Older dbf!dean being oh so needy for you sucking on your tits obsessed with the way they blush and harden. he loves your tattoos and your piercings. his stubble scratches just right has he kisses and worships your body constantly grabbing and kissing and liking he just loves touching you. and the fact that your his best friends daughter makes him feel even more fuzzy in the brain. he knows it's wrong but god your body gets him so fucking horny.
Older dbf!dean calling you kid while you're being split open in his cock. he's so big and soooooo much more experienced than you. he knows how to make you feel good and he fills you up perfectly. "s'okay kid, dads got ya, so good 'f'me hm? gonna take my cock like a good girl? hm?" you can't even answer you're just so cock drunk and drooling.
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thinking about...older!bf!dean finding out you have a choking kink. (nsfw)
you swear it was a complete accident, but it most definitely was not. you were agitating him all day, teasing him. walking coincidentally in front of him, your ass rubbing against his crotch on complete accident. it got to the point where when he confronted you, you denied it. batting your lashes innocently while looking up at him with those puppy eyes you've mastered thanks to sam. he's had enough and pushed you against the bed, hovering on top of you, a hand on your neck. just barely squeezing your windpipe. you squirm and rub your thighs together. he notices and smirk, "someone's getting off on this, huh?" all you could respond with was a small whine. he let's go and lifts your chin up with his index finger to meet his gaze. "hm, such a needy little thing..." . his lips capture yours in a steaming kiss, his hand going back to your neck, gentle pressure on your throat as his lips coax yours open, tongue slipping in. pulling out small whimpers and high pitched moans from you, he swallows every last one.
just relax - older!dean
18+ MDNI
♱ ... dean winchester ... ♱
cw: kinda faux-cest (dean calls reader kiddo, good girl, etc. and reader calls him dad), fingering, squirting, praise, thumb sucking
wc: 724
“That’s it, kiddo,” Dean cooed into your ear, rubbing tight circles on your swollen clit that made you keen. “Cum for dad.”
A broken cry escaped your lips when the orgasm crashed through you, and you slumped in Dean’s protective arms.
“Now that wasn’t so hard, was it?” he asked, his deep, warm voice sending shivers through your body. “You always do such a good job for dad. Cum for me all pretty-like and then melt for me. So cute.”
The scratch of his stubble tickled your neck when he leaned in to whisper in your ear, and his strong thighs bracketed your frame perfectly. You sighed contentedly, pushing your back even farther into his chest. Even though he had stopped pleasuring you, he kept his large hand shoved down the front of your pajama shorts so he could absently rub and cup you. He liked keeping you needy for him.
“You’re so soft, baby. Could touch this tiny little pussy all day.”
You mewled, feeling his fingers regaining some direction.
“Can I do that? Will you be a good little thing for dad and let him play with your pussy some more?”
You tried to bury your face in the crook of Dean’s strong shoulder before you nodded.
“What was that, kiddo? Can you speak up a little for me?”
“Yes,” you mumbled, face heating. You weren’t sure if you actually wanted him to keep touching you or if you wanted whatever he wanted, but at this point saying yes to him was pure muscle memory.
“There’s my good girl.” The pad of his middle finger dipped into your seam, finding the residual wetness there. He let out a groan, and he slowly pushed his finger inside, finding your spot almost immediately.
“Always ready for dad, aren’t you, honey. Swear everytime I touch you, you get wetter for me.”
His finger stayed slow and gentle, but the relentless pressure on your spot had your face scrunching up.
“How’s that feel, kid? Is dad finding your spot okay?”
He knew damn well he was, but you looked up at him and nodded, pulling your lip between your teeth when he slipped in another finger.
With his free hand he thumbed at your lip to release it.
“That lip is way too pretty for you to bite, honey,” he said gently, slipping his thumb in your mouth.
“There, now you have a little something to suck on. All better.”
His other fingers wrapped around your chin, and with the grip he twisted your neck up and to the side so you could look at him better. He had your temple laid comfortably on his chest, and after a few more strokes you were completely blissed out. Mercifully, he started grinding the heel of his palm against your clit, and it caused something deep to stir in your belly.
