#virgin dean winchester

[figthoughts]

i think soldier boy taking your virginity would be interesting. it’d be a lot of “you can tell everybody soldier boy deflowered this pretty little cunt”

and “you like getting fucked by a real man for your first time, babygirl?”

and also probably “fuck, this virgin cunt is so tight for me”

he’d try not to be too rough, despite his natural instinct wanting to take you hard and fast, wanting to make you cry and beg underneath him.

his cock would slam in and out of your pussy as quickly as you could take it. he’d watch the tears well in your eyes as you stretch around him, feeling your first proper orgasm build. your fingers would be gripping the sheets whilst mindless moans and slurred words leave your lips.

“oh fuck! so good- mmm…. fuck- mmmm…”

he’d somehow be kind enough to let you cum a few times before pulling out and shooting his seed all over your tits or stomach as you pant and look up at him exhausted.

soldier boy’s unsurprisingly not too big on aftercare, but you look so little and fucked out, he almost feels kinda bad. he’d grab you a tshirt or something off the floor to help you clean up. he’d kiss your forehead, “did so well. s’alright.”

[godmadeaterribleerror]

Falling Into Me

Main Masterlist

Read on A03!

Tags: Dean Winchester/Female Reader, Smut (p in v, fingering, oral f receiving), angst, loss of virginity, light fluff, feelings :(, real bad self-image issues

Summary/Warnings: You're a virgin, and it's really not a big deal. Everyone was a virgin once. You're just a virgin longer. Maybe forever, because nobody really seems to be willing to solve that problem for you.

You've never told Sam and Dean, and you don't have any intention to. Ever. But when a hunt goes wrong, Dean finds out. And he might have been keeping something from you as well.

Author's Note: This might be the horniest thing I've ever written. Enjoy <3!

Title from Red Wine Supernova by Chappell Roan

Word Count: 8.9k

You haven’t slept in three days, and it’s starting to be a problem. But you can’t afford to sleep. You can only drink staler and staler coffee, sit at the motel table, and pretend this is a case that, somehow, you’re going to solve. That Dean isn’t grumpier than usual, and Sam doesn’t constantly look like he’s going to kill the next person that dares to have an incorrect idea. It’s why you volunteered for the next round of interviews. You don’t want to be there when one of them snaps and kills the other, and while you wouldn’t love to return to the room and find it covered in blood, at least then you’d have an excuse to call it.

You wouldn’t call it. You’d work the case until it was done, because that’s what you do. And Sam and Dean won’t kill each other, because they’re Sam and Dean. That said, you are expecting a pouting Dean to pacing back and forth outside the room as he waits for you to return, and a grumble about how Sammy said he was being annoying and needed to walk it off. You’re more than prepared to give him a sympathetic smile and ask him if he was being annoying. And he’ll probably protest that he wasn’t, and you’ll raise your brows, and he’ll admit he mighta been drumming really loud while eating the chips.

It’s not an unreasonable expectation. None of you have slept, because this thing is insane. There’s no obvious pattern to the victims, no connections, nothing in line with everything you’ve ever seen. It’s men and woman, a wide age range, no previous coflicts or knowledge of each other in life. There are holes through theirs chests that could be bullet wounds, but obviously aren’t, because Bullets don’t remove the heart from the body. But it’s not werewolves, because werewolves aren’t clean killers like this and every fucking person in this stupid town has passed the silver test. There’s a new kill every night, and a new body every morning, and another reason for you, Sam, and Dean to start screaming every day. Every hour makes you all wired, because it’s closer and closer to another evening where you won’t have caught this asshole and another person will die.

And it’s become really easy to get on each other’s nerves. Sam was mad at Dean because he’d purposefully gotten you all burgers instead of Sam’s rabbit food, you’re mad at Sam because he said you were bad at poker—and you are, but what the fuck—and Dean’s mad at you because-

Dean’s not mad at you. You and Dean don’t really get mad at each other. You understand each other, better than you’ve ever understood anyone else, and it’s the perfect amount of alike that you’ll lend him grace you wouldn’t lend anyone else—including yourself—but you don’t see enough of your own twisting, molding innards to hate him. You mostly see something better. A man that has all the same rotting parts, but has made something out of them while you just waste away in toxins.

And you think Dean sees something similar in you. It’s why you’d been obnoxiously chewing potato chips, right in his ear, and he hadn’t punched you or snatched the bag away from your hands. He’d just rolled his eyes, grabbed one of his own, and started chewing in Sam’s ear.

So you hadn’t really volunteered for interviews so much as been aggressively told by Sam you were doing interviews. And it was only fair Dean met the same fate.

But he hadn’t. And when you opened the door to the room, they both looked happy. 

Dean practically shouts your name when he sees you, wildly gesturing for you to join them at the table. “Sammy found it!” He grins at you almost manically, and it’s a little adorable. “We can finally fucking leave.”

“I might have found it,” Sam corrects, his smile a little more tentative, but still real. “And we can’t leave yet. Not until we actually get the thing-“

“Obviously, dude, but that’ll be soon, instead of in a million years.” Dean looks to you for agreement. “I mean, c’mon. You guys can’t really wanna stay in hicktown Ohio forever?”

You shrug. “I dunno. Good coffee.”

Dean glares at you. “The coffee tastes like ass and you freakin’ know it-“

“Dean.” You give him a flat look. “Do I actually get to know what the monster is?”

Sam sighs. “You’re not gonna like it.”

“I already don’t love it, it’s a monster that’s killed like, ten people-“

“Worse than that.” Dean lets out a dry chuckle. “It’s sorta like a dragon.”

You, very suddenly, don’t feel really well. Everything is hotter than it had been a second ago, and the walls seem to be closing in as your skin begins to prickle and ache. “Like a dragon?” You ask, forcing your voice to remain steady. “Or a dragon?”

“Like a dragon. Tell her, Sammy.”

Sam shoots Dean a glare—not happy being thrown under the bus—and mutters, “It’s a unicorn.”

You stare at him for a long minute, then shake your head. “It’s a what.”

“Unicorn.” Sam mumbles. “They’re, uh, looks like they’re real.”

“But not Pinky Pie and Disney.” Dean adds, turning Sam’s laptop for you to read. “Real fucking assholes.”

“They hunt virgins.” Sam explains. “To bond with. And it’ll kill anyone who falsely lures it.”

“Stab the poor son of a bitch right through the heart, then pull that sucker right out.” Dean adds, spreading his legs and propping his elbows on his knees. “And it looks like it’ll go after chicks and dudes, any age, so that’s why there’s no pattern. You’re able to fuck, you’re fair game.”

“Oh, cool.” You mutter, a lump starting to form in your throat. “I’m always looking for equal opportunity murderers in the monsters I hunt.” 

“Yeah, well, it’s gonna make it a little harder to find the thing.” Sam grabs his laptop back, frowning at the screen. “It’ll take a human form, then look for a virgin. And it won’t be able to tell until it gets the person’s heartbeat up, so it might be a guy or a girl, depending on who it’s hunting tonight.”

“But,” you glance at Dean, who’s grinning as you start to put it together. “It is hunting tonight.”

“Hunts every night.” Dean says, rubbing his hands together. “And we don’t know where, but we can take some guesses. Split up and look at all the bars in town ’till one of us finds something, then gank this douchebag and get the hell out of here.”

“Split up?” You whisper, something wired and flailing coiling around your guts. “That’s, um, shouldn’t we stick together? If it’ll go after anyone?”

“Not everyone.” Same shrugs. “Low, uh, body counts. I guess. Low enough that it can’t tell immediately.”

“So we just need a bunch of whores?"

Dean snorts. “Well tonight,” he spreads his arms, shooting you a wink that really isn’t helpful right now. “We’re the whores, Sweetheart. We’re safe, and we’re going to kick some unicorn ass.”

It’s a cheesy, stupid thing to say, and usually you’d laugh and crack a joke back. Something about unicorn ass and whores that you can’t really think of right now, because there’s bile in your throat and something heavy fogging over your brain.

“How do we, uh,” your tongue is numb in your mouth, and every word is dragged out of your throat. “How do we kick a unicorn’s ass.”

“Well, we’re looking for electrical malfunctions, golden eyes when it gets, uh, excited, and a refusal to drink anything but water.” Sam frowns at the screen, looking up at you with a half-shrug. “Anything amoral seems to knock it down, so just, uh, swear? Then shoot it with iron. Iron kills it.”

“And, um,” you swallow, tugging at the fabric of your sleeves. “What’s gonna to the virgin? If the unicorn finds it?”

Sam sighs. “They, uh, they seem to use them.”

Dean frowns, leaning around to try and read the screen. “Use them-“ 

“Their purity. Use their purity.” Sam raises his brows, and you can see the exact moment it clicks in Dean’s head. 

“That’s...” Dean trails off, running a hand over his face. “Shit.” 

Sam mutters an agreement, and your mouth feels like sandpaper, your heart beating like it’s trying to escape your chest.

“And after?” You whisper, a little unsure you want to actually ask the question, or know the answer. “After they’re used?” 

“Well, they’re not ‘pure’ anymore.” Sam puts an air quote around pure, and you feel a little sick. “So, uh, stab.”

“Oh.” You nod slowly. You might need to lie down. “Stab.”

Dean looks over you with a drawn brow, his voice low and cautious as he says your name. “Are feelin’ okay-“

��I’m fine.” You remember how to smile, and hope it looks real. Not like your teeth are starting to feel out of place in your mouth, and you can’t seem to find enough spit to choke on. “Let’s get the unicorn ass.”

Dean doesn’t look convinced. Hell, Sam doesn’t look convinced. But they both let it go for now, and you can breathe just a little easier knowing you’re not barreling towards a fight.

But only a little easier. 

Because you’re fucked.

Virginity is a funny thing. It’s just a social construct, but it’s a social construct some monsters seem to take as scripture, making it a hazardous thing to still have in your line of work. 

And you hadn’t meant to be a hazard. It just kind of happened. Because it started as something that was a given to have, then turned into something that you just were a little too busy to lose, before becoming an awkward conversation you’re not willing to have. Something that hangs, silent and sharp, over your head and around your throat. Something that’s now a question of why? Why is it never you? You’re not ugly. You’re even pretty enough that, if you tell someone, they won’t believe you and it’ll all feel worse. You’re even pretty enough that you’ve seen people size you up at bars, but none of them ever approach you.

So it might just be you. You might just have something on your face that gives away that you’re more trouble than you’re worth, a little too rough to touch and not have it sting, telling people stay away. 

