getting off multiple times a day fueled his imagination. "I think I should be stricter with you," he wrote back. Jim couldn't tell if he meant it tongue-in-cheek or earnestly.
Ryan didn't reply. Hell, for all the times he'd told his son not to text and drive, he should have been happy. But Jim worried he'd put an end to his game. And he hated that he wanted it to continue.
Ryan picked it back up when the father least expected it. There was always a flurry of activity in the McCready household as the kids helped their mother bring all the food to the table and as Jim poured the water glasses at each place setting. They were just sitting down when Ryan appeared, face flushed. His son was up to something, Jim knew, and from the buzz in his pocket, Jim had a good idea what.
"Let's say grace," he said. Then he led the family in prayer.
The meal was sweet torture for Jim. Keeping his good-father poker face on while they ate and talked. He didn't feel boner-horny but that kind of nervous energy horny. And Ryan's flitting eye contact had something else going on. The kiddo was nervous.
And when they'd finished up, Ryan offered to do Jim's normal task of cleaning up. "You go watch the game, Dad," he said. "I got this."
Jim's wife gave a look of pleasant surprise. Jim returned it the best he could but he had a feeling Ryan had an ulterior motive.
The women in the McCready household would watch Auburn football but had no use for the NFL. So Jim's wife and their two daughters got ready to go out to the park for a post-meal walk. They were always making talk about eating too much and needing to walk off their meal.
They'd barely left when Jim checked his phone. The Covenant Watch notification read: " Video watched: XVideos, Gaycest, Sauna Time." The father looked over at his two boys. Mitchell was engrossed in the game. Ryan was pretending to be, while sneaking glances over at his dad.
Jim gulped. His heart raced. This was so wrong.
Slyly he picked up his phone again and typed out a text to Ryan. "Can't wait to watch it buddy." Blushing as he did.
Ryan smiled as he read it. And quickly typed back a reply. "It's really good, Dad."
Jim was throwing hard. He didn't really want Ryan to see his boner, and he definitely didn't want Mitchell seeing it. With a lewd thought the father realized his younger son would probably grow into the studly jock looks Ryan had. But that was a ways off.
The dad slid the phone into his pocket and waited for a commercial break. His hardon had almost gone down. Almost. He stood up from the couch and made his way to the restroom. He probably didn't have a lot of time, but he needed to watch this, at least part of it.
His heart was in his throat he was so excited. The title promised the taboo material, but surely this wasn't gonna be what Jim thought it was? As he clicked and watched, it was. There wasn't any explicit dad-and-son dialogue, but the two guys were clearly cast that way, in a sauna, getting hard with each other, before sucking each other.
Jim wanted to stroke. But he was already taking longer in there than he should. If Mitchell hadn't been around, he thought with a shudder. With a pinch at the base of his prick, he willed himself into a softer state then stuffed his meat back into his briefs.
His face was flushed when he returned. Ryan noticed and had a grin. Mitchell was oblivious.
"Good?" came Ry's text.
Unconsciously, Jim nodded. But he typed anyway. "The best I've seen."
Ryan gave a darting glance over to his little brother. The jock was enjoying the sneaking around, Jim knew. Jim couldn't tell if he enjoyed that part too or if it was just uncomfortable torture.
A message came in on Jim's phone. "I've thought about that for a while."
Jim hadn't. But he knew he would now, and the idea Ryan had perved on him only made the idea hotter. "Yeah buddy?" he typed, now getting into the flirtation.
"You have no idea Dad." Ryan's cocky expression was giving way to a shy one.
Jim grinned now. "Maybe you can tell me sometime."
"I'd like that sir."
Jim McCready was boned now. Full on hard. He angled his body so Mitch couldn't see. But he spread his legs so Ryan could.
The high school senior smirked and did his own manspreading. There was a hard ridge riding up his son's loose shorts.
Just then the front door opened, the sound coming in from the other room. The women were back.
***
Ryan woke up late. He'd stayed up edging before finally shooting a huge load. It wasn't quite 92 videos this time, but it was a couple dozen. And some incest porn stories. He was a little mad at himself for even denying himself porn before.
He had to laugh at his morning wood now. His father had actually eyed up his cock. And shown his own. Ryan leaned up in bed. Plenty of time to take care of his needs later. Maybe he and Dad could tease each other some more. Ryan was VERY surprised at how this had escalated. Maybe the acorn doesn't fall far from the tree.
And, as he checked his phone, there were 117 Covenant Watch infractions. Most incest themed, at least the top listings. Ryan didn't bother to scroll through them all.
"Fuck!" he gasped.
He got dressed and made his way down to the kitchen. It was empty and he could see why. It was 10 AM. His mom and sisters liked to hit the Black Friday sales. Ryan wandered through the house. He had a good idea where his father was. Indeed as he approached his father's study, he saw the door cracked. He gave a quick knock.
"Come in, buddy," came his father's voice.
His dad was seated as his desk, in his preppy polo shirt that molded to his fit muscular upper body. From where Ryan stood he wasn't sure what his father was wearing below the waist, but the man's hand was down at his crotch, clearly jerking off while he held the phone in his other hand.
Jim looked up at him with a horny look. "Mitchell's over at his friend's, the girls are gone... it's just us, Killer." The tone was jocular but with a raspy edge to it.
"Yeah?" Ryan asked. The implications setting in.
Jim nodded and with a fateful motion he set down his phone and stood up. The man was indeed naked beyond the polo, and a thick hard ridge of dad meat stood up, a slight curve to the otherwise ramrod straight boner.
"Fuck!" his son gasped. Any retreat of his morning wood was giving way to a renewed hardon.
Jim's heart raced. This was so wrong, and he couldn't even believe he was doing this. Showing off his cock to Ry. But the young stud had worked him up, enraged him as surely as waving a red flag at an angry bull. The father's libido was now out of control. "You wanted to see me, right?"
Ryan nodded. He'd been the one to push the envelope so it was wild to see his father take the initiative like this. Silently he pushed his own shorts down, over his matching teen boner.
"Nice..." Jim grinned. "You're hotter than those porn dudes," he added.
Ryan could barely speak he was so horny. "You, too. I mean... fuck!"
Jim walked around, slowly, his thick hard paternal dick waving some with his steps. "We got a few hours alone, buddy."
Ryan was moving toward his dad, too. Was this really gonna happen? The touch of his father's hand on his hip was the first indication it would. Then a second later, their dicks touched, two McCready cocks making contact.
"God help me, son," Jim hissed as leaned in and turned his head just slightly before his lips pressed against Ryan's.
The jock was light headed as he felt his father's tongue trace his lips, then press into Ryan's opening mouth. It was his first french kiss was a dude, and it was his own dad. The videos of incest had been hot as fuck, but this was on another level. Pure mindblowing thrill. He hissed back and started feeling up any bit of his dad's body he could.
Jim was doing the same, humping Ryan's hard crotch and feeling up the kid's bare ass. "My room or yours buddy?" the man finally asked with a bedroom voice Ryan had never heard from his father. It was one that could have barely imagined. Sultry, deep, and playful.
"God, yours, Dad," he hissed. It was SO wrong to fool around in his parent's bed, and yet that's what Ryan wanted.
Jim grinned at that and gave Ryan's rump a light slap. For 18, the kid had an amazing rump, muscular and thick. "Naughty boy," he hissed. "My room it is."
Ryan's heart was pounding double time as his Dad led the way. Jim had an incredible ass, too, meatier and thicker with age. But his father was in shape and still a total stud. The two stripped down completely before the man sat on the bed's edge and pulled Ryan's cock body toward him. They kissed in that position a second, before Jim grunted and used his strength to leverage his football jock son up and on to the mattress.
Ryan was seeing a new Jim McCready, and feeling his father in all the man's nakedness too, as Jim climbed on top of his son, kissing and mauling every inch of the younger flesh.
"Dad," Ryan grunted. So turned on, but his mind racing a million miles an hour. "We could get caught."
"Fuck yeah we could," Jim growled before covering his son's mouth with his own. Again, that deep tongue kiss, more urgent than before. Jim McCready was full-on enraged with lust and it was rubbing off on Ryan. The older man had a grin when he finally pulled back. "But we're probably not gonna."
Already his was using his legs to push his son's legs apart. "You cherry, Ry?" he asked in a throaty rasp.
Ryan nodded. He was nervous but harder than he'd ever been in his life. Feeling his dad's body, seeing his dad's cock, and witnessing his dad's sexual hunger. That gold cross necklace a reminder of his father's outstanding public persona, a contrast to the sin they were committing now. "Yes, sir."
That answer made Jim's nostrils flare in excitement. Already he was reaching over for lube in the nightstand. It didn't get a lot of use. His and Kelly's sex life was normal, vanilla, and while Jim resorted to masturbation some he kept his habit in check. At least until lately.
"You can say no anytime, Ryan," he said, the father role returning, even as he applied the liquid to his son's jock hole.
"I want it, Dad," Ryan answered, his body breaking into goosebumps to feel his Dad's finger circle then penetrate his tight sphincter. He looked down at where Jim's arm was wedged between his spread legs and back up into this dad's hungry eyes. "I'm scared," the teen added. "But I want it."
Jim nodded. His finger pressed in and out slowly. "I got ya buddy. I just want this SO bad." He leaned in and kissed his boy while he fingered Ryan with a second digit. Then a third.
They didn't extend the foreplay. They were too worked up, and they'd been building up to this for the last 24 hours.
Ryan wish it didn't hurt, but the penetration stung.
"There, buddy," Jim said, the softer side of his bedroom voice coming out. "I'm inside in ya, Killer. Inside my son."
"Fuck, Dad," Ryan gasped. The psychological side of the incest fuck was winning out over the physical sensation.
More dad dick was sliding in him. "This is what you wanted right? What you wanted when you first sent me those videos?"
