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smol-and-grumpy · 1 year

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Leather & Lace - Ch 09

Pairing: Dean Winchester x Reader

Summary: Dean Winchester, owner, and editor-in-chief of Craze magazine is an enigma, even to his own employees. There are only a selected few from his industry who have had the luck of meeting him. Of course, being mysterious brings rumors. Ones, such as drinking blood, because he’s a vampire, or, that he went vegan because he believes it’s the key to everlasting life. When Y/N joins the company, however, the latest story circulating is that he’s living somewhere on a private island with his much younger boy toy, and five pet tigers. Crazy, right? Still, she believes it all — up until she meets him, because, in person, Dean Winchester is the bane of her existence.

Warnings: welp, we can not resist, can we

Word Count: 2,213

Beta’d by the amazing @deanwanddamons <3

This series is already complete on Patreon

Series Masterlist ~ General Masterlist

She blinks, partly appalled, but mostly aroused.

Dean doesn’t say a word. He sits there patiently, watching her debating with herself. And she knows she could report it, she could get out of this room right now and send in a complaint to HR, but some invisible force is holding her back. Finally, after an inner fight, she takes off her heels and pushes her skirt up before she drops to her knees, which elicits a chuckle from Dean’s stupidly plum and kissable lips.

Y/N starts to crawl under the desk until she’s kneeling in between his thighs. He rolls back a little to give her more room, which causes her to shuffle closer to him on her knees.

He reaches out to brush his knuckles over her face, painting a line from her cheeks to her lips with his thumb. She opens her mouth slightly to let him dip the digit in, her tongue licking at the pad. Dean doesn’t smile, he just looks at her with wide pupils and a lustful gaze.

There’s a lot of staring, with neither of them moving or saying a word, and she realizes that he’s waiting for her consent. She nods.

Dean nods back, “Go on, take it out.”

Popping his now wet thumb out of her mouth, Y/N slides both her hands up his clothed thighs, trailing her fingernails up his dress pants. Dean shivers as she gets closer to his crotch. She deliberately ignores his bulge, and instead starts to work on his belt buckle with deft fingers. Once she opens it, the metal clinks loudly in the otherwise silent room. Her fingers begin to work on the zipper next, and now she can’t avoid feeling the bulge pressing against it.

“Good girl,” he mumbles, more to himself than to her when she peels his pants apart and starts to lower the elastic of his boxer briefs. Only a little, just enough to take out his very impressive dick. It’s only half-hard but it’s beautiful.

There is coarse hair that leads from his belly button to his groin, not much, but enough for the sight to turn her on and for it to be endearing. But down there, Dean is well-groomed. Of course, he would be. His cock twitches when it is free from its confines. It is thick and pale with a blushing tip with some stray freckles on his shaft. Once she takes it in her hand, it grows a little more. Y/N wonders how big it will get once it reaches its limit, because it’s already big as it is. He wasn’t lying when he said women gag around his fat cock. And suddenly, she’s dying to be one of those women.

For a brief moment, she wonders what he meant by that statement anyway. She thought he was bi and was in a relationship with Mr. Winchester. Before she can think any more about it, his dick twitches in her hand, derailing her thoughts back to the present.

He’s hard now. The skin is soft but it’s unyielding. He growls when she tests the weight of it in her palms.

She’s drooling at the sight of it, and uses it right away, spitting into her hand and smearing it around his length. She begins to stroke him, causing him to grunt.

“That’s good, making it nice and wet,” he huffs, “good girl.”

God, praise has always been her weakness, and her body reacts to it on its own volition, causing wetness to gush around in her panties.

“C’mon, Y/N, it won’t suck itsel— fuck!”

Before he can finish his sentence, she sucks sharply at the tip of him, causing his words to die in his throat. Good. It’s surely a great way to shut him up. It’s also a win-win situation really because she likes the taste of him. He smells clean, a little musky from the day but it’s not bad. In fact, she could get addicted to it, which she hopes she won’t. Addicted to Dean’s dick, that’s the last thing she would need.

Next, she licks up his shaft before she accumulates more saliva. Leaning forward, she lets it dribble down from her mouth all over his cock, making it wetter. She jerks him off a little, the slick fapping sound lewd as it bounces off the walls. Y/N hums when she takes him into her mouth again. She moves her head further down and impales her face on his fat dick. Dean grunts above her, and when she takes him so deep that she’s practically retching and gagging all around him, he groans loudly.

