sara

You know they'll keep that. They'll make sure to keep anything he says. Those are always the parts that get the most replays- hell they're the parts you replay. When you're up late, watching his videos, hand between your thighs.

"-I didn't tell you to fucking move."

You don't know how it still works for you. You know it's not him, he even ran through ideas of lines he was gonna use before you started. He was very sweet about it, almost shy when you were alone- he's anything but shy now.

His grip on you tightens as he moves back to your clit, his tongue working against you rapidly. You're gripping the sheets, trying to keep yourself steady, your whole body convulsing as another orgasm starts to rise quickly.

"Fuck- please-"

He's already told you to beg, a couple times actually. You know he will again. It gets you hot just thinking about it, the stern tone in his voice. You bite your lip hard, trying to stop your hips from rising again. Your gaze falls to the camera, a reminder that you're supposed to be performing, you batter your eyelashes, let out another loud moan.

He pulls back suddenly, his sticky hand wrapping around your thigh, his other hand moving up to wipe his mouth. He looks like a mess, hair sticking to the sweat on his forehead, chin glistening with your arousal. He glances around to the set, speaking louder, "Sorry guys- I've gotta- I've gotta take a break."

The room picks up in a flash, people moving around, cameras resetting. People come running over with robes, one gets draped over your shoulders, a plastic cup of water pushes into your hands. You take a big swig of it, suddenly realizing how dry your mouth is.

People move around you, you see a few people checking the monitors, gearing up for the next shot. You glance at Dean, he's pulling in a shaky breath, pushing his hair out of his face with his long fingers.

You try to go over everything that just happened- why he wanted to stop. Maybe it's the way your bare heel had dug into his back the last time you came, maybe it's the way you tugged his hair a few minutes ago. Maybe he's just getting sick of being the only one actually doing any work.

He moves closer to you on the mattress, settling close enough that he could reach out if he wanted to. He looks up, gaze falling over you, then turns away fast, back to his own cup.

You speak quickly, nervously, "I'm sorry- did I-"

He cuts you off, leaning his head down slightly so he can speak in a hushed voice, "I'm gonna cum, sweetheart."

It catches you off guard, "What?"

He takes a swig of water, then speaks slowly, "If we keep going, I'm gonna cum."

You're still not sure you've understood him, "What do you-"

"I'm not kidding here, I feel like I'm gonna fuckin' explode- if they catch that on film my whole tough guy act is fucked-"

"We haven't even- I haven't touched you-" you manage to get out.

"I'll never live it down if I blow my load just from tongue fuckin' you- jesus-" he shifts awkwardly, you realize he's trying to hide his boner- it's not easy when his cock is larger than any you've seen before.

"You're gonna cum just from going down on me?"

"You're moaning like you've never had a guy touch you before- it's not exactly helping."

You raise an eyebrow, "I can stop?"

He grins at you, "Don't you dare."

Your heart skips a beat, thighs clench together. Forget any video- this is what you're gonna be thinking about tonight.

Ian’s right, though, he thinks, as he types out a report on a guy in the legal department who threw his keyboard across the room. He does need a life. His apartment’s empty, nothing but some soy sauce, a questionable carton of milk and a six-pack in his fridge. He went to the gym this morning, and going twice feels… maybe a little extreme. He hates everything that’s on TV.

So working late it is. 

Plus he likes it like this. No Ian yapping at him, no constant ringing of phones. The cleaning crew just left, so the lights are low. He can see the city outside. Peace and quiet. 

Which is why when he hears the notification of a new ticket coming in, he frowns at the screen. Clicks on it. There it is. Can’t log into company VPN. His eyes skim the short text. Land at the bottom. On your name.

He blinks. He knows your name. Seen you around. You’re up on the twelfth floor. You wear black high heels and a black suit with a skirt, or sometimes pants. An expensive-looking gold watch on your wrist, nice jewelry. You have a constant don’t-fuck-with-me expression on your face. Sam stood next to you in the elevator a few times. You always smell amazing. Your skin looks soft. 

He clears his throat. He’s definitely thought about you. He wants to be respectful, he really does, something about needing to sexualize a woman in a position of power feeling gross, but once or twice his thoughts have wandered on the job. Once or twice he’s imagined you at home, late at night, when he can’t sleep. Wondered at what underwear you wear. Probably expensive lingerie. Stockings. That kind of thing. Wondered at your sounds and other smells.

He’d ask you to keep the heels on, he knows that.

He clears his throat again, then reaches for the phone, kind of assuming his brain will kick in, stop him from doing what he’s about to do, but it doesn’t. He has his headset on and your extension dialed before he’s even formed the thought.

It rings once and then you answer.

“Yeah?” you say, clipped, sounding distracted. Sitting at your desk, probably, one leg thrown over the other, maybe, letting your skirt ride up just that little bit higher. Low light playing on your pretty features.

“Uh, yeah, hi,” he says, adjusting the headset a little. Smooth, you dingbat, he thinks to himself. “This is Sam from IT, you just opened a ticket about your VPN. Thought it was quicker just to call.” 

He cringes at himself, makes a face. This is so fucking obvious, maybe even borderline creepy. What was he thinking?

“Mmh hmm,” you reply, and he thinks he can hear the scratching of a pen on paper in the background. 

“So, uh,” he continues, not sure if you’re even listening to him. “I can, you know, take a look if you want. Would be easier to do it on your device.” Quiet, no answer.

“But I thought I’d call ahead first,” he continues, voice unsure. “Not just… show, uhm, up.” Instead I thought I’d call and stutter at you over the phone, he thinks, shaking his head at himself.

“Uhm,” you say, but it’s not the unsure sound he makes, it’s one that demands time, a break in the conversation. He thinks he hears you put down the pen. Maybe you’re scratching at your face, at that sexy wrinkle he’s seen when you’re focused. He once walked past one of the meeting rooms upstairs, walls all glass, when he was fixing some guy’s printer. Saw you sitting there, in action. The way you commanded the room.

“Listen,” you say, “it’s fine, can we do this tomorrow? I honestly didn’t think anyone would even look at that ticket tonight. Usually it takes a few days to hear back.” Sam gives an awkward chuckle.

“Sure,” he says. “Yeah, no problem. And sorry about the waiting time, we’re kinda… we’re short-staffed at the moment.”

Oh wow, that’s some great flirting, Sam thinks. What woman doesn’t want to hear about being short-staffed? 

“That’s okay,” you say, and Sam expects your voice to be bored or uninterested, but you actually say it in a way that’s sort of kind, sweet. He smiles to himself a little, leans back in his chair. So at least he didn’t get himself fired tonight.

“Hey, did you say your name is Sam?”

The smile disappears off his face. He blinks.

“Y-yeah?” he replies. You’re quiet for a moment.

“Tall guy?” you say. “Kinda cute, fluffy hair?”

Sam feels heat shoot to his face the likes of which he hasn’t felt in a long, long time. He shifts around.

“Uhm,” he says. “I, uh, yeah, maybe.” It’d be arrogant to say that’s probably him, right? Never mind that he’s the only Sam in the IT department, the tallest by far, so you are very likely to be talking about him. But cute?

“You fixed Mimi Johnson’s email access a little while ago, right?” you say, your voice sounding a little amused. “She wouldn’t shut up about what a cutie you are for weeks.” You chuckle a little, and the sound goes right to Sam’s crotch.

