#kendall succession

[kharacore]

succession, the final episode

#succession #i heart succession #a little bit destroyed #kendall succession #kendall roy #roman roy #shiv roy #tom wambsgans #it is the end #🥲

[vincent-is-vintage]

Succession- it’s a family game!

Prints available

#succession #hbo succession #roman roy #kendall succession #shiv roy #I honestly forget to post on here and forget my other art🫠

[scarletttries]

Forever Mine (Kendall Roy Succession Request)

Pairing: Kendall Roy (Succession) x F! Reader

Rating: Explicit (Breeding Kink/ Jealous Kendall)

Word Count: 2.1k

Request: "Hiii Scarlett!!! I LOVE to read your kendall roy writings💜 can you write something about kendall trying to get you pregnant( bc I LOVED breeding kink) ?? Or having rough sex bc getting jealous of one of his friends' attention to u??"

Author's note: Thank you so much for this excellent request, I kind of combined the two ideas into the below fic for you 🥰💕

Forever Mine

"How can a company that makes more money than really exists in the world still need more investors?" You sighed into your fizzing glass of champagne as you continued to circulate through the crowd, Gerri stifling a laugh at your side.

"How'd you think the rich stay rich? They never use their own money for anything." She feigned a smile as a group of men shuffled past, their metaphorical wallets straining against the fabric of their designer suits as they moved. "Now if you'll excuse me, I've gotta go make them all feel important, so I can keep my job." You could see her eyes roll as she plastered on a fake smile and left you stood by the bar, hoping that Kendall would get bored soon enough and call it a night for the both of you. You never minded being his plus one to events like this, the chance to see him in his charming element not one you'd pass up, Ken stealing glances your way all night with a smile on his face that he only wore for you. But after a few hours the conversations always wore a little thin, and you usually found one of the old guard hovering beside you to make sure you weren't doing anything that might get people commenting.

"Are you waiting for a drink?" An strangely familiar voice snapped you back to reality, spinning on your heels to find a tall, well-built man in his fifties smiling at you like a lion spying a gazelle.

"No, I'm all set thank you, just pausing here for a moment." You replied with a courteous smile, taking a small step backwards as if you were blocking the bar that spanned the length of the decadent hall.

"Would you mind if I 'pause' with you for a moment?" It was then that you placed his suave voice in your mind, the man an up-and-coming congressman that couldn't stop appearing on ATN news shows, repeating whatever lines Logan's team had written from him that day. As he leaned over the bar to ask for a whiskey you took the opportunity to glance around for an exit plan, but with groups of investors all deep in conversation on every side of you, you swallowed the acid in your throat and resigned yourself to an uncomfortable conversation with the awful man in front of you.

"Of course, it's a pleasure to meet you congressman." Kendall would've been able to tell your polite tone was entirely fake, but the man in front of you smirked proudly at the title, pleased you knew who he was and hoping to score more than financial backing from you this evening.

"The pleasure's all mine." He stretched out the hand that wasn't holding an ornate crystal glass, taking what should have been a courteous handshake way too far as he leant forward to bring his lips to the top of your hand, still curled in a stomach curdling smirk as they pressed against your skin. "Now tell me, exactly how much would I have to invest in Waystar for you to leave this shindig with me tonight?"

"You might have better luck if you don't hit on the date of the richest man in here." Before you could spit out your own retort, you heard the dark drawl of Kendall appearing beside you, face twisted in stoney discontent as the political pawn tried to save face a little.

"Fair enough, I know when I'm beat." He raised his hands in fake surrender as he backed away, but not before throwing a final uncomfortable wink your way, "You know who I am, if you change your mind." You could feel Kendall's hand fall to your lower back in response, trying to keep you in the palm of his hand, as if this disgusting character could actually pull you away from him. Hoping to lighten the tension between the two men before Kendall pulled some strings and ended this man's career, you let out an uneasy laugh,

"Well you've got my vote." You cringed at the hollow chuckle from Kendall beside you as your politician smiled again and stepped off into the crowd, looking for easier prey, leaving you to try and reassure the embodiment of jealousy beside you.

"Kendall, you know-"

"You ready to get out of here?" He cut you off before you could start, the unsettling smile on his face difficult to read as he threaded his fingers through yours and scouted out the nearest lift to take you out of the events hall and up to the hotel suites the Roy family had booked out for the night.

"Yeah, of course, let's go love." You said the final word extra softly, watching the corners of his mouth twitch slightly, unable to contain his warmth at the affectionate pet name, your love the truest thing he'd known in his complex life.

You felt his hand squeeze yours as he led you through the crowd until finally the two of you were alone, the chirpy elevator music cutting through an otherwise tense silence.

"You know I was trying to be polite Ken." You offered reassuringly, Kendall keeping his gaze fixed to the floor numbers illuminating on the touch screen beside you.

"I know honey, it's not your fault men can't fucking stay away from you." His tone was almost vindicative as the doors finally opened on your floor, a sprawling penthouse for just the two of you, another exquisite home away from home for the night.

The moment the doors behind you slid shut, Kendall was on top of you, his teeth clashing against yours with the sheer force of his passion. The crash of his lips took your breath away as his hands found your hips, gripping them tight enough that the silky fabric of your dress bunched in handfuls as he guided your back to the chaise longue that stood at the opening of the suite, the bedroom far too great a distance to travel.

As your lower back met the antique fabric, Kendall's hands skimmed up your the length of your spine, sending shivers through your body as his lips moved hungrily to your neck, a devouring the soft flesh there enough to leave a trail of deep purple lovebites,

"Why is it so fucking hard for everyone to see that you're mine?" Kendall panted into your neck as he pulled the straps of your dress down your shoulders, handling you with rough, frantic movements, his chest heaving against yours as he worked to free you from the satin that came between you.

"I'm all yours Kendall." You breathed out as your dress hit the floor, relishing in the guttural growl the words drew from the still fully-dressed man, drinking in the sight of you as he cupped your cheek in his hand and drew you in for another hungry kiss.

"I know love, I just think we need to make that more obvious." His tongue danced against yours as his eye fluttered shut, shrugging off his jacket as you pushed it from his shoulders. His lips trailed over your chin and down your throat as he sunk to his knees. He sucked and nipped at your exposed skin, his hands running along your sides as his head sank between your breasts before settling at your stomach, peppering the soft curves with kisses as his fingers tugged your panties down your thighs, helping you step out of them so nothing obstructed his perfect view of your body.

"How are we gonna do that?" You questioned absentmindedly as you let the sensation flooding from his sinking kisses run through your veins, his lips inching closer and closer to your tingling centre. You didn't miss the devilish glint in his eye as he paused and looked up at you, face hovering so close to your entrance you could feel his hot breath against your sensitive skin.

"I can think of two ways." He nuzzled his nose softly against your clit and watched the way your body reacted so desperately to his touch, your hips twitching forward and your chest rising as you gasped at the contact. His tongue darted forward to add to the sensation, lapping at the bundle of nerves while one hand snaked up your inner thigh. The moan you let out as he hummed against you only made him happier as his fingers toyed with your slit, now wet with your slick from the way he'd manhandled you. "It's so easy for me to tell you're all mine when you get this wet for me." His fingers dipped inside your entrance as he spoke, you knees all but buckling at the relief in your throbbing core at the contact, the arm of the sofa behind you the only thing keeping you upright.

"All for you Kendall." His name came out entirely in moan as he plunged two of his fingers into you with a frantic rhythm, wanting to get you more than ready to feel the rest of him deep inside you.

"Maybe I should let everyone know just how much you like my fingers inside you by putting a fucking enormous diamond on yours." He watched, enamoured by the way you eyes shot open at his words before clenching shut as his lips found your clit again, bringing you so close to the edge of your pleasure that all you could do was smile and hum in agreement at his words. As he started to feel the familiar tremble of your thighs he pulled his hand away, groaning at the needy whimper that left your lips as he did.

"Ken?" Your eyes were as pleading as your words as you watched him unbuckle his belt, rubbing your thighs together to try and ease some of the frustration that was pulsing in your centre.

"I think the second way is much more fun though." His eyes were dark with desire as he kicked off his dress pants, letting you see his hard length leaking excitedly as he grabbed your hips and helped you fall backwards onto the long loveseat behind you, quickly following suit, kneeling in between your thighs to keep your legs spread for him. He ran his tip through your dripping folds, watching you whine and flinch at the sensation, trying to drive him into action,

"What's the second way to let people know I'm all yours?" Kendall watched your chest rise and fall as you panted out the words, so sensitive from being brought to the edge that his teasing had you writhing around underneath him. Grinning like a devil he finally lined himself up with your entrance, waiting until he spoke to buck his hips harshly into you.

"To get you pregnant. Fuck!" He cried out as slammed his hips against yours, hitting the spot deep inside you that had you arching your back and crying out in agreement. "You'd like that wouldn't you. For everyone to know how well you take my dick. How full I get you."

"Yes daddy," You moaned, overwhelmed by his relentless pace as he fucked hard and fast into you, his hands running over your stomach until they reach your bouncing chest. His hands cupped your breasts, fingertips teasing your nipples as he stared down at you, completely dominating your body.

"Everyone would be able to see these get bigger, and I bet they'd get so sensitive I could have you in tears just playing with your nipples. We can practice you having my lips on them all day until you've soaked through every set of fucking lingerie I've ever bought you." He could see the wide desperation in your eyes as your pleasure climbed again, every pinch and thrust setting every cell in your body alight.