Ryan pulled his legs wider. Trying to accept his father inside him. He needed every inch of his dad now. "I don't know. Is this what you wanted when you set up the accountability buddies thing?"
Jim bottomed out and wildly kissed his son again. Not a protracted kiss, but deep. He pulled back with a leer on his face. Already his was pumping Ryan, fucking him. "I had no fucking idea, Killer. No idea how depraved I was."
"I like you depraved, Dad." Ryan said, maybe louder than he should. But they had the house to themselves. Hopefully.
His dad's hips pumped faster. The physicality of the cock thrusting in and out felt good to Ryan, the harshness turning into a pleasant intensity that made his ass and cock and hole buddy buzz.
"You got it, Ry. Gonna be hard to keep my hands off you." The man was losing focus, the pleasure and tightness of Ryan's ass getting him close so soon. He paused and reached over for the lube again. He'd watched this in the videos, the bottom jerking off while getting fucked. He wanted his son to get off, too, like one of those porn dudes.
The second Ryan's hand wrapped around his lubed prick, the sensations in his ass felt night and day different. No longer challenging, every movement of his father's cock, whether small or deeper, made his cock feel more pleasurable.
"Go for it, buddy," Jim urged. Fucking faster, leaning in more to gaze down into Ryan's youthful handsome face. The father was gonna cum any minure, any second, but he hoped his son would get there too.
"Fuck me Dad!" the jock cried, his toes curling and his body entering a deep O.
"God yeah, Ry! Shoot it!" Jim watched in excitement as heavy ropes of white cum shot out and landed on Ryans' mostly smooth ripped torso.
Three more hard shoves was all it took for Jim to unload. Ass fucking was so different than sex with Kelly. Jim was addicted.
The father and son made out, clinging to one another while the dad's prick slowly softened and retreated it.
Jim was in tender lover mode as he stroked Ryan's hair and held the boy close. "So.. I got your cherry...."
"Yes, sir," Ryan said. It was wild the number hormones did on you, the teen thought. Making you hard charging one minute, clingy the next. He'd experienced this with girls, but with his dad it was a hundred times deeper. "I'm glad you got it."
"I'm going to hell," Jim said, half a joking comment but the religious misgivings were real and coming on strong.
"It'll be worth it," Ryan said softly. "Please... don't freak out on me, Dad."
Jim gave a smile and patted Ryan's warm chest. "OK, no freaking out, buddy. Promise." He looked up at the clock. "We have maybe two hours. Wanna get showered off?"
Ryan nodded. He was glad his father helped him up off the bed. The jock felt surprisingly drained from the sex.
The energy came back as they shared a shower, though. Sudsing and rinsing each other. Kissing each other beneath the spray. Getting hard again. Jim held his son and pulled the wet warm athletic body toward his. The kid was right. Hell would be worth it. His hands snaked down to cup Ryan's bubble ass, a finger digging in naughtily.
"How you doing down there, Killer?" Jim asked, concern but also flirtation in his voice. The father felt very honored to have taken his stud son's anal virginity.
Ryan gave a soft grin. "Empty, sir."
Jim let out a soft grunt. He kissed Ryan, harder, then pulled off and turned the football jock around.
Ryan knew what was happening and he wanted it. Who knows how often he and Dad would have the chance for this. He braced one arm against the tile wall and reached back to pull one cheek apart, letting his father in.
Jim was fuck hard now, and quickly sudsed up for lubrication. The entry was easy now, Ryan now learning how to relax.
Ryan grunted a grunt of pleasure. His dad hit some amazing spot deep inside him. "Yes," he hissed just as he felt his dad's lips kiss the back of his neck.
"It's like fucking honeymoon sex," Jim growled. Thrusting into his boy once more.
It was a thrill to hear his dad curse and get that bedroom voice. But Ryan's head also went to the idea of his dad fucking his mother on their honeymoon. Maybe that's when Ryan was conceived...
Their pairing was less verbal as the men communicated with their bodies. Jim's slow but urgent pump in and out of Ryan's ass, the father's hands caressing and holding the jock's wet muscle. Ryan arching his back in just the right position to be taken.
Jim came alone this time. His muscular middle aged body thrusting more spasmodically into his son's smoother one, the grip around Ryan's torso getting tighter and more possessive as he nutted inside his son's bare ass for a second time. Then the soft kisses and relaxation returning.
"God, Dad," Ryan whined. He so turned on. He never wanted this feeling to end yet he also needed to get off.
There was that light smack again as Jim withdrew. "Turn around," came the back of an order.
Ryan complied automatically, showing off a hardon that was matched in size and shape to his father's. Not a twin, but clearly related.
Already Jim was crouching down in the shower, the spray soaking his hair as he leaned in and swallowed his boy's prick.
"Yeah!" Ryan gasped. He was so primed it wasn't going to take long. Just six or so bobs of his father's mouth on his cock did it. Ryan was spurting hard and heavy into Jim's craw.
The jock didn't know what to expect but he watched as his dad clearly swallow it all. The man had a proud look on his face when he finally stood up too. "All right, let's get dressed. I better air out the bedroom too."
Ryan was concerned that the post-nut business-like vibe was his Dad's way of feeling guilty. Or dealing with the guilty. As he went back to his room and got properly dressed, Ry felt like he should be feeling guilty himself. But he wasn't. He went to his father's study and gathered his and his dad's shorts and brought them and his father's phone to him.
"No one can fucking know," Jim said. Not harshly but clearly needing to say it.
"Of course, Dad. Jesus."
Jim smiled and patted Ryan's arm. "You've certainly grown into a fine looking man."
Ryan grinned back. He could see a glint in his dad's eyes. "You wanting round three, sir?"
Jim laughed. "Can't fucking risk it, buddy. But yeah..."
An idea occurred to him. "Why don't you keep a watch?"
That got the dad excited. "You mean?"
Ryan nodded. So Jim stepped to the bedroom window, where he could peer out onto the driveway.
Meanwhile his son knelt down and started unzipping his father's jeans. The dick was plump and firmed out completely in Ryan's fingers.
"Oh yeah, buddy," Jim hissed. Ryan had about as much technique as he did - not a lot - but it didn't matter. His kid was eager and the idea of getting a Ryan McCready blowjob had Jim getting close in due order.
"I'm gonna blow," that bedroom voice hissed. A warning.
Ryan kept at it, though, sucking a little faster and trying to take another inch of his dad's cock into his throat. The whole experience was incredible. He didn't even know if he'd enjoy sucking another guy remotely like he did his father.
The cum shot wasn't heavy. Just a spurt and some dribbles. But Ryan was tasting his dad's cum for the first time. Sweet and briny. He knew he'd want more in the future.
He finally backed off to see his dad grinning down on him, even as the man was already tucking himself back into his jeans. "That, young man, was amazing." He looked out the window. "Fuck!" he grunted.
Ryan didn't need to be told. He got up and made his way down to the family room. He turned on the TV and found some ESPN channel, right before he heard his mom and sisters walk in.
"You're dressed," his mother said when she saw Ryan. "I thought you might sleep in the whole day." Then, "Where's your dad?"
Ryan shrugged, playing dumb. "I don't know. In his study, maybe."
Already his sisters were rushing past with shopping bags, acknowledging their older brother, but barely.
Ryan's phone buzzed. He saw he had a message from his friend Kyle. But the latest one was from his father. "Thank you, buddy. I owe ya."
Ryan smiled. Then another message came in. "James McCready, Covenant Watch app removed."
"You dog," Ryan quietly said to himself. Then proceeded to remove the app on his own phone.
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billthedrake · 2 months
Text
SUGAR DADDY (PART ONE)
I was cooling down from my run, and I was paying more attention to the traffic light to cross. I almost didn't see them.
But the man saw me, a look of embarrassment sweeping his face before the familiar friendly tone won out.
"Luke?" he said.
"Mr. Keenan," I replied automatically, as if the recognition was coming out of my mouth before it hit my brain. Mr. Keenan was my buddy Rich's dad, a successful corporate lawyer or something. I know Rich had issues with his father, made even worse by his parent's divorce, but Mr. K was always beyond nice to me. And truth be told, I always found him incredibly attractive. Tall, handsome, salt and pepper coming in on the temples, kind of like a TV dad. Even now he was in a nice-cut navy suit, dress shirt and no tie.
His blue eyes were taking me in. It had been over three years since I'd last seen the man, since high school graduation, and I'm sure I looked different now. "I almost forgot you went to school here," he said. "Georgetown?" he prompted.
"Yes, sir. They haven't kicked me out yet," I smiled in my self-deprecating way.
It was then that I noticed the woman standing next to him. She couldn't have been any older than me. She was pretty, real pretty, with that sorority girl look. Straight blond hair and big tits for a girl with her trim frame. At least they showed off well in that spaghetti strap cocktail dress she had on. Her high heels didn't get her close to Mr. K's 6'3" height but they added a couple of inches.
I now had a pretty good idea why Rich's parents got divorced.
The man's date was good at hiding her annoyance at my presence but not good enough that I couldn't see that she wanted to get on to where they were going. Part of me couldn't blame her. It was fall, the evening was cool, and she was underdressed for it.
Mike Keenan realized where I was looking and that embarrassed look came back on his face. "Luke, this is Kimberly..." he turned to his girlfriend or date or whatever. "Luke's from back home," he explained. Almost with an emphasis of meaning.
Turning back to me. "We should go, buddy... but it's great running into you, Luke."
"You, too, Mr. Keenan," I said. It was only then that I was self conscious about standing on a busy Georgetown sidewalk in my sweat-drenched running clothes, the cool getting to me now that the exercise was wearing off.
He flashed his trademark smile, like he always did when I came over. He reached into his pocket and pulled out his wallet, deftly extracting a business card. "I'm in DC a few nights a week these days. Reach out and we'll catch up, OK?"
"Sure thing, Mr. K," I said, taking the card in my fingers.