“Uh,” he says again.

“Sorry,” you say, “that’s probably really inappropriate to say.” And Sam shakes his head again.

“N-no, that’s alright,” he answers quickly, leaning forward again. “I’m glad she, uh, got into her email again. I mean, I guess that’s important.” Shut up shut up shut up, his brain yells at him. But to his surprise, you chuckle again.

“She types about 5 words per minute,” you reply, and he hears you shift too. “I think you would have been better off setting her up with a carrier pigeon.”

Sam can’t help the sudden laugh that comes out of him. He looks down, then huffs. Reaches forward and grabs the pencil he was fidgeting with earlier, taps it against the edge of the desk.

“Well, I’m glad I was able to help her,” he says. “And she did offer me a Werther’s after, so it was definitely worth it.” To his absolute delight, you giggle this time. A joyful sound.

“So, Sam from IT,” you say after a few seconds, “why are you working so late?” Sam doesn’t know why he answers so honestly. 

“Just nothing exciting to go home to,” his voice sounding light and playful even to his own ears. “How about you?”

“Same,” you say and he thinks he hears you sigh. “Just working too much to make up for a lack of social life.” Sam chuckles and both of you are quiet for a moment.

“Hey, I think I’ve seen you, by the way,” you say finally and Sam raises his eyebrows. “Mimi’s wrong, you know. You’re not cute. You’re sexy.” Sam opens his mouth to say something, then closes it again.

“Should I not have said that?” you ask, voice low. 

“That’s fine,” Sam says, quickly. “It’s… I’ve seen you too.” Quiet on the line.

“And?” you ask, stretching the word out. 

“You’re…” he says, making a fist to push through the anxiety in his gut. “You’re really sexy, too.”

“Hmm,” you reply. “That’s kinda general, Sam from IT. Any specifics?” Sam blinks again. Is this really happening? He turns his head, looks around. No movement as far as he can see. He’s all alone. He leans forward, imagines you.

“Well, you always seem kinda pissed off when I see you,” he answers. 

“Oh damn,” you say with a chuckle. 

“No, no,” Sam quickly cuts in. “It’s hot.” You’re quiet for a second, and he wonders if he crossed a line.

“Hot, huh?” you ask, voice soft. Sam nods, then remembers you can’t see him.

“Yeah, really hot,” he says.  

“You know,” you say, and Sam puts the pen down to listen to you, his hand landing on his thigh, rubbing up and down it to replace the nervous fidgeting. “Those yellow polos they make you wear?” Sam huffs.

“They’re terrible,” he says, trying to get ahead of what you’re gonna say.

“Actually,” you say, “I think it looks good on you. Shows how you’re built. You’re a big guy, aren’t you?”

Sam feels a shiver run down his spine. A twitch in his cock. It could be almost harmless, what you’re saying. He is a big guy. But he has a feeling that’s not what you’re talking about.

“Yeah,” he says, sounding a little breathless. “I am.”

“Mmh,” you say, a deeply erotic sound. “How big?” Sam’s mouth feels dry. His chest rises and falls.

“Big enough,” he says. 

He expects you to slam down the phone, get HR on the horn immediately. But you don’t.

“You know,” you say, “the view is really nice up here. You can see everything but no one can see you. That thought always gets me… well, a little excited, I guess.”

“Yeah?” Sam asks. His hand goes to the front of his slacks, running along them, squeezing. “And what do you want to do that no one should see?” You hum.

“I have this fantasy,” you say, and Sam needs to close his eyes, because this is the best goddamn thing that’s ever happened to him. “Where I’m completely naked, and I’m being fucked against the window.”

Sam’s cock fills with blood so violently it makes his knees buzz. Jesus Christ, what a visual.

“With your back against it?” he asks, needing to catch his breath.

“My front,” you say, your voice sounding a little scratchy. “My tits pushed against the glass. Just getting absolutely fucking pounded.” And then you moan a little, high in your throat, and Sam’s pretty sure he’s about to feel very dizzy.

“Would have to be someone strong and with good stamina doing it,” you say, your breath catching a little, and could it be? Could you actually be touching yourself to this? “Cause I like it fast and hard.”

Sam’s fingers undo the button of his slacks. He’s not sure if you’ve done the same, but he needs his cock out of his pants and in his hand, because otherwise he’s gonna hang up and run upstairs. Bust down your door. And he’s not sure if that’s what this is. 

He wraps his fingers around himself, gives a slow stroke. The deep moan he gives is a clear giveaway to what he’s doing, it must be, but you don’t complain or tell him to stop or that this was all a joke. He closes his eyes. 

“You know, when I imagine you,” he says, needing to lick his lips to wet them, “I always imagine it on the desk.” A stuttering breath leaves you, that sounds like it’s happening right inside Sam’s head.

“Go on,” you say, voice cracked, and Sam begins stroking himself at that.

“I’d get you on it,” he continues, “skirt pushed up cause we’d need to be quick. My hand over your mouth cause you’re so loud and we can’t have anyone hear us.” What comes out of you is more a whine than a moan.

“Yes, Sam,” you sigh and the fact that his name tumbles from your lips like that makes him think he could come right then and there. “And everyone’s walking past my door, and we have to be quiet?” He nods, then answers.

“Yes,” he says. “But now I know you like to be fucked hard, so I don’t know that we could be.”

“Mmh, or maybe I need to ride you,” you say, and Sam imagines it. Him on the desk, you on top of him, white shirt unbuttoned just enough to show your black bra, bouncing on him. His upper lip pulls up in a snarl. 

“Fuck, you’d drive me crazy,” he pants and you give that irresistible giggle again.

“I would,” you say. “I’d ride you till you can’t go anymore, and then a little more.” 

Sam’s head drops back against the headrest of his chair. He’s fully fucking his fist now, rolling his hips.

“Tell me what you’re doing,” he hears your sweet voice. 

“Just, fuck, just stroking myself,” he answers. “But imagining it’s you. Your pussy. Your mouth.” You moan.

“I’ve got one leg on the desk,” you say and it shoots a high-res image straight into Sam’s brain. “Fucking myself with two fingers. Imagining it’s your cock.” Sam groans.

“Use three,” he says and you give a fucked-out chuckle.

“Knew you were big,” you say and Sam feels himself grin. He rolls his hips up again.

“Are you close?” he asks and you make an affirmative noise. “What if I take you over to the window now? Grab your hair, your hips. Your fucking sexy hips. And fuck you like you want me to?” You whimper, and Sam’s eyelids flutter, and he’s pretty sure he’s about to come, spurt all over his hands and his damn desk when you speak again.

“Come up here, Sam,” you say, and it takes him a second but then his hand slows and his eyes fly open. “Come up here and fuck me.”

Sam blinks, stills his stroking. Then he rips the headset off him, pushes his aching cock back into his pants and moves as fast as he can.

“Sam?” you say again. Oh shit. Did you scare him off?

You hang up the phone, the station just close enough that you can reach it without taking your leg off the desk. Your fingers have stilled. You were close too. Slowly, you pull them from you.

There’s a knock, but the door opens at the same time. A moment of pure horrifying anticipation, before you see who it is.

He’s even more handsome than you remember him. Hair absolutely gripable, cheeks flushed, bulge straining against the front of those adorable beige slacks. He fills that yellow polo out so nicely that it makes your breath catch in your throat. 