"I'm so close, please." You cried out, volume almost a scream as you begged for your release, Kendall's own thrusts losing rhythm as he fought to make this moment last forever.

"You want me to cum in you? You want me to fill you up and make you lie here until your carrying my seed? Until it's clear to everyone that you're mine forever?" His questions were all but drowned out by the chanting yeses that spill from your lips as your walls clenched around him and your body started to shake with your release.

"Yes Ken, I'm yours forever." You managed to breathe out as the waves of pleasure washed over you, amplified by the incredibly feeling of him spilling inside you, the warmth deep in your abdomen somehow more intense than usual knowing that Kendall's breeding kink had been fully awakened, and he wouldn't satisfied until he'd filled you with as much of him as you could take.

Leaning forward his elbows settled either side of your head, lips meeting yours for a sweet kiss as he repeated the words, "Mine. Forever."

"All yours love." You echoed softly, the devotion in his eye clear as his lips returned to yours again and again, drinking in the sweet taste of your affections.

"You know we're not leaving this room until you're so full of my cum, it's dripping out of you, right?"

#writing #fanfiction #one shot #requests #kendall roy headcanon #kendall roy succession #kendall roy x reader #kendall roy #kendall roy imagine #kendall roy smut #kendall succession #succession imagine

[totallystable1]

I love how Stewy is always like "what's in it for me?" but then will still do it if Kendall just asks nicely

#succession #succession hbo #kendall succession #stewy hosseini #kenstewy #missing succession sundays #missing kenstewy hours

[succcession]

We're gonna have a fucking baby

Kendall Roy x f!reader (Smut) 3.2k word count

Summary: After spending the day with Kendall and his two kids, Kendall admits he frequently fantasizes about having another baby with you. This conversation quickly leads to an intimate night of him trying to make that happen.

“I mean, is this all my life is y/n? Forty years of fucking up”.

“Ken, your life is forty years of being an amazing older brother, a hardworking son, and a great dad! Maybe with a few hiccups along the way but…who's counting?” you exclaimed as you placed a fresh cup of coffee in front of your emotionless boyfriend. His large eyes staring back at his reflection in the black liquid.

“The press is counting, my family is fucking counting. And you don’t have to lie y/n, I know I am neglectful in all those relationships. Especially with my kids” he roughly remarked.

For weeks you had been pushing the idea of Kendall spending more time with his kids. Whenever he had a day off you would throw out suggestions like, “Hey Ken, the weathers great! Maybe we should bring Sophia and Iverson to Central Park.” Or “NYC has so many museums, we should take Sophia to the ballet, and Iverson to the Hall of Science”. Never intending to make Kendall feel like a deadbeat dad. You knew how he admired his kids. Occasionally he just needed a little push to be there for them. 

Due to Kendall’s lackluster attitude you figured today wasn’t the day to ask kendall if he wanted to make plans with his kids. Maybe it was the warm Saturday morning air flooding the usually chilling apartment, or the fact that Kendall was finally not in the office on a weekend but you just had to throw out the idea one more time. “Ken, I know you're having a rough day” you said softly as you reached out to squeeze his open hand. “But maybe not being cooped up in the office or your apartment will make you feel better-”

“Look, I know where you're going with this y/n and I’m not going to another one of your fucking pilates classes.” Kendall directly cutting off your sentence before you could finish. You couldn’t help but laugh at your boyfriend's consistent apathy.

“Damn, but I just love seeing you so worked up and sweaty” you retort. “No Ken, I was going to say, why don't we take Sophia and Iverson to the zoo today?” you cheerfully presented. To your surprise Kendalls eyes nearly seemed to light up at the word “zoo” as if something clicked inside of him, almost breaking his depressive state. Kendall responded with a quick “let me call Rava”.

You watched the rows of skyscrapers pass as you and Kendall sat in suffocating silence on the way to Rava’s apartment. Kendall fidgeted in his seat, pulling on his t-shirt, mindlessly switching between apps on his phone before eventually letting out a quiet “you know, you don't have to come if you don't want to y/n, I can pick them up by myself if it makes you more comfortable.” You placed your hand gently on his upper thigh giving a light squeeze as you explained. “Ken, it's really okay. I mean she's the mother of your children! We can't exactly avoid each other forever.” you said, showing a soft smile to assure Kendall of your confidence. Honestly, you and Rava got along fine. Although she was slow to warm up to you, you never took it personally. Who wouldn't be cautious of their drug addict, ex husbands, new girlfriend. Over time her cold demeanor shifted as you two began having small conversations whenever she would pick the kids up. You almost admired Rava in a way. She was beautiful, always looked elegantly put together, successful in her career, and she was an amazing mother. Everything you secretly hoped to one day be for Kendall.

 As the car pulled up to Rava’s apartment you mind began to picture how your future might look with Kendall if things continued at the pace they were. Of course, Kendall had joked many times about getting you pregnant and running away together to get married. But you two never had a real discussion about what you saw for your future. You couldn't help but occasionally daydream of you and Kendall standing in an empty room deciding between sage green or soft peach, paint swatches for a nursery. Or rocking your baby to sleep as Kendall softly wrapped his arms around your waist, humming gently in your ear. 

Your mind wandered further into your maternal daydream as your day at the zoo went on. Observing how patient and gentle Kendall was Iverson and how lovingly he doted on Sophia, had your heart skipping beats every minute. Making sure to capture hundreds of photos of all the adorable moments. Kendall typically only showed his love in undisclosed ways but with his children it was on full display. 

As you and Iverson stared into a tank of swimming otters counting each one that passed, Kendall realized for the first time in weeks he didn’t feel like the world was collapsing in on him. There was something reassuring about watching you point out different frog species with Iverson and hold hands with Sophia, skipping together to each animal. Everytime he heard one of his kids yell “Dad, come look!” served as a reminder that he still had people in his life who cared about him. Who needed him. 

Kendalls wandering thoughts were interrupted by a small tug on his sleeve and he looked down to find his daughter sweetly beaming up at him.

“What's up Princess? Are you having a good time?”

 “Dad! y/n is so cool and you’re always happier when you're with her!” The young girl exclaimed.

Kendalls entire demeanor softened, and he kneeled down to wrap his arms around Sophia. Hearing those words nearly broke his heart. He was highly aware he wasn’t always at his best when around his kids, but he always tried to fake it for Sophia and Iverson. The fact that his kids could see past the facade made him sick. Just another reminder of the ways he was becoming like his father. 

Kendall attempted to hide his shame from Sophia, responding smoothly “Yeah Soph, I guess you’re right about that. Lucky for us, I think y/n is here to stay.” In spite of her fathers hopefully tone, Sophia was hardly a young kid anymore and she could still see the fragment of sadness Kendall felt. She pleaded further “Please dad! y/n is the best! I want her around forever!”. After his divorce Kendall decided remarrying was out of the question for him. The thought of being like his dad; multiple wives with kids he ignored from each, practically gave him nightmares. However, Kendall couldn’t deny that when he met you, his mindset instantly changed. Within only a few months the thought of you having his child definitely crossed his mind more than once. He would catch himself picturing moments like you handing him a pregnancy test with a bright ‘+’ result. Staring up at him with your soft eyes anticipating his reaction. How he would scoop you up in his arms and yell “we're having a baby!” kissing you all over and reminding you how he would take care of you forever. Nonetheless, he always pushed those thoughts aside and never revealed how he really dreamed of you two ending up. The press already had a field day with your age gap, you were really starting to build momentum in your career and the last thing he ever wanted to do was make you feel trapped.

That night you and Kendall sat snuggling on the couch, scrolling through all of the silly photos taken throughout the day. You felt especially safe wrapped in Kendall's arms tonight. Assuming it was just the effects of getting to see Kendalls paternal instincts. He left gentle pecks along your forehead while giggling at every photo of Iverson and Sophia posing with the animals. The effortless time with his kids paired now with your warm body cuddled on top of him reliving the memories was already filling him with a mellow nostalgia. 

As you scrolled past a selfie of you kissing Kendall on the cheek you giggled “we would make such cute babies.” Instantly Kendalls ears perked up seeing as he was the one usually joking about making babies. 

“Are you kidding? Our kids would be like the next super model, techno DJ, fucking ultra geniuses!” 

You expected Kendall to have to have such a teasing reaction but honestly you were being serious. 

“Fuck yeah they would!” you joked back, pressing a peck to your boyfriend's lips. Kendall quickly deepened the kiss before pulling back to look at you.

“Did I ever tell you how sexy I think you would look pregnant?” Kendall whispered. “What? Omg Kendall no! You have never told me that” you laughed.

“Come on. What do you think… I think about after I cum in you?” he said with a large grin. 

“Ken I- are you serious? Do you really think about you?”

 Despite the giggle you let out as you asked, you knew Kendall caught on to the trace of hopefulness behind your question. 

“Uh of course, I think about how fucking beautiful my girlfriend would be with my child, yeah.” Kendall assured. 

Your heart was nearly pounding out of your chest. Despite being unsure if Kendall was being honest or simply pulling your heartstrings hearing him say those words was making you melt deeper into his arms.

“Mm really? How often?” you teased, hoping to gather more confirmation that Kendall wasn’t just joking.

“Um okay, you want me to be honest?” he asked.

