Pairing: Dean Winchester x Reader
Rating: 18+
Tags: Omegaverse, prostitution, dub-con (medical necessity), non-con roleplay, handcuffs, degradation, oral sex (m and f rec), fingering, p in v, knotting, belly bulge if you squint
Word Count: 5.1k
Four minutes.
The doctor’s words rang through her ears as she stared anxiously at the door, picking the skin at the edge of her fingernails. “You’re expiring, Y/N. Omegas weren’t built to live without Alphas like this – you simply cannot carry on suppressing your heats like you have been, you won’t make it.”
Three minutes
She’d fought, she’d screamed, raged at the poor doctor about how unfair it is – and Dr. Weber hadn’t been unkind about it, she understood why Y/N was upset, but that didn’t mean she could stop her from dying. Only one thing could do that.
Two minutes.
So, Y/N reluctantly called the number on the card that Dr. Weber had given her, Winchester & Sons, Ltd., and booked this appointment. She’d stopped taking her suppressants, as she had been instructed, and now she was fading fast.
Since her first heat when she’d presented at age thirteen, Y/N had hated the fact that she was an Omega. From the day you present as one everyone treats you differently, treats you like you’re less than you were the day before. She didn’t need some knight in shining armour to carry her through life, she was going to do just fine on her own. So she’d gotten ahold of some suppressants and she’d been denying who she truly was ever since. Until now.
One minute.
Y/N grit her teeth as another cramp clutched at her belly and a fresh sweat broke out on her skin. Fuck, this was unpleasant. How do Omegas deal with this every month? The prospect of having to face the reality of her existence from now on was not a cheery one. A knock on the door interrupted Y/N’s catastrophizing and she gulped, wiping her palms against her jeans as she took one last breath and marched to open her door.
On the other side of the door was a walking wet dream of a man. He stood tall – clearly muscular, but not overbuilt – dressed coolly in a black t-shirt and leather jacket, messenger bag slung across his shoulders. The ensemble was topped off by a face full of freckles, sandy brown and artfully ruffled hair, and piercing, jade green eyes. A small, crooked smile twitched on his plush pink lips as she stared. He was easily the most gorgeous man Y/N had ever seen outside of a movie screen.
And his scent. Fuck, one breath of it and her panties were dripping. The warm tang of old leather, oak barrels, and something dirtier, like motor oil, enveloped her, and Y/N found herself reaching for the door frame to keep from falling back. She hated herself for how her mouth went immediately dry and her knees trembled.
“Are you gonna let me in, sweetheart?” His crooked smile twitched when Y/N shook herself out of her reverie and backed out of his way, silently letting him pass. She shut the door behind him, tearing her eyes away from the way his jeans hugged his backside when she got a glimpse. He looked around her place neutrally, curious but not judging what he saw, before he turned back to Y/N – still stood by the doorway – and gave her a bemused smirk that somehow made him even hotter. “I’m Dean,” he gave a perfunctory wave, his thumb still hooked over the strap of his bag.
“Y/N,” she gave a small, awkward wave back.
“Not very talkative, are ya sweetheart?”
“Sorry–” Y/N rushed to explain how she’s not normally this rude, “it’s just, I’ve never done this before. And I don’t really know how this whole thing is gonna go and I just ah–” another cramp hit, and Y/N doubled over, leaning back against the door for support. Dean was next to her in a heartbeat, wrapping her in his arms and pulling her against him, pressing her face into the crook of his neck.
“S’okay sweetheart, I gotcha,” he murmured soothingly, hands brushing gently down her back as she huddled into him and breathed deep. His scent was calming her down, helping to soothe some of the aches her body was feeling. “That’s it, just breathe, I gotcha,” Dean repeated, petting her hair, and Y/N hated herself for the instinctual reaction she had to nuzzle into the touch, but the pain had been becoming unbearable, and here in Dean’s arms it was finally receding. When she could think more clearly again, Y/N pulled out of Dean’s embrace, and he was quick to let her go, holding his hands up to show he wasn’t a threat.