And Sam and Dean will never know. You’re already a little younger, a little worse of a hunter, a small problem when they’re obviously trying to take someone to their bed but the girl sees you and makes quick and inaccurate assumptions. Sam is better at brushing them off—She’s like my little sister—but Dean gets red and awkward and suddenly loses all his well-practiced charm. He sulks back to the table, and won’t look you in the eyes for an hour or walk with you back to the bar. You’re honestly shocked neither of them have thrown you to the curb by now, an you’re not going to give them another reason to. Another reason for Sam to make a sad, puppy-eyed pity face and Dean to stare at you like he’s not sure you’re real. Like there’s no way someone could’ve possibility survived as a hunter like this. 

And a small, well-contained part of you wishes Dean would look at you the way he looks at other women. Like they still have beautiful, horrible secrets that he’d love to uncover with only his hands and mouth. 

You’ve got secrets. Dean can’t have them—because they’re a liability and you’re not looking to lose him forever—but you really wish he’d just look at you. Once, really look at you, and not see you. See something so much better, that you think he’s always a little close to finding, that nobody else ever seems willing to try and look for.

You’re a little grateful they left you alone in this backwater dive bar. It would hurt to watch Dean flirt right now, when everything feels raw and wired in your body, and every time someone drops next to you at the bar you feel more and more sick. There are quick, polite conversations with random strangers who sound like they’d rather be anywhere than here, with you, and by the time you’ve repeated your cover story for the eighth time your lungs are wrapped iron and your nails feel like a burden on your fingers.

It’ll be over by tonight. All three of you know what you’re looking for, so the unicorn will be dead before sunrise, and you won’t have to do any explanations about why you’ve been quiet and tense since Dean said like a dragon. Nobody will look at you with pity or confusion, nobody will get hurt, and you won’t end up with a hole in your heart as the only people that have ever seen you to be worth something realize just how wrong they were. That you’re really just a small, useless burden that even a literal monster wouldn’t be able to stomach the presence of-

“You here all by yourself?”

Something sparks in your gut at the voice, coming from off to the side, because for a second you really think it’s Dean. It’s deep, moves through your whole body, and knocks loose something in your lower gut that always makes you feel hungry, but it’s not Dean. When you turn, the man next to you looks like someone ran Dean through a printer too many times and he came out faded. A little too short, not quite as broad, all the pretty scars that make Dean Dean seemingly vanished, and a gleam in his eyes that Dean’s never had. It’s a little more feral, without any playfulness or glowing shadows. Too much yellow instead of green, the cocky smirk just a little off, none of it right. None of it Dean.

“I’m, um,” you frown, because this man even smells like Dean. “I’m waiting for a friend. He’s running late.”

Not-Dean clicks his tongue. “Shame, leaving a pretty girl like you all alone. You want some company until your boyfriend shows up?”

You shake your head, turning your glass around in your hand. “Not my boyfriend. And I’m actually…” You trail off, your eyes falling on the man’s own glass. The clear liquid inside. “You drinking vodka?”

“Am I- Oh, sure.” The man chuckles, raising his drink for you to click. “Here’s to not-boyfriends-“

“Can I have some?”

You watch the man carefully as he looks between you and the glass. “Nah, sweetie, you don’t want this, it’s some strong stuff-“

Sweetie. Not sweetheart. Not Dean, not right, not safe. And something is starting to crawl over your skin and shoot up your spine, making you sit a little taller as your heart pounds louder and louder. 

As Not-Dean licks his lips, and scans over you with yellow eyes that might be shining. 

Fuck.

“I, um, I’m gonna go call my friend.” You start to shift off your seat, pulling your phone slowly out of your pocket. “He should’ve been here a few minutes ago, and I’m worried-“

“C’mon, you haven’t even told me your name.” Not-Dean wiggles his brows, and it looks wrong on his face. “Bet I can guess, if you give me a hint-“

“No, it’s fine, my name is, uh…” you look down at your phone, the screen completely black. You’d charged it before you left.

“Your name?” Not-Dean prompts, grabbing your arm. Holding you near him, at the bar. “I’d really love to learn it. I could teach you a few things in exchange-“

“I was never given a name!” Your voice is a frantic shout, Not-Dean’s eyes narrow, and you do the only thing you can think of. Punch Not-Dean square in the face, yank your arm from his grip, and run. Fucking sprint out of the bar and not allow yourself to falter as you hear a roar that’s a little hoarse and off pitched. Like a horse keen. Like a wounded animal.

Like a monster.

Splitting up had been a terrible fucking idea. Now you’re alone, you don’t have even an idea where Sam and Dean are, and you can’t afford to stop and jack a car because you can hear it in the distance. Hooves, clapping against the pavement, getting closer and closer as you begin to run out of breath. You can’t hide, it can hear you, and you can’t go faster because you already feel faint and everything is beginning to collapse in your body. Muscles tightening and skin crawling and eyes pushing out of your skull, every breath too shallow and every step too short. 

You fall to your knees behind a truck, wrapping a hand around your own throat and trying to force your heartbeat back down. Slow, even breathes that come out in choked gasps, nails digging into your skin as the hooves slow, and you hear a low sputtering sound from somewhere behind you. 

And it’s too quiet. You can’t hear anything but your blood in your ears, and all you can see in the night is the flickering yellow light of a streetlamp in the distance. You squeeze your eyes shut and swallow every breath, hoping you can force yourself out before the unicorn finds you. You don’t want to be used. You don’t want to be alone. You just want Dean, where’s Dean, why the fuck did you let him leave you alone, why didn’t you tell him the truth, why can’t you think of anything else but Dean, where’s Dean-

There’s something hot on your neck, and a large presence at your side. Something like spit is being splattered on your neck, and you can’t contain the vomit when a too-rough hand trails up your arm-

“Get the fuck back, you son of a bitch!”

A loud bang cuts through the air—making you jump out of your skin as a heavy body slumps onto yours—and it sounds like church bells and music. It sounds like Dean. That’s his voice shouting your name, his arms wrapping around your body and carrying you away from the unicorn, his breath fanning over your face as he sits you on the curb and starts to turn your face in his hands.

“Fuck, never should’ve left you, but I didn’t-“ Dean cuts himself off with a huff, and you think he’s talking to himself more than you. “Did the asshole touch you anywhere I can’t see?”

You shake your head, keeping your eye glued shut as you curl your hands in Dean’s shirt. Maybe Dean’s shirt. Not-Dean had been wearing plaid too, and you don’t have the nerve or will to open your eyes and seen if it’s your Dean, or the cheap unicorn knockoff.

“Shit, sweetheart, I need you to talk to me. Sam’s on his way, but we gotta get you out of here-“

“Didn’t touch me.” You whisper, fighting every urge into your body to curl forwards and start sobbing weak and pointless apologies. “I’m okay.”

“You’re okay? You think, fuck-“ Dean’s arm—bigger, warmer, maybe actual Dean—loops around your waist, his voice a little closer to your ear. “Need you to hold onto me, got it? We’re goin’ back to the car, and you gotta, fuck, can you open your damn eyes?”

They fly open, almost on command, and it’s Dean. The smell of whiskey is stronger, more authentic, and his face is sharp in all the right places, and it’s really Dean. 

And he looks pissed. His touch on your body is careful, and his eyes are attentive and sparked with worry, but his jaw is clenched, and his every word is suddenly pushed through his teeth.

“You’re gonna hold onto me.” He orders, holding your wide-eyed gaze with a glower. “I’ll take a better look at you when we get back to the room-“

“Dean, I’m fine-“

“And,” Dean barrels on, as if he didn’t even hear you. “We’re going to have a chat. You’re, I can’t-” he shakes his head scooping you fully into his arms. “Just hold on.”

He sounds pissed. Dean’s rigid and silent the whole ride back to the hotel, his grip white-knuckled and tight on the wheel, and you feel even worse than before. This is it. He had to save you, and he’s going to learn why he had to save you, and he might not kick you out but he won’t look at you the same again. No more ease or awe or comfort or understanding, because Dean’s rotten in places where the mold can be burned away with every good part of him, but you’re just rotten. Just a hideous thing that roars in your chest, just angry and cowardlyand revolting and wrong. You’re just wrong. 

All the panic and paralyzing adrenaline had left your body, so you push yourself out of the Impala on unsteady feet. Dean mutters something about Sam dealing with all the cleanup as he opens to motel room door, watching you shuffle inside with clenched fists and an unreadable expression. You flop onto the bed with a small whine, your body beginning to drown in exhaustion, your gaze locked on the peeling paint of the ceiling as Dean moves around the room out of your view.

“Why’d you come back?” You ask, your voice hoarse and weak, and Dean lets out a long, low exhale from somewhere off to the side.

“You were actin’ really weird.” He grunts. “Didn’t sound like yourself. Weren’t laughing at my jokes, or making fun of Sam. Looked sick every time one of us said stab.”

“I could’ve just been-“

“Don’t.” He snaps, and you crane your neck to see him at the foot of the bed, arms crossed and looking at you. Dean seems to be really looking at you, all of you, and you suddenly really wish he would stop. You’re complete exposed below him, under his glare, and he’s going to see something he hates. Something you don’t have a name for that you’ve never wanted him to see, never wanted him to find. The thing that makes everyone else look away.

But Dean’s attention is like a drug, and you need him to stop before you lose him, but you also never want him to stop watching you. It’s confusing and raw and makes you feel like a live wire, one word or touch or stare away from snapping and bursting into a million sparks.

And Dean’s still looking at you. 

“I didn’t,” you swallow, his eyes like a magnet on yours. “I didn’t mean to. I’m sorry-“

“Don’t.” He repeats, his voice lower. Harsher. “You’re not injured.”

You shake your head.

“Good. We need to talk.”

“Dean, I-“

“I’m asking the questions.” Dean leers over you slightly, and you nod again. “Why the fuck did that unicorn seem like it was hunting you.”

He knows the answer. His whole face is already painted in anger, and you know he knows. He just wants to hear you say it.

“Because it was hunting me.”

“Unicorns only hunt virgins.” Dean grunts your name, still not looking away. “You’re not-“

“I am.” You mumble, folding your arms over your own body as you drop back down onto the mattress. “Sorry.”

“Why would you say, fuck- Why in goddamn hell wouldn’t you tell me and Sam-“

“Tell you and Sam what?” You scowl at the ceiling. “That I’m untouched? Pure? Boring-“

“That you’d be in danger!” Dean all but roars, and you don’t flinch, but you do cringe. All the mold in your body feels as if it’s spreading like cancer, because Dean would never hurt you with his hands, but he might be about to curb stomp your heart with only his mouth. “I don’t give a shit about the virgin thing, I care that you were so fucking stupid to go off alone, that you didn’t trust me enough-“

“It’s not about trust, Dean,” you sigh, squeezing your eyes shut again. “And it’s not like you tell me everything-“

“I do! I’ve told you about all the shit in my past, and my fear of flying, and Rhonda Hurley, and that weird freaking dream I had with the mice in top hats-“

“That’s not the same!” You’re pushing back up on your palms, raising your voice to match Dean’s. You just need him to stop yelling at you, to rip the band-aid off and finally give up on you so you can rest. “This isn’t your business-“

“It’s my business if it’s gonna get you fucking killed, Sweetheart. And I coulda helped you-“

“Helped me?” You scoff. “I don’t need your help with this, Winchester, I’ve come to terms with it-“

There was a brief moment where Dean had looked like you’d kicked him, but it vanishes in a second as he gapes at you in disbelief. “To terms with virginity?”