Dean, knowing exactly what he was doing to you, kissed you on the forehead and gave you a soft smile.
“Is my girl getting close?”
You nodded as well as you could with the grip he had on your jaw, feeling yourself nearing the edge. He kept hitting that deep, gummy spot inside of you, causing your whole core to tense up. You felt the familiar pressure building near your bladder, and you tried to talk around Dean’s thumb to warn him.
“Shhh, don’t worry kiddo,” he cooed, placing another kiss on your sweaty temple. “I know. Just relax and let dad make you feel good.”
Your muscles convulsed, and as you fell over the edge you felt a spurt of liquid release. Your orgasm tore through you, intense and deep, and Dean’s hand never stopped fucking you through it.
“Just like that, honey. You sound so pretty when you make a mess for me. Moaning around my thumb like a good little girl.”
The electricity skating through your body eased, and Dean let his fingers slip out of you. The one that had been in your mouth began to smooth your hair around the kisses he was peppering you with, and he kept the other one in the pajamas you had made a mess of to feel the last of your release leak out of you.
“You did such a perfect job for dad, kiddo. Makes me crazy the way that little pussy speaks to me.”
NOTES: based on this ask! I went a little bit more older!situationship!Dean with it, but I hope you still like it <3 I think this is a little rough but I really tried and it got me out of my rut so win win :)
TW: dark!dean, smut, older man/younger woman, dean gets you pregnant on purpose, babytraping, this is not sunshine and rainbows, lowkey kind of insecure dean also
MASTERLIST
Dean had always known when to wait.
You don’t live as long as he has, don’t survive what he’s survived without learning patience. It’s a virtue, after all. Knowing when to strike, when to hold back. Knowing that the long game always pays out better than brute force in the end.
That’s what you are to him: a long game.
You’re curled up in the passenger seat of the Impala, knees tucked to your chest, chin resting on your sleeve. You’re mindlessly humming along to the Zeppelin song coming through the radio. Dean glances over and feels that familiar ache settle in his chest.
You look so young like this. Soft. Unburdened.
You won’t stay that way for long if he doesn’t protect you.
He tells himself that a lot. When some kind of spook gets too close to you on a hunt. When you catch the eye of some young, flashy hunter in a bar.
You’re not together. Not really.
You hunt with him. Ride along with him. Sleep with him when it gets cold or lonely or the nightmares get too loud. You slip into his bed like it’s second nature and wake up with your head on his chest, fingers curled around him like you never want to let go.
But sometimes you still flirt with other people, even though you promise to the moon and back that you’re “just being nice.” You still smile at other hunters. You still talk about “someday” like it’s not a knife between his ribs.
Dean never stops you.
That’s the thing—you don’t trap something by slamming the door. You leave it open. Let it think it’s free for as long as you can.
The first time he comes inside you, it’s not impulsive.
Dean’s been thinking about it for weeks, long enough that the idea doesn’t feel sharp anymore, just… inevitable. Like something that was always going to happen if he let things kept going the way they are.
And he has let them keep going.
You’re fresh off a hunt in Louisiana. Outside Baton Rouge, in a motel that smells faintly like bleach and old air conditioning. The walls are thin enough that you can hear a couple arguing two rooms down, and the bed gives an exhausted creak when Dean sits on it.
You don’t say much when the door shuts behind you. You rarely do after the rough ones.
Instead, you drift toward him like it’s muscle memory, fingers curling into the hem of his shirt.
“Hey,” he murmurs, softer than usual. “You good?”
You nod, but you don’t quite look convinced with yourself. “Just… wired. And tired. A little bit of everything all at once, y’know?”
“Yeah,” Dean says quietly. “C’mere, sweetheart.”
He doesn’t rush you, doesn’t even joke. He just lets you lean into him, hands warm and steady on your back and hips. You breathe him in like you’re grounding yourself, and he feels that little hitch in your chest when you finally start to relax.
“You did good tonight,” he says, low and sure. “Real good, ‘m real proud of you. Your aim is getting better, you braced for the shot just like I showed you.”
You hum at that, forehead dropping to his shoulder and he can feel the little smile pulling at your lips. “Couldn’t have done it without you.”