“I’m not gonna hurt you, Y/N, I promise,” Dean assured her, and Y/N nodded uneasily. “I’m sorry I touched you without permission there, it was just the quickest way to stave off the cramps,” he explained sympathetically, and despite her ingrained distrust of Alphas, Y/N believed that he had only meant well. And plus, it had worked. Touching him, and scenting him like that had given her hormones a small dose of what they had been crying out for from the moment she had stopped taking the suppressants.
“It’s uh, it’s okay,” Y/N felt like she was reassuring herself as much as Dean. “Do you um, want to sit down? I’m sorry I don’t kn–”
“Sitting down sounds like a good place to start,” Dean interrupted her, but smiled kindly and let Y/N lead him to the sofa, where he shrugged out of his bag and sat himself in the corner. Y/N sat opposite him, immediately grabbing a pillow and pulling it into her lap, like she needed a shield between them. “So,” Dean started, rubbing his hands over his jeans restlessly, “I know you were referred by your doctor, so I know broadly why I’m here, but I’d love for you to tell me what you’re looking for. I mean, just the basics is cool,” Dean reassured her, “but it can be a lot more than that if you want. Or if you need something specific to make this work for you…” he trailed off, clearly trying to tempt Y/N into conversation, and she grimaced briefly, before she remembered to curb her expression to something more neutral.
“I uhm, did they tell you why my doctor referred me?” Y/N asked nervously, not looking at Dean, but instead focusing on unravelling a small thread the wound together a tassel on the edge of her cushion.
“Not specifically, no,” Dean shook his head, waiting patiently for her to explain.
“Okay, um, you should probably know, then, I’ve never uh, done this before. I mean,” Y/N rushed to clarify, “I’m not a virgin or anything. I just uh, I’ve been suppressing my heats for as long as I can remember. And I’ve only ever slept with Betas, so…” Y/N trailed off, heat blooming in her cheeks. It felt so awkward talking about this – with a stranger who was about to sleep with her, of all people.
“So, you’ve never taken a knot before,” Dean finished for her. Y/N nodded. A flash of something crossed over Dean’s bright eyes, but he subdued his expression too quickly for Y/N to decipher it. “That’s not a problem. I can handle a newbie,” Dean grinned, trying to lighten the mood, and Y/N tried to let his levity bring her mood up too, but she knew there was something else she had to tell Dean that was almost more mortifying.
“The–” her breath caught in her throat, so she broke off and tried again. “The thing is, I never wanted this,” Y/N admitted brokenly, and once the floodgate was opened, she let it all spill out. “I’ve spent my whole life avoiding this on principle, and I know I fucked myself over because of it, so I’m dealing with that now. And I am ready to deal with it, because I don’t wanna die, obviously. Which is why I called you, I mean, to – you know – so I know I need to do this, and I’m okay doing this, but I don’t want to pretend that I’m happy about it.” At the end of her admission, Y/N finally takes her eyes off the cushion tassel she was slowly mangling and looks at Dean, who’s sitting contemplatively across from her, considering what she’d just said.
“So,” Dean leaned forward and braced his elbows on his thighs, and Y/N caught another hint of his intoxicating scent wafting towards her as his jacket shifted around him. “Forgive the formal terminology, but with this kind of thing we have to be very explicit in my line a’work; what you want from me is a non-consensual roleplay?” When Y/N nodded, Dean’s brow twitched, but that was the only emotion he let himself betray.
“Is that – I mean, can we do that? I am saying right now that I’m okay with everything, but if I want to make it through this in one piece and still have an ounce of self respect on the other side… I want to fight you on it, I don’t want to be happy about it, because I’m not. And if I had the choice of running outta here and not doing this without basically signing my own death order, I would.” Dean nodded along, listening intently, then reaching to the floor and rummaging blindly in the bag he brought with him, all the while keeping his eyes trained evenly on Y/N.
“If you need me to keep you here… keep you compliant and willing” –with a clinking sound, Dean pulled a pair of handcuffs from his bag, lacing them between his fingers– “I can handle that sweetheart,” he smirked up at her through unfairly long lashes, eyes shining hotly. At the sight of the sharp, silver handcuffs, Y/N felt her insides clench pleasantly. Yes, this was exactly what she needed.