He looks at your face, but then his eyes wander down to where your legs are still spread wide open. Then back up again.

“Close the door,” you say, sounding a little breathless and a wide, heart-stopping smile spreads on Sam’s face.

From that night on, you collect a lot of overtime.

“Have sex with me-“

“Yeah, I- I heard you the first time, that’s not-“ Dean shakes his head, running a hand over his face. “It’s eight in the fuckin’ morning-“

“It’s eight fifteen.”

That earns you a flat look, and you smile innocently.

“That’s fifteen extra minutes, it matters-“

“Not for this. And- I ain’t even showered yet-“

Your nose wrinkles. “Why haven’t you showered?”

“I shower after coffee,” Dean mutters, turning his mug in his hands. “If I don’t, Sammy’s stinkin’ up the kitchen from his run.”

“Oh- Okay.” You clasp your hands behind your back, peering at his tight jaw, his mussed, soft-looking hair. “Is that… A yes?”

Dean’s eyes widen on yours. You’re worried he’s going to choke on the air this time. “Yes?”

“Are you going to have sex with me,” you clarify, and his mouth falls open.

“I- I’m- You’re-“ His throat bobs, and he starts to look around the room with a worried squint. “Are you fuckin’ with me?”

You frown. “Why would I be fucking with you?”

“’Cause, sweetheart, you can’t just-“ He lets out a sharp breath. “Is it Sam? Did he put you up to this? ‘Cause I told him- That kinda prank, it’s off the table-“

“What kind of prank?” You’re a little lost, and there’s shame starting to burn up your neck.

A prank. He thinks it’s a prank.

It’s not. You’re so serious it’s almost embarrassing. You wouldn’t have asked him if you weren’t. You’d almost talked yourself out of it, after spending too much time convincing yourself into it. Nights of tossing and turning in bed, an insatiable and aching heat between your legs and the sheets bunched around you in a mockery of a body. Weeks of watching the boys slip out of bars with women that seemed to fall into them like magnets while you spun around, alone on a barstool without any prospects.

Months, of watching Dean with a flush he never saw. An adoration written all over your face he didn’t seem capable of noticing. You’d tried to stomp it out. Your stupid, useless little crush. Dean was older. Seasoned and desirable in the way that made you wonder if he was even real sometimes. Out of your reach, tantalizing, and impossible to just forget about. 

You’d neglect your feelings in the hope they’d die, but he’d water them until they were in full bloom and overtaking your heart and mouth and head. He’d buy the snacks you like and let you chose the movie. He’d open doors and let his hand linger on your lower back, he’d smile at you in the dim light of the Impala and make you feel like the only person in the world, he’d call you when he was away on a separate hunt every single night, just to update you. He’d play wrestle you for the remote, and somehow never manage to wonder why he always won when he’d see you take down men closer to Sam’s size with barely a grunt of effort.

“Nice try, sweetheart,” he’d whisper in your ear, when he had you pinned on the floor beneath him, and you’d have to swallow down your moan.

He’d get up, turn on the TV, and leave you on the couch while he went to the bathroom. You’d sit with your knees to your chest and your breathing uneven, unable to focus on anything but the ghost of his body over yours. The heat of him, the way his arms had caged you in, his knee pressed far too close to your neglected core.

If Dean knew how you dreamed about him—how those moments followed you into bed, every single night—you’re so sure he’d never look at you again. He doesn’t see you like that, you’re sure. You’re the kid they took in, the annoying girl who’s got too much mouth on her and not enough experience, in every possible way.

You’ve never done sex. You sort of just missed the window, where it’s supposed to happen, and then it became too big a deal, then you met Dean and you were lost. What was the point of being with anyone else, when you had his shoulder bumping yours in the hallway. When you were so hopelessly in love with him, you think your heart might beat out of your chest like a cartoon every time you see him.

So you made a choice, a few weeks ago. A choice it took a lot of courage to work yourself up to following through on

You just need to have sex. With someone. Anyone. Preferably Dean. It just needs to be done and over with—one time, where he doesn’t know he’s taking your virginity, where he’s peacefully oblivious of your worship of his very existence—and then you can try to move on. Once you’ve had sex, it won’t be this big monster you shy away from anymore. It’ll just be another thing.

So you’re asking Dean. Outside of your alternate motivations, it’s a sound strategic call. You know about his prowess. He’s bragged to you about all his five-star reviews. And maybe that always made you gag over a toilet bowl after, but if it did, that’s none of his fucking business.

Maybe you’re not up to par with his usual partners, but you can do your makeup, or he can turn off the lights, or whatever else makes it easier for him. Anything that makes him touch you. You won’t even cry about it in front of him.

But he thinks it’s a prank. Why would he think it’s a prank.

“You know,” he says, watching you wearily. “Sammy gives you a tenner, you come and ask me for sex, everyone gets a good laugh at Dean. Good joke. Classy.”

You wrap your arms around your stomach, shrinking slightly into yourself. “It’s not a joke,” you mumble. “I- I was serious.”

“You were serious?”

He says it like it’s insane. You shrug, fixing your gaze on the floor. A joke. He thinks fucking you would be a joke.

“Sweetheart-“

“You don’t have to,” you take a step back, trying to sound casual. Like your heart isn’t being torn to ribbons.

You really hadn’t expected him to leap at the opportunity, but this is so close to cruel it hurts. Tears are threatening your eyes, and a lump is forming in your throat. Pathetic, a voice spits in your head. Why the fuck would he ever want to fuck you.

“Wait, just- Hold on-“

You look up, faster than you want to admit. Dean staring at you with pale face and slack jaw, throat working like he’s swallowing his own words every second. You wait, because you’re a fucking useless idiot. Bouncing nervously on your feet—they’re smarter than the rest of you, they want to run—and trying not to melt under his gaze.

“You’re actually askin’ me to fuck you?” He rasps, and you nod.

It’s the tiniest motion of your head. Dean shifts in his seat, staring at you with wide, dark eyes.

“Why?”

“Why?” You frown, saying the first, easiest, least embarrassing reason that pops into your head. “Because- You- You’re good at it?”

“I’m good at it,” Dean repeats. “You wanna fuck me ‘cause you think I’d be good at it?”

You wish he’d stop saying fuck like that. With a harsh ending and low drawl. “I don’t think,” you offer. “You’re the one who said you would be.”

Dean’s lips twitch, but he doesn’t look amused. “I could be lying, sweetheart.”

“I don’t think you are.”

He stares at you. His eyes flick up to the ceiling—maybe he still thinks he’s on a prank show—and he lets out a sharp, slow breath from his nose.

Then he shakes his head, and you feel the echo of your heart as it howls in pain.

“No,” he mutters. “I ain’t- Doin’ that. Not just ‘cause you- No.”

You blink at him, the world blurring a little. You stumble back, and Dean says your name, moving to his feet. You shake your head, moving back another step. Your eyes are stinging with tears, but that’s not his problem. He’s allowed to reject you. You’re also allowed to cry about it.

“Sweetheart-“

“It’s fine.” Your voice is too high. Too wobbly. “It’s- That’s okay.”

“No, just- Fuck-“ He rubs his jaw. “Listen to me, alright-“

“You don’t have to explain,” you shrug weakly. “It’s okay.”

Dean gives you a disbelieving look, but you move further back before he can try to make you feel better about the rejection. It’s not going to help.

“I’ll just-“ You look over your shoulder. To the door, just one more step back.