That does something to him. It always does.
He walks you backward toward the bed, slow, guiding rather than pushing. Gets your boots off. Your jacket. Talks to you the whole time like he always does—quiet reassurances, small touches, familiarity wrapping around you until you’re pliant without even realizing it.
When he kisses you, it’s unhurried. Deep. Like he’s got nowhere else to be.
You cling to him when he presses you down onto the mattress, legs wrapping around his waist like that’s just how things go after rough hunts. Dean smiles against your mouth, low and indulgent.
“Easy,” he murmurs, smoothing a slow hand over your skin. “I gotcha, sweetheart.”
You trust him. Completely.
Too much, maybe.
That’s the part that still catches in his chest.
He takes his time with you—longer than usual. Keeps you close. Keeps his mouth at your ear, your neck, your shoulder. He murmurs praise and filth in equal measure, his voice a steady undercurrent, guiding you through it. Dean wants to be able to think back on this night with a sweet fondness, this is the beginning of his new everything.
“That’s it,” he says softly. “Just like that. Let me take care of you.”
Your fingers dig into his back. You say his name like you always do—breathless, unguarded. It makes him feel like the center of your universe and god, that’s his favorite feeling in the whole world.
When he finally comes, it’s not sudden. It’s deliberate. Controlled. Like everything else he does with you.
His pace slows, deepens—his hips rolling into you with a slow grind that feels like he’s trying to memorize the shape of you from the inside.
And then he stills. He buries himself as deep in you as he can.
He doesn’t pull out. Doesn’t even pretend to.
Instead, he pressed closer, chest flush against yours like he can’t stand even an inch of air between you. One hand spreads wide between your shoulder blades, anchoring you there. The other comes up to cradle your face, fingers curling around your jaw, thumb stroking your cheek, slow and reverent.
You let out a soft sound—somewhere between a gasp and a sigh. Long. Loose. Wrecked.
Your whole body melts into him, boneless, your arms curling around his shoulders like you never want him to move again.
This—this—is what he was banking on.
You’re too exhausted. Too blissed out. Too full of him in every sense to notice anything beyond how good it feels to be held.
Exactly how he wanted it.
He keeps you wrapped up, murmuring nothing words into your skin. You’re warm and pliant beneath him, your lips brushing against his throat.
He hopes—no, he prays—that this sticks. That this is the one. That tonight, your body listens to his in that secret, perfect way he’s been dreaming about.
And if you say something in the morning? If you notice?
He’ll just kiss your shoulder, hum into your skin, and say something easy. Soft.
“Damn. Condom must’ve broke. Sorry, sweetheart, shit happens. One time doesn’t hurt anything, yeh?” He’ll smile—you always smile back—and joke, “no way we’re that lucky, right?”
Even if every cell in his body is screaming to be exactly that lucky.
Your voice floats up, small and sleepy, “Dean…”
His thumb brushes your cheek again. “Hmm?”
“Don’t move,” you murmur. “Just want you to hold me.”
Dean smiles, slow and quiet and entirely his. “Wouldn’t leave you for anything, sweetheart,” he whispers, pressing a lingering kiss to your temple.
And he means it.
But you don’t notice anything off—don’t notice how still he is after, how deliberate every moment of this night was. You’re too relaxed, too safe. You curl into him like you always do, cheek pressed to his chest.
Dean stares up at the ceiling, listening to your breathing even out, counting his own breaths. His heart is pounding, but not from panic. Not even from guilt.
It’s something darker settling in his gut. Something steady.
Hope.
The kind that tells him this isn’t temporary anymore. That maybe, just maybe, he’s finally found a way to keep you right where you are.
He presses another kiss to the top of your head, gentle enough not to wake you.
After that, he pays closer attention.
Starts noticing patterns. Your cycle. Your moods. The days you get quieter, clingier. The days your body is most receptive, most ready.
He plans it out carefully.
Never coming inside every time. Never enough to raise alarms. Just enough to stack the deck.
He’s gentle with you—he’s always been gentle with you. He brings you food when you forget to eat. He throws his jacket around your shoulders when you shiver. He keeps a hand at your back in crowded bars like an anchor.