“Yeah,” you shrug, holding his suddenly slack expression with your own glare. “Nobody wants me, it’s not a big deal-“ 

Dean snorts. “There’s no damn way you’re that stupid-“ 

“I am not stupid-“ 

“Yeah? Cause you’re a fucking idiot if you think nobody wants you.”

It’s your turn to gape at him. Your heart stumbles slightly in your chest, your fingers curling into bedsheets, and the world begins to spin as you try and understand his words. “What?”

“You,” Dean takes a firm step forward, drawing your name. “Are a fucking idiot if you think that there’s not one damn person on the planet who wants you.” 

“But-“

“Nah. No freakin’ buts.” He’s closer now, his knees bumping yours as he glowers down at you. “I’ve watched too many hair-gelled losers at bars size you up like they wanna take a bite for you to have buts. Hell, I’ve-“ Dean shakes his head, running a hand over his face. “Shit, there’s just, there’s no way-“

Your face twists back into a scowl. “Fuck off, Dean. It doesn’t matter if you believe me-“

“Oh, I believe you, Sweetheart.” Dean’s eyes flash, nostrils flaring as a low groan leaves his chest, rolling through the air and settling between your legs in an aching heat. “And I finally fucking get it. You just, you have no idea. I thought you just didn’t want it, but you’re just- Shit-“

“Dean,” your voice is soft, a little breathless, and can’t help but rub your thighs together as his hands start to flex at his sides. “I don’t know what you’re talking about-“

“I know,” he mutters, scanning over your body with an almost predatory expression. “I’m not, I just gotta,” his gaze flies back to yours, his voice suddenly stern. “Sam tell you how the unicorn choses its form?”

You blink. “Wha-“

“It takes the form that will be most appealing to the target. To help the asshole get attention quickly. That unicorn,” his voice drop, deeper than you’ve ever heard it, and it takes all the will you have to not start fall back into in the sheets. “Looked kinda like me.”

“I, um, I don’t-“

“Do you want me?” Dean grunts your name, and you make the mistake of dropping your gaze down, to his pants. To where an impressive outline is straining against his jeans. 

“I’d, I mean, I’m not-“ You swallow, everything a dizzying haze of Dean. “Yeah, I think, but you’re not-“

“I’m not what?” He growls, kneeling down to your eye level, trailing a slow hand up your thigh. “Not interested?”

 “Yeah?”

“Wrong.” Dean’s hand moves higher, trailing closer and closer to your center before running back down to your knee. “So incredibly wrong, Sweetheart. I’ve wanted you since, fuck, since I first saw ya’. But you didn’t seem to want me, so I backed off, but if you just didn’t-“ He pauses, his brilliant green eyes suddenly tearing into your soul, unraveling you before he’s even touched bare skin. “Do you? Want me?”

“I already said-“

“You said yeah.” He mutters, rubbing his hand is a slow pattern on your knee. “Need you to say the full thing, before I do anything else.”

Dean’s face is suddenly softer, with something that aches and tugs on your own heart shining through his eyes, and you couldn’t lie to him if you tried. You can lie to yourself, but you can’t lie to Dean. It feels cruel, and wrong, and as if you’d be denying yourself something so good and rare it will never be replicated if you walk away now. 

“I want you,” you whisper. “I’ve wanted you. But I’m not, it’s not going to be good for you. I mean, I know how to take care of that,” you point to the bulge in his pants, pressed slightly against your calf as he crouches before you, and Dean frowns. “But I’ve never, um, you know-“

“You’re not takin’ care of anything.” He says, scanning over your open face with drawn brows. “We’re doing this, it’s gonna be about you.”

“Oh.” There’s a little drool falling out of your mouth, Dean reaches up to swipe it away with his thumb, and your voice becomes a squeak. “Okay.”

“If you really wanna,” his mouth curves into a smirk, and you need it on yours now. “Next time, I’ll let you go to town on Little Dean.”

You can’t stop the small giggle escaping your lips, and it turns into a full laugh as Dean’s own grin grows, and nothing really feels that bad anymore. “Little Dean?”

“Compared to the rest of me, yeah.” Dean does a loose gesture at his broad, strong body, his grin growing cocky. Hungry. Starved. “But trust me, gorgeous. Ain’t nothing little about him.”

Your eyes widen, your thighs rubbing together as the need for him becomes almost unbearable, and Dean lets out a deep, low chuckle. 

“You want me, babygirl?”

You nod, and Dean’s eyes narrow as he squeezes his hand on your leg. 

“Need you to say it-“

“Yeah.” You whisper. “Yes, please.”

A grin splits over Dean’s handsome face, and his hand drifts to your stomach, his eyes never leaving yours as he drawls your name. “I’m gonna need to get you ready, so just,” he pushes you slightly, and you fall flat on your back, moving your own hands to hold his against you. “Stay there, look pretty, and let me work.”

You nod, your vision already a little blurred with desire as you stare at the ceiling. Dean draws back, shuffling around at the edge of the bed, and you look up to see his shirt gone. It’s all warm, slightly golden and freckled skin, strong and soft in all the right places. His muscles flex as he takes a long, deep breath, and big, calloused hands lowering to trace over your midriff, his eyes never leaving yours.

“What’d I say about stayin’ there-“

“I, um,” you gasp a little as his hand slips under your shirt, bunching the material and starting to slowly pull it over your chest. “I’ve done other stuff. Just so you know. And I’ve done things to myself-“

“I bet you have,” Dean mutters, wrapping an arm around your waist, holding you carefully against him as he helps you out of your clothing. “Shit, Sweetheart, you’re so damn beautiful. Can’t wait to taste you, touch you, fucking ruin you-“

You let out a high, needy moan, burying your face in his neck and mumbling against his skin. “Please, Dean, just-“

You cut yourself off with a gasp as his free hand slips into your pants, cupping your pussy over the fabric of your underwear and rubbing back and forth so torturously slow you might fly out of your skin.

“So wet for me already,” he grunts, tugging on your hair until you lean back, meeting his gaze. “Ready?”

You’re not sure what you need to be ready for, but as long as it’s Dean doing it, you’re good. You nod, wrapping your arm around his neck in silent affirmation, and Dean pulls back to pop open the button of your jeans with a single hand, offering himself easier access.

Two broad fingers toy with the hem of your panties, Dean’s eyes almost glittering as his attention falls to where he’s touching you. Watching your body shiver when he glides his thumb over your clothed slit, your hips jerk when he presses down on your clit, your legs stretch as wide as they can when he starts to rub small circles against you.

“Dean,” you whine, your free hand moving to cup his jaw, trying to move his gaze back to yours. “Please, shit-“

“That feel good, babygirl?” Dean starts to quicken his movements, adding small, teasing flicks and pinches that make your eyes roll back in your head. “You like me teasin’ you? Playin’ this pretty fuckin’ pussy until you’re soaked- Fuck-“

You start to grind on Dean’s hand, trying to chase relief while showing him that he didn’t need to play with or tease you. He has you, unraveled on his fingers and desperate for more of him, all of him, whatever he can offer you that will feel like this-

“Shit, you’re dripping.” Dean’s movement on your clit still as he drags his thumb down, resting right over your aching, already sensitive cunt, and pressing into you just enough to make you whimper. “I gotta taste you, Sweetheart, c’mon.”

His gaze shoots back to yours, something a little animalistic in his low, hoarse voice that almost makes you cum on the spot. “Need you hold on, pretty girl, we’re gonna get you out’a these.”

You nod, letting Dean lay you back down on the mattress, lifting your hips as he drags your jeans off your body, taking your underwear with them. Leaving to totally, completely naked on the bed. Vulnerable, entirely at his mercy, with not another place you’d wish to be in the world.

Dean crawls slightly over you, one of his hands tracing up your stomach, palming at your breasts, then rolling your nipple between two, rough, expert fingers. You gasp, arching slightly off the bed, and a low, deep groan rolls from Dean’s chest.

“Holy fuck, Sweetheart. You’re,” Dean cuts himself off, dropping his mouth to your other breast and latching plump, slightly chapped lips around your nipple. Your vision starts to line with light that might be angels coming to take you away, because this has to be heaven. This is better than heaven. Heaven wouldn’t allow such sinful things as Dean groaning against your skin, his boner pressing into your thigh, or his hand kneading at your ass. Someone shouldn’t be allowed to feel this good. This feels like everything, and blissfully nothing, and mostly just Dean.

You must have moaned his name, because he crashes up, fisting a hand in your hair as he pulls you into a sloppy kiss. All teeth and spit and burning need. Dean tastes like coffee and whiskey and syrup and fruit when he shoves his tongue down your throat, and he smells like gunpowder and leather as his weight hold you easily down, and his lips are so soft but so demanding as he practically devours you, and you’re high. He’s not even inside you yet and you’ll never have enough. This isn’t more than what you’ve done before, but Dean’s ruined you with just teasing touches and wet, starved kisses, and you’re starting to worry you might ascend when he actually fucks you.

He starts to kiss and suck a line over your jaw, down your neck, and between your breasts. It’s heavy and wanting, but still so carefully coordinated. Every move Dean makes seems to be calculated, because he nips at your collarbone right as he tugs on your hair, and the sound that leaves you is high and undignified and exactly what he wanted. His chuckle rumbles in his chest—now pressed against your stomach—and all you can do is moan as he continues his perfect torture. Licking one nipple as he pinches the other, dragging two fingers through your folds as he kisses down the plane of your stomach, stopping right at the apex of your thighs with glittering eyes and firm hands, slowly guiding your legs open.

“Shit.” He mutters, warm breath right over your pussy, making your hips jerk slightly. “Goddamn, baby, you’re responsive.“ A wide, smug grin overtakes Dean’s face as he pushes one finger into your pussy, and you squeak. “I’ve been waiting for this.” He growls your name, and starts to pump that finger in and out, the pace so slow and almost painfully good. “God, you have fucking idea how long- How bad-“ Dean groans as you squeeze around him, and adds another finger. “You’re making such pretty sounds, babygirl, better than I ever imagined. Shit, you’re sexier than a fucking dream.”

His eyes drift back to yours, and shiver goes up your spine from how Dean’s looking at you. Really looking at you. Watching your writhe in the sheets and plead for him in weak gasps, watching you at your most vulnerable state, and grinning like he loves what he sees. Like he’s never seen anything better.