“Yeah,” Y/N nodded firmly, knowing she needed to come across confident in this ask. “That’s what I need from you.”
“Well, alright then,” Dean grinned lecherously, and spun the cuffs around his fingers. “Where we doing this?”
Cuffed to her headboard, Y/N pulled at the restraints testingly. She had a bit of leeway to move her arms, but there was no way her hands were slipping out of the metal loops. She was trapped – just like she had asked to be. A hollow fear expanded in her chest with every moment that passed without Dean coming back into the room. After he’d cuffed her – still fully clothed – to her bed, he’d put his finger to his lips playfully, indicating that he wanted her to keep quiet, and said he would be right back. As the seconds ticked by, and Y/N’s heat crept more and more insistently over her skin now that the Alpha was no longer close to her and she unconsciously started to tug against her bindings.
As she tugged harder, ratting the metal against the wooden slats of the bed frame, the door burst open to reveal Dean – expression hard, and wearing fifty percent less clothing than the last time Y/N had seen him. The sight of him sent a shiver through her, in some small measure of fear but mostly, to her dismay, arousal. Dean stalked toward the bed, slamming the door shut behind himself and smiling coldly down at her, prone and helpless on the bed.
“Well, well, well, what have we here,” he mused, running his finger lightly down one of the bare arms stretched taut above Y/N’s head. “Looks like someone left me a pretty little Omega to play with.” Y/N didn’t quite know what to say to that, but maddeningly, she felt a surge of slick leak its way out of her body, soaking her already dripping panties. Dean didn’t let her silence phase him. “You smell so good, baby,” he groaned easily, taking a moment to appreciate the air like he was tasting a whiskey, and for a flickering moment Y/N wondered what exactly he could smell.
“Not your baby,” Y/N ground out, knowing that usually she would take a great deal of offence at someone using that nickname for her. Though somehow, coming from Dean, it didn’t seem as bad as she’d imagined.
“I think you’re whatever I want you to be, sweetheart,” Dean sneered coldly, grabbing her chin roughly between his fingers. He bent down and pressed his lips to hers, and Y/N melted into him for a split second, before she remembered she was supposed to be fighting back.
“Get off’a me,” she grunted from beneath, even going so far as to gnash her teeth in the hopes of catching Dean’s lip. Dean pulled back and spit in her mouth, then pushed her lips shut to force her to swallow.
“Get it through your head now, baby,” Dean grunted in disdain, “I’m in control here. So I wanna call you ‘baby’ – I will. I wanna call you ‘slut’ – I will. I wanna kiss you, lick you, fuck you – I will.” Dean let go of Y/N’s face to reach for the button on his jeans, popping it open and sliding down the zipper, tooth by tooth, to reveal his cock, naked beneath. “And trust me baby, I want to.” He pulled himself free, and Y/N couldn’t peel her eyes away from his fingers wrapping around his length and pumping surely up and down it.
He was much bigger than any guy she’d been with before. Longer and thicker, and Y/N wondered if all Alphas were like that, or if she just got lucky that Dean was the one they’d had available when she’d called to book an appointment last week.
“You gonna open up for me like a good little slut? Or am I gonna have to force you?” Dean grunted. Y/N couldn’t deny that the sight of Dean’s cock had made her mouth water, and yet another surge of slick gushed between her legs, but playing along with what she’d asked for, she closed her lips obstinate and turned her head away. “Force you it is.” Y/N could hear the pleased smirk in Dean’s voice, and before she could contemplate how to respond next, she felt Dean climbing onto the bed and straddling her chest. His legs pressed harshly into either side of her, and the head of his cock – already shiny with precum – tapped insistently against her lips.
When she refused to part them for him, Dean grabbed her chin again and forced her mouth open, slipping the crown of his dick across her tongue teasingly. “Taste how much I’m already leaking for you, baby girl?” he jeered, pushing into her mouth more insistently. Y/N sucked around him, and she did indeed taste something different about him. Maybe it was another Alpha thing – they didn’t just smell different, they tasted different too – sweeter.