And every time someone looks at you too long, Dean tucks the knowledge away.
They don’t know what you are to him.
They don’t know you’re about to be to him.
When you’re late, he notices before you do. At first he worries it’s just wishful thinking, but he’s never been one to put stake in coincidences.
You’ve been exhausted in that bone deep way no nap can fix. And so sensitive, physically and emotionally. Sleeping curled into him like you’re trying to burrow under his skin.
“You been tired, sweetheart?” He says it so casually, pulling you against his side and rubbing his hand up your arm, warming the skin. “Feels like you’ve been sleeping an awful lot.”
Dean turns away before you can see the look on his face. The smile.
When you finally tell him, positive test in hand, you’re shaking. Absolutely petrified.
He pretends he doesn’t know. Pretends this is all new information. Pretends he hasn’t been waiting for this. Pretends his chest isn’t so tight he can barely breathe from the joy of it.
You’re standing in front of him, hands clenched in his flannel like it might disappear if you let go.
“I’m so sorry,” you whisper.
Your voice is thin. Barely there. “Dean… I-I didn’t mean for this to happen, I swear.”
You’re standing frozen in place just a few feet away from him. You’re hugging yourself like it might hold you together. Like if you stay very still, maybe none of it will be true. Maybe you’ll wake up from this dream.
Dean’s breath catches in his throat. He’s been waiting for this. Wanting it. Planning it.
But watching you break down in real time, watching the truth hit you like a truck feels… better than he thought it would.
Because you came straight to him—not anybody else. Not some pretty boy haircut in a bar. Him. Just like he knew you would.
He crosses to you slowly, careful not to startle you—as if you’re a skittish little animal. “Hey,” he says, voice low and warm. “Sweetheart.”
You look up at him with eyes wide and glassy, panic engulfing your whole frame.
And still—you step into his arms the moment he reaches for you.
Of course you do.
He wraps you up without hesitation, holding you against his chest like something precious and fragile. You’re trembling. Sobbing. The kind of crying that comes from deep inside.
“I didn’t plan this,” you gasp. “I’m not ready, I—I can’t—Dean, I can’t do this—”
“It’s okay, baby,” he says softly, kissing the top of your head. “Don’t get upset, you’re alright.”
You start to shake harder. Your head moving side to side in insistent little shakes. “I don’t want this. I had plans—my life, my future—I didn’t—”
Dean just keeps holding you, rocking you gently. His voice never lifts, never strains despite the quiet irritation curling under his ribs at the sight of you breaking like this, sobbing over the very thing he worked so carefully to give you. Like you don’t realize how close you’ve come to being safe. To being his in a way no one can ever take away. He pushes the feeling away. You’re just upset because you don’t know better yet. But that’s okay, that’s why he’s here.
“Shhh, sweetheart. It’s okay,” he soothes. “C’mere, it’s alright.”
He pulls you toward the bed, sitting down and guiding you into his lap like it’s always been yours. Like your body finally knows what he’s known all along—that you’re safest when you’re his.
“There we go,” he murmurs, arms snug around you. “Just let me hold you.”
You’re sobbing harder now, near-hysterical. You try to lift your head, but Dean tucks it gently back under his chin.
“You don’t have to think about any of that stuff right now,” he whispers. “You’re exhausted and scared and your hormones are probably all over the place. That’s too much for you, baby. You’re not thinking clearly.”
“I don’t want this,” you say again, like maybe the repetition will make it all go away.
Dean nods softly. “I know, baby. You don’t have to want it yet.”
You stiffen, but you don’t move.
He lowers his head, kisses your temple. His hand strokes slow across your back, again and again.
“Y’know, some things just happen for a reason,” he murmurs. “Sometimes we don’t know what we need until we have it.”
You’re breathing too fast. This kind of stress isn’t good for you in this fragile state.
Dean presses your face against his chest again. “Just slow down for me, sweetheart. Take some deep breaths. You’re gettin’ all worked up.”
“I don’t want to be a mom,” you whimper. “I’ll mess it up. I’ll ruin it. I don’t know how—”
“You don’t have to know yet,” he says, calm and certain. “That’s not your job right now.”