Then I watched as my friend's dad and his college-aged girlfriend went walking on to their date spot.
****
"I was gonna ask if you can keep things under wraps about Kimberly," Mr. Keenan said as we waited for our burger at a nice but not overly fancy bistro that DC seemed to have a ton of. I'd met Mr. K closer to his hotel, just two nights after running into him.
"Oh yeah, sure," I said. If the man had asked me to give an alibi to the police for something I probably would have. I mean, Mike Keenan always was great to me, encouraging me in my baseball playing and even helping me out with college admissions stuff, since my folks were more blue collar. His dating life was really none of my business, but I felt like it was conversation worthy. "How long have you two been dating?"
He squirmed in his seat and sighed. "A while... not too long..." he said then gave me a long hard look. "Listen, Luke, you can keep this between us, right?"
The blue eyes and handsome jawline and perfect teeth were gonna make me crush out a little on the man, like I did back in high school. "Absolutely," I replied. Earnest as hell.
He smiled. He could read my sincerity, and I think it amused him. He leaned back and had a soft leer on his face, a side of him I'd never seen. "She's not my girlfriend," he explained. "I met her on one of those sugar daddy sites."
I may have been a dumb jock, but I figured out what he meant pretty quick. "You mean she's a hooker?" I asked. I had to laugh, and Mr. K laughed back.
"No, well, not exactly," he replied. "But there's a little of that, even if we both pretend that's not what's going on." His eyes searched out mine, and I knew he was trying to read if I was freaked out or judgmental. I wasn't, just surprised.
I tried to pass off my shock with a joke. "She expensive?" I said.
He grinned, with a I-can't-believe-you-asked-that look. But he replied anyway. "Very. But I can afford it."
Something about his tone and lecherous nature got me hard. Not chubbed, but full on erect in my jeans.
The man mistook my horniness for a different reaction. "Sorry Luke," he said. "I shouldn't have said that... only you asked."
"No, it's good," I assured him. "Just didn't expect it, is all."
"Fair," he said. He sighed again. "Seriously, Luke, not a fucking word to Rich. Or anyone. I mean it."
"I won't, Mr. K, promise," I assured him. He probably didn't want to talk about it anymore, but I was very curious. "So... how's it work exactly?"
"How's what work?"
"The sugar daddy thing."
He seemed more businesslike. Maybe he enjoyed being able to confide, or maybe he just was humoring me. "I pay for Kimberly's apartment and of course for dates," he explained. "There are gifts, too, but she doesn't make me jump through hoops like some of the others."
I was letting it sink in that this one wasn't Mr. K's first. I knew the guy was loaded, but that kind of money was wild to me.
"Damn, I should get a sugar daddy," I joked.
Without missing a beat, Mr. Keenan shrugged his shoulders and said, "You could. If that's what you wanted."
I blushed. I was still pretty closeted though Rich Keenan knew. Maybe Mike Keenan knew too.
The man seemed to enjoy catching me off guard. "A colleague of mine goes for high-class call boys, but I've been trying to convince him to go for something more legit." This was definitely a new side to Mike Keenan than I'd seen.
He paused. "Sorry, Luke. I'm not really suggesting... You know that, right?" The old Mr. K was back.
"Yeah, Mr. Keenan," I said. I wasn't totally naive, but this evening had already made me feel more green than I wanted.
He held up his empty rocks glass in a gesture for the bartender to bring another. He then turned to me. "You have any special men in your life?"
So Mr. K did know.
I shook my head. "I've hit the apps some," I said with candor. "But no one special."
He patted me on my shoulder, like he used to back when I'd come over to visit Rich. Like a buddy or a dad. "Well, you've grown into a fine young man, Luke Bowman. I'm sure that someone special will come soon... maybe when you're not expecting it."
OK, I was more than a little crushed out.
***
Something about seeing Mr. Keenan was a spark in my life that I needed. I'd spent too much of my college years scared. Scared of getting out there, of meeting men. I liked men who were older. Coach types, though that was out of bounds and not realistic. But I changed the age range on my app profile and decided I was going to be open to engaging with men who turned me on there.
It was hit or miss. I heard from some real obnoxious guys. I went on some dates with a really fucking hot doctor who was great sex but then basically ghosted me. I had a couple of hookups that were good for what they were.
I wasn't being a man-whore exactly, but I enjoyed making up for lost time a little.
Strangely Mr. K became my confidante. I don't know why I thought the man would be homophobic, hell maybe deep down he was, but we each shared a secret with the other. And once he was back in DC for business that spring, I met him every other Wednesday for burgers and beer, depending on my game schedule. I got the increasing feeling that he valued his time with me, since he and Rich didn't get along well these days. The man carried a lot of guilt for his broken marriage, but he'd be the first to admit that he'd probably do the same thing all over again.
"Buddy, college girls are the best," he leered one Spring night as we finished our meal. Mr. K let his hair down a LOT with me these days. "I know they don't do anything for ya, Luke, but Jesus, fuck..."
I laughed. I knew Mike Keenan was a grade-A horndog and probably not a good man in that way, but I enjoyed seeing his naughty side.
"You ever think about dating one for real, Mr. K?" I asked. For most of our meetings, it had been mostly my buddy's dad asking me about my life, but it was just now getting to the point where I felt like I could ask personal questions like this.
He shook his head. "It wouldn't work. Besides, I wouldn't do that to Rich." It was a strangely profound admission.
I gulped. Yeah, I could see it from my buddy's perspective, having a stepmother his age, or younger even.
"That's cool, Mr. Keenan. But you gotta live your life, too," I said.
That caught the man off guard. He looked at me then smiled. He reached over and ruffled my hair. "You really think that, dont ya?" he asked.
I nodded, embarrassed.
He grinned. "Don't worry, kiddo. I'm enjoying my middle age years. A little too much."
"With Kimberly?" I prompted. He hadn't mentioned her in a while.
"I called off that arrangement," he said bluntly. "She wanted more."
"A ring?" I laughed. I didn't get straight people, not really, but at the same time they were my entire world.
That leer returned to the man. "No. More money. I'm taking a break for now."
"How long will that last?" I teased.
"Dunno. A month. Maybe two. Till I get horny again."
"I'm pretty sure you wouldn't have to wait that long to get laid, Mr. K."
It was meant as a playful comment, at least in my head. But the second it came out I realized I'd said too much. That Mr. Keenan could read everything in my face, everything I'd kept hidden. How attracted I was to him, how crushed out I was on him, how jealous I was of Kimberly or whatever sorority chick he was banging.
The look on the man's face could now see it all.
Tears welled up in my eyes and I started getting a panic attack. I stood up from the bar stool. "I should go," I said.
A hand reached out and gripped my forearm. Mr. K's grip was surprisingly strong. "Luke. It's OK."
Somehow, his understanding made it worse. I shook my head and broke free. "Sorry," I muttered. Then made a beeline for the door.
I felt dumb and intensely vulnerable as I walked to the bus stop. I'd messed up this friendship thing I had with Mike Keenan, but maybe it was fucked up that I was hanging out with my friend's dad like this in the first place. No maybe about it: it was majorly fucked up.
I was a block away from the stop when I got a text.
"Can I convince you to come back, Luke?" the man wrote. "I get it buddy."
I knew the smart thing would be to keep walking. To send a polite no thanks reply. Or just ignore the text. Instead I typed. "Yes Mr. K." And I walked back to the restaurant.
Mike Keenan was standing outside, looking handsome as fuck in his expensive suit. He had a worried look on his face, and I knew immediately he'd dashed out after me but didn't know which way I went.
His face brightened when he saw me. "We don't have to stay here," he said. "I settled up."
"Oh," I said. "Sorry..." I started to apologize, but he stopped me.
"You were honest," he said directly, blunt but still friendly. "Besides, what man doesn't like to hear he's attractive?"
I gave a wan smile and hunched my shoulders in a shrug. "A lot of straight men, I imagine."
I couldn't tell if Mike Keenan was just humoring me. He had a look of sympathy on his face for sure as he reached out and patted my arm. "How bout this? No labels between us, Luke?"
I didn't get what he was saying exactly, but I knew it was meant to reassure me. I nodded.
"Feel like coming to my hotel?" he asked. "We can just talk."
"Yeah." I was feeling a ton of emotions coursing through me. But I wanted more Mr. K time. "Sounds nice."
That seemed to relax him and put him in a good mood as we walked the few blocks to the nice, business-class residence hotel where he was staying. I couldn't help but sneak looks over his way. He just looked incredible in his suit, not a trim cut one like younger guys sometimes wore but it still flattered his build and height. In my mind, the suit made him look like one of those DC power players and in some messed up way that turned me on.
We weren't too chatty as he led me up to his room. It was fancy to my eyes but had that empty aura that hotel rooms do, even if Mr. K's luggage and belongings were around.
I was looking around the place when the man stepped up right behind me and wrapped his arms around my midsection. I smelled his cologne and felt his kisses along my neck. I guess we were going to do more than just talk.
"Oh, God, Mr. K," I hissed. This probably a record time for how fast I could throw hard. That boner was nearly instant.
"You can call me Mike," he said.
"OK," I said dumbly.
His hands traveled up and down my T-shirt. I was primed to be turned on by this man, but he was going to put me in heat.
"You OK with this, buddy?"
"You have no idea, Mist.. Mike" I replied.
My slip up got a chuckle from him. His fingers slipped beneath the hem of my shirt and the touch of his hand against my belly felt electric. "You have an amazing body, Luke."
"You too, sir," I replied.
He kissed some more along my neck and his voice got deeper, hoarser. "Do you suck cock, Luke Bowman?"
The grunt from the man was an indication I'd said the right thing. "I don't know that I'm good for all the other stuff," he said, "but I'd REALLY love to feel your mouth on me, buddy."