When she comes up again, she gulps for air, swallowing it down greedily as she refills her lungs. His length is covered with her spit and his pre is running down to his balls and ruining his underwear and pants. Good. It’s a nice change to see him so messy, and especially to know that she’s the one who caused it.

After a couple of breaths to regroup, she moves down and takes him into her mouth again, bobbing her head up and down rhythmically. What she can’t fit in her mouth, she strokes with her hand. He’s really big and fat, already stretching her mouth so wide that Y/N isn’t sure she wants to imagine how much he’d stretch out her pussy. She can’t deny though, that the thought gets her all hot and bothered. Surely, he’d fill her so good and make the stretch burn a little, just the way she likes it.

“So good, baby, fuck—” his hand fists in her hair, fingers twisting around her locks as he starts to help guide her up and down his length while simultaneously canting his hips in order to reach deeper. She gags around him, but he keeps going, thrusting his cock into her waiting mouth — which is also fine by her. They don’t have a safe word, but she figures that if she drives her fingernails into his thighs, he’ll know. “Jesus— fucking walked out on me that last time, Y/N. You gave me blue. Fucking. Balls.” Dean punctuates each word with a thrust of his hips, causing her to choke around him before letting go of her head in order to give her time to come up for air.

His hand is still in her hair as he pulls at her scalp, making her look at him. She has tears in her eyes, and she can imagine that her mascara is running down her cheeks. Her lipstick is probably nonexistent, all the color now wrapped around his beautiful cock.

“Look at you, made yourself messy,” he coos with some sort of affection in his voice. “Looking so fucking ruined, Y/N, but it’s a great look on you.”

She can’t help but glow with the praise, wriggling on her knees as she brushes the back of her hand over her lips to get rid of some drool. She whimpers when he pulls harder at her hair.

“What’s that?” He chuckles, “Does this turn you on, hhm? Getting your throat fucked makes you wet, sweetheart?”

“Oh fuck, yes,” she affirms, all pretense and shame flying out the window.

Dean smirks, “Go on, push your skirt up and grind your greedy cunt on my shoes while you suck me off.”

Y/N’s too desperate to even pretend to put up a fight, the need to get off overwhelming.

He watches as she pushes her skirt up around her waist, revealing her pink and very soaked satin underwear. Dean smiles when she positions her drenched pussy on his left shoe and begins to grind.

She moans at the friction. Who knew the expensive shoes could get her off? While she moves her hips, she gobbles him down her throat, causing him to growl. “Fuck, Y/N, can you see how we work much better together? Shit— always trying to fight me— just like that, yes, good girl, suck that dick— such a great little mouth, baby.”

Oh god, she’s so close already, completely turned on by his filthy language. It’s no surprise that someone like him is running a dirty mouth. She hums around him as she tries to take him even deeper, only to choke on it. But that doesn’t stop her either. Instead, it turns her on even more. Her hips work harder as she really puts her weight down to where her clothed cunt meets Italian leather.

“That’s right, you’re close, ain’t cha?”

“Mmmhh.”

“You want my cum, baby? Want me to come in your mouth?”

“Mmmhh.”

“Will you swallow it down, hhm? Take it down your tight hot little throat, baby?” His voice is strained when the words spill out of his mouth in a low growl.

“Mmhh.”

His grip on her hair tightens just so. “Then come. You have to come first, before I’ll feed you mine, Y/N. Be a good girl, baby. Show me you deserve it.”

Y/N grinds her clothed cunt harder down onto his shoe, moaning and shamelessly drooling down his shaft in the process, as she chases her orgasm.

When her peak hits her, she lets out a low whine around Dean’s dick.

He holds her steady by her hair, fingernails biting into her scalp as he halts her motions while he lets out a series of low deep grunts. Dean grits his teeth when he speaks, “Take it,” he pants, “Take it all, Y/N, but don’t swallow yet, you hear me?”

Dean growls as his dick twitches in her mouth and spills onto her tongue while she fights her own reflexes to swallow down his spend. He pulls her face away from his cock by her hair, again, blunt nails digging into her scalp on that right side of pain. His still half-hard dick flops out of her full mouth and is still twitching. It is covered in a shimmer of her lipstick and coated with a layer of come and spit. In other words, it’s messy, yet beautiful, and she wants him to shove it back down her throat.