His hand drifts down, low, pressing flat over your belly.
“You’re already doing the hard part,” he murmurs. “You’re carryin’ our kid. That’s all I want you to focus on.”
You sob at that—but you don’t pull away. You never do.
Dean kisses your forehead.
“I’ll worry about everything else. You just stay here and let me take care of you.”
“I’m not strong enough—”
“You’re much stronger than you think, always have been,” he interrupts, smiling faintly. “But you don’t have to be strong. Not right now.”
You’ve quieted a little. Just a little. The sobs have faded into soft, ragged breaths. You’re still in his lap, still tucked against his chest like something small and breakable.
Dean rocks you gently, slow and steady, like he’s lulling you to sleep.
“Y’know what I keep thinkin’ about?” he says, voice warm, near your ear.
You don’t respond, but you don’t pull away either.
“I keep thinkin’ maybe this is how it was always supposed to go. You and me. Puttin’ down roots.”
Your breath stutters. Dean tightens his arms just a little. He kisses your hair. Smooths a hand down your back.
“We can be a family sweetheart. A real one, none of the bullshit we had to deal with growing up.”
You swallow hard, your eyes squeezing shut as he speaks.
He shifts the hand on your back lower. Settles it over your belly like it belongs there.
“Little feet runnin’ through the kitchen. Somethin’ warm on the stove. You hummin’ to yourself like you always do when you think no one’s listenin’.” He jostles you a little, the way he always does to get you to smile when you pout, “because you do hum like that, y’know. It’s my favorite sound in the world.” He watches, waits for a smile—even a small one—with one of his own.
But you start to tremble again—not from fear, but something close to grief. Something scarily close to surrender.
Dean hushes you instantly, rubbing your back.
“Don’t cry,” he whispers. “You’re okay, baby. I’ve got you. You don’t have to be scared.”
You’re clinging to him like a life line. He feels it—feels the way your body folds smaller.
He kisses your forehead.
“This could be a good thing,” he says softly. “This could be a great thing, sweetheart. You just don’t see it quite yet.”
His thumb strokes slow circles into your spine.
“But I do. I see it plain as day. You’re mine. And now we’ve got a future.”
You don’t speak, but you don’t fight either so he takes it as a win.
Dean smiles faintly into your hair. “That’s my girl,” he murmurs. “You don’t have to think too hard right now. Just let yourself rest. I’ll handle everything.”
And he means it.
You nod faintly. Maybe just to stop the spinning.
Dean’s smile deepens against your skin.
“We’re gonna be just fine, sweetheart,” he says, and he sounds so sure that you almost believe him.
You rest your head against his shoulder like you’re floating. Like you’ve given up fighting the current.
Dean’s hand slides back down to your belly. “You’re mine,” he murmurs. “And I promise, sweetheart, I’m gonna take such good care of you. Both of you.”
That night, after you fall asleep with tear-damp lashes and your body curled toward his like instinct, Dean stays awake.
He watches you breathe.
Feels the weight of it all settle into him.
You look so small.
And all he can think is: finally.
He doesn’t have to lose you like he lost everyone else. Doesn’t have to wonder where you’ll go when—not if—you outgrow him. Doesn’t have to watch you flirt with some cocky kid in a bar and wonder when you’ll trade up. He never has to worry about you getting hurt or dying or being in harm's way.
And if the price of that safety is your freedom?
Well.
Dean’s always believed good things come with a cost. And it’s not like he lied to you. Not really. He just… steered things in the right direction.
Set the trap.
And you walked into it with a smile on your face.
And the best part?
He knows you’ll love him for it. Eventually.
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dean just can't stop crashing your hunts for some reason. what an ass. it's not like he's doing it so he can see you, right? warnings: smut, older!dean x hunter!reader (20's x 40's), dean's an asshole and a bit of a misogynist, reader's a hypocrite, spit and oral fixations, dryhumping (kinda?), unprotected sex (don't do that!), use of petnames (honey, sweetheart, etc) , reader has female anatomy, mentions of oral sex (m!recieving). wc: 2k
You're petulant. A brat. Hot-headed and overconfident in the same way Dean used to be when he was younger, before he went to Hell, Purgatory, and almost died enough times to give any normal person severe brain damage. Hell, maybe he did, considering his newfound opinions of you; opinions he said he'd never have about anyone more than five years younger than him out of moralities sake... but morality was slowly becoming less and less of a resolve, and, after all, the world generally had a habit of trying to end too soon.