I knew what he meant. The man wasn't going to reciprocate, and I'd have to be fine with that. I was. "I don't need anything in return, Mike," I said. "I want to suck you."
He had that huge horndog grin on his face when I finally turned to face him. We were matched in height but he felt like my opposite in so many ways. Older, successful in his career, straight, though I was getting the fuller meaning of his "no labels" comment.
Especially as his face inched in and his lips met mine. I was kissing Rich Keenan's dad and the forbidden nature of that just added to my thrill. I took a second to feel up his sides, under the suit coat. Mr. K didn't object, he just went deeper with the kiss. Mike Keenan was a great kisser.
"You're a very handsome young man," Mr. K finally said as he pulled back.
"God, Mike," I grunted. This was every JO fantasy I'd had coming to life.
With that naughty look on his face, he reached down and started unzipping. I didn't even look down, not yet, but I could tell from his shoulder motion that he was hauling out his cock.
"Please, buddy," he hissed.
"Here?" I asked dumbly. In my hookups before BJs had been naked and on a bed.
"Here," he growled. This was that other side of Mr. K, the kind who hired sugar babies to get his needs taken care of.
I squatted down. I was a catcher for the Hoyas baseball team, so at least I had this motion down, I thought to myself.
Mike Keenan's cock was gorgeous. Big and meaty and cut but not overly long. It jerked and pulsed as he looked down on me.
"You done this before, right?" he asked. That concerned paternal voice coming out.
I nodded. "Some," I replied. "I wish I had more practice." Then with an honesty I probably shouldn't have had, I added, "I want this to be good for you, Mike."
He chucked and moved his hand to run through my hair. It was strangely affectionate. "You'll do great, buddy."
That was all the encouragement I needed. Leaning in, I could smell the mild, natural musk of a man's crotch, which was matched by Mr. K's saltiness as I began licking him. I gripped the base of his prick to steady it for my sucking, but I maybe didn't even need to do that. Mike was rock hard.
"Yes..." he hissed as I went down on him. I was still pretty green at sucking cock, but I was probably better than Kimberly or whatever sugar baby he'd lined up in the past. Or even the former Mrs. Keenan, I thought crudely.
That knowledge had me going for it. I swallowed four inches of the man in one go, held just a second to let my throat get used to it. Then I started going up and down. It took a second for me to get my rhythm and another for me to get the suction. But I knew I did by the urgency of the man's fingers in my hair, not exactly pushing me down on his crotch but aiding and guiding me in my bobbing motion. He was probably thinking of some chick while I blew him, but I was OK with that.
Only his next words broke me of that idea. "Luke, buddy... you're getting me there," he hissed. Mr. K was very present in this blowjob. I paused a second and looked up at him, and could see he was looking down at me.
I wanted to get him off. So I looked back forward and went for it. The best I could deliver. I hoped it was enough.
The fingers grew tighter. "Gonna cum... Don't pull off," Mike growled. "Please."
At that moment I felt bad for straight men. Even if I should have felt bad that Mr. K wasn't gonna suck me. I just felt any woman was stupid not to want to swallow Mike Keenan's cum.
"UNNFH!" came the sound of his release as he flooded my mouth and throat with his salty-sweet cum. Maybe Mike was backed up, but he was a heavy shooter all right. I accepted it all, swallowing it in waves as quickly as he fed it to me. I think my sucking sensation only added to his orgasm. He finally pulled out, prick wet and still hard.
"God fucking damn, buddy, that was great," he said with a satisfied smile. Then as he caught his breath and I stood up, he added, "Can I jerk you off or anything?"
That sounded great. "You got any lube?"
He nodded and walked over to the bathroom to root around his toiletries bag. He stepped back in, his prick softer but still sticking out. With a grin, he tossed me travel container of lube. "Don't be shy," he said.
I was already undoing my shorts, which fell to the floor. Then I peeled down my underwear, letting Mike see my hardon. It was a trip for me, being mostly naked in front of him. Maybe he wasn't gonna be fully gay for me, but he was open to seeing my dick as I squirted the liquid on my stalk and start stroking.
With a grin he stepped up to me, a little to the side, placing his hand on my belly and working up beneath my shirt as he met me for a kiss.
That's all it took. I didn't come instantly but instantly I began that climb to orgasm. Mr. Keenan's kiss and touch was the extra stimulation to get me there.
I moaned into his mouth as I shot my cum, shooting out onto the hotel carpet.
He broke the kiss when I was done and patted my chest. "You needed that, buddy," he said with satisfaction.
"I did," I nodded. "Thanks."
Things felt a little awkward now. I'd crossed some major lines with this guy that evening, and now that I'd gotten off I felt majorly self conscious about it.
"You OK, Luke?" he asked as we tucked back in.
"I'm OK, Mr. Keenan."
"You can NEVER tell Rich about what just happened," he said.
"You know I'm gonna keep everything private," I said. "You can trust me."
He nodded. "Why don't you get cleaned up. Feel like a drink? I have some scotch here or you can raid the mini bar."
I nodded. "I don't know anything about scotch, but you can teach me."
He chuckled. "All right."
It felt nice to just talk. Mr. K let me open up, about men and being gay and what I really wanted from dating and sex. The man talked about his very limited experience with guys when he was a teen.
"I should have figured men would be better at giving head," he said with a playful leer. "That was incredible, Luke. For real."
"I'm glad," I said. Maybe this wasn't a healthy hookup, but it had felt incredibly satisfying for me, a dream come true.
"You're going to make some dude VERY happy," he said with a smile.
"I hope so," I said with a defensive chuckle. "I hope he makes me happy too."
Mr. Keenan got what I meant. "Yeah, you deserve that," he said a little chastised. He polished off the last of his liquor in the rocks glass. "Listen, it's been a long day."
"Yeah, I'll head off," I said, drinking the rest of my scotch and standing up.
Mr. K pulled his walled out and fished out a couple of twenties. "Here you go... you're not taking the bus back. Especially at this hour."
I tried not to take it. "It's Ok, Mike," I said.
He shook his head. "Just get a fucking Uber, Luke. I insist."
"OK," I said, capitulating. The man could be bossy, and I didn't know whether I liked that or not.
He was quieter now, as he led me to the door but he said before I stepped out. "I'm gonna sleep like a baby tonight, buddy. Thanks."
"You too, sir."
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billthedrake · 2 months
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THE BOARDROOM (PART FOUR)
This chapter probably works better having read the previous ones.
ENGLISH AND ITALIAN TAILORING
I had been spending the winter taking some time away from The Boardroom gatherings. Some of it was giving Ethan his space and not trying to claim The Boardroom as my space, even if it kind of was. I knew my ex would flourish there, and at that point he needed it more than I did.
Besides, I was doing a lot of travel and work had been crazy busy. I had made sure to prioritize my gym and exercise time, as well as my diet. After that I didn't have a lot of energy for anything else.
I enjoyed a lot of masturbation time, for sure. I experimented with watching non-suit porn. I got off to a lot of it, but generally enjoyed going back to the tried and true suit scenes.
The Boardroom had a series of gatherings that didn't do it for me. Power Suit Night. Vests Night. Sheer Socks Night. Fashion Week. I declined at each RSVP and gave other guys a spot.
I even missed the semi-annual Executive Board Meeting, since I was out of town for work. But I was pleased to hear from Ethan that he'd been promoted to Junior Executive. His new suits and regular attendance in my absence had paid off.
Now I realized I was due to host. And maybe it was the increasingly spring weather, but my libido was bouncing back like crazy. A Boardroom party sounded like just the thing. And I had my English-tailored pinstripe suit waiting to make its debut.
I sent out the email:
"Hello Gentlemen of the Boardroom - Next meeting is devoted to English and Italian tailoring. Priority to the men with the real deal. Soft shoulder or English draping. Slim silhouette or waist suppression. RSVP English or Italian wear. Waitlist of others who appreciate European tailoring. Men not in English or Italian clothing can wear only accessories at the Boardroom this time."
"That's genius, Bill," Ken wrote, with his RSVP for Italian.
Marty had an Italian sport coat and trousers, which was good for me.
Kevin was the only other exec to RSVP, but didn't have an outfit.
But the Junior Execs and New Hires came through. Darren said he'd wear an English suit. I wasn't surprised to hear he was the only other regular with one but as it happened, an Interviewee was visiting from England and expressed interest.
John was a Junior Exec I'd not seen too much lately. After his promotion, he'd started dating someone exclusively. I guessed that was now a thing of the past, since he responded that he had an Italian suit he'd love to wear. One the Newer Hires, another Mike - Mike 2 - chimed in that he had just come back from a destination wedding in Italy and had something appropriate.
I didn't want Kevin to be the only one in just accessories, so I admitted another non-suit wearing guy, a New Hire, Rick.
Since it had been a while since I hosted, I splurged on a nice suite at the Four Seasons Downtown. I normally channeled my spare money into attire, not hotel rooms, but I figured I had saved money by not going on dates the last half a year.
I showed up early and got everything ready. Setting out lube, towels and spare tissues, along with some glasses of water to help with clean up.
Mike - Mike 2 as we called him since he's joined since Doctor Mike - was the first to show up. I didn't really know him, but he was good looking, kind of a regular 30yo gay guy, fit in that New York way. But his suit made him look killer. Nice rounded shoulders, tan color that showed off his brown hair and blue eyes.
"God, fuck, that's a nice suit, Bill," he said as he walked into the suite. I stepped back and let him get a look. Yeah, I was proud of this one. It was British tailoring, definitely, but I'd chosen a fabric and silhouette that wouldn't look too out of place in New York. I'd paired it with a pink shirt with a spread collar, a windsor knot on my repp tie, and for shoes I went with my Edward Greens.
"Thanks," I said. "You're looking amazing... nice introduction, I'd say."