Dean says your name again. When you look back, he’s reaching to you, trying to beckon you back into the kitchen. You smile, tight and watery.

“Thank you for your consideration.” You say, because you’re a fucking idiot. Dean certainly looks at you like you’re one.

You flee the kitchen. He calls your name again, but this time you don’t look back.

Rejection is fine. You’re fine. You’re so fine, you lock yourself in your room for the rest of the day and eat so much ice cream your stomach hurts. Because it’s fun. It’s fun to cry over something you never even had.

At least you anticipated this. You have a very solid plan B.

If Dean won’t sleep with you, you’re going to find someone who will. You’re going to get it over with. This week.

You’re learning something about yourself.

You are not good at flirting.

The first thing you try is the bars. Sam and Dean slide into a booth, and you go to get the drinks. A guy makes eyes at you, and you smile sweetly in return. When you bring the drinks back, you set the beers down in front of the boys and turn back on your heels to give the bar-guy a shot.

Dean says your name, and you freeze. You always do that for him. It’s a habit you don’t think you’re able to break.

“Where’re you going?” He frowns at you, one arm slung around the back of the seat. Around where you’d usually sit.

“Bar,” you say lamely, and the lines on his face deepen.

“Why, you forget something?”

“No.”

“Then what-“

Dean cuts himself off, his gaze flicking over your shoulder. To the bar. To the man, waiting for you with a smirk, because you promised you’d be back.

Dean grunts your name, low and rough, and if he asked you to stay, you don’t think you’d be able to tell him no.

Things have been strange, since the kitchen. Neither of you have brought it up, and Dean hasn’t stopped treating you the way he always has, but there’s something charged beneath it. A live wire that frays and crackles, every time your fingers brush or your eyes meet. You’ve caught him staring at you with an open mouth a few times. Last week he tried to talk to you, alone in the Impala while Sam got snacks from a gas station. You announced that you had to shit, and scrambled out of the car.

You don’t want to talk about it, and Dean has no right to make you. He’s not the one who got his heart broken. He’s not the one who sort of wants to cry, whenever your eyes meet.

He certainly has no right to glare at you, when he puts together what you’re doing. He said he wasn’t going to sleep with you, and you’re a grown woman. You can, if you so please, have casual sex with a stranger. It is your right.

“You can’t be for real, sweetheart-“

“Dean.” Sam stares at his own beer, looking like he wants to vanish into the floor, and Dean scowls.

“C’mon, Sammy- Tell her she’s being crazy-“

“Crazy?” You snap, and Dean leans back in surprise. “You fuck around all the time, how is it crazy that I’d do the same thing?”

“It’s not- You just- You don’t-“ He swallows. “You don’t do this-“

“I do now.”

“Sweetheart, just- Sit down-“

You flip him off, and march back to the bar before he can ask with a little more conviction. You just need to break out of his orbit. To force yourself to realize that there are plenty of other men, and not having Dean isn’t the end of the universe.

Unfortunately, you sort of just keep proving the opposite.

“What’s a pretty little thing doin’ in a place like this?” The first guy at the bar asks, and you fumble.

You have no idea. You giggle nervously and spin in your chair, speaking words you can’t really hear. He seems into it—no matter how pathetic you must be coming off—until his fingers brush your arm, and you flinch back because his skin is cold. It sends a shiver up your spine that’s not the hot rush of Dean’s touch, but the sliver of a snake.

You go home alone that night, and you don’t look Dean in the eyes. He tries to talk to you, before you retreat to your room. You ignore him, because that’s the only way this is going to work. 

But you try again and again and again, and you never get anywhere. They always touch you, and it all falls apart. You look at them too long, and you can’t manage to squeeze them into a Dean shaped hole in your heart, and there’s no way forward. You try dating apps. That goes worse. Every dick pic you get sent just makes you wonder if sex is even something you want. They’re all worm-shaped and ugly. At least dildos come in nice colors. Maybe you should just buy a dildo.

No. You’ll just pretend it’s Dean all the time, and that’s the opposite of what you’re supposed to be doing here.

So you keep trying. And you keep failing. And Dean’s been looking at you weird—brow pinched and jaw set, every single night—and you’re getting desperate and fuck it.

“Sam.”

Sam hums, not looking up from his book. You clear your throat, leaning further over the table.

“Sam.”

“I’m listening, what’s-“

“Have sex with me.”

Sam, to his credit, doesn’t choke. He just goes very, very still, and looks up at you with an expression close to horror. He says your name slowly, and you shake your head, holding up a single hand.

“Just- Listen-“

“No?” Sam gapes at you. “I’m not- I’m not going to listen to that- Jesus Christ-“

“Come on, we could turn off the lights, and- I wouldn’t make it weird-“

“It’s already weird-“

“You’d be doing me a favor-“

“I’d be making a death wish!” Sam’s voice drops to a hiss. “Dean would fucking kill me.”

 You roll your eyes. “Then don’t tell him, dumbass.”

“No, I- I’m not doing that.” Sam shakes his head, like he’s trying to jolt the image free. “To you. Or him.”

“To him?” You narrow your eyes. “I- What the fuck would this do to Dean?”

Sam gives you a puppy-eyed, hopeless look. “I… Can’t say.”

“Sam Winchester-“

“Why are you asking me?” Sam whines. “I’m not- You’re not even into me-“

“Exactly, there would be no strings attached-“

“That’s not healthy-“

“Fuck off, like you don’t have casual sex-“

“I mean, I do, but I’m not-“ Sam cuts himself off, sighing dramatically. “Just- Why would you even want to have sex with me?”

You flush, but shrug. It’s just Sam. It’s easier to tell him than Dean. “I want to get it over with.”

“Get it over with?” Sam echoes. “It- You mean sex?”

You nod, and Sam blinks.

“Are you a virgin?”

“Maybe.”

“You- You’re-“

“Don’t be an asshole-“

“No, I’m not- I mean- It’s fine. It doesn’t matter. It actually-“ Sam frowns at the air. “It makes sense, I guess.”

That makes you scowl. “It makes sense?”

Sam shrugs, giving you an apologetic smile, and you can’t even think of an argument. You sigh, your shoulders slumping, and Sam clears his throat.

“You know I’m not going to sleep with you, right?”

“Yeah.” You sigh, and he nods slowly.

“Does Dean-“

“No.” You point a stern finger at him, and Sam raises his hands in surrender.

“I think you should-“

“Sam. I’ll cut your balls off.”

“I- Okay.”

You give him one last glare, and go to leave. But before you can go, the question scratches up your throat. You turn around, hands tucked behind your back, and speak softly. “Would you?”

Sam blinks. “What?”

“If you didn’t- Know me,” you mumble. “If we weren’t like- Friends. And you just met me, and I asked you- Would you?”

Sam snorts, and you scowl.

“I’m serious-“

“Yeah, I know you are.” Sam’s lips twitch. “It’s just- Yeah. I would. Of course I would.”

You stand a little taller. “Really?”

“Yeah, I mean- You know you’re attractive, right? If you just didn’t, like, annoy me. I’d be in.”

“I do not annoy you-“

“You’re annoying me right now.”

You laugh despite yourself. Sam smiles, his voice dropping to something gentler.

“Anyone would be lucky to have you,” he says your name slowly. “I just- Don’t want to be lucky.”