It was no secret who he and Sammy were. The Winchester name was practically a famous curse now, where it was originally just some fickle surname in the eyes of most humans who knew it - in hunter terms, though, the Winchesters were old news... at least, you thought they were. Hunters living after thirty-five was a miracle in itself, but those two were practically ran-through in terms of fighting. There is such a thing as old news, you know!
You hated how Dean stole your hunts. How he thought that, somehow, you weren't cut out for what you did. Maybe it was that disgustingly paternal side to him, or the side that lost Jo that makes him like that. Maybe it's the fact that you remind him of Krissy if he'd have seen her grow up real nice.
2016's March was boring. There was a hunting dry spell, so to speak, and you'd just about begun to wonder if maybe there was such a thing as giving up the handle, until some shoddy vampire hunt made itself obvious roughly three hours from you. Only problem was that Dean was itching to get his mitts filthy with vamp blood. He even took the liberty of getting himself a motel room at the same place you did. What a stand up guy!
Baby passes your own car on the highway, first - you think you hallucinate it out of exhaustion. You see him in a diner window, second - you realise you're not hallucinating. In the PD as a shoddy FBI agent, third, and in the motel lobby, fourth.
Room six, you knock, or rather pound on the door aggressively like some street thug demanding money he's owed. The click of a gun's safety is heard from behind said door - very thin, you note, kickable with a man's force - and you know he's looking through the peephole, then even muttering to himself a litany of curses as he swings open the door. You tromp into the room.
"Didn't know you were so happy to see me." he says, too cheery. You hate how cheery he is, and as a result look at him in a deadpan manner. "Oh, c'mon, sweetheart. Don't be a bitch."
There's a wicked, smug smirk on his face, one that makes him look like one of those good-for-nothing perverse old men, but you know better. You could scream at him. In fact, you almost do, your brows going down, down, till your expression resembles a frown. What you want to say is a tacenda.
"You can't leave well enough alone, can you?" You bite, standing on the worn motel carpet, your hip cocking to the side. "What're you even doing here?"
"No need to be so," he gestures to you with a wave of his hand, tilting his head downward as he looks you over. "Grouchy. You think you can handle a group of bloodsuckers after bein' in hiding after months? You're outta practice."
You scowl. "Out of practice? Who are you to judge, old man?"
"Sweetheart, your stance is about as open as a whore's legs. C'mon, throw a few punches. I promise you that you'll lose."
He's baiting you. He is, and you know it, because that's what he does. That's what he did in Nevada, when you worked a case together, and he got you so mad that he ended up shutting you up against the door of the Impala in an empty lot, your hair in a mess, drool dripping down your chin, his cockhead hitting the back of your throat. Clearly you hadn't learned from the shame of that.
He's baiting you, and yet it's incredibly difficult to ignore him. It's not your first time raising your hand at a man, and definitely not your first time trying to raise your hand at him. Dean lets you get one in, this time, and your fist collides with his jaw half-heartedly. On the next he catches your wrist, that same sleazy grin on his face.
"Dean," you mutter, jerking your wrist back. "Get off me, you ass, let go."
He doesn't, instead narrowing his eyes. "You gonna tell a vamp to 'get off'?" he coos mockingly, grabbing your face harshly with his free hand, your cheeks squished uncomfortably.
Silence fills the tired motel room. It's seen countless scenes like this, more or less. You wince, staring up at him uncomfortably, and then you spit at him. It's an unladylike gesture - downright gross. The stuff lands on his cheek, dripping down. Dean lets go of your face, his fingers wiping the spit off his cheek. He looks at them, hums, and brings them to his mouth. Sucks slowly.
"Thanks. How sweet," he murmurs. "Didn't know you were so generous, honey."