"Agreed," he smiled. I could tell he was throwing hard in his suit, which I loved. I mean, all of us guys in the Boardroom had the kink, but some men just really embraced the horniness of a good suit. Mike cocked a grin. "We should probably wait for the others to fool around?"
"We don't gotta," I said. And like that, I stepped up and ran my hand along his shoulder, the light-weight wool perfectly molded to his strong delts. His hand went right for my crotch, working up my boner in my trousers.
We kissed. It was a hungry, horny kiss as our hands took in each other's suit.
Just then a knock came. I laughed as I broke up the impetuous make out session with Mike. Marty was there, with beefy Mark. Marty's sport coat was great, but maybe paled in comparison to Mike's full-on suit. Mark was in casual clothes, but as he came in, he began removing everything but a pair of socks and sock suspenders. On his meaty build, the look was pretty damn hot, especially because his cock filled out to full staff showing off for us.
Darren arrived next. He had more that English country gentleman look, the brown-green plaid looking incredible with his tall lean frame and chocolate-brown skin. Marty was already pawing at the coat and trousers. He and Darren always had some chemistry, and the English attire was drawing the man like a moth to a flame.
Over in one corner of the suite, nearly-naked, beefy Mark was on his knees, sucking Mike in full suited attire.
I enjoyed watching, squeezing my crotch, then I decided to join the action, stepping up to Mike and smiling at the cute guy. "He's good, huh?" I asked.
Mike nodded. "Why don't you pull your dick out and see for yourself." OK, Mike 2 had a domish edge that surprised me.
I grinned, reaching down to do just that. "Oh I've had his mouth," I said. I wagged my hard cock in Mark's direction and nudged it against his cheek. The guy got the picture.
"It's been a while, Bill," he said, looking up from my dick and up to my face.
"Yep," I replied. "Why don't you show me what I've been missing."
"Fuck yeah," he hissed. Mark loved sucking dick. The more the better, in his book. I grunted as I felt that talented mouth descend on my pole. It had been way too long since I'd come to Boardroom night.
Mike laughed as he watched my reaction. I looked at him and I felt that magnetic charge again. We kissed and I felt his hand run along my lapel. I was getting way too into this, but thankfully Mark pulled off and started blowing Mike. I pulled back from the kiss and looked over at the other guys.
Kevin was here now, and was on all fours on one of the beds next to Marty. Both men had their trousers pulled down and were making out while Darren went back and forth, slowly fucking in full country-estate wear.
And I noticed that Rick had arrived. I gathered he was a finance guy, from his demeanor and previous attire. But he didn't have on any clothing now, not really, given my accessories-only stipulation. And damn, the dude had a body that wouldn't quit. Ripped and toned, not huge but densely muscular build for his 5'10" body. It was an Ethan-caliber body, and the realization made me shiver a bit. Before Ethan, my taste had run fit-normal. My ex Kevin.... my Boardroom crush Pete. Regular NYC guys, my age.
Maybe it was silly to go for perfect, but it was fun to watch as Rick strutted over in just his over-the-calf socks, English-made tan oxfords, a tie tied around his neck and an expensive Swiss watch on his wrist. The only thing keeping him from being porn-star material was a smaller than average dick, which was still pretty damn appealing in its rock-hard spike as he walked over.
"Hey," he greeted, giving me a nod, but his attention more on Mike 2.
"Hey Rick," Mike grinned. They'd clearly met before. And maybe more.
They kissed.
"Nice suit, bro," Rick hissed, now running his hand along Mike's front. It was fun to watch the spark of sexual chemistry between these two late-20s guys, but yeah, I was gonna get left out.
Mark had even started sucking Rick's bone, taking advantage of the smaller size to really go to town on it. Meanwhile, Mike and Rick made out taking some breaks so Mike could watch his Boardroom buddy admire his new suit.
I should have just left them but it was hot to watch. So I stroked and stood near. Mark had gone back to Mike's bigger cock. It was hot to see him kneeling in his socks and sock suspenders, the hairness of his legs a contrast to the sheer sock fabric. Rick arched his back and I could then see that Mike had his hand wedged back into his ass, fingering and playing around with Rick's hole.
"I wanna use that ass, man," Mike grunted.
Rick nodded and like that, Mike was pushing Mark off his dick. The two didn't even acknowledge me and Mark as they made their way over to the spare bed.
"Sorry, Bill, looks like you're stuck with me," Mark said as he stood up. His dick was hard and leaking. Even if I wasn't a huge socks fetishist, I had to admit the sock garters looked great on his beefier build. Kind of that feminine/masculine contrast.
I flashed him a smile. "A-OK with me," I replied politely. "It's been a while since we connected here."
He nodded, stepping up. We didn't kiss. Partly because that wasn't Mark's MO - he was all about cock - but partly because we didn't have that natural chemistry. Still, his hands were on my suit coat.
"You have a really incredible suit," he said. "It really should be getting more attention."
He was right. About the suit, maybe, but in particular about what I was feeling wistful about. Maybe I was becoming one of the respected founding executives. A man with a great suit but not so imminently fuckable, you know?
"Wanna give it some attention?" I smirked.
I let Mark feel me up, and I got off on his near naked body in contrast to my suited one. It was fun, seeing him sensually touch the fabric and massage my body beneath it. But eventually his goal was clearly.
"OK if I suck you?" he asked.
I nodded. "Yeah, that'd be hot."
This was more transactional. I had a big dick and Mark loved to suck. This is what a sex party often was, if you stripped away the suit fetish. Two men just getting their rocks off.
And Mark was a good cocksucker. Not too fast but he knew how to work me up to a good cum before long. I held onto his head, not roughly but as a sign I was about to blast. The man moaned around my cock, telling me to let it rip. I did, blasting several hot rounds down his throat.
He milked me and worked the dribbles slowly before giving my dick a parting kiss. "I love sucking off a man in a suit," he said, taking one last look before getting up. "OK if I go find another?" he asked.
"Have at it," I grinned, taking a seat to have a break. I knew I wouldn't have another in me, but I'd enjoy seeing the guys pair up in suits. Besides, since I was hosting, I couldn't really leave.
It didn't take Mark long to find another dick to suck. Darren had gone, and Marty was getting slowly fucked by newcomer John, in a navy Italian suit. But Kevin was alone, like me watching the action while he stood in an Italian sport coat and tie, naked from the waist down. Mark got right into to place and started sucking while Kevin watched the other guys.
I looked over at the other bed. Mike 2 had clearly gotten off inside Rick and the two were on the bed, making out as a third guy in a full navy suit was now on top of Rick, working his way inside the hunk. I take it was the English guy, the Interviewee.
I watched them fuck. It was an amazing sight. The English lad had his trousers pulled down mid-thigh so I could see some of his dimpled ass flex as he thrust into the hot finance bro beneath him.
Mike 2 lay beside them, his dick now retreated back into his crotch but his eyes still showing excitement as he ran his hands up and down the English guy's coat. I don't know that his suit was overly high-quality but the English tailoring was novel, and the wool fit his form like a glove.
I turned over to see Kevin's eyes on the live sex show. These Boardroom meeting were 50 percent clothing fetish and 50 percent old fashioned sex party. Well, maybe it started out as 80/20, but increasingly it felt there was a moment like this, where some pairing would become the center of attention.
Kevin's brown eyes met mine in recognition. He was my ex from my early 30s, and to this day we had a kind of telepathy. He was thinking the same thing as me, and he was getting turned on. I watched the guy as he humped into Beefy Mark's mouth and started cumming.
It was a great spectacle to watch. I didn't really have the hots for Kevin these days, but his love of suited sex still could get me going.
The only bad thing was I missed the English guy's orgasm. He was sliding off the bed and hiking up his trousers while he fetched a spare cloth to clean off his hard uncut prick still jutting up from a creamy white midsection.
"Heya," he greeted as he walked over to me, tucking in and buckling back up.
"Hi," I said. "You must be Gavin."
"Indeed I am," he said. He reminded me of English Ben who I met at a Boardroom party and whom I reconnected with on my last trip to London. "Great party."
"Thanks," I said. "Great to have newcomers. You visiting New York?"
Maybe because we'd both gotten off, it felt fine to be chatty. The guy picked up a water bottle for a swig. "Yah, here on work, but added a couple days for holiday."
"Glad you could come," I said. "You were fun to watch." OK, maybe I was being flirty, and maybe I had a weakness for the accent.
"Thanks." He grinned and took another sip. I could tell he was flattered but that I wasn't his type. "I'm going to get going. But OK if I reach out again, next time I'm in town?"
"Absolutely," I said. And I watched Gavin leave the suite.
In fact, the guys pretty much were filing out pretty quickly. I didn't expect anyone to stay over, but as Rick and Mike 2 left together, with a clear chemistry between them, I kind of wished I wasn't going to spend the night in this hotel suite alone.
SUSPENDERS NIGHT
"Sorry I didn't make the party, Bill," Ethan said in our Monday workout. I was up to two sessions with him a week. No more comped ones - I paid him the full fee, though I gathered he socked some of that away in a special savings account dedicated to his clothing habit. It was wild to see a guy like him, young and athletic, embrace the suit fetish lifestyle. I sometimes wonder if that was New York, the way it nurtured a subculture like ours. Elsewhere Ethan certainly would have gotten off on suited men but maybe it wouldn't have developed for him like it did.
I set down the dumbbells he had me lifting. I gave him a friendly but direct look. "It's working out best that we keep to separate parties I suppose."
He nodded in agreement, then added. "I know. It's just, I guess that's the first Boardroom meeting you've hosted since I've joined. I feel bad for not going."
I felt a twinge of something. Regret, guilt, sadness, all rolled into one. But I tried to keep a poker face. "Like I say, Ethan, it's OK. For real."
He seemed to be trying on his poker face too. "I didn't have any English or Italian suit to wear anyway."
I grinned and Ethan knew why. That meant he'd have been mostly naked. That was kind of our thing when we were an item, and fortunately he laughed.