“One hundred percent.” you said.

“Like. Everyday.”

Stunned by his answer, your mouth fell open and stumbled to come up with a response. 

“Seeing you with Sophia and Iverson, waking up to you every morning, fuck y/n, you have no idea how bad I want to come home to you and our family.” Kendall continued.

“Our family?” you questioned.

 You could sense Kendalls discomfort with your reaction. You hadn’t intended to say that thought aloud but you were speechless. It felt as if the delusional world in your head and reality were swapping places. 

Kendalls large eyes were staring into your eyes, anxiety flooding his body, praying you say something else. 

“Ken I-” you began, before being interrupted by a distressing Kendall.

“Look y/n its just a thought, I mean I’m definitely not trying to push for something you’re not ready for, like I know your young and-”

Crashing your lips into Kendalls was the only way you knew to shut him up from his fearful rambling.

“But…I want you, Kendall.” you said.

 Your hands holding his face to look directly into his dark eyes. “I want all of you. All of your bad habits. All of your ex-wife, Roy family drama baggage. And especially…to have your babies.” you drew out slowly, letting a devilish smile creep onto your face. 

That was all the reassurance Kendall needed before he was kissing you deeply , moving to positioning himself in between your thighs, hovering above you.  

“Is that really what you want y/n? You want me to make you mine?” His previously trembling voice was now confident and nearly patronizing.

“Mhm baby, only yours” you replied sweetly while attempting to grind your hips up to Kendalls. That slight bit of friction was met with a repressed grunt from Kendall, his hands moving to tightly grip your hips, halting any movement. You could tell Kendall was already craving you. You could feel his dick growing harder as it pressed firmly against your clothed center. The truth was Kendall was hard since the conversation had begun. Even when you had simply joked earlier about making cute babies Kendall couldn’t help the blood that instantly rushed to his cock, causing it to throb against his sweats.

Kendall moved slowly to remove the soft sweater you were wearing, gently helping you to pull out each arm before lifting it over your head. His lips softly connected to your neck. Leaving light pecks, stopping occasionally to gently suck on the skin and admire the small blemishes he was leaving behind. His large hands softly massaging your breasts before his tongue swiftly moved to draw light circles around your nipples. Taking the small bud between his lips and sucking tenderly, making sure to give each nipple equal attention. Your body pushed your chest forward desperately giving in to his delicate touch. His ability to instantly turn you into a moaning mess never failed. 

You squirmed beneath him searching for something to grind against, desperate to stimulate the area he was ignoring. 

“This is what you’ve been waiting for isn’t it? For me to fuck you and make you mine? Already so eager for my fucking cum in you. My pretty girl” Kendall taunted softy. Watching you gasp as your back arched into him. 

“Please Ken” you pleaded.

His fingers trace slowly down your body, finally making contact with your touch deprived center. Using two fingers to rub soft circles on your clit and slide them through your slick folds pressing firmly against your slit. His fingers were instantly covered in your wetness before he even dipped them into your pussy. 

Kendall stared into your eyes as he brought the first finger he used to spread your pussy to his lips. Sliding the digit slowly into his mouth, “Fuck! You taste so good”. Bringing his second finger to your mouth with a commanding “suck”. You gladly accepted and softly sucked on the flesh tasting yourself before Kendall removed the finger with a loud popping sound. 

He quickly moved from between your thighs to kneeling at the edge of the bed, wrapping his arms firmly around your thighs and pulling your dripping pussy level to his mouth. You cried out as his lips connected directly to your exposed clit. Kendall hummed into your pussy as he tongued the sensitive bundle of nerves. Your hands grasped desperately searching for something to hold onto as you felt your orgasm building in your stomach. Kendall removed his firm grasp from around your hips and found your hands, interlocking his fingers with yours. “Fuck Ken! You’re gonna- make me cum! Please- please don't stop!” You cried out, squeezing his hands harder feeling your eyes close shut. On nights when Kendall was feeling especially dominating, now is when he would completely pull away. Always trying to see how many times he could bring you to the edge before he finally gave you permission to cum. However, tonight was different. Kendall was on a mission to prove just how good he could make you feel, how bad he wanted to give you everything, that he would truly take care of you. His cock was leaking with precum appreciating every sound that left your body as he continued working your pussy. Rapidly licking at your slit and sucking on your clit until finally the knot building in your stomach released. You couldn't stop the dramatic stream of moans that left your body.

“Oh my God Ken!” 

 “Good girl” Kendall hummed as you attempted to catch your breath feeling your sensitive pussy throbbing inside. 

You yelped, as you felt Kendalls mouth return to your overstimulated clit leaving light kisses while he worked to remove his sweatpants and boxers. 

Kendall gently lifted you in both arms and softly laid you back down in the center of the bed. Taking his time to kiss you deeply as he wrapped his arms tightly around you. His chest heaving against yours as he lowered his waist. His dick finally making contact where you had been craving it most, smoothly grinding his tip in between your folds. 

He buried his head in the crook of your neck, his dark voice whispering lowly into your ear “You’re my fucking girl.”

“I’m all yours Ken.”

“And this.” Kendall moved his hands to lightly slap his dripping head against your clit, “is my fucking pussy.” His aggressive words muttered with affection and tenderness.

“It’s your pussy Kendall. Forever”

Gradually Kendall began pushing his tip into your soaking entrance, taking his time to guide his cock deeper. Halting his movements frequently to feel you stretch around him.

 “Fuck! I love you.” He grunted when his cock finally bottomed out. Dropping all his weight onto your hips, rocking deeply into you. His body was pressed so tightly against yours making you feel especially small and protected. His pelvic bone brushing against your clit with every thrust as he smoothly gained aggression.  

Breathy mumbles of “I love you too Kendall, I love you so much” left your lips. His powerful thrust sending electricity straight from your brain to your pussy and through every inch of your body. The sound of your wet pussy dripping around Kendalls cock, his warm breath brushing your neck as he moaned deeply instinctively made you wrap your legs tightly around his hips. Although Kendall had intended to be soft with you tonight he couldn't stop himself from pounding into you ruthlessly. He could feel your pussy tightening around his cock with each thrust signaling you were close to cumming once again. 

“Fuck baby! Why are you so fucking wet for me huh? Does it turn you on knowing I’m gonna cum in that fucking pussy? My pretty girl, gonna have my baby?” 

He wasn’t expecting a real answer, only seeking to push you closer to cumming on his cock. He was using everything in him not to cum before you and you could feel his smooth pace become more erratic as he snapped his hips harshly against yours.

 Letting go of his tight grasp around your body to balance with his forearms on either side of your head. Holding your face with his hands, pressing his forehead lightly atop yours. 

“You want my fucking cum?” He questioned, doing his best to maintain a firm tone as he held back his orgasm.

“Yes Ken! I want your cum, baby! Please!” you cried out.

“Tell me where you want it. Tell me where you want me to cum baby”. He was fucking into you at a brutual pace watching as tears began forming in the corners of your eyes.

“Fuck! In my pussy Ken, please cum inside me!” you pleaded as his words drew you to your second orgasm. That was all Kendall needed to hear before he was releasing deep inside you with a powerful thrust. It felt as if you could feel his cum hitting your cervix as he maintained his rough pace, fucking his cum deeper into you. Kendall could feel his orgasm rushing through his entire body, his cock throbbing inside of you, twitching, as he felt your nails drag down his back and your pussy squeezing around him. Milking every ounce of pleasure. 

Kendall slowly pulled out you with a deep sigh. The loss of contact, already causing you to feel empty. You were yearning for him to reach out his arms again and pull you into a deep hug. Kendall traced his fingers lightly over your stomach, remaining silent as he studied every inch of your body before dropping to lay down on his back next to you. “Is he already regretting this?” You thought to yourself as Kendall laid silently staring up at the ceiling. You could feel you heart slowly sinking, letting out a soft sigh as you sat up and began shuffling off the bed. Your movements, quickly interrupted by Kendall reaching to pull your body into his lap. Straddling him, his toned arms pulled you into him tightly. Your chests rose and fell in sync as you both breathe in deeply. You feel Kendalls chests begin to vibrate beneath you and he lets out a loud chuckle, brightly exclaiming “We’re gonna have a fucking baby!”

#kendall roy #kendall roy x reader #kendall roy oneshot #succession smut #succession season 4 #kendall succession #succession headcanons #kendall roy x you #kendall roy fluff #kendall roy imagine #kendall roy smut

[lovetgr76]

S4 Succession March 26th... Let's gooooo!!

#succession #gerri kellman #j smith cameron #gerri alert #jsc #gerri x roman #roman x gerri #roman roy #kieran culkin #successionedit #succession hbo #hbo succession #hbo max #hbo series #kendall succession #logan roy #sarah snook #tomgreg

[bowieandqueen11]

Kissing Kendall Roy Would Include...

Request: idk if the Kendall Roy request is still open but like; i know it sounds silly but just kissing him. Just always kissing him whenever you can reach at the time. his hands while he hands you a glass of wine while youre sittin on the couch? sure. top of his head from behind? you got it. his eyelids when hes slowly waking up? amazing. under the jaw after straightening up his collar? lovely. on the chest after the shower? hot. cheeks so he doesnt cry? the cutest. just how can you stop when its HIM-

BABE I am YEARING god you are so real for this I want to cry I- Also ty ty for doing my job for me and giving me legit all the amazing headcanons inspo ily fr <3

NOT ME WRITING 4.1K OF KISSING KENDALL HEADCANONS LMAOO anyway I went a bit overboard and this took quite a while to write, so please please let me know if you enjoy! :) Thank you!