You huff in amusement—if Sam isn’t lying, aversion to luck is a family trait—but dip your head. “Thanks. I think.”

“You’re welcome. And-“ Sam pauses, looking you up and down with a strange expression. “I’m sure the whole- Thing will work out for you. There are… People. I think you’re going to figure it out.”

“You need to sleep with her.”

Dean needed to stop drinking coffee when people walked into the kitchen. This was the second shirt he’d ruined in as many months, and it was because everyone kept saying crazy fucking shit.

“Sammy, what the fuck-“

Sam said your name, and Dean’s hands fisted on the table.

Again. Son of a bitch, he was about to go through this again. The first time had been bad enough. You’d looked at him with glossy, hopeful eyes, practically begged for him to fuck you, and Dean had wondered if he’d died in his sleep last night and been dragged back to hell. Forced to experience some new kind of torture Crowley was developing, where everything he’d ever wanted was just a stretch away from his fingertips, and he wasn’t allowed to take it.

He had to be the noble one here. The wise, old asshole who didn’t take advantage of you. Taking you up on that offer would be one of the worst things he’d ever done. It would be selfish, and cruel, and a worse fate than anything else. To get what he wanted, for one night, then never fucking have it again. To get hooked—because he would, he fucking knew he’d never be able to kiss and touch you once then go back to just living—and turn into an addict willing to do anything to get another hit.

Dean would’ve turned into a bigger creep than he already was. Instead of stares and long, shameful showers with his cock in his hand and your name on his lips, he’d stuff your panties in his pocket and press them to his nose while he fucked himself raw. He’d get possessive, he’d snarl at anyone else who got to close, he’d fall to his knees and beg you to stay if you ever decided you had enough of him.

And he knew that last thing was going to happen eventually. You had a whole life ahead of you, and he was stuck here. In this dim bunker with blood on his hands and under his feet and staining his past and future all at once. He swam in a river of it. In front of him, behind him, washing over him all the time, there was just fucking blood. You deserved better than that. Better than Dean. You deserved the fucking world.

So he’d told you no, and you’d looked at him like a wet fucking kitten he’d kicked into the rain, but it had been for your own good. You’d get over it. Dean was the one who had to watch you flirt with douchebags at the bar. Who couldn’t get in another bed anymore, because he kept getting kicked out for moaning your name.

He was the one who was rooted here forever. You’d find something softer. Something good.  He’d accepted that, with a lot of beer pushing it down. You’d find something better, and that was what he wanted.

Sammy knew all that. Dean had gotten drunk once and confessed his stupid, undying feelings, then sworn Sam to secrecy in the morning. He’d kept his word, only shooting Dean sad looks whenever you went off to flirt and smirking whenever Dean called you on a hunt.

But now he was asking Dean to sleep with you. Like he’d lost his damn mind.

“No,” he grunted, and Sam rolled his eyes.

“Look, Dean, I get that you’re being cool and righteous and whatever-“

“I’m not fuckin’ her, Sammy- I shouldn’t.” He shot Sam a glare. “You know why I shouldn’t.“

“Yeah, well, I think your why is pretty stupid.” Sam said flatly. “You’ve never even asked her if she’d be- You know. Open to it-“

“I know she’d be open to it,” Dean scowled at his coffee. “But that’s- I ain’t doing it, Sammy. Never.” Not like that.

Sam was silent for a moment. When Dean looked up, he was staring at him with wide eyes. “She asked you first, didn’t she.”

Dean frowned. “What’d you mean, asked me first-“

“To take her virginity.”

He hadn’t taken a sip of coffee again. This time, he managed to choke on nothing at all. “To- What?”

Sam leaned back slightly. “Did she not ask you to sleep with her?”

“No, she did, I just didn’t fuckin’- She’s a virgin?”

“I guess,” Sam shrugged. “You know that’s not a big deal, right?”

Dean grunted. His head was spinning. Of course it wasn’t a big deal, he didn’t care. He’d wanted you before, he wanted you now, that wasn’t the fucking issue.

But you’d asked him.

You’d asked him to fuck you. You’d wanted him to- Do it. Take it. Pop it, whatever. You’d chosen Dean, to be the guy, and he’d told you no, and then you’d started flirting around with other people, and you could’ve ended up with someone dangerous, someone who took advantage of you, who thought your inexperience was hot for all the wrong reasons and hurt you and-

Dean paused. He looked at Sam. Sam blinked, and Dean’s eyes narrowed.

“How the fuck do you know that.”

Sam swallowed, taking a small step back. “Uh…”

“Sam-“

“She might’ve… Asked me.”

“She what-“

“I said no!” Sam said quickly. “I told her I wouldn’t. But- You know.” Sam cleared his throat. “If you’d said yes to her the first time…”

Sam gave him a pointed look. He was asking to get punched in the fucking face.

“No.”

“Dean, just-“

“No. I’m not takin’ advantage of her, Sammy, I’m not-“

 “It’s not taking advantage of her if she wants it!”

“She doesn’t want it-“

Sam snorted. “Oh, fuck off.”

Dean blinked, leaning back in his chair. Sam turned a little red, wincing at himself, but didn’t back down.

“Wow, Sammy. Big claws, huh.”

Sam sighed, running a hand over his face. “Dean… Just- Think about her, okay?”

Dean almost laughed. “All I fuckin’ do is think about her-“

“Then think a little harder.” Sam said flatly. “Before both of you get actually hurt.”

Dean didn’t have an answer to that. Sam didn’t seem to be asking for one. He turned and walked out of the room, leaving Dean alone. With only his coffee mug and thoughts for company. A dangerous thing to do. Dean could talk himself into and out of almost anything, if the logic police weren’t there to stop him.

He was going to do something really fucking stupid and selfish, and it was all Sam’s fault.

“Come in!” You call to the knock on your door, glancing up from your laptop as the door creaks open.

Dean shuffles into your room with his head bowed. Your face heats, and you slam the laptop closed. He doesn’t need to see you scrolling through hookup websites and think any lower of you. You’re already losing sleep over the worry you’ve fractured something between you beyond repair.

“Hi,” you whisper, and he swallows.

“Uh- Hey.”

“Hi.” What the fuck is wrong with you.

Dean’s lips twitch. “Hey.”

You start to pull the sheets between your fingers, trying not to ogle him too obviously. He’s wearing sweats and a t-shirt, and it’s sexier than all the profile pics you’ve spent hours staring at. His hair is a mess, and there are bags under his eyes, and you don’t think you’ve ever wanted to climb over him more.

“You, uh-“ He glances at your computer. “You busy?”

“No- No.” Never for him. You shove your computer onto your bedstand, moving to sit on your knees. “What’s up?”

Dean’s throat bobs. He runs a hand through his hair, huffing something close to a laugh, and shakes his head. “Jesus.”

“What-“

“Nothin’.” He clears his throat, giving you a strange look. “Did you ask Sam to sleep with you?”

Your mouth falls open. You almost trip sitting down. “I- I didn’t-“

“You didn’t?”

“No, I mean- I- He wasn’t supposed to tell you,” you whine, avoiding Dean’s stare. “I didn’t- Fuck-“

“Hey- It’s- Woah-“

Dean crosses the room in a few strides, grabbing your wrists with firm, warm hands. You’d started to pick at your nails with the anxiety. You hadn’t even realized it.

“Don’t hurt yourself, sweetheart,” he mutters, his thumb dragging a circle on your wrist.