Dean's hand cups your cheek, now, a little gentler. There's no point in grabbing you now; you're practically frozen in front of him, mouth dropping open in a clueless, surprised little 'o'. This is not what you intended at all. No, not really, but you knew. The minute you stormed into his motel room, you knew.
He acts like he's thinking for a second, scrutinising you. "Y'needed the attitude fucked outta you, again?"
"No," you deny, shifting from foot to foot, not pulling away even a bit. "What, you think I'd come to you for that?" you say, biting at the inside of your cheek.
"I think you come to me for alott'a things," he answers, then, sweeter, ushers you closer. "Nothing's wrong with admitting you want somethin'."
You swallow, wet your lips, sway side to side like an anxious thing, suddenly feeling much more tense. A nod. "I'll admit it if you give it to me."
Dean smiles imperceptibly, his expression full of self-satisfaction, and squeezes your face again. Kisses you in the same way he did in Nevada, with his fingers easing your mouth open, pressing on the hinge of your jaw, tongue against your gums. His saliva tastes like cheap whiskey. The thing is, you let him kiss you. For all of your complaining, you let him, and you know you will again when he crashes your next case.
"That's a girl," he murmurs, letting go of your wrist so he can slide his hand up your shirt. Impatient. Up, up, until he's pawing at your chest like some dog, groping, thumb rubbing over your nipples, making you press yourself against him eagerly. "There we go, you're real quiet now."
"Needed this," you admit against his mouth, trying to undo his belt, your actions sloppy and out of practice. It really has been a while, you think, and when he tilts your head back to bite at your neck, you squirm like some kind of virgin.
"I can tell." Dean chuckles, pulling your shirt over your head, groaning quietly as he pulls back to look at you.
The whole thing is a mess of clothes; you scrambling to get his jeans off, him doing the same to yours, practically tripping as you kick your boots off. You moved at some point, half-lying on the bed, propped up by your elbows, Dean on top of you. Somehow you can't tell if his mouth stayed on you the whole time - it must've, it is now. His tongue circles your nipple, leaving saliva trails that cool in the fan-chilled air, his knee pressing into your clothed cunt.
You mewl and whine, dragging him closer.
"Fuck, girl, calm yourself," Dean mutters, pressing his thumb against your lower lip, prodding until you open your mouth properly, grazing it with your teeth and sucking on his thumb with a content hum. Your hips rut against his knee, and he grabs your hip, guiding your movements. "See? No need to be so fussy."
He pulls your underwear down, watching, chuckling to himself as the gusset sticks to your damp pussy and pulling his thumb from your mouth with a pop and rubbing your clit, spreading your saliva over it. You rub yourself against him, panting already like some bitch in heat.
"Want it now," you protest needily, looking at him with pleading eyes, lips swollen and shiny with spit. "Please, please, Dean. You can have the hunt, you can have the one after that, just give it to me."
"What'd your daddy think, knowing that you're askin' for me like this?" he murmurs, but he's already dragging his boxers down, teasing your soaked folds with the tip, pressing inside your hole and then pulling back out. "I don't think he'd like it much."
"Don't care," you mutter, looking down between the two of you, eyes on his dick, swollen and already leaking pre. You swallow down the awkward lump in your throat that always seems to form around him.
Dean gives a little shake of his head, huffing an amused breath out, making one of those lovely noises - half groan, half pant - as he pushes in.
"Here, c'mon," he coos, pulling you towards him, slowly bottoming out, cock nudging against all of the ridges you can never get yourself. The stretch is warm, comforting, and you moan quietly. "C'mon, honey, take it, thaaats it."
He practically uses you as a fleshlight - practically, because, well, you're half-limp in his arms, leaning up and trying to kiss him on the mouth, missing and getting his chin instead, which seems like an odd, domestic gesture. Dean uses your hips as a way to drag you back onto him, your clit grinding against the coarse patch of hair at the base of his cock as you spread your legs wider, whorishly, as if him fucking you until you're cockdrunk isn't enough.
You tighten around him, and he actually moans, leaning down to bite at your shoulder, suck at the skin below your collarbones, leaving faint red marks. "Fuckin' easy, huh? All you need is some dick and a few kisses n'you're ready to cum?"