Warning: Kissing, racy kissing, some heavily implied NSFW, mentions of drinking and smoking and a little strong language! Although not explicit, I’m going to go with 18+ on this one please!

(I do not own Succession or its characters, all rights go to creators. Gif credit goes to @technicolourtelevision.)

☆.。.:・°☆.。.:・°

Hngghhhh I want to kiss Kendall Roy so bad like?? His little dopey eyes and his sweet as seduction smile and his perfectly squidgy cheeks and those sad plump lips like frick Logan and the cycle of abuse Kendall Roy was invented for kissing pls-

Your first kiss happened when the two of you were sixteen: Shiv and Roman had been shipped off for the day to some yacht event their mother was hosting in England, and so the usually imposing mansion seemed all the more eerie when you slipped into its hall. Trawling through the rooms, you peered through ornate doorway after empty doorway to find nothing other than freshly beaten rugs and expensive looking vases crowding the place. Little did you know, as you snuck into one of the Roy’s ‘entertainment rooms’ in the west wing of the second floor, that Kendall was similarly as bored as you were; finally being given a break from listening in to his father’s conference calls, it wasn’t long until Ken decided to investigate the weird sound of talking coming from down a couple of corridors. He came trawling in to see you looking surprised, sitting hunched up on the floor and watching some kind of 00s looking rom-com on the flat screen television. He smiled fondly, not surprised to see you, and came dawdling over until he was perched politely down in front of the settee beside you. His freshly pressed brown trousers brushed against your own as his knee came to rest against your own, and he didn’t even hesitate to reach into your open backpack and pull out a couple of sweets you had smuggled into the Roy residence.

There had always been something between the two of you, ever since you had met as neighbouring children almost ten years ago now. A stolen glance. A kiss on the cheek when the two of you departed to plod sadly back home. A missed bite on the lip when the two of you waved and ran over to hug each other after only a few days apart. Kendall cradling himself and always beelining straight for your arms when his father had yelled at him again. Even so, while the two of you sat staring at the television screen without even really seeing it, it took Ken quite a lot of courage to try and make his feelings a little better known. Taking inspiration from the way the character flashing before his tired eyes had grasped onto the protagonist’s hand in some desperate plea of true love, Kendall tentatively spread his fingers out like a sprouting vine until they bumped against your own. He didn’t even turn his head when he planted them gingerly down on top of your own, but his fingertips shook nonetheless. It took you a great deal of bravery as well to rest your elbow back on the cushion as if you were going for a yawn, before letting your own fingers fall back down against the nape of his neck. Uncertainly, you hold your breath, and hear Kendall’s hitch as you play with a few strands of the hair poking out just above his cream cable-knit jumper. Out of the corner of your eye, you can see his hand claw where it’s resting on his inner thigh.

Before you can even register your shock, Ken’s torso has turned and he’s leapt at you, clumsily knocking you backwards. Luckily his hands have already shot out to grasp behind your back, so you manage not to bruise yourself against his ferocity, but it doesn’t stop you from gasping as Kendall clambers over your body like a shoot reaching for the sunlight. The overwhelming rush of love gushed through him like the course of a river as he overtook you, his lips frantically latching and smothering and pulling against your own until you couldn’t breathe. Couldn’t feel. All there was in that moment was Kendall, his legs sliding between your own and the throb of his plump lips as they graced over every inch of your mouth they could latch onto.

He only pulled away, most unfortunately in a state of fear driven panic when the door pounded open and the scowl of his father thundered across the doorway. It was the first time Logan had ever caught him in the act of showing true, unforced, fully felt love, and so for a while after that Kendall retreats back into himself. Feeling the lash, feeling the sting of his father’s disdain, he becomes more cautious about allowing himself to indulge in the one thing he’s ever truly wanted in his life.

He tries his best to pull himself away from you - but it’s like an invisible tide, slowly swallowing him whole again until he’s lost in the warm tides, the glimmers of you breaking through the blue bounds like shards of sunlight and free air. He tries his best to smother it, or to drink and smoke the hole in his chest away, but even then it doesn’t do the trick: he has to steal one more kiss from you before he goes away to college, and then he can release you from the hell scape that is his life. A few hours before he’s due to head off for his first term, you enter his bedroom to find Roman rummaging through the last few half-packed boxes, searching for technology he can steal from his brother. You ask him where Ken is, and he gives you a ‘I wouldn’t even fucking bother, I’ve already tried to talk to him’ raise of his eyebrow and shrugs, titling his head slightly towards the bedroom’s balcony. That’s all the invitation you need to slide open the gliding doors and step out into the cold breeze, shivering as a few drops of rain brush off from the drooping trees that dance over the railings.

Kendall’s sitting on one of the lounge chairs: his legs are pulled up to his chest, and his arms are tightly clasped around them. He has headphones on, and as you come to sit beside him, you realise that his chin is tucked into the gap between the legs and he’s crying quietly to himself. He startles when he feels your pressure against his side, but neither of you say a word. You just already know that his heart is broken. And he knows there’s nothing he can do, nothing he can say that will stop him from being the shadow latched onto his father’s shoe. He’s tired. Of his father. Of his life. Of being a Roy. Of not being able to be with you in the way he so desperately begs for at night. So, before he gets into the limo you can see rambling down the stone-spitting drive, Kendall Roy kisses you for the second time. And in his mind, he believes it to be the last. You can taste his salty tears as he tenderly leans his head over, the slight pressure against your mouth making the lines on your forehead deepen. For a moment, your mouth opens in a gasp and Ken takes the opportunity to brush the front of his tongue against your own. But then the limo pulls up outside the front door and honks its horn, and Ken pulls away with a sigh. Before he leaves, he sorrowfully lets his forehead fall against the top of your own, and he sniffles for a few seconds as he desperately tries not to choke on his tears. 

Then he just gets up and leaves. He can’t even bear to look backwards. It just hurts too much, even though he feels his heart being bruised and broken with each step away from you he takes. 

Thankfully for Kendall, you’re not going to give up on him. You’ll stay by his side through thick and thin, keeping as his best friend throughout his adult years. If he can’t allow himself to love fully, and freely at the moment, that’s fine. The time will come for the two of you. The time will come when he’s no longer scrambling for that knife in the mud. The time will come when he’s the victor, and he can bend and snap the rules at his own will and fancy.

Besides, soulmates always found their way back to each other in the end.

It takes quite a few years for Ken to finally admit you’re the love of life. Until his mother’s wedding in a beautiful, if slightly dusty, hamlet in Southern Tuscany. Like a flower blossoming out of the cracks of a dull grave, he breaks down in front of his siblings on that sun-dried street. How much he ‘fucking loves you’ and ‘fucking misses you’, and that he’s a ‘coward’, so it’s no surprise that when you come wandering past one of the orange backhouses trying to find Ken, Roman and Shiv give each other a look and decide to give the two of you a moment alone before calling for a car. When you spot him sitting alone, shivering, looking as if life had just stomped on him and left him a quivering mess by the bins, your heart just crumbles.

He barely moves when you come to settle down on the dirt beside him. He just stays flopped like a ragdoll, his hands shaking where they rest over his knees. After a moment or two of you just allowing him to settle into a safe silence, he begins to wrangle his hands together nervously: a sure sign that he’s about to start sobbing. So you do the only thing you can think of in that moment, without breaking him into a million pieces. You lean sideways, and press a gentle kiss against the top of his stubble line, the skin warm and scratchy under your touch. He finally musters the courage to take a glance at you then, and from the sheer emotion that wallows in the pained look he gives you, you just know. He can’t hide it anymore. It has to come out, whether he can admit to it or not. Ken opens his mouth, a gasp rushing in as if his whole lungs are about to tumble out, and you jump at the opportunity. Before he can drown you lunge forward and latch onto his lips, right where a stray beam of sunlight is resting. He’s quick to reach up and cup your face, turning his head sideways so he could better wipe his bottom lip against the edge of your mouth. He cinched you to him, a shiver rolling down his spine as a few stray tears rolled their way down the bridge of his nose. The heat of the sun starts to burn against the back of your head but you couldn’t care less, because Ken has started laughing breathlessly, hysterically against your open mouth. It’s almost as if strangled devotions are about to choking their way up his throat, but you quickly silence him once more, and he falls, for the first time in his life, easily against you.

Thankfully, kisses after that afternoon come much more freely - especially the languished ones on your wedding night. I mean, he’s waited far too many years for this moment, so Ken manages to sneak you away from the party and bridal carries you up the staircase and into the newlywed suite of the fancy estate. You bite the edge of his bottom lip as he places you down on the bed, his chest already heaving just from the slightest dance of your hands as they slide under his shoulders and shove the suit jacket off of his shoulders. Messily, hungrily, fervently, he crawls over the duvet and clinks his teeth desperately against your own. Once he’s above you, he uses a free hand to rustle underneath the rustled layers of your dress until he finds the square of bare skin where your upper thigh meets your buttocks. He scratches his fingernails teasingly underneath your panty line and squeezes firmly, making you groan into his awaiting mouth. He smiles, both fondly but with a hint of smugness, as takes your free hands and lifts them up towards his shirt buttons, guiding you to undo them with a heavenly pop after pop. He swears in that moment, as your hands glide out over his abdomen and massages the sides of his pecs, he would be content to die in your arms right there and then.