"Yeah you wouldn't have minded that," he said. I don't know, somehow the flirting helped break the tensions some. He set me up on the cable machine for the next set and said quietly, "I have been saving up for some proper English shoes."
"Yeah?" I asked. Ethan was a big foot/shoe guy, so it wasn't a surprise.
He nodded. "I know you'd advise against it, Bill, you know focus my money elsewhere, but it's what's gonna make me happy."
"You should go for it, Ethan. Splurge on those bad boys." I did my set, which was harder than I expected. In his own laid back way, Ethan was really pushing me today. I stepped back after and continued my thought. "You know I don't have to approve of your purchases... I mean, I hope you don't think I'm controlling."
He shrugged. "Not controlling. More, I just... well, you were kind of a mentor to me, and you still are... I don't want to think I don't respect your advice."
"My advice is to enjoy the hell out of your new shoes."
Ethan laughed. "I don't have 'em yet, Bill."
"Is this a way of saying your going to raise your rate on me?" I teased.
His eyes twinkled. God he was a cute fucker. "Nah.... but if you ever feel like squeezing an extra session in...."
"Let's do it," I said.
That surprised Ethan. "I was just kidding, Bill. I didn't mean..."
"I know. But it'll be good. Ethan's shoe fund. And an extra installment on my beach bod plan."
"If you're sure," he said.
"As long as you can work around my schedule," I said. Work had been pretty hectic lately.
"I will," he said. His whole posture was more confident now. I think it was the excitement of getting his shoes, but something else.
He put me through the paces for a few more sets and as we were wrapping up, he pulled out his phone to schedule my third session for the week.
"You sure, Bill?" he asked.
"Sure I'm sure."
He smiled and we figured out a good time. Then, as I was about to head to the locker room to change, Ethan asked in a low voice. "You going to suspenders night?"
This was George's turn at hosting and he'd put out a call for suspenders/braces. The great thing about the idea was how open it was to different clothing styles.
"I was thinking about it," I said. "But if you're going..." I hadn't explicitly made an agreement with Ethan to avoid the meetups he went to, but it was clear that I did.
"I want to," he said. "But you don't have to say no on my account. I think we've been pretty mature about stuff."
We had. Ethan especially. I was the one who'd called things off, and he seemed to get back on his game just fine. I gathered that he might not be dating anyone serious but he was getting back into the dating scene. Good for him.
"I guess, so," I said.
***
It had been too long since I fucked Pete. But when he showed up at the Boardroom Meeting and we made eye contact, we just knew the chemistry was still there. We played with some of the other guys - Mike 1, the young doctor, who was in his trad element, and Rob, who was in a really fucking nice suit - subtle pinstripe, bengal stripe shirt, and solid gaberdine tie. Unlike me the guys had showier suspenders - Rob's beneath his suit coat, Mike and Pete showing off their suspenders in shirt sleeves. Pete had white cuffs on an oxford stripe shirt, which was a nice vintage touch. His body was pretty fantastic in it too.
He had some group kissing and stroking and BJ swapping before Pete and I took the arrival of George to pull away from the guys to take to the bed.
Ethan was on the other bed, in just his dress shirt and tie, as Tom Stephenson lie on top of him, fully clothed and kissing and thrusting into my ex. That somehow ignited my jealousy, but I pushed that thought right back down. I was going to be the grown up.
Besides Pete was way hot. He was pulling off his suspenders and undoing his trousers. Turning around he shucked his pants and got into doggy position. I was very grateful at that moment that Pete's husband let him come into the city to play on occasion. And a little mad at myself for the idea I'd love to steal the guy away.
I got in place and started munching Pete's hole. Nice and clean, it seemed to suck my tongue in. It had been too long for him, too, I knew. I took my time, taking a pause now and then to admire his ass and to lube my dick up. But pretty soon, my cock ached to fuck. I crawled up onto Pete's body, feeling the heat between his shirt and mine as I pushed my dick into place.
"Please Bill," he hissed, at a volume only I could hear.
His hole was perfectly tight as I entered him. But the excitement was all of Pete. His perfectly meaty bod, his handsomeness, his clothes. How much he wanted me. Maybe I was going too hard and too fast but Pete bucked against me a couple of times to give me the green light. I took it. My humping got harder and faster as I kissed along his neck, smelling his cologne and feeling his shirt color against my cheek.
I was getting hot, too hot in my suit, but that also fed my lust. I shot, hard.
"Yes," Pete sighed, now pulling at his dick while I did my best to keep pushing in and other. Not as fast or urgent, but the slow stroke was probably better for his pleasure.
I felt the man get his orgasm beneath me, and I gave him another, final kiss of appreciation to the neck.
We uncoupled and enjoyed embracing and making out in our clothing. I was aware other guys were having fun around us, and a part of me wanted to show Ethan I could have some fun too.
Finally, Pete pulled back and gave a wistful smile. "I gotta get going." By now, some were leaving the party, and I'd lost track of time.
"Yeah," I said. I was hard again now, and my cock was sticking out. I wasn't usually good for getting off twice at one of these gatherings, but it had been a few days since I'd cum, and being with Pete had me amped up.
Pete reached down and grabbed my hardon, stroking it and admiring how it jutted out of my suit trousers. "Want me to take care of this before I go?"
I did, but I also wanted some more time to recharge. "Nah," I said. I leaned in and placed my mouth at his ear. "But fucking you was perfect," I whispered. "I missed being in you."
I felt his body shiver, and I felt bad. I was pushing the envelope and maybe enjoying doing that too much.
He pulled away. His own dick was firm and he did the work of tucking it in as he sat up in bed. He gave me a once over as he shook his head. "Great seeing you, Bill," he said.
I tried to apologize non verbally, patting his shirt-clad back. "I'll let you go," I said softly.
"Another kiss?" he asked.
I met him for just that.
When he finally left I was rock hard. George and one of the New Hires, Matt, were making out on the bed, caught up in their own connection. I thought of joining them, but didn't want to impose or be the third wheel.
Just then, I saw Ethan walk out of the bathroom, face flushed. He'd put his suit back on, suspenders and all, and retied his tie. He had a sheepish, shy look on his face, until he saw my boner jutting out and then he broke into a grin.
I couldn't help but laugh in response. We'd been trying to compartmentalize things, but here we were now, face to face, the sexual activity of the evening apparent.
Ethan's brown eyes met mine, searching for permission. I'm not sure if I gave it to him, or he was going to wait for it. He took a couple of steps forward and then crouched in front of me. My dick twitched as he did and Ethan took in the sight with a smile. I thought he was going to suck me right then and there but instead he scooted back and leaned down further. Kissing one shoe, then the other. I'd warn some brogued cordovan Aldens and Ethen sucked in the smell of the leather before licking.
"Fuck," he hissed, as he used his tie to wipe off the spit. I could sense how turned on he was to be able to indulge his shoe fetish. To my knowledge none of the Board members, at least the regulars, were into that. Ethan knew I wouldn't mind him having some shoe play, and would even get off on his horniness.
"Jesus, guys, you're getting kinky," I heard George say.
He and Matt were now lying back in bed, their clothes dishelved and their bodies clearly ih post-coital relaxation.
I saw Ethan flinch and blush. I gave him a soft pat on the shoulder and looked back up at the other guys. "It's something I've wanted to try," I lied.
George nodded. "Well, Matt here's big into wristwatches. Can't keep his eyes off this baby," he said, holding up his arm, sporting an expensive watch.
Matt blushed some, and I felt bad, like this should be the place where guys could just enjoy their kinks. I gave a reassuring smile. "I bet you'd like a wristwatch theme night, huh?" I asked Matt.
"Fuck yeah," he grinned. The guy was younger, maybe a few years older than Ethan, and cute. Professional gay guy who get to let loose some at these events.
My hardon had flagged by that point and Ethan had stood up. The spell was broken. "I'll probably get going," I announced as I tucked in and zipped up. I did my best to make myself presentable. I turned to Ethan. "You staying?"
It was a question laden with a lot of possibilities and I could Ethan trying to read me with his eyes. I reached behind him and tapped his suited ass. A quick gesture, but he knew I was up for fooling around.
Without missing a beat he turned to the other guys. "I think I'll head out too. It was a great Meeting, George," he said. "One of the best."
George grinned. He placed his arm around Matt. George was always after new meat and had a preference for younger guys. I had the feeling the two were going to enjoy the night together.
"Seriously, Matt," I said as I picked up my phone and slid it into my suit pocket. "We'll think about the watch idea. We haven't done that before." The guy gave a smile.
We bid good night, and Ethan and I walked silently to the elevators, smiles on our faces as we fed off our lust.
"What are we doing, Boss?" he asked. I could tell he was afraid to pose the question, but someone had to think with his head and not his dick.
The door opened and we got in. There were other people in, so Ethan and I rode down in baited breath, silent.
We were out on the street before I spoke. "If it's just fun, I'll deal with that," I said. "But I want to be your boyfriend, Ethan. For real."
That caught him off guard. "What about just now? With Pete?" he asked softly. I could tell he was as jealous to see me with Pete as I was with Tom. Maybe more.
"I don't know what to say," I said. "I mean, it was the Boardroom."
He shrugged. "You guys have a thing. Everyone knows it, Bill."
I thought about it. Thought about why I felt a connection to Ethan so soon after having sex with Pete. "It's only because Pete and I never actually dated. But say the word I won't so much as lay a hand on him."
I saw a smile form on Ethan's lips as he looked over at me. "You're serious, aren't you?"
I nodded, feeling vulnerable because I was overcome by how suddenly my revelation had hit me. I knew I'd suppressed a lot of my feelings for Ethan. "I was an asshole before. But I miss you Ethan."
His face got a real emotional seriousness. "Can I kiss you, Boss?"
I nodded. And right there in the middle of the sidewalk we kiss. Softly, just a little tongue.