You nod, your voice only a breath. “Okay.”

He’s so close. You can count all his crow’s feet, map his stubble, trace his lips with just your eyes. He’s still frowning at your wrist, so you allow yourself to stare.

Then he looks up. And you freeze in panic, but don’t manage to look away.

Dean’s tongue flicks over his lips. Your breath catches. Neither of you move, and you let yourself have it. For a single second, you imagine that Dean is here, in your room, on your bed, and that means something. You get lost in the warmth of his proximity, the calloused but soft feeling of his touch.

“Sammy told me something else,” Dean mutters, scanning over your slack, flushed features.

“Yeah?” You whisper, and he nods tightly.

“Yeah. Said you’re, uh-“ He clears his throat. “Said you’ve never- You know.” He cringes. “Been fucked.”

Your mouth falls open. You think you’d like to die now. “Dean-“

“Is that why you asked me?” His grip tightens on your wrist. Not allowing you to pull away. “’Cause you just wanted someone to take it?”

You drop your gaze to his crotch. There’s a soft bulge there. You’d drool over it, if you didn’t think you were going to explode any second now. 

Dean says your name, and you shake your head.

“Don’t,” you mumble. “Don’t just- Feel bad for me- You said no, that’s- It’s fine-“

“What if it’s not.”

Your eyes shoot up. You’d think he was joking, if he didn’t look so fucking serious. His jaw is set. His eyes are blown out and fixed on yours. Your mouth hangs stupidly open, and Dean smiles softly.

“Huh?” You manage to choke out, and he almost chuckles.

“What if I wanted to. Help you.”

“But-“ You blink. “You don’t.”

Dean shakes his head. “Wrong, sweetheart. I do-“

“You said you didn’t-“

“I lied.”

You stare at him. He doesn’t back down.

“Would it mean something?” He muttered, reaching up to trace the curve of your cheek. “If I did it?”

You nod weakly, leaning into his touch. It sends violent, hot shivers through your whole body. Almost like a fever. You don’t want the cure. “Would it matter to you?” You ask, and Dean’s eyes flash. His fingers curl on your cheek. He leans an inch forward, then another inch. Your lips brush, the lightest possible touch, and you let out a soft, uncertain whine.

Dean pushes forward, his lips fully crashing into yours, his kiss demanding but certain. He presses over you, pulling you a little further up on your knees. You grab the collar of his shirt for balance, squeezing your eyes shut and trying to kiss him back with as much fervor as he’s offering you.

“De- Dean-“ You gasp against his lips. “Dean-“

He groans, his arm sliding around your back so he can pull you tight to his chest. You melt into his arms, and his kisses turn messy. Open mouthed and rough, his tongue dragging over your teeth as his fingers dig into your hips. You run out of air fast, but don’t try and pull away. You don’t want this to ever end, and you’re afraid that if you dare to break the moment, it will never be repaired.

High gasps start to escape your throat, though, and Dean pulls away. He cups your face between his hands, frowning slightly, and presses his brow against yours. You struggle for air, almost pressing forward to try and kiss him again, but he holds you in place.

“Breathe, sweetheart,” he mutters, rough and thick. It’s the same voice he uses on you during hunts. When he’s giving an order you didn’t ask for.

Usually, you protest or ignore him. Right now you’re putty in his hands. He could tell you to follow him to hell, and you would. You’d do anything, just for him to never let go.

You inhale unevenly, and Dean rubs your upper back. His hand slipped under your shirt, and his palm is broad and warm. It—annoyingly—helps a lot.

“There you go,” he murmurs, watching you under hooded eyes. “That’s a good girl.”

You whine again. “Dean-“

“Sorry. Couldn’t help it.”

He doesn’t fucking look sorry. His lips are twitching, and there’s a smug glint in his eyes that’s almost dangerously intoxicating.

“Better?” He asks, and you nod, slumping closer to his chest. He doesn’t push you away.

This might be real.

“Are you sure, ‘bout this?” Dean rasps, and you almost giggle.

“Yes.”

“I’m old, sweetheart-“

“I like it.”

Dean blinks, and you stutter, so sure you should shut up but not really sure how.

“I- I mean- I like you, so- I don’t care if you’re old- I like you old- I like you-“

Dean smirks, holding your face so firmly against his  you can’t shy away.

“You- Can you- I mean- If it’s just- Just sex- You can forget I said- I think you being old is hot-“

He finally takes mercy, and shuts you up with a long, rough kiss. You hum, pushing further up on your knees, and climb slowly into Dean’s lap. He sucks on your lower lip, angling your head back as your core settles against his bulge, then pulls back with a low sigh.

“Not just sex,” he mutters, dragging his thumb over your swollen lower lip. “Not with you, baby.”

You nod, smiling wider than you probably should. “Cool.”

Dean grins back. “Yeah?”

“Mhm.”

“Cool ‘cause you like me,” he teases, shoving your hips down, right over his crotch. “Of ‘cause I’m old.”

You face burns. All you can do is stare and him and whimper, “You’re spritely.”

Dean huffs, in disbelieving amusement. “Spritely? You think I’m-“

“Youthful,” you babble quickly. “You’ve got a lot of…” You flush as he stares at you, sort of wishing he’d just kiss you and shut you up. “Youth.”

Dean’s mouth curves up. “Youth, huh.”

You nod, and he chuckles, pressing the lightest kiss over your lips.

“Hurts when I bend over now, honey, don’t think that’s very youthful of me.”

“So don’t bend over,” you mumble, and Dean snorts.

“Demanding, aren’t we?”

You shrug, trying not to turn into a puddle and miserably failing. Dean kisses your cheek, then under your eye, tracing his mouth down so he breath tickles your ear.

“Mouthy and demanding,” he rubs your hips, dragging your hips back and forth across his crotch. “Don’t worry. I’m gonna fix that.”

You whimper, and Dean’s grin grows.

“You like that, huh.”

“Dean-“

“Ah,” he kisses the corner of your mouth, moving away before you can chase his lips. “You wanted my help. This is how I’m gonna help, baby. Takin’ real good care of you,” he thrusts his hips up, and you whine as the hard outline of his cock hits your clothed pussy. “Just like this.”

 You nod, pressing your face into the crook of Dean’s neck. You don’t think you’ve ever been this turned on. It’s different, with Dean’s hands wandering your sides and his voice right in your ear. Your heart pounds and everywhere gets slick with sweat and arousal, just his dirty talk reducing you to a heap of confused nerves. Dean’s lips drag over your jaw, and you curl further around him, your nails digging into his shoulders as he nips at your throat.

“Just gotta do what I tell you, alright?” He mutters, squeezing a handful of your ass. “Can you do that, baby? Do it for me?"

You nod quickly, and Dean chuckles against your skin.

“Eager,” he drawls, pushing his fingers slowly under the hem of your shorts. “Eager and soft.”

He squeezes your ass again, his fingers brushing against the edge of your pussy. You grind backwards, trying to push him to where you need him so very desperately. He lets you, teasing his fingers over the lips of your pussy, and you whine in his ear.

“Sit still,” he grunts, and you have to bite your lower lip, but you force your hips to come to a stop.

It earns you a sharp slap of your ass, and a kiss on the side of your head. Worth it.

“That’s right,” he mutters, letting those thick fingers dance back over your cunt.  “Good work, baby girl. You fuckin’ love the attention, don’t you. Eager to please me, eager to make me proud.”