Kissing to wake him up every morning is literally what bliss must feel like. At six on the dot, you lean over on your side and gently kiss the top of his eyelids until they sleepily flutter awake. Bless his heart, the first thing he does every morning now is automatically smile; his arm reaches out onto your side of the bed before he’s even fully awake, seeking you out. It always makes you laugh, when his hand finally grips onto the side of your waist and tugs you further against him, because it was a little habit that had grown since your childhood years. When Kendall managed to sneak you in through his bedroom window, unable to sleep soundly by himself in his own bed, he would always start out feeling so self-conscious. Lying on his side, he faced out towards the open opaqueness and gilded shadows of his hollow room, his hands bunched up under his pillow. Even though he used to leave nearly a mile between the two of you on the silk sheets, he was so hyper-aware of making you uncomfortable: of scaring you off, if any part of him touched you. By the morning though, he always managed to kick and crawl and scrabble across the bed in his sleep. Although he was still to conscious to hold you fully, you would wake up to feel an intense pressure against the top of your back. Kendall’s head would be stoutly impressed upon your shoulder blade, his hands curled up and tucked against the small of your back and his legs raised against your hips as if he were a child curling up against his mother.

Now, though, Kendall’s finally content. He’s finally able to open up, to indulge himself in the only thing he’s ever truly wanted. He allows his cheeky side, his Roman-esque side to shine through by lulling you into a false sense of security. After a few minutes of you cradling his head against your bosoms and pressing kiss after kiss against the expanse of his head, he’ll jump up and pounce at you. You squeal as you scramble for an escape, trying to kick him off as you throw your hands to the floor and try to run your way towards the kitchen. He’s quicker though: not even a second passes before his arms tighten like a vice around your abdomen and he’s blowing wet raspberries against your throat. So infantile, so uninhibited, he drags you kicking and giggling back towards him so he can latch onto your bag and spoon you for a little while longer. You don’t complain when you feel him settle behind him, the heaviness of his leg as it reaches up and clambers against your own a welcome comfort. So is the feeling of his loving lips wiping a fond kiss against the nape of your neck.

Mhhh you bet those domestic kisses are godlike baby! The whole time you’re sliding around the kitchen trying to dump the takeout the two of you had decided to order on a tired whim onto plates, he’s holding you. His hands are thrumming against your waist as he presses against you from behind, singing into your ear a song the two of used to dance around to when you were younger. Every time you think he’s finally pulling away to maybe, you know, help by getting some cutlery or dumping the empty boxes in the recycling, he appears again to tickle you by licking gently behind your ear. You try to swat him off with a laugh, but that only seems to spur him on; the man is literally so deliriously happy he could cry. This. This domesticity. This fondness. This trust. You. It’s all he’s ever yearned for. Spent his younger years dreaming about. So you bet your ass he’s going to come sneaking up back behind you so he can tremble against your back as he pulls down the back of your shirt and leaves a few hickies proudly littered behind along your shoulder.

When the two of you finally settle at the dining room table to eat, to talk naturally like you’ve done a million times before over the years, you actually manage to surprise Kendall. Using your foot, you catch the edge of his sleek charcoal chair and pull him closer to you until he’s sitting by your side. It makes it far easier to grasp onto him when he shakily pours you a glace of wine and hands it to you, and definitely is a far more satisfying viewpoint to see how his tears well up when you take the wine glass from him and place it passively on the table. Unclenching his hand, you slowly kiss each knuckle one by one, raising them up to your mouth in the way someone may kiss royalty. He’s giddily smiling when you rub your thumb over the back of his hand, and he refuses to let go of you, even while he’s eating. As he turns back to try and cut up his noodles with the edge of his fork, you compassionately pretend you don’t notice him turn his head away from you for a moment, so he may sneakily try and wipe his eyes on the corner of his shirt.

On tougher days: when things haven’t been going well at Waystar, or his siblings have decided to barge in and try to stir up some new unwanted drama in his life, the sweetness and tentativeness of shower kisses are Kendall’s favourite. He will actually melt into a puddle of goo if you hold onto him, allowing him a moment to feel safe as the water cascades down and burns against his clenched eyes. He finds it difficult to be around water, so he may be a little panicky, but the feel of you wrapping yourself around his naked torso always manages to calm him straight down again. That is, until he gulps heavily at the feel of your lips kissing a trail up his inner chest to come tease with soft bites against his pulse point. He’ll wrap his arms around the curve of your spine, running them gingerly up and down as if he can’t believe this is still really happening. 

When you rinse out his hair, he finally comes back to himself and blinks in amusement when you try to wipe away a few of the leftover suds from the tip of his nose with a short kiss.

Bro I mean- it also helps him immensely when he finally just like... snaps. When he can no longer hold back the growing pounding against the dam of his heart, and the desire that’s been eating him alive ever since he was a teenager comes cascading out. In a split second, your hands have been removed from where they were running soapy circles against his oblique muscles, and he’s pinned them harshly above your head. Taking a step towards you, he traps you against the steaming glass of the shower while his tongue explores the inside of your mouth. He pulls away, panting, before lowering himself onto his knees and kissing the inside of your thighs as he lifts one of your legs over his shoulder.

Sometimes you make him jump with your kisses, no matter how well intentioned they are. Kendall hates having to work inside his dad’s old office: suffocated by the smells, the sights, the overwhelming life that still bursts forth from the space and haunts Kendall, even in death. To try and help him relax, you’ll come sneaking in to kiss the back of his head, making him jump a country mile. With a smirk, he drops his phone down onto the desk and leans backwards slowly, raising his arm up until it latches onto the back of your head. Langurous, he leans his head back against the headrest until you fall down and softly press your mouth against his. Even though he can see Gerri and Karl give each other an unimpressed side-eye glance, he honestly couldn’t care less. In the end, Kendall would give all this up: everything he’s worked his whole life to accomplish. In the end, he couldn’t give a fuck if he made his father proud, if he was competent enough to earn being a Roy, if he lived up to the mantle of being the second-born eldest son. Of being the favourite. Because in the end, all Kendall Roy actually wants is you.

Being CEO also comes with its perks, though, like you being able to straddle Kendall’s waist and sit on his lap, the two of you squeezed into Logan’s old chair. His groans can reverberate hoarsely throughout the empty floor after ‘lights out’, only the poor cleaners being left to see the blinds to his office shake as something hits against them. With an unceremonious thump, the tie you had loosened and thrown falls onto a shelf full of open binders, soon followed by Ken’s shirt. He fidgets underneath you, bucking his legs up when you begin sucking against the bottom of his jaw, and it fills you with great pleasure to feel his hands clutching desperately into the meat of your hips.

The sweetest kisses shared are up on the company’s roof. Sometimes Ken is just having an off day, mentally, and needs some time to decompress away from everyone else. No matter where you may be in the building: no matter if you may be in a meeting, or at your desk, or just hanging around the breakroom listening to Tom and Cousin Greg discussing something with heated whispers in the corner, Kendall comes lumbering in looking crestfallen and immediately dismisses everyone in the immediate vicinity. They all scramble off like cockroaches, and Ken reaches out to take your hand. You offer it willingly, knowing what’s going on when he starts fiddling with the edges of your fingers. He folds into you in the elevator, clasping onto you and tucking into your side as you hold him against you, stroking back his hair. When the two of you finally arrive on the wide stretch of beige concrete, and no one can see him be weak, Kendall allows you to guide him down until he’s sitting between your legs. He leans back against your chest, squeezing his eyes shut and gripping onto your legs as he simultaneously feels the sharp sting of the wind and the feel of your lips against his temples. 

Kisses at events are actually the best no joke like those married life vibes are off the chart. When Connor and Willa decide to have another, smaller vow ceremony in front of immediate family, everyone (even Shiv finally relents) thinks the two of you look so cute. Holding each other close at the edge of the country estate’s freshly manicured lawn, the fresh crunch of the dewy grass underneath your shoes is a welcome relief against the burn of Kendall’s hand as it caresses your own, holding it up by his side. The two of you can barely make each other’s eyes, falling into a fit of euphoric, infantile giggles that makes the other wedding guests stop and stare confusedly at the two of you. The kind glow of the varnished barn lanterns brushes over you and Kendall’s blushing cheeks, the lace-like wood work that winds up their edges illuminating over your bodies and making the two of you glow like you were sublime. Like a fool madly in love, he keeps snatching looks at you with that big, soppy smile of his, before pressing a kiss against your forehead. He leaves his chin there, sighing in contentment as he pulls your shared hand over till it’s resting against his heart, and continues swaying the two of you back and forth.

Ken has adopted this adorable little habit of letting you know when he wants kisses. He dips his head and looks at you like a forgotten puppy, taking your jaw in his hands and stroking his thumbs over your bottom lip and man does it just make you melt and indulge him straight away.

I mean my man has a literal lifetimes of kisses to make up for, and I’ll be damned if he isn’t going to grab onto every opportunity he can. Every touch, every caress feels like a fresh spring breeze, like sunlight caressing the curling corners of a brand new flower, like the cascading glimmers of light falling through the vastness of an unsurmountable ocean. It’s a renewal of life. Of hope. And in all honesty, it’s the main thing keeping the real Kendall Roy alive.