Dean started pushing himself further into her mouth, moaning throatily as he tapped the back of her throat. Y/N gagged around him a little, but didn’t use her safe taps – she wanted this feeling. She needed it to feel real, she needed to feel used. And Dean was taking care of that as he fucked into her mouth, pushing past the muscles blocking his way at the back of her throat and forcing himself deeper. He reached down to hold Y/N’s face against him, her nose pressing into the hair at the base of his dick, and he smelled so strong there it was making Y/N a little dizzy – though that could also have been the lack of oxygen. Right when she started thinking about using one of her taps, Dean pulled back, and she gasped angrily, lungs burning as air re-inflated them.
“Wow,” Dean smirked down at her, seemingly impressed. “When Dad told me he was sending me out to take care of a good little Omega whore, he was right.”
“Fuck you,” Y/N rasped, her throat and lungs still sore. “I’m not a whore.”
“Really?” Skepticism dripped off of Dean as he slid off the bed to pull his jeans off completely. “Where I’m from, only whores know how to suck cock like that,” he sneered. His hands came up to the collar of her shirt and he wrenched at the seam, tearing it clean down the middle and exposing the pink lace bra she was wearing. “Only whores wear underwear like that when they know they’re gonna get fucked.” He dropped his hands to her jeans and tore into them, pulling them swiftly down her legs and displaying the thong that matched the bra. “Aw, you really got all dolled up for me, didn’t you ‘mega?” Dean cooed, and at the use of the overly familiar nickname Y/N flinched.
“Don’t call me that,” she sneered, “not my Alpha, don’t get to call me that.”
“Oh, but I am your Alpha,” Dean grinned as he climbed back on the bed, landing between her thighs and pushing them open roughly. “For as long as I wanna be, I’m your Alpha. This pussy knows it too, fucking dripping for me, sweetheart.”
“No, let me go, please,” Y/N grimaced, hating how thoroughly her body was betraying her, and reacting to the presence of the Alpha here.
“You see, you say no, but this pussy is telling me yes. Smells so fucking good f’me baby, s’just calling out for some Alpha to stick his cock in it, fill it up. You gonna let me give you that, baby girl?”
“No,” Y/N ground out, trying to twist away and kick out at the man between her legs, but he merely leaned an arm against each of her thighs and pinned her down to the bed easily.
“Well, too bad for you, you don’t get a choice.” Dean reached out and tore her panties away from her, mangling the lace as he pulled it from her body. As soon as his path was clear, he pushed a finger deep inside her, and Y/N groaned. This wasn’t what she really needed, but the digit provided some small measure of relief to the pain that had been curling through her belly this whole time. When Dean started to pump his finger against the sweet spot inside her, teasing over it hard and cruelly, she knew she was done for. Dean picked up on the change in her breath and grinned. “Wow, you’re that easy? Really are a good ‘mega whore for me, aren’t ya?” he chided.
“Fuck you,” Y/N spit again, with as much venom as she could muster while teetering on the edge of release.
“C’mon baby, cum for your Alpha, want you to be nice and wet for my cock.”
“No, no, fu–” Y/N went still and silent, her curse catching in her throat as Dean bent down and sucked her clit into his mouth, and she came hard around his finger. She didn’t want to be listening to him, doing what she was told, but she couldn’t help it. It was like he had some cheat sheet to her body, telling him exactly what would get her off and make her putty in his hands.
“That’s what I thought,” Dean grinned up at her from between her legs, tongue darting out to lick against her clit again and pulling another aftershock out of her. “Deep down, just wanna make your Alpha happy, don’t you ‘mega?”
“Not–” she huffed, “–my Alpha,” but the protest was much more half-hearted than it had been before he had made her cum all over his face.
“Let’s see what you think about that once you’re cumming on my cock, sweetheart.” Dean sat forward and rutted himself in the slick between her legs. She was embarrassed by just how much she was dripping for him. “Can’t wait to knot this pussy, bet you’ll feel so fucking tight.”