“Look at me,” he commanded. His hand has released her hair and is now cupping her head gently while his thumb strokes at her jaw.

Y/N does.

Dean looks a little beat, pearls of sweat gracing his hairline. His cheeks are tinted pink, a sheen of sweat coating the bridge of his nose, causing his freckles to stand out. His breath comes out in long and heavy spurts. “Show me.”

Opening her mouth, she lets him see the pool of cum on her tongue, his scent encompassing her fully. She tastes him and smells him, and it’s truly intoxicating, causing her to get a little light-headed.

He dips his thumb into her mouth and into the cum before smearing it along her lips. “Good girl.”

God, she just came but with how he sounds and the way he looks at her, she could come again, right now. She definitely would if he tells her to, there’s no doubt about it.

Dean leaves her hanging there as he takes his time and tucks himself back into his pants. They are definitely ruined with her saliva. She feels a little proud of that.

Once he’s decent again, he looks at her, but instead of the hard gaze, she finds softness in his eyes. He nods, “Now you can swallow it, baby.”

Y/N does, like the good girl she is. It’s a bit harder to get it down after holding it in her mouth for so long and she grimaces and fights against her gag reflex.

“Stick your tongue out,” he demands when she swallowed it all.

She licks her lips, savoring the last taste of him before swallowing once more. Sticking her tongue out wide, she lets him inspect it.

“Good fucking girl,” he praises and pats her cheek twice. She smiles shily.

Dean leans forward to kiss her afterward, tongue invading her mouth. He groans as he tastes himself on her.

When he pulls away, he sits back up straight, holding out a hand to help her up. He even helps to tuck her skirt back down and she walks back to pick up her heels from the floor.

“Thanks for the stress relief,” he says, and it causes her to frown. He basically just threw her words back into her face. How dare he?

“What? What about the job?” Y/N asks, incredulous.

Dean leans back in his chair, the leather creaking under his weight. He stares at her as he worries his lips. Then he says, “You won’t get it.”

She has half a mind to throw her shoes at him and ruin his smug pretty face, but then she wouldn’t have footwear to go back home with, and somehow the thought of having to even walk to the next store in her bare feet in order to get new shoes makes her shiver.

“Fuck you,” she grits out before stomping to the door. She has it open and is ready to leave when she hears him talk so she turns around.

“No, I think next, I’d really like to fuck you. And please, don’t let the door hit you on the way out.”

Y/N slams it closed as hard as she can.

..to be continued

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@belphygore @sassy-pelican @samanddeaninatrenchcoat @parinarain @jawritter @mariecrystalstar @cosicas-cuquis @stoneyggirl @stoneyggirl2 @fantasy-myth1 @janicho88 @smellingofpoetry @laycblack @spnfamily-j2 @winchest09 @deandreamernp @notyourtypicalrose @sexyvixen7 @outofnowhere82 @siospins2 @bluecornflowers @lyarr24 @alwayskeepfightingsweetheart @kuntxrgraudunkelbunt @snowlovespie @mylifeas-alex @redbarn1995 @deanwanddamons @the-jer-bear @traceyaudette @barewithme02 @ever-mischief @foxyjwls007 @thoughts-and-funnies @deanandsamsbitch @supernaturalvikingwhore @440mxs-wife @gabavaldman @mariekoukie6661 @dean-winchesters-gardian-angel @makeadealwithdean @wickedinspirations @sandlee44 @peachyafshawn @mimaria420 @perpetualabsurdity @squirrelnotsam @spnbaby-67 @mrswhozeewhatsis @bluecornflowers @maliburenee @akshi8278 @jensendreamland @verytoadpapersoul @ijustlearnedtolovebeepbopboop @traceyaudette @leigh70 @impalaslytherin @twinkleinadiamondsky @mackiemcb @kyjey

#leather & lace #dean winchester #dean winchester x reader #dean winchester x you #dean winchester fan fic #dean winchester fan fiction #dean winchester fic #dean x reader #dean x you #nathalie writes

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smol-and-grumpy · 1 year

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Redlight - Chapter Five

Pairing: Dean Winchester x Hooker!Reader

Summary: Dean Winchester is a rich, recently divorced entrepreneur who visits Los Angeles for business. While he was out with acquaintances one night and was waiting on a limousine to get back to his hotel, he witnessed a woman in need, and rushed in to help, only to learn that the woman was a prostitute. Dean should have left, after he made sure she was okay, but there was something about her that wouldn’t let him walk away.