#succession #kendall roy #kendall roy imagine #succession imagine #kendall roy x reader #roman roy #shiv roy #kendall roy headcanons #succession season 4 #jeremy strong #succession headcanons #tom wambsgans #greg hirsch #logan roy #succession fanfic #succession fanfiction #succession season 3 #succession season 1 #kendall succession #kendall succession imagine #kissing #kissing headcanons #x reader #gerri kellman #karl

[noelsghost]

kenstewy. if u even care

#succession #kendall roy #stewy succession #stewy hosseini #kendall succession #kenstewy #succession hbo

[nicolettemarionette]

Business with Pleasure

Pairing: Kendall Roy x Reader x Stewy Hosseini Description: Stewy is preoccupied when Kendall comes to him with a pitch. You don't seem to mind the intrusion, though. Words: 1K Rating: SMUT (more under the cut)

Warnings: Cursing, drinking, implied drug use, smut, age gap, semi-public fondling, exhibition, teasing

A/N: A horny reimagining of S1E3 because I'm a slut for Kendall and Stewy ;)

Part 2 up now!

✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦

It's a party; Kendall Roy had attended more parties than he could remember. From lavish galas filled with pissing contests of charitable donations, to tedious mixers spent appeasing disingenuous executives from billion dollar corporations, to ragers mixing copious amounts of recreational drugs and hard liquor. The gathering he finds himself at now resembles the latter - pharmaceutical helpers being handed around like party favours as soon as he steps onto the threshold.

He swallows down the itch to indulge, manoeuvring his way through the coked up crowd. A thick curtain separates him from a private room and the familiar laugh of an old friend. He's prepared, thoroughly confident in his approach as he pushes into the red-lit space.

Then he's unprepared for the sight of you; eyes half lidded, makeup smudged, lips swollen, hand gripping the older man's wrist, fingers hidden under a silky dress, hips rocking of their own accord. Kendall tears his eyes away, clearing his throat, "Stewy."

"Kendall," Stewy doesn't move his arm, despite your cheeks flushing at the intrusion. He merely raises his brows, "Kinda in the middle of something here."

"Yeah, well...we need to talk." It's curt and a clear indication for privacy, which Stewy wilfully ignores, his breath ghosting over your neck as he bends down to breathe in the familiar smell: a luxury fragrance he'd gifted you. Sweet, floral, delicate, just like you.

"Then talk."

Kendall frowns, then sighs exasperatedly, arms crossing over his chest as he looks everywhere but the lavish love seat you're sprawled across. "Okay, so you know how everyone kinda...hates you."

Stewy hums, "Uh huh. No, that's not something I'm aware of. Do you hate me, sweetheart?"

His fingers touch you again, lazily sliding over your pussy, grazing your clit, drawing a soft whimper from your lips. You shake your head pathetically in response to his question, though you're sure it's rhetorical. In reward he applies more pressure, a shit eating grin plastered to his face, corners of his eyes crinkling and the edges of his lips turned up; thoroughly amused as he watches Kendall's gaze going up and down your body so quickly he would've missed it if he hadn't been directly looking at him.

His friend swallows thickly, then states, as loudly and clearly as he can, "Well, people do, hate you. Private equity, getting their meat hooks in, chiselling your profit like uh, like a vampire locust fuck."

"What is this? Is this a roast cos...if you haven't noticed I kinda have shit to do." Stewy punctuates the sentence by dipping his fingers lower, groaning at how easily they slip into your entrance. He always knew you weren't as innocent as you feigned - from the auspicious smile you'd given him the first time he took you, in the restroom at some pompous art exhibition, and now this. He's embarrassingly hard.

The tension in the air is thick and hazy, hanging over you, heat blooming in your stomach with every deliberate stroke of Stewy's fingers against your walls, the man watching only adding to the searing desire. Kendall Roy is an easily recognisable man. You chance a look at him: tall, impeccably dressed, strikingly handsome, far older than you.

Dark eyes meet your own, momentarily, a certain hunger within them, teeth digging into his lips, "Right, well, I'll cut to the chase."

"Okay."

"How about instead of taking us over, you give us four billion dollars; I stay boss, you stop raiding shitty companies for scraps, you invest for once in a blue collar corporation that's currently..."

He trails off at the sight of Stewy's fingers pushing into your mouth. The way your lips close around them, suck them, Kendall definitely isn't imagining your tongue swirling around them. And he's definitely not picturing those lips wrapped around his cock.

His oldest friend gives him a knowing look, waiting for him to elaborate, which he does, stammering out the rest of his pitch, "Yeah, right. You know, it's currently undervalued by some unfounded concerns about its leadership, i.e: the 'Lord Fuckleroy' here. But, you invest, the story twists, happy ending for all." 

Stewy pulls his fingers from your mouth, trailing them down the valley of your breasts, brushing over your pebbled nipples, before ghosting over your thighs, toying with the fabric of your shift. "Obviously, I don't usually take minority stake in a company."

"Yeah obviously, because you're..." Kendall starts, then sighs. It's becoming increasingly hard for him to focus when Stewy's edging closer to your core again, the way your breath hitches telling him he's reached his target again. He folds his arms, "How about for once, you make things bigger? You know, with your old pal?"

Stewy suddenly plunges his fingers deeper than before, curling them and you can't help the needy cry that leaves your lips. He outright laughs, the sound dark and gruff as he shrugs to his 'old pal', "Bro, I can't even begin to think about this. But if I could, to sell it, I'd need boning stock."

"As long as we remain in control."

"Well," Stewy pauses when your hand finds purchase in the expensive fabric of his suit pants, self-restraint wearing thin, his hips chasing your touch, thrusting his fingers harder into you. "Effective control, okay. I'm also gonna need a board seat."

Despite Kendall's attempts to ignore the situation, the nervous rubbing of his neck gives away his discomposure. Still, his voice is strong, "Oh I'd force it on you, dude, for the optics. Shit hot CEO has some hot shit new money for investment. Yeah?"

"I'm not necessarily totally opposed to this notion."

"That's right, and luckily I speak Stewy. And that's Stewy for 'I've got a raging hard on for this." The moment the words leave his mouth he sees a barely suppressed bearded grin.

"If that isn't the pot calling the kettle a fucking minority," Stewy gestures to the sizeable tent pitching in the CEO's pants, brows raising comically. 

Kendall grimaces, adjusting his stance, "Oh, uh, sorry. But we're good, right?"

Stewy moves his fingers quicker, focusing on that spongy spot inside that has your face contorting with pleasure, pushing you towards orgasm and then his hand returns from your sticky thighs to pick up his glass. He raises it, "Yeah, we're good."

He rolls his eyes when you whine at the loss of contact, frustrated with his teasing. He takes a long sip of the bitter liquor, then before Kendall turns his back, adds, "But, just a thought. Why don't you...hang back for a bit? Celebrate?"

The insinuation clouds the air and before Kendall can even answer, he's being cut off, "I don't think-"

"What do you think, sweetheart?" His pet name has you in the palm of his hand, half smile on his face. "You want Ken to fuck you?"

You look nervous for a moment, but it quickly fades with the offer of being shared between two of the most powerful men in the city, "If...if he does."

"She's been practically soaked since you walked in. And you and Rava are done, right?"

"We're..." Kendall thinks back to the hurtful words exchanged, the emptiness of his bed. It's been weeks without contact, his sex drive through the wall. "We're separated, yes."

"And the banks not fucking you anymore, so how about you do some fucking of your own," as if he needs anymore convincing, Stewy's fingers are teasingly pulling the thin straps holding up your breasts. "Come on, it'll be just like old times."

Kendall tilts his head, looking past his friend to search your face for a moment, wondering if you're lust drunk or just fucking wasted. Then, he decides he doesn't really care. "Fuck it, yeah."

✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦✦✧✦

A/N: This is my first time writing in a while and this is quite short and probably riddled with mustakes buttttt would totally be up for a part 2 if people want it. Any feedback is much appreciated :)

#succession #succession hbo #kendall roy #roman roy #stewy hosseini #succession smut #kendall roy smut #kendall roy x reader #kendall roy imagine #kendall roy x you #stewy hosseini smut #stewy hosseini x reader #stewy hosseini imagine #stewy hosseini x you #kendall roy x stewy hosseini x reader #kendall x stewy #stewy succession #kendall succession

[kaz-investment]

#the bear fx #succession hbo #the bear #succession #carmy berzatto #carmy the bear #kendall roy #kendall succession #babygirlification

[jigjoy]

babygirl sketch while waiting for S04

#succession #succession fanart #succession hbo #kendall roy #kendall roy fanart #succession art #kendall succession #kendall roy art #kendall #succ #roy #succ session #sketch #my art #might do more later

[marasch1nocher1e]

leaving work late

⋆ smut (18+)

⋆ kendall roy x fem!reader

it was a long day at work, a really long day. it just wasn’t normal for you to not be home by 4pm, but now its 5:33 and you’re outside of your apartment. to make matters worse, you had a ton of work to get done tonight. you were buzzed in and as you made it to the elevator, you thought of how you really wouldn’t be able to do anything if you didn’t dedicate whatever you have left of your day to your work. you sighed as the doors opened to your penthouse suite, where you saw your man sitting on the couch reading the latest forbes issue.