“Dean,” you gasp as his fingers pick up speed, starting to scissor inside your dripping cunt, bumping against a tender spot inside of you that seems to sing under his touch. “Oh my god, Dean, please-“

“Such pretty sounds,” Dean grins at you, crooking his fingers against that same spot to rub. “Let’s see if we can make some more.”

Without further warning Dean drops back down, latches his lips onto your clit, and sucks it right into his mouth like candy. It’s almost immediate, how he pulls you from warm pleasure to raw, almost feral desperation. You’re right on the edge, grinding on his face as his stubble burns your inner thighs in the best was possible, his tongue flicking over that pulsing bundle of nerves, his fingers reaching a demanding and brutal pace-

“Fuck, I’m-“ You let out a loud moan as Dean growls against you, pulling at his short, soft hair to try and both move him away as you dangle over the drop, and urge him on to let him catch you when you fall. “Close, Dean, I’m close, please-“

He pulls away, and you almost scream from the loss. You even force yourself up to glare at him, but you’ve barely gotten a steady balance when a high, needy breath escapes you at the sight of him. 

Dean’s towering over you, his pants discarded into another corners of the room, stroking his massive, fully-erect cock in one hand as he scans over your sweaty, flushed body. 

“I wanna fuck you dumb, babygirl.” He grunts, and you can’t really hear him your own Dean-addled brain, so you just gape and moan, and he chuckles. “Shit, looks like we’re already halfway there. You got any words for me-“

“Dean, please.” The words start to fall out of your mouth with the slight drool on your chin, almost as if he’d commanded them. “Please, I need you, need you so bad-“

You spread your legs in offering, and Dean groans. “Fuck, Sweetheart, you can’t just-“ He closes his eyes, running a hand over his face, and there’s a moment before he speaks again where you worry you’ve ruined it. That you’d shown too much, or Dean saw too much, but no matter what this is over before you can even get that huge, glorious cock inside of you- 

“I’m sorry-“

Dean frowns, his brow drawn as he looks down at you. “What the hell are you sorry for.”

“I dunno, I’m just not-“ You swallow. “I’m not good at this, I don’t know what to say-“

He grunts your name, prowling over your body under your trapped between his strong body and the bed, unable to escape his intense, searing gaze. Looking at you, examining you, and not flinching or moving away. “You,” he says, tracing one gentle hand over your cheekbones. “Are fuckin’ amazing at this.” 

You can only gape at him, so he keeps going.

“I’m the one that might fuck this up, Sweetheart. You’re so,” he makes a loose gesture to your body, and you really wish he’d use words, but the look of sheer awe in his eyes will be enough for now. “And I get to do this for you, and I’m not trying to blow my load before you even cum once.”

“I almost came.” You offer him a small smile, your fingers tracing over the sharp line of his jaw. “But you stopped me.”

He lets out a dry chuckle. “Yeah, well, I’m plannin’ to make that up to you. If you still-“

“I want it.” You cut him off quickly, rolling your hips up, right against his cock. “Please, Dean, I really want it.”

He squeezes his eyes shut, dropping a little further down. “Are you-“

“I’m sure.” You guide Dean’s lips back to yours in a soft, almost sweet kiss, and say the words you really hope will snap whatever leash he’s put on himself. “I want you.”

It works. Something flashes in Dean’s eyes, and his hand snakes between your bodies, finding your clit and rolling it in slow circles as he growls in your ear.

“Wanna feel you, babygirl. Fuck you raw. I’m clean, but if you want me to grab a rubber you’re gonna need to keep yourself going while I-“

“No!” You almost yelp, wrapping your arms around him in a desperate attempt to keep him above you. “I mean, I’m clean too, obviously, and I take birth control just for like, lady stuff-“

Dean raises his brows at you. “Lady stuff?”

“It kinda helps with period cramps and-“ You cut yourself off with a moan as Dean flicks your clit, tossing your head back you start to squirm, trying to catch him into you. “Fuck, Dean, please just fuck me-“

“You mean like this?” Dean guides the head of his cock inside you, and your mouth falls open in a silent scream. “Fuck ya’ like this, baby?”

You grind on him, scratching at his back as you plead. “Shit, that’s, Dean that’s good, more-“

“More, baby? You need more already?” His grin is shit-eating, and you’d hit him if the dark look of lust in his eyes, the baritone of his voice being several octaves lower than you’ve ever heard it, and the throbbing ache of him starting to split you open wasn’t rending your limbs only putty in his arms.

“Dean, please-“

You might stop breathing as Dean guides himself fully into you, settling his face in your neck as he bottoms out. There’s a long moment where it’s only Dean’s warmth over and inside you as he gives you time to adjust, groaning against your skin as you squeeze around him.

“Shit, Sweetheart, you’re so tight.” He kisses right behind your ear. “Feel, fuck, feel so good around my cock, so fuckin’ good-“ He emphasizes his words with one, short thrust that pushes him right against that one spot and makes you whine. “You ready, baby? Ready for me to pound this tight little pussy until you cum all over my cock-“

You almost yank him back down into a desperate, borderline feral kiss, because if he kept talking you might have cum from just the sound of his low, rough voice growling in your ear and rumbling in your chest.

Dean takes a long, ragged breath when he pulls away, and you roll your hips only once. Just enough for him to groans and fall back over you, kissing and sucking on your skin like he thinks you’ll vanish if he doesn’t mark you with his touch. 

Then he starts to move, and you were right. This is heaven. Dean’s moving so slow, pulling almost all the way out before driving back inside, until you’re fully impaled on him—his cock pressed fully against that one spot, making your whole body feel warm and alight, and your head feel a little dizzy—then repeating the movement again. And again. Over and over, so fucking slow, still leaving softer, slightly uneven kisses along your collarbone and grunts against your skin but-

“Dean,” you gasp his name, your nails digging into the muscles of his broad back as he continues to move on you. “Fuck, Dean, go faster, please-“

He rises up to meet your eyes, an unreadable expression on his face that’s made entirely hunger and want, but edged with something a little stronger you don’t understand. “You sure-“

“Yes.” You’re practically whining, scratching at Dean’s skin as you squirm under him, desperate him to really, properly fuck you. “Please, Dean, feels so good, need more, need you-“

He shakes his head slightly. “Don’t wanna hurt you-“

“Not gonna-” you let out a breathy moan as Dean pushes back into you, the movement a little harsher than before, and so fucking good. “You won’t hurt me, please, Dean, fuck-“

“I’m-“

“You said,” you force your eyes to stay on Dean’s, even as he sits deep into you, cock throbbing against that soft spot and making you see stars. “You said you wanted to fuck me, Dean.” You raise your chin, grinding up into his torso until his throat bobs. “Fuck me.”

A low, primal noise leaves Dean’s mouth, and he fully snaps. You might have screamed his name when he began to move again—ramming into you at an unforgiving pace, creaking the bed and bruising your hips as he grabbed at your skin, molding you perfectly into his touch and body—but he swallows the noise with a deep kiss that makes your eyes go unfocused, your whole body slack and only for Dean to play with as he drags you higher. Slamming against that spot, balls slapping onto your ass, one free hand squeezing at your tits before dragging down your side and finding your clit-

“So fucking good, babygirl.” Dean groans into your mouth, and you think you might be floating or falling or flying, but it doesn’t matter because Dean grunting in your east and slamming into your dripping cunt, and that’s the whole world. “Look so good, all ruined and whiny, such a good fucking girl, taking this cock so well, made to be fucked so fucking pretty-“ He pinches your clit, and you whimper his name. “Wanna cum, baby? Wanna fucking soak this cock-“

“Yes,” you gasp, scratching at his back, muscles rippling as he drills into you. Something in you hopes it leaves a mark. That Dean feels you on his back a little forever, just like you know you’re going to feel him in your pussy and on your neck for the rest of your life. “Feels so good, Dean, feels so fucking good, wanna cum so bad-“

“Beg-“

Dean barely grunts your name before you bite on his upper lip, almost screaming into his mouth. “Please, Dean, please, need to cum, wanna cum so bad-“

“Shit, baby, you’re-“ Dean groans, his pace becoming uneven and thrusts slightly staggered, cock twitching deep inside you as he ruts into your aching, clenching pussy-

Dean flicks your clit once, sending your hips almost flying off the bed, and starts to rub you at a frantic, savage pace. 

“Cum with me.” He growls your name, lips ghosting over yours and you stare at him under, cockdrunk, lidded eyes. “C’mon, baby, cum-“

Your scream is hoarse as your orgasm slams into you like a freight train—pure, drug-like bliss washing over your whole body, a soft haze of Dean settling behind your eyes and over your skin—and Dean roars as he slams open, warmth coating inside you and dripping between your thighs, down your ass, and onto the bed.

Dean rolls over, taking you with him, and remains carefully sheathed inside you as your cunt grows sensitive and your breathing slows back down. It helps that he keeps your ear pressed to his bare chest, where you can hear his heart beating. Calm and steady and strong, just as certain and constant as the man it’s inside. 

As the man had been.

You’re not sure what he’s going to be now.

“That, ah,” Dean breaks the silence, his voice low and almost soft. “That do it?”

You smile against him. “If you mean take my virginity, then yeah, I think you did it-“

“No, I mean was it,” He groans, his arm shifting slightly around as his voice drops. “Was it good. For you.”

“Oh.” You nod slowly, trying not to hum like a needy fucking when Dean starts to run his fingers through your hair. “Yeah. Really good.” You stifle a moan as he twitches inside you. “It was awesome. Good, uh, good job?”

“Thanks, Sweetheart.” You can hear to smug grin in his voice, his free hand starting to rub soothingly on your back. “You were pretty fucking awesome yourself.”

There it is. You were pretty awesome. And he’s still inside you. And you need to know if you were awesome enough for something, anything to stick.

“You said, um,” you swallow, staring at his tattoo because you can’t bear to look at his face right now. “You said I could give you a blowjob next time. Did-“ 

“Did I mean it?” 

You nod nervously, and Dean’s whole chest rumbles with his low laugh, rolling right through your body. He grunts your name, and—when you still don’t look at him—hooks a finger under your chin to guide your gaze to his. 

“Look.” He sighs, and this is it. He did you a favor, and that’s it. He won’t stay, nobody stays, why would Dean Winchester be the one to stay- 

“I get it,” you mumble, and wish you would find the will to make your body roll away from his. “You don’t need to explain-“ 

Dean’s grip on you remains firm, and his voice is a deep, amused drawl. It feels a little cruel in your gut, because you’d have really liked more. More would have been the best. You didn’t even need all of Dean, you’d just have really like more. 

“You get it.” He raises his brows, and you nod again. “Sweetheart, you might want to actually hear the explainin’ part before you say anything.”

“I, um-“

“See, I’m a firm believer that all ladies should ride more than one dick in life. Too much of a good thing, ya know?” He winks at you, thrusting slightly up into you, and you flush. “But, if you’re taking applicants for long-term dicks, I’d have to be dumb not to apply. I’m never gonna complain if I get you all to myself.”