Chapter Warnings: oh no, feelings?

WC: 1835

Beta’d by the amazing @winchest09

Read weeks ahead on Patreon

Series Masterlist ~ General Masterlist

Dean comes out of one of the quickest steaming showers of his life and picks up his soiled boxer briefs off the floor, holding it up to inspect them. It’s ruined from their mixed cum. His is on the inside, hers on the outside. The fabric is drenched, and it gets his dick to twitch once more knowing how wet she got for him. He tosses it into the bin by the sink, there’s really no need to wash it, and he’d rather spare the hotel’s laundry person from having to witness the evidence of their dry humping.

He wraps a towel around his hips, forgoes the robe, and stands by the sink to catch his own reflection in the mirror. There’s a smirk tugging at his lips, involuntary, but he just can’t help it. It’s been a long time since he had something to really be giddy about, and for tonight, the reason is out there waiting for him.

Chuckling, he shakes his head.

Jesus, they dry-humped on the couch. He can’t really remember when the last time was that he did that. It must have been way back in college. And the last time he came in his pants is probably even further back. Most likely he was still in high school and not in control of his dick. Dean can still remember it being up and down for no reason at all. Now, he’s older and he would proudly say that he can control his dick very well, and yet, he still spilled right into his own stupid fucking underwear. It definitely wasn’t the plan. The plan was to only get her off, not himself, but when she came so prettily for him, he was a complete goner and fucking exploded.

When he walks out of the bathroom after finishing up, he already sees her laying in his big king bed, buried under the white sheets, only her face and her damp hair sticking out. First, he thought that she was sleeping because her eyes are closed, but when he turns off the light in the bathroom, her voice comes through, albeit faint. He decided before that he doesn’t want to wake her up and crosses the floor of the room, in order to get his phone from the living room while also turning off all the lights when he hears her.

“You’re not coming to bed?” Her voice is muffled by the way her face is pressed against the pillow.

The way she says it, paired with how she looks — all too cozy under the covers — is so domestic, that his heart practically weeps. It has been too long since anyone has asked him the question. The last was probably in the early stages of his and Lisa’s marriage, right before everything went to shit. He doesn’t even know why he put a ring on it. The only reason he could fathom was that it was expected of him, and he gave in, thinking that he’d rather have someone by his side other than being alone, and Lisa was apparently a good choice, someone his father approved of since she grew up in the same circle and knew how to behave and socialize. He should have known better, though, because apart from the sexual attraction he had at the very beginning of them getting to know each other, there was nothing else there. The woman was cold, and looking back now, he was glad that he dodged that bullet early enough before it was too late.

“I’m coming, just wanna switch off the lights and get my phone,” he answers when he’s lingering by the open bedroom door.

When he looks back, she smiles at him, one of her eyes is open. She looks so damn good in his bed. Dean would be a fool not to join her. Strangely, he never felt like that when Lisa asked him to come to bed. The woman usually laid there with a sleep mask on her eyes and her hair up in curls, and honestly, nothing could be out of place with her otherwise she wouldn’t look good in the morning and that would — in her opinion — be the end of the world. Yeah, he never felt that pull to go to bed, so he rarely did.

“Will you still be awake when I get back?”

Y/N smiles then, “That depends on how long it takes you.”

Dean breaks into a run out into the living room, eliciting a giggle from her which he finds he’d like to hear more often. Hurriedly, he grabs his phone and switches off the lights before he’s back in the bedroom in no time, panting a little when he stands next to the bed.

“Fast enough?” He asks, still breathing hard, his chest heaves, and the towel around his hips is a little loose but it’s still holding itself around his hips.

She chuckles as she turns onto her back, her damp hair fanning over the pillow. “I hope you’re not always this.. quick.”

“Eh, I usually have better stamina,” Dean checks his phone to see if the alarm is set before he places it on the nightstand and plugs it into the charger.

“Like before?” She quirks an eyebrow as she turns yet again on her side and props herself up on her elbow, her head supported by her hand.

“What can I say?” he shrugs as he gets in the bed and below the comforter, still in his towel which he could actually get rid of, but he feels like he needs a barrier — and he’s afraid to ruin yet another pair of underwear so he rather not wear any — to be able to talk and not just pound her into next week. Which, honestly, the thought isn’t so far-fetched because he absolutely thinks about hiring her for his whole stay. “You’re amazing and you’re doing crazy things to me,” he admits shamelessly.