“oh, your’re home,” he puts his magazine down, marching towards you, ,“where’ve you been?”.

you set your things down on the ground. “work,” you answer, removing your blazer,“they fucking extended the meeting last minute and then some, so now i’m home. late”. you make your way to your office, room with a bookshelf and a full pc set up. you lay in your chair, the cat walking up to you. she nuzzles your leg, but hops on your lap shortly. “uh, can i get you some, uh…some tea? you seem tense”. kendall is talking to you from the door frame. tea sounds really good right now. you clasp your hands together and mouth a small and yet desperate “please”.

“i’ll prepare it to your liking”

you’re more relaxed now, you like that he takes care of you. he brings back a cup of mint tea. you place your pet cat down, to avoid any accidental spill from hurting her. she goes to her bed in the corner. “thank you, ken,” you say, as you go to take a sip. the taste is…different. you ignore it, but its strong. it tastes really good, though. you recognize the taste. you look at kendall, who’s picking up the cat’s toys.

“clover honey”

“annnnnd?”

you take another sip: “lavender”. he walks up to you with the box full of cat toys, setting it down next to your desk. “very good,” his praise tickling your ear as he leans down to your ear and slightly lower to your neck where he presses his lips. at that point, you’re typing a report, but the sensation of it causes an aching between your legs. “kendall…,” he isn’t stopping, “ken, i’ve gotta work”.

“we both know you don’t wanna”

and he’s right, you don’t. “you already work so hard,” he adds. he’s kneeling at your feet now, you’re looking down at him. “so, what should i do instead?,” you ask, softly to match his volume. he smirks, tugging at your pants. “you let me take care of you,” he answers. he stands up, his hands on both sides of your face and immediately plastering his lips to yours. your hands are free and as he kisses you, you reach for his belt and undo it. he doesn’t let you finish as he pulls you up and now you’re standing.

he kneels again to undo the button on your pants, pulling them down. he pushes you to the empty space left on your work desk. he kisses up your legs, practically forcing you to part your legs open. he starts to pull your underwear down, successfully getting one leg of yours fully out if it, the under hanging off your left foot. you make your way to the desk, now on it. he wedges your legs open and it’s an aggressive type of desperate the way he places your legs over his shoulders. you brace yourself, but that doesn’t prepare you for his tongue licking up your slit. he does it once more, adding some kisses to it. his kisses start at your clit, ending somewhere in your labia. he loves doing it, he loves tasting you, and he loves the noises you make when he’s doing it. he almost moans against your flesh, licking you up. you taste amazing to him and he finds himself wanting more and more.

you are quieter than you usually are, maybe due to the exhaustion you’re feeling from work. the tired, “ken…”, that falls from your lips makes him stop and stand on both feet. he’s rubbing your clit with three fingers in a small circle and an occasional u-shape past the ball of nerves, spreading your remaining juices around. “what is it, girl?,” he says, he keeps doing it and you realize its really only serving to tease you. it keeps you feeling flustered, he knows just how good this feels to you. before you can even answer him, he shushes you. gently, he places his other hand on your chest, shushing you.

“breath, baby. undo those buttons for me”

you’re still wearing your work blouse, you’d forgotten about it. you rush to do so and it hits you how out of character it is for you to be this desperate. it’s usually kendall begging for you, its never even remotely the other way around, but here you are: laying on your work desk as your boyfriend rubs your sopping cunt. once they were undone, immediately his free hand grabs your right tit. your breathing hitches, when suddenly his fingers rubbing you move lower, plunging deep into you. his hand on your breast pulls your bra down. he pinches your nipple which makes you whine. he knows how sensitive these areas are for you, it brings a tear to tour eye feeling how overstimulated this makes you.

“poor girl,” he teases, “what do you want from me, baby? you can tell me”

as he says this, his fingers are still pumping in and out, curling slightly when they go in. your voice is weak and he can’t understand what you’re asking of him. he begins to genuinely feel bad. his hand that was once on your breast, moves to cup your cheek. his thumb swipes underneath your eye, getting the developing tear before it can stream down. “aww, baby,” he coos, it made you cringe and almost sick hearing how sweet his voice was,“you still want more?”. all you could really do was nod, you were too stunned by your own upcoming orgasm to speak. he snickers and you can see him remove his belt as he does. your legs were dangling, but seeing him reach for his belt made you put them up on the desk.

“oh, honey. you’re getting ready for me?”

you nod once again, looking at him below the belt. you see that you don’t need to help him get it up, he’s good to go. as he wraps his arm around your thigh, using his free hand to grab hold of his cock. he groans, as presses his uncircumcised head against your swollen clit, throwing his head back when he begins to slight it down. feeling him touch your most sensitive areas once again, brought noises no short of irresistible and desired upon both their lips. “fuck…,” he moans twice, the second moan louder than the first as he’s now pushed deep inside you. you try to be quiet, but his steady rhythm was making your insides melt and noises ever so soft. everything spilling from your lips was slutty, but kendall’s were sluttier.

“ugh, fuck, baby,”

he wouldn’t dare look at you. there was this slight submission in gaze. fucking you desperately, wanting you to take charge in whatever way possible. he wants you to encourage and praise him till he cums. he likes when you hold him as he thrusts deep in you. you settle for the praises, somehow his movements become needier. he’s the first man to make you cum, the first who knows what it takes to get you there.

you tug on his arm sleeve, indicating just how close you are to climaxing. that submissive expression vanishes and in its place, its a conniving smirk. his head tilts up once again. “mhmm, i wanna cum inside you,” he begs and groans, putting your legs over his shoulders, “let me cum in that pretty cunt, honey”. now you’re encouraging him. you’re telling him “cum inside me” and “cum for me”, he can’t help it. you’d long since reached your orgasm, but feeling his cum paint your insides drove you wild. feeling this rather big load spill outside of your pussy? even wilder.

kendall catches his breath, coming back to you and spreading your pussy only slightly. seeing his cum spilling brought slight shame to him.

“oh, uh, sorry. i’m sorry”

you shake your head, you were so fucked out and all you wanted was nothing more than to hold him. reaching for him, he becomes receptive to your advance and grabs your hand. he guides you to the nearest couch where he lays on top of you. he’s only there for a minute, as now its starting to hit you his jizz is still fully coating your vagina. “ken,” you say,“i should probably get washed up, no?”. he nods, getting off of your chest. “you can finish up some work as i get the water going and while you bathe, i’ll try and help out with your work and clean up the area”.

you smile, there’s warmth in this smile, the warmth only he brings out of you. “thank you, ken,” you say to him, you kiss him, “i love you so much”. he messes your hair even more than he already has, saying,“i love you too”. he does as he promises. he runs your bath, does your work. it wasn’t until next morning that you realize how much of your work he really did. you slept in, almost late and cursing yourself. you walk to your office, only to find kendall asleep with his head down and fine that the monitor is on. its your email account, with recent messages sent to your boss titled “annual report” submitted at 3:47AM.

#succession #kendall roy #kendall succession #kendall roy x reader #x reader #smut #kendall roy smut #marasch1nocher1e :: kendallroy #shiv roy #roman roy #connor roy #tom wambsgans #greg hirsch #tomgreg #succession fanfic #fanfic #smut fic

[deadirlshwriters]

i don’t want to lose them :(

#succession hbo #succession spoilers #succession #sarah snook #jeremy strong #kieran culkin #roman roy #shiv roy #kendall roy #shiv succession #roman succession #kendall succession

[scarletttries]

Kendall Roy x Neighbour! Reader Headcanons

Pairing: Kendall Roy x Reader

Word Count: 2.3k

Warnings: Smut, Dark!Kendall obsessive vibes, dub-con, reader discretion advised :)

Request: "Hi Scarlett! I was wondering if you could write a scenario when you just moved in Kendall's apartment and became a neighbor and he is obsessed with u emotionally and sexually??🥵🥵

Author’s Note: Thank you for this intense request, it was a lot of fun to write some dark Kendall as we all know this man would be capable of ANYTHING. Please don't read if you might feel upset by dark/obsessive/coercive themes :)

Dark! Kendall Roy x Neighbour!Reader Headcanons:

- Kendall Roy had lived in his building as long as he could remember, but he was sure he'd never met any of his neighbours, let alone learned their names. Maybe it was his weird hours of operation, maybe his security usually kept him from chance encounters, or maybe none of them ever seemed noteworthy enough to remember. Before you.

- He's not sure exactly how the stars aligned perfectly enough for him to end up bumping into you the day you moved into the one rent-controlled apartment in his building (he'd always found that surprisingly progressive for the otherwise snooty building, sure it must be to exploit a tax loophole), but from the moment he saw you carrying a box and directing delivery people with carefully wrapped up furniture, he knew he had to have you.

- He'd heard the commotion from the stairwell after returning home one day, curiously following the noise to see which rich, old, white man he'd be living across an expansive hall from now, surprised to find young, beautiful you. The picture of innocence, drawing him in with your magnetic energy until he clears his throat, making you jump and sending a dark shiver down his spine at the reaction. He watches you smile so so brightly as you crouch to the floor, setting down the boxes in your arms before springing back to your feet to shake his hand, but not before Kendall can enjoy the opportunity to stare down at you from above, sure he'd have you in this position again, if it was the last thing he did.