You swallow, hugging him so tight you’re a little worried you’ll choke him. Dean doesn’t even flinch. He dips two fingers into the wetness of your heat and groans right in your ear, spreading the arousal everywhere between your thighs.

“If you’re gonna hide that pretty face,” he grunts in your ear. “At least fuckin’ kiss me.”

Nervously, you wander your lips over the strong curve of his shoulders, the arch of his neck. Dean moans in your ear, his cock jumping in his jeans. His fingers keep wandering near and around your pussy, and you get a little bolder. Kissing up his jaw, over his cheek, the top of his lip. You’re panting, trying to focus on your job as Dean keeps pulling and teasing you with his touch.

“Shit,” he moans your name, tracing around your flutter entrance. “That’s it, baby, just like that-“

 Dean grabs your jaw with his free hand, like he can’t fucking help himself, and slams his lips against yours. You squeak in surprise, but kiss him back, grinding down onto his hand. His fingers dip inside of you for a moment, and you moan. Dean grunts and shoves those fingers inside of you.

Your mouth falls open, your eyes widening at the thick, pleasurable stretch. He feels so good, so fucking right, you’re worried his cock might kill you.

“Look at you,” Dean coos, smirking at your slack face. “Just my fuckin’ fingers, baby. Keep breathin’, or this is all we’re doing tonight.”

You take a deep breath, sharp and sudden, and Dean smirks in approval.

“Good girl,” he pushes his fingers a little deeper, scissoring them and bumping against a spot that makes your whole body jerk.

“Dean-“

“Shh,” he kisses you, crooking his fingers to rub against that hidden button, and you mewl against his lips. “You feel that, baby?”

“Mmm- Mhm.” You press your cheek against his, eyes fluttering as Dean keeps pushing and tickling deep inside you. “Feels good.”

“I know it does, sweet girl,” he wraps his hand back around your neck, guiding your brow to press back against his. “It’s that special little spot, gonna make everything feel good.”

His words are sweet and mocking all at once, and it sends a new gush of arousal between your legs. You watch him with wide, clouded eyes, and Dean’s smile softens for a single second. He kisses you, more gentle than before, and pulls his fingers slowly out of your cunt.

“Lie down,” he whispers before you can protest, and you swallow, but obey.

Dean hums in approval, rubbing a massive hand on your thigh.

“Everything off,” he says, and you go still.

“Everything?”

“Mhm,” he raises his brows at your flushed expression. “That gonna be a problem?”

You shake your head, wrapping your arms around your stomach. You don’t want to disappoint him, but he’s going to see you. Really, fully see you. God, you really don’t want him to see you and change his mind, and-

“Hey,”  Dean takes your hand, squeezing it gently. “You want my help?”

“Yes, please,” you breathe, and that’s all it takes. 

Dean rips off his shirt first—makin’ it even, he says—then makes quick work of his jeans. You don’t get more than a second to marvel him—flushed, tanned chest and thick everything, and heavy cock that does not look like a worm—before he’s touching you. He shimmies your shorts down, then peels your shirt over your head, leaving you in only your underwear. For a moment he just admires you, palming his cock with a tiny grin, and you roll onto your stomach.

Dean laughs, tapping your ass with a single finger. “Gettin’ shy, baby?”

“Shut up-“

“Ah.” He drags that finger down your clothed pussy. “Who tells who what to do?”

Your face burns, and you press your face further into the pillows. Dean chuckles, and you feel the bed shift as he crawls over your body. You can feel the heat coming off of him, feel the drag of his cock somewhere near your ass as he whispers in your ear.

“You were doin’ so well,” he drawls, unhooking your bra with a single hand. “Don’t get shy on me now.”

It doesn’t help. You keep grinding, trying to get some friction with the sheets. Dean’s hand comes down on your pussy with one, sharp smack, and you squeal, pushing back against his hand.

“Needy fuckin’ baby,” he mocks. “Can’t even help it, can you. Still tryin’ to be good for me.”

He hooks two fingers around your panties, pulling them tight so they push against your clit. You push back against his hand, and he smirks against your ear.

“You want a little more?”

You nod, and he snaps the fabric down, sending a tiny shock through your body.

“Say please-“

“Please,” you gasp, moving your arms up to hide your face. “Please, Dean- More- Oooh-“

Dean’s thumb finds your clit, rubbing in slow, tight circles. Your words fall off, and he fists a hand in your hair, tugging your head back to allow him to kiss you again.

He’s not cruel, with how he touches you. He’s generous, but controlled. Every stroke of your clit is deliberate, making your head spin and your mouth fall further open. That seems to be exactly how he wants you, though, because he pushes his tongue further down your throat and flicks his thumb back and forth, working you up into a writhing frenzy.

When his fingers finally push back inside of you, Dean almost seems unwilling to pull back and stop kissing you. You’re bent back and pliant under him, whimpering happily as he feeds his fore and middle finger into your hole.

“Greedy little pussy,” he rasps against your lips. “Know you’re gonna strangle my cock, baby, son of a bitch-"

He groans, like he’s the one being fingered into oblivion. He’s set a harsh pace with his wrist, snapping his fingers in and out of your cunt without relent. His thumb moved away from your clit, replaced by the heel of his palm, rubbing in tight, unrelenting circles on your swollen clit.

Every single time, he hits that spot inside of you, and your head is starting to get light. All the electricity and heat in your body is pushing down into your core, building like a bomb and threatening to explode. You almost sob, with how overwhelming the sensation is. Dean notices, kissing you a little softer.

“Poor girl,” he mutters. “Already like this and I’m not even properly fuckin’ you.”

“Your- Your hands,” you push out the word between sharp breaths. “They’re big.”

Dean grunts, his cock jumping near your ass. “Yeah, sweetheart? You like how fuckin’ big my hands are?”

“Mh- Mhm.”

You try to kiss him again. He pulls back, moving his hand impossibly faster against your cunt.

“Words,” he grunts. “You’re not stupid enough to not speak, not yet.”

“Like it,” you breathe out. “Love- Love it, Dean, oh- Oh my god-“

You moan again, and Dean grunts. His hips are starting to jerk near your ass, making him rut against you as his fingers work.

“Your close,” he mutters, pressing his fingers fully inside and crooking them against that gooey spot. “Cum for me, pretty girl. Now.”

His voice must have some kind of supernatural power over you, because that pressure in your lower tummy bursts, and your orgasm rips through you link a hurricane. Your thighs clench, trapping Dean’s hand between your legs, and he groans, rubbing his fingers harsher and harsher against your g-spot. You’re shaking and rolling beneath him, and he has to grab the back of your neck and pin it down to keep you still.

Dean works you through your orgasm, whispering low praise in your ear as you float back down to earth. Your pussy feels empty, when his fingers finally pull away. Your eyes are slightly crossed, and your smile is dazed and a little stupid.

You don’t even squeak, when Dean grabs your thigh and flips you over. You keen, back arching and body twitching, but you’re mostly just staring stupidly and happily up at him. Dean swallows, his chest rising and falling fast, and leans down to press a soft kiss to your lips. You hum, eyes fluttering shut, and cup the back of his neck to hold him against you.