Y/N bites back a smile before collapsing and burying her face back into the pillow out of probably sheer embarrassment, which Dean doesn’t understand because it’s true, and she should be made aware of the fact. If it’s up to him, he’d tell her every day.

He scoots closer, fingers poking at her stomach that’s still clad in the robe.

She jolts up quite immediately. “Stop it!”

Ah.

Instead of stopping, though, he pokes again, this time lingering on her body as his fingers tickle her sides. Instantly, she begins to squirm, but Dean secures one of his legs around hers, holding her pinned to the mattress.

“Why? Are you ticklish?” He asks, as she giggles, snorts and wheezes.

“Dean!” Her voice comes out a warning, which he ignores. “Deeeeeann!” She says again, nearly breathless. He almost has mercy on her. Almost. Her giggling is just too adorable, so he cannot stop. Especially when she inserts another of the cute snorts every now and again.

“What?” He asks after he pauses in order to let her get some air. Her face is flushed, tears are pooling at the corner of her eyes.

Y/N takes a couple of deep breaths as she brushes at the tears that threatened to run down her cheeks. “I will,” she growls before stopping to breathe some more only to pick up her threat, “end you.”

Her eyes are little slits, she fakes being angry so that he would back down. Dean would probably be scared if she wasn’t so adorable. God, what he would give to kiss her right now. He understands that she doesn’t, but dammit, he would so love to do so.

“Your turn,” she states, hand reaching over, and well, Dean should have seen it coming but he was lost in getting the giggle out of her that he forgot that he too, is ticklish.

Fuck.

He scoots back a little but that gave it all away and he’s so fucking screwed.

Y/N’s practically beaming and could probably light up the whole State of California with the knowledge of him being ticklish. He would find it endearing if he wasn’t fearing for his fucking life.

“No, it doesn’t bother me,” he hisses and scoots away again, squirming on the stupid bed like a fish on cocaine.

Of course, she doesn’t believe him. Why should she? Would someone who’s not ticklish try to fend her off? Dean doesn’t think so.

She’s laughing now, attacking him with tiny grabby hands. He manages to catch both her wrists and proceeds to pull them above her head, causing her to fall right on top of him. Y/N’s face is millimeters from his own, their breathing mingles. She smells fresh and minty — must have used the toothbrush in the little complimentary basket, and he’s almost angry at himself for not thinking about it and offering it to her. The least he could have done is provide her with a toothbrush when he was the one insisting on her staying the night.

They’re frozen in place for some time as they stare at each other. It would be so easy, he thinks. He could lean forward, could press his lips to hers— but he doesn’t. Instead, he clears his throat, which seems to startle her out of the moment. Forever lost.

“I— uh,” it’s her who’s clearing her throat now. Y/N moves further down, laying her head on his chest instead, giving him the whole girlfriend experience that he didn’t ask for. He finds that he doesn’t mind it. Not at all.

“Tell me something about you,” he asks into her damp hair, it smells like lavender shampoo. It’s the hotel’s own shower & bath line, and it’s probably successful because it smells really good.

Briefly, he wonders what she would use if she could choose. Maybe he’ll get someone to go out and buy it for her, so she would have her favorite things in the bathroom. It would be reaching, he knows, but he can’t help to feel like he wants her to know that she’s welcome. He should probably ask her first if she would want to stay at all.

She snorts. “There’s nothing worth knowing.”

“C’mon,” he jerks his shoulder to give her a push.

“Mmh,” she muses after she sighs, “I live in Los Angeles.”

It’s Dean’s turn to snort, “Something I don’t know, Y/N.”

“How about two truths and a lie? And I won’t tell you which one is true.”

“What are we, sixteen?”

Lifting her head, she looks at him with one raised eyebrow, “Say that again like if you didn’t just come in your pants like a teen.”

“Yeah, whatever.” He rubs a hand tiredly over his face. Dean’s exhausted, and he doesn’t even want to know what time it is or how long it’ll be until the shrill of his alarm will wake him up. If he knows, he’ll just panic, and right now, he wants to enjoy this time as best he can.

..to be continued

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#redlight #dean winchester #dean winchester fics #dean winchester fan fic #dean winchester fan fiction #dean winchester x reader #dean x reader #nathalie writes

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