“No,” Y/N’s refusal came out as a moan, which pretty much betrayed her. “No, don’t want this, please don’t make me,” she begged, closing her eyes and burying her head into the pillow Dean had positioned her over when he first cuffed her to the bed. She didn’t want an Alpha, didn’t want a mate, but she did want to get fucked right now – more than anything.
“Don’t care if you want this ‘mega,” Dean grunted as he fisted his cock, dragging the slick he’d collected from between Y/N’s legs across his skin. “Doesn’t matter what a little Omega whore like you wants. I’m gonna shove my knot so far up this little pussy, you’ll feel it for days after I’m done with you.” Dean landed a hard slap between her legs and she moaned wantonly, the pain sending a thrill up her spine that morphed to pleasure by the time her brain wrapped around the feeling. Dean smirked, clearly he knew exactly what he was doing to her body – s’pose it is his job after all, Y/N thought distractedly.
She was ripped from her thoughts when, without warning, Dean sheathed himself inside her tight, wet heat. A cry rang out from her chest, and Dean clamped a hand over her mouth harshly.
“Shut up, slut,” he growled into her ear as he pulled back to the tip and shoved in again. Y/N moaned into his hand, pussy clenching around his length. “Yeah, thought you’d like that,” Dean grunted, thrusting in again. “Don’t need you to talk, just need you to keep those pretty little legs open f’me baby.”
After that, Dean didn’t talk much either, just kept fucking into Y/N – hard and steady. She moaned and writhed beneath him, but she could barely move, trapped under the weight of him holding her down, the hand across her mouth keeping her head still, so anytime she opened her eyes the only place she could look was at him. And Dean looked fucking unholy. His pleasure played openly across his face, crinkling his eyes and dropping his lips open. The shine of his tongue caught the light every time he thrust himself close to her, and Y/N was mesmerised. She wanted to suck it into her mouth and swallow him whole.
“Fuck, this little pussy’s squeezing me so good. I’m getting close, baby girl,” Dean groaned from on top of her. “Know what that means dontcha?” Dean’s eyes met with hers and she shook her head, as much as she was able to. “Means I need you to cum f’me first, yeah? Wouldn’t be a very good Alpha if I didn’t give you a little thank you for letting me use this little hole.” Dean pulled himself up onto his knees, changing the angle of his cock inside her, and Y/N mewled as he started up a punishing pace. “Wanna feel how much your cunt loves my big Alpha cock inside it. Wanna feel you clenching around my knot.”
And Y/N could feel his knot now. Every time he plunged back inside her, the base of his cock felt just a little wider, stretched her just a little more. It was terrifying, thinking of him growing more and more and shoving himself inside her, but she couldn’t deny that the extra girth felt fucking incredible every time he pushed it back in.
“No!” Y/N tried to pull away, but Dean leant down and wrapped a hand threateningly around her throat.
“You’re gonna fucking cum, when I fucking tell you to,” he growled menacingly, and Y/N felt a small tinge of fear colour her arousal, which was apparently just what she needed to tumble over the edge, crying out as she felt her insides convulse around his member. “There we fucking go,” Dean smiled triumphantly. “Knew a little whore like you couldn’t hold it in. Fuck feels so good, you squeezing my knot baby, fuck…” Dean’s monologue trailed off as he braced himself against the bed, releasing Y/N’s throat, and hammered into her once, twice, and finally forced his whole knot inside her, freezing once he was lodged there, his face pulling tight as he started to cum.
Y/N could feel it all inside her – the knot, his cock, his cum – all trapped between her legs. She felt a heat flood through her core, and it was like a wave contentment washed across her body. It was different from an orgasm but almost as pleasurable. The cramps she’d been feeling for days finally released, micro-bursts of tension all loosening at once and pushing her body into some kind of calm that she couldn’t define. Everything felt soothed, and peaceful.
“Y/N.” She heard her name being called but she couldn’t tell from where. It was like an echo in the back of her mind. “Y/N.” She heard it again, stronger this time, and she felt cold. Something cool and soft was running gently over her face.