"Damn," I said.
"Yeah," Ethan sighed. He ran his fingers along my lapel. I knew we'd go home and have some amazing suit sex, and that made the emotional part of this even more powerful. "You know, when you stood up for me earlier... for the shoe thing... that was kind of great."
I winked. "I like how you show me new things, stud." I patted his shoulder. "You wanna head to my place and have some shoe play?"
He shook his head. "How bout my place, Bill? You never come over there."
There was a reason for that. Ethan lived in a tiny walk up apartment. But it was time for me to give as well as take. "All right," I said.
***
Ethan's place was tidy but pretty fucking small. But there was no place I'd rather be at that moment. He lay on the floor on a yoga-workout mat, in his Brooks Brothers charcoal suit and striped shirt, paisley pocket square and wool tie, his hard dick sticking out of his crotch. I slowly, teasingly ran my shoe along his boner as he looked up at me hungrily.
"God, Bill," he hissed.
My own dick was out of my suit pants again, sticking out straight, but I wasn't doing anything with it. I was enjoying giving Ethan his jollies.
"You like that leather," I said. Half question, half comment.
"God yes," he said. "You think I'm messed up?" he half asked in return.
I shook my head. "Stud, if my shoes are what keeps you interested in me, that works for me."
He grunted as he watched me bend down to unlace my Aldens. "It's not like that," he objected.
I grinned and winked as I slid my shoe off. "If it is, that's OK, Ethan," I said. Then I knelt down, still fully in my suit and slid that cordovan Alden oxford over Ethan's erection.
"Shit," he gasped as his dick made contact with the interior leather.
I leaned in and kissed him, briefly. "This comfortable?" I asked as I slid it up and down.
He nodded. This was turning him on, a lot. "I'm gonna cum if you keep doing this," he said in a clipped voice.
"Do it," I instructed him.
Ethan's eyes grew wider as he met mine in silent sexual communication and his face grew redder. He was a cute and very hunky young man, and I was lucky I even had a chance with him. I was lucky that he was crushed out on me. And he only grew more handsome when he had his orgasm.
"UUUNNNMMMHFF!" he growled in release. Then falling back into a relaxed position, he broke into a smile. "Damn, that was incredible," he finally said.
I pulled off my shoe, trying not to overstimulate his prick. Normally, the first thing I'd be doing is cleaning it, but I not held it up and looked inside. Ethan had cum a lot and I could see his pearly seed drip down from the toe to the padded heel area. I shocked Ethan and shocked myself by bringing it closer, up to my face, and sticking my tongue in to taste his fresh seed.
"Fuck, Boss," he gasped. "No way am I going soft now," he said with a laugh.
I handed him my shoe. "Think this puppy will keep you turned on enough to let me fuck you?"
Ethan was younger than me and had more of a sexual stamina. But this was purely Ethan in overheated mode. He'd never had a man indulge his foot fetish like I was doing now. I watched as he excitedly reached down to undo his suspenders. I helped him take off his Allen Edmonds, plainer brown cap toes, then pull off his dark gray trousers. His dick was angry red and overstimulated but still hard.
"On the bed?" I asked. There was something fun and naughty about having sex on his bedroom floor, but I knew a mattress would be more comfortable than that thin mat.
We got up on the bed, and I met him for a kiss, deeper this time. I wasn't going to rush this, but I knew I had to be back inside Ethan, that evening. I'd be fucking on Tom Stephenson's sperm and god knows if anyone else's, but we could deal with that.
As Ethan wrapped his legs around my waist and I ran my cock around his hole, feeling the still slick traces of lube in his crack, I looked into his eyes.
"We'll figure out the Boardroom stuff, if you still wanna go," I said, a quiver in my voice. "But let me know what you need from me, Ethan."
He nodded, excited. "You, too, Bill." I could see in his face and hear in his voice the man's desire to be wanted. I hadn't given Ethan that before.
I pushed into him. His hole was relaxed and wet. And even if I was jealous of Tom Stephenson, I was glad for the extra lubrication. Ethan's hole felt nice and wet and snug against my thrusting prick, and the man was primed to take the urgency of my fuck.
I humped away, and Ethan looked up into my eyes and felt up my suit coat and tie. From the evening, I was sweating into my clothes and it would all need a good dry clean. It would be worth it.
"Faster, Boss," he urged. This wasn't about him, but rather his desire to see me get off.
I nodded to him, wordlessly communicating that I was close.
I had both hands on the bed, but I pulled one up to start feeling up Ethan's tie. He looked really fucking perfect in a repp tie. Clean-cut, masculine, like an athlete at an awards banquet or a small-town businessman.
I choked back my grunts but Ethan knew I was cumming hard. I powered my hips in and locked in place as I seeded him up. His words of encouragement as strong as the hands feeling up my suit.
I finally pulled out and let his legs to the side as I eased down on his suited body. We were maybe messed up that we needed to play dress up to have sex, but we were messed up together. This felt right.
I could even feel the guy's heart beat between our layers of clothing as his strong grip held me close.
"You're staying over the night, Bill," he said.
It was a bossy tone I'd only heard from him in the gym before.
"Yeah," I said. I pulled up and looked at him. His face was flush and his hair was a little mussed. "You ever slept in your suit?"
He seemed amused by the idea. "No. Have you?"
I shook my head no. "Might be fun, though... But maybe we can start with just shirt and tie."
Ethan was still hard, but after getting off a couple of times that evening he didn't seem eager to get off again. I watched him take off his coat and drop the undone suspenders. I slowly removed my suit, suspenders and trousers.
"Is this gonna mess up our ties?" he asked.
"Maybe," I said. "But at the worst we'll each have a play tie to add to the collection."
I let Ethan wash up first. "There's a spare toothbrush in the medicine cabinet," he offered when I stepped in. And once I was done in the bathroom, he had a glass of water to offer me.
"You sleepy?" he asked as we slid under the covers together, in our dress shirts and ties. I could feel his naked legs slip against mine and his genitals press against my crotch. This felt nice.
"Not really," I said. "Wanna stay up and talk?"
So that's what we did. We talked about dating and how it could work this time. What would need to be different, but what we missed about before.
"I don't want that easygoing part to go away, Bill," Ethan said. "Maybe things were too easygoing, but I like how you were my friend first."
"I still am," I assured him. "And you client," I winked. "You do good work."
He laughed. "Thanks. You needed to be whipped into shape," he quipped. It was bossy Ethan, and I knew it was a joke, but I still had to speak to the elephant in the room.
"Listen, I know you could find a guy with a much better body than mine."
He didn't miss a beat. "I want a body that looks great in a suit, Boss."
He didn't give me a chance to reply, he just leaned in for a kiss. I returned it and like that we were making out. It was about 1AM and I knew I didn't want this night to end. I felt Ethan's cock grow firm again against me and I loved the contrast between his hard nakeness and his clothed torso. Our shirts were now damp and our bodies warm.
Unbelievably, my own cock responded by firming up again.
"You wanting to get off?" I asked, running my hands over the bulging biceps in his shirt sleeves.
He thought for a second and shook his head. "Let's save it till morning, Bill."
"Sounds good," I said.
We kissed a little more and then got truly sleepy. As Ethan turned out the light, I realized I hadn't felt this giddy and excited in a long while.
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billthedrake · 2 months
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Goddamn this one got to me on a number of levels.
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billthedrake · 2 months
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ACCOUNTABILITY (PART ONE)
Story idea generously provided by @talesfromunderthemattress.
Jim McCready didn't like starting his work day at 6:00, but he'd been dedicated to his CrossFit routine, and the flex schedule allowed him to carve out a couple of hours in the middle of the day. Besides, he realized he could bang out most of his work emails pretty quickly first thing in the day, as he had his coffee, without the distractions of the office or some "crucial" issue coming up.
He was in the middle of one of those emails when a light knock came from the direction of his office door.
His eldest son, Ryan, stood there, tall and bed-headed, wearing just a pair of gym shorts and one of his dad's beat-up hand-me-down Auburn fraternity T-shirts that had become his favorite. Ryan was a football jock, a senior in high school now, and Jim was impressed at how much his kid was filling out that old T.
"Hey Dad," Ry said, his voice still thick with his morning grogginess. Even Ryan's voice had gotten deeper over the last few months, a reminder to Jim that his boy would be off to college very soon.
Jim pushed his chair back. He was already in his business casual for the office, khakis, loafers, button-down, quarter-zip sweater, and the cross necklace barely visible beneath the unbuttoned top of his shirt.
"Hey buddy, what's up?" he asked. When he was younger he used to chastise any of his four kids when they interrupted him at work. But a church seminar on spiritually guided parenting made him shift his focus, to put family first.
Ryan got a shy grin. "I just wanted to be honest with you... and I guess you're gonna realize pretty soon, if you haven't already..."
Two and two clicked for the middle-aged father. "Oh," he said. "I take it you're talking about the app?"
The nervous smile got a lot more nervous. "Yes, sir," his son answered. "I had a weak moment this morning.... you know..." The football tight end shuffled on his feet a little.
His father wasn't exactly happy. He'd convinced Ryan to install the accountability app on his phone. Covenant Watch. It pinged Jim anytime Ryan looked at a porn site or material flagged as sexual. Jim had even set up the same, installing Covenant Watch on his phone. Becoming accountability buddies with his son in the goal of a purer lifestyle. James McCready believed in practicing what he preached.
He'd only received two pings from the app before. Once was a mis-coded site, not porn. The other was a slip up. He and Ryan had a heart-to-heart talk about it, about temptation. And then they prayed. That was four months ago.
Something felt different now, but Jim couldn't put his finger on it. "Anything you need to talk about, buddy?"
Ryan laughed. "No, sir, I'm good. I mean... I'll do better. I promise."