- All night your simple conversation would rattle through his mind, the way you repeated his name after he said, politely pretending you don't know exactly who he is, his name on your tongue sounding sweeter than it ever has before. It leaves him wondering how sweet your tongue would be on him in any other circumstances, and before he fully realises what he's doing his hand has slipped into his shorts and he's picturing you back on your knees, choking around him.

- Ever the gracious neighbour Kendall would send you an elaborate basket of expensive gifts to welcome you to the building. There'd be innocent things like designer home fragrances and fine imported coffee, but Kendall being Kendall, there'd also be chocolate covered strawberries, a bottle of champagne, and spa-quality cocoa butter massage oil. Everything he'd need to make you feel right at home for the night. When you appear at his door to thank him, almost bouncing for joy as you gush about his generosity, he's so sure he can smell a trace of cocoa butter, picturing you rubbing it all over yourself and thinking only of him.

- His infatuation with you only gets worse when his sexual desires become more emotionally founded: One night you'll knock on his door, later than a normal neighbourly conversation and Kendall will think you've finally come to return his primal feelings. As he flings the door open you look almost apologetic - you saw a headline about Waystar offices being under investigation and you wanted to check that he was feeling okay. It's a simple enough gesture, but it's one that cuts right to the core of Kendall, who so rarely has anyone check in and ask him how he's doing. And here you are, his perfect neighbour, cooing sweetly as you tell him it's going to be okay, and gently squeezing his hand, the embodiment of kindness and empathy, the antithesis of his family. And he knows you must be his and his alone, that he needs this from you every moment, of every day.

- After that night his obsession starts to get worse, barely able to make it through the night without a barrage of sweet, sensual dreams playing over and over in his mind of exactly what you'd do to take care of every part of him. He can't bear the thought of you with anyone else, installing a doorbell camera so he can keep an eye on your routine, making sure you don't bring home anyone that might get in his way. He learns your comings and goings so he can bump into you at his favourite times, usually on your way back from the gym, drinking in the way your exposed skin glows with a thin sheen of sweat, sure he could give you just as good of a workout if you let him. Sometimes he'll arrive home just in time to help you carry groceries inside, peering inside your bags to find out a little more about what you like, and thinking about a world where he gets to be the person you make homemade meals for.

- He finds himself obsessing over how to take the next step with you, how to secure you as his, sexually and emotionally. He thinks about sending more gifts, this time a lingerie set and a vibrator for when you want to think of him alone at night. Sometimes he thinks about trying to install a camera in your apartment when he knows you're home, waiting for a glimpse of you touching yourself and knocking on the door to give you a hand. In the end he goes for something a little bit more subtle, just hoping all the dominoes will fall into place.

- The wait for the perfect moment is agonising though, and some nights Kendall can't help but picture just tying you to his bed frame and keeping you there at his mercy for as long as it takes for you to accept that you belong to him. He's sure if he can make you cum enough times then eventually you'll see that he's always going to take care of you, and you'll have everything you need with him.

- But instead he waits until one day when you come back from the gym, avoiding his usual attempt to bump into you and letting you get straight home and into the shower as always. Then with a well-timed, and urgent, knock on the door he draws you out of your apartment in just your towel, having safely retreated to his own, watching through the doorbell camera as you take one, two, three steps into the hall, dripping from every inch of your skin, an absolute vision. And as if the universe is rewarding his genius, right on time, your apartment door locks shut behind you, leaving you in the hall in just your towel, no keys, no phone, no way back inside.

- Kendall has stop himself from ripping the door off its hinges the second you rap your knuckles gingerly against it, pretending to look confused by your state of undress as you explain, mortified, that you got locked out and you'd been in the shower, and does he have the number for the building manager or a spare key? Kendall ushers you inside, saying he'll make a call to the building manager, but 'he might be a while because he always takes Wednesdays off' offering to put on coffee while you wait. Wrapping yourself tightly in your towel you hover awkwardly in the doorway, trying not to think about what your one cute neighbour must think of you.

- Thrilled with how this is going so far, you almost naked in his home, with nowhere else to go, he offers you a seat, insisting you try this new massage chair he's just bought for himself, telling you it's the best money can buy, completely top of the line and will melt your worries away. Feeling so bad for intruding already you can hardly say no, tucking as much of the towel around you as possible, accepting that there's no way to sit that won't have all your most sensitive skin pressed bare against the satin soft fabric. Perching on the arm of the chair beside yours Kendall starts to toy with the small remote, telling you you're going to feel amazing in no time. Surely enough as he presses the controls the chair starts to vibrate all over, kneading against your shoulders and inner thighs, a strong vibration emanating right against your entrance.

- Kendall notices the way your whole body jolts as the sensations start, the way your cheeks start to flush rosy pink as every nerve in your body is stimulated to perfection, your bare skin rubbed and massaged by the tiny movements of the chair. You try and take a breath to ground yourself, now even more embarrassed at how incredible the vibrations felt, sending tremours through your centre that made every inch of you feel endlessly sensitive. Clenching your thighs together didn't help, only amplifying the waves of bliss washing over you, but Kendall certainly noticed when you did.

"Feels great right!" He laughed darkly, watching you squirm as your bare pussy rubs against the shaking fabric, no escape from the overwhelming pleasure no matter how you shift your body. You could only hum in agreement, biting your lip to stop a moan following it, trying desperately to keep hold of yourself, not wanting your hot neighbour to see you make even more of a mess of yourself today.

- The soft kneading down your spine had you arching your back, your nipples getting more and more obvious through the thin wet towel the more cold and sensitive and excited you got. Kendall could see the shame and powerlessness and embarrassment building on your face as your body betrayed you, your hands gripping the side of the chair as if maybe you could hold on long enough if you just really focused.

"Kendall, I-" You tried to stand up while your legs could still hold your weight, hoping you could pretend to be more comfortable standing, and praying the water dripping off your body would cover up any wet patch you might have left. But as you leant forward, Kendall stepped in front of you, barely having to push your trembling thighs back down to keep you in place, a devilish grin on his face as he watched your eyes widen at his actions.

"You can't move yet sweetheart, I haven't even shown you all the settings. I think we can make you feel even better." The glint in his eye made you want to run out the door for help, but as he pressed one button and the vibrations whirred faster and stronger you found yourself fixed to your spot, the feelings of ecstasy building inside you and leaving you completely at his control.

"See, I can take care of you. I promise, you've never had someone take care of you like I can." Kendall cooed as his fingers stroked lazily up your thighs, adding to the overwhelming sensation already coursing through your veins. "Say the word, and I'll take care of every part of you, every fucking day." His voice was laced with such intensity you could feel yourself getting wetter as he spoke, unclear about how you ended up in this position, but starting to get the impression none of this was accidental. You watched his fingertips graze along the edge of your towel, looking up to see what you made of his offer and breaking into a wide grin as you nodded your head back at him, trying to speak but only being able to moan out his name in response.

"Good girl." He teased back, turning the dial up one more time before unceremoniously pulling open your towel just in time to watch your whole body shake with pleasure as your release cascaded through every part of you, your pussy throbbing from the release around nothing, thighs twitching under Kendall's hands as he kept you firmly planted in that spot until he was positive you couldn't take another second. Finally helping you rise to your unsteady feet he'd plant his lips against yours, hungry to taste you, unsure how he'd waited even this long to finally feel you lean into him, lips soft and warm, your skin sensitive everywhere his hands met it. Looking down at your wet naked body, cheeks still flush with a tinge of shame, he licked his lips and chuckled, "We're going to have so much fun, neighbour."

- Once that threshold is past, there's no going back for Kendall. He'll steal all your underwear and make you sit on his lap just so he can toy with you, watching you squirm like the first time, peppering your neck with kisses until you can't keep still. He'll hide your clothes when you're staying over at his so you're stuck there, wandering around his penthouse naked until he's seen enough.

- He'll wake you in the night with his fingers inn you, teasing your folds and strumming your clit until you beg him to fuck you, waking up the next morning full of his cum. He'll insist on pushing it back into you again and again, hoping that if he can get you pregnant, you'll stay by him forever.

- It's not just a sexual obsession, Kendall will come to you in all his darkest hours, collapsing on your lap and lamenting about the world while you stroke his hair and reassure him that the world hasn't ended on even his worst days.

- You are everything Kendall Roy has ever wanted for himself. He knew it from the moment he laid eyes on you, and he knows it every time you blush at his relentless teasing. And he'll never let anything take what he wants away from him.

#writing #fanfiction #one shot #requests #kendall roy succession #kendall roy x reader #kendall roy headcanon #kendall roy #kendall succession #succession imagine #succession hbo #succession #dark!kendall #dark kendall Roy #kendall roy smut #kendall roy headcanons

[toothachebench]

Joan Tierney, Charles Dickens, Succession HBO, Shirley Jackson, Mitch Albom, @honeytuesday , (can't find source!), Hailey Noecker

#connecting dots #Motherhood #Joan Tierney #Dickens #Hailey Noecker #Mitch Albom #Succession #kendall succession #Kendall Roy #Web Weaving #Daughters #Mothers and daughters #Fathers

[ghostlydragonoaftrash]

Kendall Roy: Not Strong Enough (Always an Angel Never a God) by boygenius

#kendall roy #kendall succession #kendall logan roy #succession finale #succession season 4 #succession hbo #logan roy #roman roy #shiv roy #roy family #kenstewy #stewy hosseini #fan edit #boygenius #always an angel never a god #not strong enough