You stare at him, your voice barely a whisper. “So, um, you mean-“

“If you’ll have me,” he mutters. “I’ll take you up on that blowjob offer soon. And any other offers you’ve got.”

“Offers,” you swallow. “For long-term dicks?”

He shrugs—tracing a finger over your arm and refusing to meet your eyes—and it might be your turn to make the move. 

“Dean.” You whisper, crawling up his chest just enough for his eyes to easily find yours. “I’d really like you being my long-term dick.”

He frowns. “Sounds stupid when you say it like that-“

You drop down to press a soft, tentative kiss against his lips, and he tenses for only a second before overtaking you. Deepening the kiss with his tongue pushing on your lower lip, groaning when you open for him without a moment’s hesitation, pinning you onto his chest with big, strong arms as you fall fully into him.

Dean pulls back for only a second, searching over your open expression—all affection and need for him, swollen lips and shallow breaths—until he finds what he’s looking for, and his face splits into a wide grin. 

“If you’re lettin’ me,” he says, tucking a little bit of hair behind your ears. “I think I’ll stay your long-term dick for while, Sweetheart.”

“I’m letting you.” You whisper, a small smile pulling on your own lips. “But we need to come up with a better name than long-term dick.”

“Boyfriend?”

You stare at him for a second, unsure if this is real, because Dean just said that word like it was obvious. Not something he’s adamantly refused to be for anyone, ever, for the entire time you’ve known him. He said it like he was waiting to say it. And, looking at him—unfamiliar hope haunting the very deepest part of those perfect eyes, his grin so genuine but filled with nerves—you think he might have been. And all the money and glory and pleasure in the world couldn’t make you tell him no.

“Yeah,” you whisper. “Boyfriend’s good.” 

Dean’s grin becomes almost boyish, and this last kiss is sweet. It’s a kiss in the rain, or under bleachers, or on a rooftop with nothing but time and peace around you.

And you and Dean have never had either of those things. 

But you’d really like to and find them. And if it’s with Dean, you really think you could.

End Note: Look at Dean. Being Emotional. I'm so proud of him (I made him do that)

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

Taglist

@artemys-ackles @ambiguous-avery @nightxcreature

[crossroadsangel67]

MDNI. NSFW. 18+

dean taking your virginity, and he’s walking you through the entire thing btw. oh how i need this.

warnings: romance, love confession, foreplay f!receiving, fingering, oral f!receiving, gentle sex, unprotected piv, inexperienced virgin!reader

REQUESTED

if someone had told you a few years ago, you’d be sure it was a lie, a trick. dean winchester, being in love with you? yeah, right. nice joke.

only it isn’t a joke. it never was.

and you didn’t believe that until he took your hands, looked deeply into your eyes with a serious expression, even when you were still cackling, and reassured you.

“y/n, i’m being serious. i… i love you.”

your laughter slowed to a stop, and your entire world shifted.

dean winchester, your ride or die. the same dean you were introduced to by your dads, hunting buddies, as a small child. the same dean you shot a rifle with for the first time. the same dean you snuck out to get drunk at a playground in the middle of the night freshman year with. your very best friend. the boy you fell in love with, he loves you back. he’s in love with you back.

“you’re being serious.”

“i’m being serious.”

dean’s hands were sweaty at this point, despite usually running cold. he looked like a deer caught in headlights. his eyes were scanning yours, looking for any hint of rejection. all he could think about was what you would say. he was terrified.

“y/n/n?”

your lips curved up into a smile as a blush spread across your cheeks. you held onto his hands tighter.

“i never thought you’d…” your voice trailed off, and you shook your head, laughing in disbelief. dean swallowed a lump in his throat, still unsure of what you were thinking. his heart was nearly pounding out of his chest.

you let out a small, amused scoff and grabbed his face gently, moving closer and connecting your lips with his.

dean immediately relaxed, his hands finding your hip and back as he leaned in closer. he pulled away gently, smiling from ear to ear as he admired your features.

“so… you fell for me like every girl does or—”

“shut up.” you cut him off with a breath of words and another kiss. though you were secretly amused at him mocking you. it was true, you did always complain about him being a chick magnet.

he smiled against your lips, resting his forehead against yours.

“just in case you didn’t guess, i love you too, dean.” you whispered as your smile grew sheepish. he chuckled in return, his hands running up and down your back.

“god, i could get used to this…” dean mumbled as he just relished in your touch, in touching you. he was loving every damn second of it.

he wanted to feel you, all of you. in the most loving, innocent way possible too. for once, it wasn’t just gonna be a casual hookup or a one night stand. it wasn’t just lust, it was love.

and you, you’d never been so comfortable being in someone’s arms. his hands on your back and hip were like heaven. you wanted to be as close to him as you possibly could.

you wanted his skin on yours, everywhere.

the two of you sat there, your hearts thumping in your chests, your breaths heavy at just the thought of it. you both knew what you wanted. and you could feel that the other wanted it just as much.

your hands slid around to the back of his neck, and you swung your leg over his lap, resting to straddle him.

he looked up at you in awe. his hands running up and down your sides. his bright green eyes reaching deep into yours.

he opened his mouth to say something, but just couldn’t find the words. he was silently asking you a question, and you knew exactly what it was.

you nodded and your fingers found the collar of his brown leather jacket. you slid it off over his shoulders, letting it fall, painting a contrast against your white comforter with little flowers all over it.

you tugged at the bottom of his worn-down black t-shirt, silently asking for permission to take it off. he nodded eagerly, lifting his arms for you. you tossed it off to the side, not bothering to see that it landed at the foot of your open closet. it stuck out like a sore thumb next to the rows of mostly white and pastel colored dresses.

you lifted your own arms, letting him lift your comfy light pink dress off and discard it to the floor.

he was mesmerized by you. the way your white lace panties hugs your curves, your thick thighs, your soft tummy, and the way your matching bra perfectly held your tits. and all of this, you were giving to him. to say he felt undeserving was an understatement. he didn’t deserve any of this. any of you.

but, god, you’re right here. and you love him back.

his hands felt up and down your back, stomach, and thighs with such a loving caress. your fingers danced along his bare chest and abdomen. his breath hitches at your touch. he’s never felt so vulnerable, so seen,

so loved.

but that still didn’t distract him from the nervous look in your eyes, the way you avoided his gaze, and you seemed to shy away when he got too close to anywhere too private.

“hey, hey…” he tilted his head to meet your eyes, his hand gently taking your chin.

“you okay?” he asked in a tone so soft, full of concern and focus.

you hesitated, taking a deep breath, trying to get away from looking him in the eyes again.

“um… dean… i’ve never…”

he understood what you meant right away, and his expression relaxed. he knew you’d had a few boyfriends here and there, some kisses. whenever you broke up with someone, you always told him it was because it just wasn’t working out. but dean knew it was because you weren’t ready for anything more with them, and they were all too dumb to want you without the sex.

“i know, baby. i know.” he nodded. “we don’t have to do anything you aren’t ready for. you hear me? not a damn thing. you call the shots.”

“no, i—i wanna have sex with you.” you rushed out, chuckling a little at how eagerly you had just said that. he smiled cheekily. any other time he would’ve made some stupid remark, but he knew how nervous you were. and he wanted you to be as comfortable as possible.

you took a breath, relaxing your body. “i wanna have sex with you.” you said in a calmer voice. he chuckled and blushed a little. “okay, sweetheart.”

he gave you a soft kiss on the cheek and held you close to him, turning the two of you so he could be on top. he rested your head against your pillows, making sure you were comfortable.

“just relax. i’m gonna take care of you.” he whispered into your ear. you nodded and your breath hitched as he moved to your neck, lightly kissing and sucking, surely leaving marks. his hand ran over your waistline, brushing against your underwear. you tensed up a little.

“dean,”

he pulled his hand and head back. “yeah?”

you took a breath, meeting his eyes. “um… what are you gonna do next?”

he smiled softly, bringing his hand up to caress your cheek. “i’ll walk you through it, okay?”

you nodded in response, putting your full trust in him.

he shifted to lay next to you on his side, his hand hovering over your upper thigh.

“is it okay if i touch you underneath your underwear, sweetheart?”

you nodded, your eyes never leaving his hand.

“has anyone else ever touched you there?”

you shook your head no.

“have you ever touched yourself there?”

your eyes widened a little at his question and you hesitated for a moment.

“um… yeah. yes, i have.”

“nothing to be embarrassed about, you know i’ve done it too.” he chuckled lightly. that eased your nerves a little as you smiled and nudged him.

“you know your body better than i do. so, you tell me if i’m going too slow, too fast, if it’s not feeling good. anything like that. it’s just you and me. okay?”

you blushed at his words. that was already a turn-on itself.

“okay, i’m ready.” you nodded, resting your head on his shoulder and gripping his free hand from where it was resting on your shoulder.

he planted a kiss on your temple and slowly slipped his fingers under your panties. you shifted a little, sucking in a breath as his finger ran up your slit.

“fuck, you’re soaked, y/n/n.” he nearly groaned out his words. you felt so good already.

you let out a small gasp as his fingers found your clit. he started rubbing in slow circles around your sensitive bud. he watched in awe as your head fell back against his arm. your mouth dropped open and you rolled your hips slightly. instinctively, his motions started to speed up.

you gave his hand a squeeze. “s-slower,” you managed, and he nodded, not even realizing he had sped up until you told him. “sorry, sweetheart.” he chuckled lightly, still watching you closely. “s’okay… feels so good… god, dean…” you moaned softly, and his heart fluttered. he could tell you were already getting close, and he pulled his hand away.

you let out a whine as his hand slipped back out from your panties. “deeeean!” you pouted. he laughed a little and licked his fingers. he gave you a menacing grin as he shifted down the bed.

your eyes widened and you propped yourself up on your elbows. “dean, you don’t have to—”

“i want to. you taste too good.” he said firmly. “unless you aren’t comfortable with it. but i really want to.” he said, holding back from pleading with you. he didn’t want to make you feel pressured in the slightest.

you nodded and lifted your hips. he smiled and tugged your panties down. “atta girl… you wanna take that bra off for me?”

you happily sat up, unclasping your bra and tossing it to the floor. dean was nearly foaming at the mouth at this point. he threw your panties to the floor too.

he took a moment to admire your bare chest, the way your tits sat perfectly, fitting the rest of your body so well. your nipples we’re hardened too. and he looked up at you before silently asking for permission. you nodded, biting your bottom lip, and he wasted no time, his hands cupping your tits and thumbs flicking over your nipples.

he laid you back down, hovering over you as he stuck his tongue out, swirling around one of your nipples as he pinched lightly at the other. you arched your back slightly, your core only getting wetter by the second.

his hand traveled down your tummy, and he once again gently rubbed at your clit. your body twitched at the contact, and he pulled away from your tit with a pop. a string of saliva followed him as he licked and kissed down your soft skin.

it wasn’t long before his head was in between your thighs. he still rubbed at your clit, but slowed down enough for you to be in the right state of mind.