“Y/N,” Dean called her name again gently, still drawing the cool washcloth across her face, trying to bring her back to him. This time she blinked, the far off look in her eyes began to dim. “Hey, there she is,” Dean’s eyes softened as he watched her come out of her head. Y/N squeezed her eyes shut, and the world was clearer when she opened them again, and saw Dean staring down at her.
“Dean?” Y/N squinted up at him, like she was looking at a bright light. She realised she was no longer cuffed to the bed, and stretched her arms, flexing her fingers and getting the feeling back in her wrists.
“How you feeling, sweetheart?”
“I– good,” Y/N answered, surprised at herself. She was feeling good, all traces of her previous heat symptoms seemingly gone. “What happened?”
“You went a little spacey for a minute,” Dean chuckled, warm and soothing. “S’ok, that happens all the time, ‘specially if a heat was a really bad one.”
“That was because of the, um–” even though his knot was still locked inside of her, Y/N felt awkward talking about it.
“Yeah, that was because of my knot,” Dean nodded. “Makes sense really, considering this was your first time.” He rested his hand gently below her stomach and pressed against it lightly. Y/N could feel him cupping his knot through her and she shivered – fuck, that’s hot. “It uh, releases some kinda, something, I don’t know. But Omegas need it, and as it gets absorbed into your system, then the knot starts to release. Shouldn’t be too much longer,” he reassured her with a crooked smile, his thumb rubbing gently over his knot through her skin.
“Okay,” Y/N mumbled, looking away from Dean’s gaze. Now he’s being kind and comforting again, she feels uncomfortable.
“Here,” Dean seemingly shook himself out of a reverie and dropped the washcloth, leaning forward to grab a bottle of water off the nightstand, “drink slow, but you should drink all of it.”
“Thanks,” Y/N took the water and sipped at it. “This is pretty awkward, right?” she didn’t really mean to say it out loud, but once the thought had crossed her lips it was out there. Dean laughed, taken aback.
“Yeah, I guess,” he shrugged good naturedly, thumb still rubbing over the skin below her belly. “I’m used to it now.”
“Oh, god, yeah I didn’t even think. You have to do this with everyone, don’t you?” Y/N felt horrified, she couldn’t imagine how uncomfortable that must be.
“Yeah, part of the gig,” Dean chuckled, “but it’s not so bad when I’ve got a pretty thing like you to look at.” Y/N blushed under the compliment, suddenly aware of the fact that Dean had pulled a blanket over her while she had been out of it, so she wasn’t just lying there naked for him to ogle. The gesture was oddly touching. “Keep drinking, sweetheart,” Dean inclined his head towards the bottle, and Y/N took another sip, vaguely surprised at the fact that she was following his instructions so willingly.
Dean once more pressed down on his knot, and Y/N shuddered against him. “Right, if this hurts at all let me know, and I’ll stop, yeah?” Dean flicked his eyes up to Y/N for confirmation and she nodded hesitantly. Dean gave her a quick smile and drew his hand down between her legs to grab the base of his cock as he slowly and carefully pulled himself out. As the knot passed her entrance Y/N let out a short moan but then it was free, and she felt empty again. To her great displeasure she found she didn’t like being empty – she missed Dean being inside her.
All cleaned up, clothes back in place and handcuffs back in bag, Y/N walked Dean to the door.
“Um, thank you,” Y/N grimaced, that sounded so lame, “for… everything.”
“Anytime, sweetheart,” Dean smiled graciously, hands tucked around the strap of his bag again.
“I um,” fuck why’s this so awkward, “thing is, I–”
“You wonderin’ if I’m free next month?” Dean interrupted, grinning.
“Yeah,” Y/N breathed, relieved he’d got the jist.
“Yeah, here, um,” Dean reached for his wallet and pulled out a card. “That’s my number, we can book out a time whenever you need to.”
“Thanks,” Y/N took the card, a small jolt of heat going through her when their fingers brushed.
“Seriously, it was my pleasure, sweetheart,” Dean leant forward and brushed his lips against her cheek. “See you next month,” he gave a short wave as he left, and Y/N closed the door behind him, slumping bonelessly against it the second he was gone.
Suddenly, next month couldn’t come soon enough.
Write The Life You Want 
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