Jim nodded. He believed his son. Ryan was a good kid. Good student, great athlete, devout Christian, head of his FCA chapter at school. And yet, this was Ryan's second accountability slip up.
"All right," the dad replied. "And Ry... thanks for being honest with me, buddy."
Ryan nodded. Maybe more chastised than his easygoing teen demeanor let on. "That's what accountability buddies are for, right, Dad?" He gave his father a longer look, then said, "Well, I'll let you get back to work, sir."
***
It was three days later. Ryan had fifth period free as a study period, with an arrangement to help out Coach Mitchell. Today he was actually studying for his AP biology test while Coach did some paperwork.
The phone buzzed in his pocket. He almost expected it was his best friend Braden Whitmore, but the dude had already gotten detention once for using his phone during Mrs. Clemens class, and even a dumb jock like Whitmore knew not to be that stupid to tempt a second infraction.
It was a banner notification from Covenant Watch. James McCready, 8 flagged sites, 14 flagged pages.
Ryan's heart beat excitedly. As he pulled up the accountability report, his suspicions were confirmed. Dad was looking up the videos Ryan had jacked off to Monday morning. Figures he would, the football jock reasoned. That's what accountability was about. If he didn't want his Dad to know he was watching porn, Ryan knew he shouldn't watch the stuff to begin with.
But Ryan had only watched a couple of videos in his moment of hormonal weakness. It had been a really great stroke session. While the church didn't have a problem with masturbation, their teachings made pornography the forbidden fruit. Just watch those videos of young jocks fucking some hot college chick was enough to make Ryan's palm feel extra amazing.
His teen dick was boning up fast now, and he placed the Bio book on his lap to hide his hardon from Coach, who was engrossed his work anyway. Taking one good look to make sure it was OK to pull it up, Ryan scrolled through the full Convenant Accountability Report.
His father had first watched the ones Ryan had, but then continued to watch more of the Hot Guys Fuck videos on PornHub. Like five of them.
"Hey Coach," Ryan spoke up. "Mind if I find the restroom?" Mitchell wasn't as strict in study period as some teachers, but safer to ask.
"Yep, McCready... you know where it is."
Ryan tried to play it cool, but it was like he couldn't get to that men's room stall fast enough. He shut the door and took his perch on the toilet seat and unzipped. Ryan pulled out his phone and ear buds. Helpfully, Covenant Watch had a link to the offending site, so it took just seconds to pull it up. He almost wasn't even thinking that Dad would be aware he watched it. Ryan just needed to see.
It was a hot one all right. The dude was jacked in that collegiate jock way. HUGE dick, too, thick and veiny.
At times like this the football player was glad his father had left his foreskin intact. Slowly, Ryan worked his shaft with his bare fist as he watched part of one video, then another. Then another. All with the same model/star. Dad clearly was into this stud, and the idea made Ryan's balls twitch with excitement. His hunk of a father had undoubtedly jerked off to the very thing Ryan was watching now.... tugging at that nice long Dad cock, working out a heavy, manly load... And then in the middle of the video a second buff dude entered the scene and started tonguing the dude's balls along with the chick.
Ryan was coming, blasting hard. Cum splattered on the tile floor in front of him, and the rest dribbled down his first.
"Fuck!" he hissed then caught himself, glad no one else was in the restroom during the middle of fifth period. Hurriedly, he cleaned up and flushed the tissue paper down the toilet. The video was still running and Ryan was about to shut it off, when it occurred to him that his Dad would know he watched it. He knew he could in a pinch pass it off as being an accountability buddy, just seeing what Dad had clicked on. His Dad probably wasn't dumb, but it's not like his old man hadn't done that to him.
But, fuck, a part of Ryan didn't want to get off easy. He clicked on the "Bisexual" tag and scrolled till he found a hot looking one. Then hit play. He didn't even need to let the whole thing run. He had to get back to Coach Mitchell's office pronto, anyway. But this would be enough. His Dad would know.
Ryan shut the video and stuffed his phone and earbuds back in his pocket. He washed up and made his way back. Now he was trying to play it cool in a different way, trying to calm his breathing and hoping that he hadn't totally fucked up.
***
Jim could barely look Ryan in the eye that evening. The father could not believe he'd been so incredibly weak that afternoon, but it had been a slow day at the office, and just, well... he was horny as fuck. He'd actually jerked off on Tuesday just looking at the names of the websites Ryan had watched. That's before the guilt had sunk in. He should be leading his son away from sin, in Christian stewardship.
Then that afternoon guilt gave way to horniness. He'd watched more. And not even thirty minutes later, Covenant Watch was sending its accountability report.
The thing that had caught him off guard now was that Ryan was doing his best to act cool. Jim knew his son was nervous as fuck, as nervous as he was, but every body language signal his son sent out over dinner or as he helped his Dad cleanup and do dishes was "it's cool, Dad."
The tension was still thick as they were alone in the kitchen. Ryan broke the spell, leaning in to whisper, "You mad at me, Dad?"
Jim shook his head. For all the emotions he was feeling he wasn't upset at Ryan. He had to wonder why he wasn't. "No..." he replied back in an equally soft whisper. "It's just we shouldn't have done it."
Ryan gave a grin, though it was more of a supportive one than a cocky one. Jim never felt as much as he did now that his eldest was all grown up, 18, fully sexual. "I know, Dad... it's just... knowing you were looking at those sites, too..." He didn't finish his thoughts be he didn't have to.
"Not my proudest moment," Jim said. "This stays between us?" He KNEW he shouldn't be asking his son to cover for his own shortcomings as a man and a father. Accountability had become conspiracy. But he also knew he didn't want Kelly knowing what he'd done. He'd rather lose face with Ryan than that.
"Course, Dad," Ryan said. "I guess that means I'm not grounded or anything..." OK, now that cocky smirk was there.
Jim had to laugh. "Nah, kiddo, you're not grounded."
The conversation had cleared the air a lot. Jim felt better, and as he got ready for bed that evening, he reflected that his own lack of conjugal connection with his wife had put him in the mindset where he'd stray. Not that he was blaming Kelly for any of his shortcomings. But the idea of the no-porn pledge was to channel his male desires into marriage.
But Kelly rebuffed his attempt to initiate sex that night. Any other night, it would have felt normal. Marriage was a partnership and both people had to want sex. That night, though, it was like Jim McCready was looking for a lifeline. Looking for his wife to save him from more debased desires.
Those desires came hard and heavy, as the father tried unsuccessfully to fall asleep. They continued even as he finally entered his deep REM sleep. And they were there when he woke up at 5 in the morning, rock hard as he'd ever been.
Jim lay awake thinking about the bisexual scene and how he wanted to watch more... how he got excited by the two guys kissing, or one dude sucking the other one. This wasn't the first time in his life that he'd had gay fantasies, but they seemed surprisingly strong now.
He looked over the clock. Earlier than he got up, but not too early, he decided. He slipped out of the bed and found some sweats to put on. He went to start the pot of coffee and then made his way to his home office and shut the door.
Last night everything had seemed clear in his head. He'd implied to Ryan that they'd stop this escalation. Only this morning, he was horny as fuck. Moreover, the more he replayed last night's conversation with Ry, the last he was convinced that his son saw it as a stop to things.
Already, Jim was pulling up Pornhub on his phone. With his heart beating, he clicked on the "Straight" selection on top and changed it to "Gay." The algorithm did the rest. The page filled with thumbnails of hot, muscled collegiate-jock looking guys. Handsome, clean-cut. Jim turned down the volume on the phone and pressed play for one...
***
Ryan woke up and when he looked at his phone there was a Convenant Watch notification. 27 forbidden sites accessed.
"Dad, you naughty fucker," he said aloud as he sat up in bed and looked at the full report. Already he was pulling down his briefs and taking his morning wood in hand.
***
Jim was a little disappointed that Ryan only watched one of the videos. Then he started getting freaked out. Maybe the gay video was a step too far. They'd shared some bi-ones, but this was different. As he got dressed for work after showering, his whole body shook. What if Ryan wasn't gonna keep this between them? If his son told anyone, Jim was royally and truly fucked.
But as he walked into the kitchen, everything was normal. His family was there eating breakfast. Ryan had gone through a phase of skipping breakfast or maybe just grabbing a breakfast bar, but now he was working out a lot and had football, and the kid now was eating nonstop.
"Morning, Dad," his daughter Olivia said as Jim came in and poured his second cup of coffee for the morning.
"Hey Princess," he winked, then Kelly greeted him, but mostly laid out the plan for shuttling the kids from practice that afternoon. Her bossy planning mode used to annoy the hell out of Jim, but now he appreciated how his wife kept it all running. They had four amazing children, who were growing up fast.
Some faster than others, Jim thought with a gulp as he looked over at Ryan, scarfing down eggs, sausage, and toast. At least the kid wasn't giving him the silent treatment or even seemed bothered.
It out the door time, now. Kelly took the two youngest, Sara and Mitchell, while Ryan would drive Olivia to the high school they both attended. Jim went to his office to retrieve his hard drive and papers to take in. He took one final check around to make sure he'd cleaned up the cum from earlier. It had been a big load, for sure.
He heard a knock.
"Hey Dad." It was Ryan's voice. Quiet, almost as his son stepped in and shut the door softly behind him. "Just wanna say, sir, you have good taste." Ryan had his normal polite kid demeanor, but that smirk coming back.
That caught Jim off guard. Ry's words but more than that his nonchalant approach. "Yeah, buddy?"
Ryan nodded, like he was getting turned on a little just talking to his father like this. "Oh yeah... I mean, I couldn't make it through one before losing it." His eyes locked with Jim's for a second. It turned the father on, and yet he also felt the earth was opening beneath him. Swallowing him to Hell. "Anyway... catch you later."
"Yeah," Jim croaked in reply. Mad that he couldn't be the responsible dad. Mad that he was letting his libido drive things. "Have a good day, son."
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