“y/n/n, i gotta ask you some more questions now, alright?” and you hummed in response, still relishing in the pleasure of his touch. your eyes were closed and your head was turned to the side.

“y/n.” he said in a firmer tone. “look at me, or i’ll have to stop. i know you don’t want that.”

he smirked a little as your head perked up, and you propped yourself up on your elbows.

“good girl. now, tell me… have you ever fingered yourself?”

you were once again embarrassed by the questions, but you knew they wouldn’t leave this room.

it’s just you and me. dean’s words rung in your head.

“i have… a few times before. but, um… not a lot.”

he nodded. “okay. that’s okay, sweetheart. i’m gonna go one by one, and if it’s too much, you just tell me to stop, alright?”

you hesitated a little before nodding.

“y/n/n…” he squinted a little, noticing your hesitation.

you met his eyes and shook your head a little. “it’s okay, it’s okay… i’m ready.”

“we don’t need to rush,”

“i want you to.” you said firmly, your tone much less hesitant.

dean smirked a little before nodding. he caressed the insides of your thighs before spreading your legs open wider.

“okay, baby… i’m gonna use my fingers and my tongue. think you can handle that?”

your stomach turned at his words. you hadn’t ever been so aroused, it was such a new and exciting feeling. and you wanted to give it all to him.

you nodded and laid back on the bed, closing your eyes as you felt his finger at your entrance.

“words, sweetheart.” his voice was low and firm, almost like a growl.

“yes,” you breathed out immediately. “i can handle it, just please…”

dean smirked in amusement at how desperate you sounded. again, he thought it’d be best to save the dirty talk for another time. this time was about focusing on you, learning what you liked and what you didn’t, for the both of you.

he slid one finger in slowly, watching how you grimaced slightly. “tell me how it feels.” he said in a firm but gentle voice. you eyebrows furrowed as he went in and out slowly.

you gave it a minute, adjusting to the new feeling. you jolted a little as he brushed against your g-spot, unaware of that feeling. “y/n/n.” he said, gaining your focus.

“oh, god… do that again.” you panted slightly. he found that spot again, making you gasp. “fuck, that’s it…” you moaned softly. it felt uncomfortable at first, but you were very much into it now.

dean kept his slow pace, feeling your juices coat his finger as his tongue found your clit, moving in slow circles as he kept his eyes on you.

you shifted your hips closer to him, surprising him a little with how eager you were. he sped up his movements a little, adding in a second finger.

your panting got heavier and you whined as he stretched you out, his fingers curling to that spot you loved. one of your hands went to his hair and you took his free hand with the other, holding onto him tightly.

“dean…” you moaned his name as you slightly rolled your hips against him. he groaned at hearing you say his name like that, and you shivered at the vibration.

he could feel you getting more eager by the second as your body was building up to your first proper orgasm. you were a breathy mess and squirming to get closer to him.

dean took his hand, still intertwined with yours, and used it to hold you in place, pressing firmly on your lower abdomen. you whined a little at not being able to move around as easily, but you quickly snapped out of that when he slipped in a third finger.

you let out a whimper as his fingers moved in and out of you at a faster pace, and his tongue was now going wild on your clit. you couldn’t get enough of him.

his name left your lips over and over. your voice sounded so desperate as you got close to your climax.

“dean, dean, fuck, m’so close, oh god, dean,” you rushed out, repeating words over and over like your mouth was on autopilot. you gripped his hand and the sheets tighter as your mouth dropped open.

you let out a loud moan as your orgasm shot through you. your entire body tensed underneath of touch and he slowed his movements, riding you through the high.

you were almost certain you’d see stars if you opened your eyes. once you did, you were only met with dean’s beautiful, sparkling eyes. he was hovering over you, lightly rubbing your clit before pulling his hand away.

he brought his hand up, sucking his middle and ring fingers clean of your juices, and you shivered at his stare. his eyes were fully locked on yours. but it wasn’t seductive, it was warm. his lips curved into a smile once his fingers were out of his mouth, and he held up his index finger.

“you wanna…?” he quirked an eyebrow, holding his finger to you. you looked between him and his wet finger before nodding. you stuck your tongue out and he let you take his hand, your tongue swirling around his finger and tasting your juices for the first time.

he let out a small gasp as you sucked on his finger. your lips were so pretty, he couldn’t take it. and your tongue felt like heaven on his skin.

after your lips left his finger with a small pop, he took a moment to admire you. he took in your features, knowing that he had the privilege to be here with you at this time.

he brushed a stray hair from your face and placed his hand on your cheek. he smiled wide, having such a look of awe in his eyes.

“i really love you.” he whispered softly. you smiled with him. it was all he needed to say, because you knew he was just so lost in every damn part of you.

“you’re so perfect.” he leaned down and placed a soft kiss on your lips, the two of you sighing into it. you rested your forehead against his.

“i really love you.” you said back, your eyes scanning his loving gaze.

he blushed and placed a quick kiss on your cheek. he then moved from his place above you, standing up from the bed.

“hey, hey, woah,” you grabbed his hand. “and where do you think you’re going?”

he looked a little confused, raising an eyebrow. “i was just gonna grab a towel… to clean you up, y’know… and i, uh, thought we could cuddle and watch a m—”

“who said we were done?” you cut him off with a playful tone.

his eyebrows shot up and a small smile played on his lips. “sweetheart… are you sure it wasn’t too much already for your first, y’know, pre-sex stuff?”

you chuckled and yanked him back toward you. he stumbled and caught himself by putting his hand on the mattress. your faces were close together and you smirked a little as you looked between his eyes and lips.

“i wanna go all the way. today.”

his eyes widened a little and he caressed your arms.

“are you sure? like, really sure?” he hesitated a little.

“i’m really sure.” you smiled genuinely and placed a hand on his cheek. you tilted your head to the side and ran your free hand down his bare chest, to his lower abdomen, til you hit the belt on his jeans, your eyes following your fingers.

you looked back up at him and saw how his breath had quickened.

“dean?” you questioned quietly. he hummed in response, still focused on your hand on his belt.

“do you wanna do this?” you asked hesitantly. his eyes shot up to yours. despite still looking nervous, he nodded eagerly. “i do. i really do.” he breathed out.

your lips curved into a soft smile and you gave him a small kiss again. he blushed and stood up straight, his fingers fiddling with the belt on his jeans.

you put your hands over his, sitting up on the bed in front of where he was standing.

“can i…?” you questioned, gently pulling his hands away. he nodded and dropped his hands to his sides, watching as you undid his belt and slid down his jeans and boxers.

he sprung free from his restraints and your eyes widened. you swallowed hard, your gaze stuck on his length. this wasn’t gonna be an easy first time, you were sure of that.

he pulled his clothes down the rest of the way, kicking them to the side.

his eyes stayed on yours, but you couldn’t pull your own eyes away from his cock.

god, he’s so big.

“y/n/n?” he asked quietly, his hands finding your face. “we really don’t have to, if you aren’t ready.” he nodded, a small smile on his lips to reassure.

your eyes went up to his. “no, no, dean… i want this.” you reassured him too, placing your hand over his on your cheek. you placed a kiss on his palm and scooted back on the bed, pulling him with you. he crawled over you as your head rested on the pillows.

he was hovering over you, taking a look over your body again as his hand ran gently up and down your side.

“i don’t have any condoms.” he sighed, running a hand through his hair.

“i’m on the pill, for hormones and whatnot. but… you’re gonna pull out anyway. never can be too safe.” you chuckled and he laughed with you, resting his forehead against yours.

the air grew thick around you, and the two of you tensed up in each other’s arms.

“it’s okay to be nervous,” he said softly. “i’m nervous too.”

“i know,” you smiled shyly, nodding. “but i trust you, and i wouldn’t want it to be anyone else.”

he smiled at that, leaning in to give you a soft, slow, heartfelt kiss. he took his time with you, making sure you could really feel it.

“i love you.” he breathed out against your lips. he loved saying it.

“and i love you.” you whispered back. “i’m ready when you are.” you let out a shaky exhale and spread your legs open wider for him.

he got in a comfort position and stroked his length a few times while placing small kisses on your cheek.

he led the tip of his cock along your folds, coating it in your slick, the two of your breaths picking up as he did so.

dean placed his free hand on your side, squeezing you gently as he focused solely on your face. the tip of his cock was poking at your slightly stretched entrance, and you were dripping wet.

“baby… i’m not gonna lie to you, it’s gonna hurt. just tell me if you need me to stop or slow down or anything, okay?” he ran his thumb over your skin in a soothingly manner.

“i will.” you nodded, already holding your breath.

“breathe for me.” he took a deep breath with you before slowly pushing in. your mouth dropped open and you let out a gasp as he got maybe 2 or 3 inches in.

“stop, stop, stop.” you blurted out. he went completely still, his hands rubbing your sides, hoping it would provide some comfort.

you winced and took some more breaths, slowly adjusting to it. dean grimaced at the sight of you in pain. just as he was about to ask if you wanted him to pull out, you came back to.

“okay, you can keep going… slow, please.”

“sweetheart, are you sure?”

you nodded eagerly, holding onto his shoulders to ground yourself. he nodded in understanding and started to move slowly again, pushing himself further into you.

you squeezed your eyes shut, whimpering and wincing as tears prickled at the edges of your eyes.

“you’re doing so good, y/n/n. keep breathing, baby.” he stayed close to your ear, whispering sweet nothings to you. he was more than halfway in now.

you let out a cry and he stilled again. “shhh, hey, i’m right here. talk to me.” he was growing concerned, and he wanted to stop if it was hurting you too much.

you shook your head, taking another breath.

“keep going.” you groaned after a short minute. dean went in deeper, and it felt like pressure was released. you let out a breath, your head falling back to the pillow.

dean kept himself buried deep inside you as you fully adjusted to him. he waited for your command on his next move.

your grip on his shoulders was still tight, but a lot of your tension had let go.

“okay, m’ready. you can move now.”

he nodded and slowly pulled out about halfway, before pushing back in. he watched your facial expressions to be sure you were still okay.

after a couple of slow thrusts, the pleasure started outweighing the pain. it was still a little uncomfortable physically, but it was all worth it. having this moment with dean, being able to make love to him, was a gift.

once dean knew you were okay, he picked up the pace slightly, groaning softly as his cock twitched inside of you.

“god… you feel so good. you’re so perfect. shit.” he cursed under his breath, whimpering lightly at the feeling of your cunt clenching around his cock.

you held him closer, panting and letting small moans slip every so often. your arms were draped over his shoulders, and your breaths were mixing with each thrust.