He drags his fingers lazily through the mess between your thighs, sending pleasurable little shivers up your spine. He drags your panties fully off your body, holding them up to his nose and taking a deep, long whiff before tossing them off to the side. He gathers your arousal on his fingers and slowly pulls away, rising over you with parted lips and gleaming, almost wholly black eyes.

Dean sucks your juices off his fingers, lapping them up with his tongue and a lazy, knowing smirk. Your breath catches. You almost push up to try and grab him, but you’re still foggy and boneless from the orgasm, and he shoves you back down with a broad hand splayed over your tummy.

“Dean-“

You cut yourself off under his stern gaze, swallowing nervously.

“Please?” You try again, and he chuckles.

“You’re cute.”

“I- I am not-“

“Yeah, you are. Cute when you cum for me,” he dips his fingers back into you, smirking lazily. “Cute when I touch you. Cute when you beg.”

“Deeeean-“

“Deeean,” he mocks, squeezing your upper thigh. “Listen to you. Fuckin’ adorable.”

You flush, a new wave of arousal hitting you like a rising tide, and you don’t even understand how you could possibly be ready that fast. Dean watches you pussy tremble and flutter, letting out a slow, rough breath.

“Son of a bitch,” he shakes his head, his hand moving to rub against his cock. “You got no idea what you do to me, baby, no fuckin’ idea.”

You swallow, watching him move against himself, almost enchanted. He really is prettier than is fair, in every possible way. His cock is thick and long, flushed at the head and leaking pre-cum against his thumb. Your tongue flicks over your lips, as you try to mentally measure the girth and length of him. You’ve taken toys before, when you got really curious. He’s bigger.

“You wanna touch, sweetheart?” He prompts, and you nod, your tongue flicking over your lips.

Dean pushes his hips forward, slowly taking your hand and guiding it against his shaft. He’s warm. Warm and hard. You dance your fingers down the length of him and he grunts, a vein ticking in his neck.

“Easy…” He rasps, and you nod nervously.

You find his balls, give them a light squeeze, and Dean catches your wrist.

“That’s enough.” He mutters, twining your fingers together. “Jesus, woman, gonna blow it before I even get inside of you.”

Your eyes widen. You’d almost forgotten about that part.

“That’s not going to fit inside of me.”

Dean chuckles. “Yeah, it will.”

“No, I mean like- It can’t-“

“It can.”

“Dean, I’m serious-“

He shuts you up with a quick rough kiss, and you go embarrassingly limp. His cock rubs between the folds of your pussy, bumping and pressing against your clit, and your breath hitches. Oh, God.

“Just do what I tell ya,” he mutters. “We’re gonna make it fit.”

You do. It is very easy to do what Dean tells you, when he follows through on all his promises. When he gives you such low and certain orders, and you find yourself molding perfectly around his cock.

Because it does fit. Somehow, Dean spreads your legs and kisses your pussy once—as if he can’t help himself—before crawling over you and slowly pushing the head of his cock inside of you. It’s tight at first. He grunts, pressing his brow to you shoulder, and rubs tight circle around your clit with his thumb.

“Open up for me, baby,” he rasps. “C’mon.”

You go limp with every inch he feeds you. The stretch is glorious, pulling you apart with every drag over your fluttering walls, every low grunt of your name from Dean’s lips. His determination to tease you seems to dissolve, by the time he’s fully seated inside of you, his balls pressed against your ass. He pants in your ear, hot and heavy, and cradles your body in his arms like it’s fragile.

“Slow,” he mutters, and it sounds like he’s talking to himself more than you. “Gonna go slow.”

You keen, at the first, lazy thrust of his hips. A lewd, wet sound fills the air, and the head of Dean’s cock pushes right up against that already abused spot inside of you, making stars dance behind your eyes. Every roll of Dean’s hips makes your whole body spark. He kisses all over your face, his own voice thick and wrecked as you clench around him.  

“Takin’ me so well, baby,” he rasps. “Feels good, doesn’t it. Feels so fuckin’ good, bein’ filled up with cock like you deserve-“

His words fall into a moan, his hips snapping forward, and the air gets knocked from your lungs. A sound you’ve never heard escapes you, and Dean chuckles, kissing your open mouth as he repeats the motion.

“Yeah, you like that.” He pulls almost fully out, then slams back forward. “Say it, baby girl, say you like it-“

“I like it,” you gasp out, sounding drunk to your own ears. “Love it, Dean- Fuck- Fuuuck-“

Dean captures your mouth in another kiss, and sets a brutal, drilling pace. You’re split open with every thrust, your every nerve on fire as he fucks you like a machine. He never gets too fast, just hard. Over and over and over again, until you’re gasping for air and clawing at his shoulders. That pressure turns molten and demanding, threatening to burst. Dean’s fingers dig into your hips. He moans in your ear, his own words staring to slur.

“Tight,” he moans. “So fuckin’ tight- I- I can’t- Shit-“

Dean’s hands fumble, dragging over your thighs and as he gropes for your pussy. Two fumbling fingers find it, rubbing tight circles, and you cry out, clenching down on his cock.

“Let go, sweetheart, need you to let for ‘f me- Fuck-“

Your orgasm hits you even harder than before, and your vision goes white. Your pussy flutters and clenches, something hot gushing out as your body trembles with overwhelming pleasure. It’s a strange sensation, but not bad. Not even close. You think you scream with pleasure, but Dean slams his mouth over yours and muffles the sound.

His hips stutter and jerk. You whine his name and he grunts, slamming forward and burying himself at the hilt as his cum spurts deep inside you, mixing with your own release.

You’re almost gone to the world. Dean lies over you, kissing you as you float back down, murmuring praise you can barely hear.

“Gonna clean you up,” he grunts, and you whine when his weight disappears.

“Deeean.” You grab at the air and catch his bicep. “Stay.”

You pout at him, eyes watery and hopeful. He just chuckles, kissing your knuckles before drawing back up, and promising to return.

He better. You really don’t want to let go of him now.

Dean brings a wet, warm towel, and cleans between your thighs. You didn’t realize how sore you were until he touches you with such light hands, but it’s a good kind of sore. When you moan, it’s not even really in pain.

He brings you water. A snack and a fresh shirt, that he bundles you in like a penguin. You somehow end up curled against his chest, half asleep and smiling against his bare, warm chest.

“I like you,” Dean says suddenly, and you beam. You don’t think you’ve ever felt so bubbly in your life.

“I like you too-“

“No,” his jaw works, the words low and tight. “I like like you- Like- Fuck-“

He runs a hand over his face, shaking his head. It’s almost adorable.

“You- You’re just- That really wasn’t nothin’ for me, sweetheart, not even close-“

You take his trick. You push up on his chest, press your lips together, and kiss him until he shuts the fuck up. He kisses you back immediately, cupping your face between shaking hands. You smile against his lips, pulling back just enough to whisper, “I like you too.”

Dean’s eyes snap open, his voice hoarse. “Really?”

“Yeah,” you flush. “A- A lot.”

Dean grins. He smiles wider than you knew he could, and slams a shorter rougher kiss against your lips before pulling back again. Like he can’t stand not to look at you for too long.

“Can I take you out?” He says, and you nod.

“Can we have more sex,” you whisper, and he laughs, pressing another kiss against your lips.

“Any time you want, baby.” He says. “You’re mine now.”

✦End note: drooling for him ✦

✦If you like this story, please reblog, share, or leave a comment! <3✦

✦Buy me a coffee!☕️ (and get early access!)✦