“dean,” you breathed out, you back arching into him. you wanted more now that it felt better. it hurt in a damn good way.

he chuckled breathlessly and grabbed a pillow that you hadn’t been using for your head.

“y’know that spot that i hit earlier? with my fingers?”

your pussy throbbed at the thought of it, and you held back another whine. you nodded instead, biting your tongue.

“lift your hips.”

your eyebrows furrowed and you whined as he pulled out of you, already feeling empty without him.

but you still did as he said, lifting your hips with your shaky legs. dean slid the pillow underneath, letting you rest on top of it.

“okay, so what is this gonna—?” you were immediately cut off by your own loud moan as he slammed back into you, hitting your g-spot so perfectly.

“fuck, dean!” you growled loudly. he stayed still for a moment, smiling in amusement at your reaction.

“feels good, huh?” he asked with that cocky little smirk of his, only now he was on the verge of busting out with laughter at how desperate you now looked.

“jesus christ, do it again, please.” you mumbled as you gripped the pillow behind your head. he got a firmer hold on your hips and thrusted in and out of you again.

you wanted to cry at how good it felt when he bottomed out. you squirmed to get closer to him. he couldn’t help but let a laugh slip, but that quickly faltered when you rolled your hips so deliciously against his. fuck, he was so gone.

he started to thrust in and out of you again at a steady pace, letting you adjust to the newfound pleasure before he went faster or harder. he wanted to hear that from you if you wanted it.

your free hand found his on your hip, and your fingers intertwined. he leaned forward and brought your hand up with his, pushing it into the mattress next to your head.

the two of you were face to face again, and you slid your other hand around the back of his neck, pulling him in for a kiss. it was messy and sloppy and the two of you laughed about it when you accidentally hit your teeth against his.

but that’s what made it so perfect.

“harder, dee…” you breathed out. you started kissing and sucking at his neck, feeling him shudder at your touch.

he grunted as he slammed into your pussy harder, feeling your walls clench around him again. to him, being inside of you was like fitting two puzzle pieces together that took forever to find. except… way better.

you had that knot again in your tummy, feeling it build with each thrust. dean noticed you squirming more, and quickly took note. he slid his hand between the two of you, finding your clit once again with ease.

he rubbed in circles at the sensitive bud as he fucked your cunt, feeling your wetness cover his cock.

you thrusted your hips up to meet his, setting a faster pace for the two of you. you could feel your second orgasm building, and you knew it was gonna feel like heaven.

“mmph, dean… you feel so good, fuck… my god…” you moaned as you scratched at his back, overwhelmed with the pleasure building up between you two.

“c’mon, sweetheart. cum on my cock… wanna feel you pulse around me…” he breathed these words out into your ear. “cum for me, y/n…” he said shakily, feeling himself get close too.

your orgasm shook your body, and the white-hot liquid pooled around dean’s cock, coating him in your delicious juices.

“fuck, that’s it, baby. you did so good…” he groaned as he felt your cunt throbbing. he helped ride you through your high, eventually pulling his hand away and gripping your hip again instead.

“y/n/n, i’m close, baby. where do you want it?” his voice was getting a little more high-pitched, and you could tell he was so close to that sweet release.

“in my mouth,” you rushed out. “wanna taste you.”

he let a moan slip at your words, his thrusts getting more sloppy.

“yeah? you wanna, or you need to?”

“need to, baby.” you breathed out, your body still shaking below him.

dean shuddered at your words again and he pulled out, the two of you groaning at the loss of being connected. once his legs were on either side of yours, you slid yourself further down the bed as he he moved up on his knees.

he was hovering over your chest, jerking himself off with his hand and cock covered in your slick. you rested your hands on his thighs, rubbing soothing circles with your thumbs as you egged him on.

“bet you’re gonna taste like heaven. m’right here, dee. cum in my mouth. i need to taste you.” he let out a breathy moan as you dropped your mouth open. your tongue was out, waiting to be covered in his load.

he groaned and threw his head back as his white-hot cum shot out into your mouth. he brought his head back to see your mouth all wide open, taking every bit until he was done. and when he was, you swallowed all of it. licking your lips and scooping up every last drop with your thumb.

his breaths came out in heavy pants and he moved from his place on top of you, flopping down next to you on the bed.

the two of you lay there, absolutely out of breath and spent, before you notice dean giggling to himself.

“what?” you turned and looked up at him, amused by his cute little giggles.

he shifted closer to you and wrapped his arm around your shoulder, pulling the blanket up over the two of you.

“i just had the best sex ever with a virgin who happens to be my best friend who loves me back. and she’s not going anywhere after this.” he looked at you feigning a serious expression.

you chuckled lightly and shook your head, leaning into his chest.

“you’re right about that. she’s not going anywhere.”

this was kinda a lot longer than i meant for it to be LOL, but i hope you guys enjoyed <3

reminder that requests are open, and you can check the “in the works” section of my MASTERLIST to see what’s up next. thank you for the support!!!

[wombpala]

no bc Dean doesn't even actually like sex that much. he is uncomfortably hypersexual in a way that makes me think sex for him is: compulsive, performative, a method of disassociation, an attempt to feel control over his own sexuality and the way he's perceived, a box to check before going on with his day. card carrying hedonist who doesn't even LIKE it.

[nikkisheep]

Hey! Can you do a Dean Winchester×Reader smut where the reader is a virgin like the Rick one you did please and thanks!

Dean Winchester x Virgin!female!reader

Warnings: SMUT, virgin reader, body worship, dean is pussy whipped, dean is gentle, oral (f), cursing, kissing, needy reader, make-out, steamy smut, mention of reader being raised in religious home (they never talked about sex)

*never let me write a romance novel cause Idk if I could even handle the smut I write lol*

Summary: Dean and you get a little too heated and you admit that you want to go all the way with him. And he couldn't be happier that you trusted him to do the job.

His hands caressed your sides as his lips slid down the column of your jaw to your neck. Every inch of your body lit with flames as he touched you ever so lightly. His breath fanned across your collarbones as he mouthed at the skin that laid there. He wanted to touch every inch of you, feel every inch of you, taste every inch of your body that you were comfortable with.

Dean knew you were a virgin and he wanted you to be ready. Yes, it was very hard for him to keep himself in control when it came to feeling your body pressed up against his or when you kissed him and it lead to exactly what it always leads up to; you sitting on his lap, rubbing against him, panting as he sucked at your skin. He always waited until you were ready and if you weren't, then he waited until you were. He never wanted to do anything that could ever make his sweetheart uncomfortable around him.

His tongue peaked out to taste the salted skin that was left after your sweat ran down your breast. The moving and pulling against each other and the fact that power had went out because of the storm made it ten times hotter in the room.

"Dean," You pant, mouth open in bliss as he moves his hips up against yours.

"Yes, baby?" He whispered seductively.

"I wanna feel you." He looked up at your disheveled face. Your hair had fallen out of its bun and rested against your body. Your mouth had a bit of spit resting on the bottom of your chin due to his kiss.

"Are you sure?" He asked, wanting for this moment but had not realized that it would be tonight.

"Do you not want to?" You sounded disappointed. You knew very little about sex due to the fact that you were raised in a very religious home and your parents never even spoke of those things. You didn't even know how babies were made until you met Dean and had asked about it.

"Of course I want to, it's just that I want to make sure that this is something that you want."

"Why would I not want this?"

"Well, some women believe that they have to have sex with their boyfriends so that they will be loved and I want you to know that I am perfectly okay with waiting until you are--" He was cut off with the roll of your hips and the press of your lips against his.

"You talk to much," You whispered.

Dean kissed you back before picking you up and moving the two of you to the bedroom you shared. He set you down and you pushed him onto the bed, causing him to be slightly confused.

"What are you doing?" He asked when you slowly started to unbutton the flannel you were wearing.

"Seducing you. Is it working?" You smirk.

"Yes, I dare say it is." Dean laughed before grabbing a hold of you and pinning you below him. He yanked off your flannel and you gasped softly at the sound of buttons flying to the stone floor.

"My favorite," You whined.

"It was mine anyways, I can buy a new one."

His mouth claimed yours as you pushed his shirt off of his body to feel his toned back. His tongue licked your lips as he begged for entrance. He then started to kiss down your bare chest and pulled a breast into his waiting lips. The sudden warmth and pleasure coursed through you quickly, causing you to arch up into him. He moaned around your breast before moving to the other one, a trail of saliva moving in his wake.

Dean finally stopped playing with your chest and moved down your navel. He sucked and bit your flesh before he came in contact with your panties.

"Open up for me, sweetheart." Your legs opened and you were shaking when he pulled your panties down. He could tell you were nervous so he ran his calloused hands up and down your thighs, squeezing so you could feel his touch more.

"What are you about to do?" You asked with big doe eyes, wanting to know what was to happen next but also wanting it to be a surprise.

"Do you trust me?" You nod.

"Close your eyes and just let the feeling wash over your," He then watched as your eyes closed and he moved to where you needed him most.

His tongue then licked a long, wide stripe up your entire pussy. He moaned at the taste of your wetness and he had to place his forearm on your hips so that he could keep you still. He wanted you to lay still and just feel. He sucked on your clit for a little while, nibbling every once and a while but he couldn't stop licking at you. He wanted to taste you in his mouth forever. You were so sweet and tarty at the same time, it drove him mad.

Your moans got louder and closer together so he slipped a finger in to feel your tightness and he nearly choked when your walls gripped just his finger tightly enough to choke him. He pulled his finger out and you whined when he moved away from you.

"Dean," You panted, "Why did you stop? It felt amazing."

"The only way you are cumming tonight is if it's on my dick and honey, you better buckle up because this is going to be a long ride," He chuckled before taking off his pants. He then noticed that you were trying to cover yourself with the sheet.

"Don't hide from me," He said softly, "I will be your cover."

He then draped his body over yours and covered you completely. All you saw was Dean. All you felt was Dean. All around you was just Dean and you loved it. He then looked you in the eyes and told you that he loved you.

"It may hurt for a second but I promise you that it will only be a small amount," He said.

You nodded and felt him line up against you. In one thrust, he filled you completely. His head threw back and the lines in his neck poked against his skin. He looked as though he might have been in pain. You placed a soothing hand on his back and nodded for him to move.

"Does that hurt?" He asked, lowly.

"No, just rather odd."

"Maybe this is more to your liking," He said as he pulled halfway out before pushing himself back in all the way. Your head fell back against the pillow and a soft moan fell from your lips. Dean set a rhythm of deep, hard thrusts that sent you spiraling into pleasure and bliss. His green eyes bore into yours as the two of you were reaching new heights with each other. The need and the want between you was getting to be too much. You needed him more than air. You desired him and he desired you desparately.

"I can tell you are getting closer," He said as his hand went to touch something around the part of where you were connected and you moaned at the feeling. A tightening in your belly started to get tighter and then Dean thrusted one more time and the both of you exploded. It felt amazing as warmth spread throughout your body as you shook against your lover and it felt as though you were floating. Dean rested above you and whispered about how much he loved you and then he got up.

"Please, don't leave me."

"I will only be gone for a minute." He was true to his word and returned shortly after his disappearance. He had a wet rag that he wiped himself off with and then carefully, cleaned the mess between your legs.

"I love you,'' You said.

"I know," He smirked.

"I mean it. I really love you," You said as he threw the rag to the floor and laid up beside you. He wrapped his arms around you and drew circles on your arm.

"I'm glad it was you, I love you." You said before falling asleep in his arms.

"I love you too, sweetheart." He kissed your hair and then closed his eyes to sleep as well.

[lambmotifz]

the theme of purity/uncleanliness which is integral to sam’s character is very much female coding but spn fandom isn’t ready for this conversation

[shirtlesssammy]

Dean and Cas every day not often enough -- 28/?

Supernatural 6x12//Like a Virgin

[vendettasfanfictioning]

This line was gay as fuck but what's even funnier is the way Dean inserts it straight out of left field, completely out of nowhere. It's a point he wanted to acknowledge within this conversation but for the life of him could not have chosen a smoother way to do it.

AND HE SAYS IT BEFORE THIS!!!!

There is a link to gayness and Cas getting laid and honestly it's hilarious to see an invitation this blatant in the earlier seasons of Supernatural. I'm surprised it even got approval because there is literally no other way to interpret this than Dean inviting Cas. This love story really ran itself despite some of its creators not wanting it, huh, and it started a narrative even from the very beginning i.e. not haphazardly plotted out later to justify Cas' confession, because it's always been there.

[its-alittleobsessed]

Gay sex is when you give your best friend a mixtape of your favorite zeppelin songs actually

[sweetonsugden]

Can we just talk about the amount of times Dean tried to get Castiel laid?

Like, what the hell man?

Was Dean trying to live vicariously through these women?

[holylulusworld]

A virgin at a sex store (4) - Caring cuddler

Summary: Your great aunt bequeathed her fortune to you. Her successful store in town. Problem is – it’s a sex store and you are a virgin.

Pairing: AU!Dean Winchester x fem!Reader

Warnings: age gap (the reader is 25; Dean 34), cocky Dean, sick Dean, talk about sex, fluff, falling in love, flirting, teasing

A/N: It’s been a while…huh?

A virgin at a sex store masterlist

Catch up here: A virgin at a sex store (3) - Sweet seducer

Divider by @firefly-graphics​

“Morning, sweetheart,“ Dean waves at you when you enter the office you share. He grins and watches you sit down. “How have you … atchoo!” Dean sneezes and coughs. “Sorry.”

“Dean, are you sick?” You get up from your chair to check on Dean. He tries to pretend he’s not sick, but you won’t have it. You press the back of your hand to his forehead to check his temperature. “You’ve got a fever!”

“Yeah, for you,” he grins and grabs your waist to bring you onto his lap. Dean nuzzles his face in your neck, laughing as you squirm in his lap. “You give me fever…” 

He coughs again.

“Dean, you are sick. You need to take a few days off. Ruby can take care of the shop, and Charlie finished the website. I can call Kevin to come around to help Ruby.”

“I can’t take a day off,” he grumbles. “Let me have more coffee and I’ll be—” Dean sneezes again, wetting your neck.

“DEAN! EEK!” You mutter and slap his thigh. “You made it! Get up and follow me. I’m going to have a shower thanks to your snot on my neck and make you tea.”

Dean scrunches up his nose. “I hate tea. Give me booze and pie and I can work for hours.”

“No alcohol for you,” you hop off his lap and grab his hand to force him to get up. “Get up, Winchester. I’m going to nurse you back to life.”

He flashes you a smile. “Aw, you are going to be my sexy nurse. Tell me, will you wear a nice costume too?” Dean dips his head to look at one of the shelves. “I think we got some left. Over there.”

“No,” you jerk your head toward the door. “But I’ll get you some pie if you are a good boy and follow me home.”

He snickers. “That sounded dirty, sweetheart. I wouldn’t mind following you home, though. Just tell me what you want me to do to…atchoo!”

“You won’t do anything but lie in bed and take your medicine, Dean Winchester,” you point at the door. “Now come with me!”

“Hey, you won’t get up,” you say and push Dean back down. He huffs but allows you to cover him with another blanket. “You’re sick and have a fever. I got medicine for you. The doctor said you must drink a lot.”

“Beer? Booze?” He coughs again. “Your sweetness.”

“Water or tea,” you place the medicine and a cup of tea on the nightstand. “I know being sick sucks, but you need to take better care of yourself.”

Dean puckers his lips. “But you take good care of me. I think I’m in capable hands.” He leans back on your pillow and sighs. “You even got me pie and medicine.”

“You’re…” You sigh. Dean snuggles in your pillow, and you can’t help but smile. “I’ll get you another slice if you take the medicine and drink the tea now.”

“More pie for me.” Dean cocks a brow. “You’re not lying, right? I’ll get more pie if I take the medicine.”

“Why would I lie to you?” You turn to leave your bedroom. “I’ll get you a slice of pie and you will take the medicine. Do not try to trick me, Sir.”

“Sir?” He purrs the word. “I like it when you call me like that. Maybe you can do it more often.” Dean calls after you. “In another setting, though.”

“You’re so good to me,” Dean happily shovels the food you cooked for dinner into his mouth. He smirks as you watch him. “I took the medicine, I swear.” He sneezes and grunts. “Damnit, I hate having a cold.”

“You’ll live,” you snicker. “I will make sure of it.”

“I bet you will,” he winks at you before he shovels more food into his mouth. “You’ll nurse me back to life and I will pay you back with more than my presence.”

“How do you wanna pay me back? Can I drive your car?”

He chokes on the food. “No way! No one drives my Baby! Not even my brother.”

“Aw, but she’s so pretty and I’d like to go for a ride with her.”

“Yeah,” he ogles you shamelessly in your pajama pants. “I’d like to go for a ride too.” Dean sneezes. His fork drops to the ground, and he curses loudly. “Fuck you, stupid cold. I want to flirt with my girl, and you have to ruin it!”

My girl… Your heart flutters at his words. Dean grabs a tissue to blow his nose. He sighs and rubs his nose with the tissue. “I will kill whoever sneezed my way and got me sick.”

“I guess that’s what happens if you have contact with many people every day. We had a lot of customers last week. And not all of them wash their hands before they touch stuff at our store.”

“We should sell sanitizer with our dildos,” he snorts. “Maybe that’s not the worst idea.” Dean wrinkles his forehead. “What do you think? Wait! I have a slogan." He grins at you. "Do you want to make your partner happy? – All you got to do is buy lube and sanitizer to make your sex even better.”

You giggle. “Dean, that’s the worst slogan I ever heard.”

“Sweetheart, it’s an awesome slogan and you know it,” he grumbles under his breath and coughs again. “Wait! I got another one.” He makes a dramatic pause. “Before you touch the coochie, clean your pinky.”

“Coochie…pinky?” You start laughing loudly. Giggling and snorting. “Dean, we can’t do this!”

“Everyone coming to our store wants to play with the coochie or dick,” he points out. “Hygiene is important, Y/N. We should not forget about it.”

“I don’t know what was in the medicine the doctor prescribed, but it made you even funnier,” you say and sit next to Dean on the bed. You grab his hand and interlace your fingers with his. “We can talk about your new business idea when you are healthy again. Until then, I’ll take care of you.”

“Why are you so nice to me?” He asks, eyes dropping to your hand holding his. “You don’t have to take care of me.”

“Dean, you took care of me not weeks ago when I felt like crap. You helped me with my aunt’s business and accept that I can do whatever I want to,” you bring his hand to your lips to kiss it. “And I really like you.”

“I really like you too, Y/N,” he leans closer to whisper in your ear. “The moment I’m healthy again I’ll show you the breath stealer…” 

Tags in reblog.

[genderqueersammy]

No thoughts, just Girl!Sammy with that cursed, horrorgirl pussy that ruins the lives of anyone who has sex with her.

[crossroadsangel67]

🤍 MASTERLIST 🤍

DO NOT INTERACT IF YOU…

- are a minor (entire blog is 18+ and i will block you)

- ship w*ncest or any other form of inc3st

- hate gay people lol i’m gay as fuck

- are racist or sexist or just pretty much if you’re a jackass

- are gonna play around and steal my work, c’mon now

- are an asshole, you aren’t welcome here! <3

IN THE WORKS

- dom!dean fucking the reader over a pool table

- dbf!dean x reader

- reader sucking dean off + fingering him for the 1st time

- dean and the reader in the backseat of the impala

- dean taking the reader’s virginity (m!reader version)

ONE-SHOTS / DRABBLES

he’s desperate in bed, 18+ (dean winchester x reader)

somnophilia, 18+ (dean winchester x reader)

REQUESTS

getting out his anger, 18+ (dean winchester x reader)

taking your virginity, 18+ (dean winchester x f!reader)

AESTHETIC BOARDS

christmas as dean winchester’s lover

dean and castiel winchester, destiel day 2024

[heliotrope155]

Dean realizes a little too late from something Cas offhandledly mentioned that Cas has been hearing his thoughts.

Dean, chucking a pillow at Cas, hard: "What the hell do you mean you've been hearing them?"

Cas, looking at the pillow on the floor: "Since Purgatory you haven't stopped praying of a sort and they're about me--"

Dean:

Dean: "You heard all of them?"

Cas: "Yes."

Dean: "You never said anything."

Cas, smirking a little: "It was... nice."

Dean, blushing slightly: "What the fuck do you mean nice? So you haven't been listening to all of them--"

Cas: "I can just show you."

That's how they find themselves on the phone, with Cas texting Dean every few minutes, a mixture of stupidly pining thoughts--

Dean: "I do not do that--"

Cas: "Hm."

--incredibly unsafe for work content--

Dean, smug: "That sounds like me."

Dean: *blushing furiously* "Jesus, the mouth on you."

--and multiple insults.

Dean lasts half an hour before he's making out with Cas.

[peanutbutterandbananasandwichs]

Extremely relevant that in "In My Time of Dying" the thing that Tessa frightens Dean into almost accepting his death with is the threat of becoming "the same thing you hunt" (becoming an angry spirit).

And particularly I think the reminder that the line between human and "monster" is not rigid - the human spirit can become "monstrous". And that fluidity disrupts the place of the Hunter Dean needs to maintain - that they are the arbiters and executioners of monstrosity. That there is a clear "us" and "them".

[shirtlesssammy]

Dean Winchester every day -- 116/326

Supernatural 6x12//Like a Virgin