"Please," you whine stupidly, pushing up against him, your clit pulsing, smearing slick against him. "Please, lemme."
"'Course, sweetheart." he hums, fucking into you with hard, deep thrusts, your tits bouncing. You look obscene, your eyes glazed over, your mouth ajar.
You manage to get out his name in a short, strangled-sounding gasp, before you shudder, your legs locking around his as your orgasm rolls through you. Dean makes a sound you think is a whimper as you drag him closer, but you're too lost to focus on it. You're well-fucked, now, so he uses your cunt to chase his orgasm, his movements harsher.
"Where d'you want it?" he pants out, hurried, desperate.
"Inside," you slur, weak, hazy, drunk off of his voice, the fullness and your orgasm.
"Fuckin' crazy." Dean shakes his head, muttering out a sharp 'uh-uh', before pulling out and working himself so he can finish on your stomach. Cum splatters against your navel and ribs in warm, thick ropes, and you arch your chest up to him as if to offer him more. More?
He flops down on the bed next to you, dragging your limp, spent body against his, uncaring of the fact that the cum on your torso is smearing against his own.
"You're crazy." he mumbles against your hair, slightly breathless... "-and I'm not letting you do this hunt alone. Ain't trying to get you killed after this."
OLDER!DEAN WINCHESTER X YOUNGER!READER (read here)
WARNINGS: mentions of/implied smut (MDNI). age gap.
NOTES: He is back! My psych final is tomorrow and i am going insane, so this is shorter than usual. You have all been so sweet and supportive, and I just wanted to give you a little something as a thank you while I study. I love you all, thanks for the kind words. As always, English is not my first language. Enjoy<3
˚୨୧⋆。 After months of resisting you and denying his feelings, he is the sweetest man ever when you two get together. He adores you, and he makes sure to show you. He spoils you rotten, lets you get away with almost anything, and he always needs to have a hand on you.
˚୨୧⋆。 He is protective!!! Like, very protective. He always keeps an eye on you during hunts, and makes sure to kill any evil motherfucker before they can even think of putting their hands on you. And when you do get hurt, you think it pains him more than it does you. He patches you up with gentle touches he didn’t think his blood-stained hands were capable of. He looks at you with sad, deep eyes as he kisses over the wound, and then he doesn’t even let you get up from bed, even if the injury is as tiny as a paper cut.
˚୨୧⋆。 After every case, he loves, or more like needs to cradle you against his chest and hold you close. He wraps his huge arms around you and presses you to his side, or on top of him, and he just buries his face on your hair and breathes in. He tells you it is to calm you down after hunts, to make you feel safe. But you think it is more about him. Like he needs to remind himself that you’re okay. That you’re there next to him, and that you’re not going anywhere.
˚୨୧⋆。 You love to annoy him, it is your favorite hobby. Play with his hair while he and Sam research in the library, brushing it right in front of his eyes while he tries to read. You love to sit in a barstool in the garage while he works on Baby and talk his ear off when he has no way to escape (not that he would). You force him to watch rom-coms and chick-flicks that he pretends to hate, but you catch him smiling to himself a few times. You poke him, and bite him, and jump on him all the time, and he wouldn’t change it for anything in the world.
˚୨୧⋆。 You have a habit of sinking your teeth into his biceps any chance you get. There are always teeth marks on his flesh that he wears with pride. (There are always hickies on your thighs and collarbones to match, of course.)
˚୨୧⋆。 He claims not to be the jealous type. “I'm too old for things like that, sweetheart.” But you knew he was. He didn’t mind when people stared at you when you walked into a bar or around a small town, always that his arm was around your shoulders or your hand was on his. He is proud that such a pretty girl chose him. But the moment some frat boy tries to approach you at a bar when you are alone, he feels his blood boil. He watches from far away for a few seconds, trying to keep his cool, but he loses it when the guy decides to brush your hair behind your ear. He quickly walks across the bar until he is right behind you, pulling you against his chest and glaring at the dude over the top of your head. The boy is gone in less than a second.
˚୨୧⋆。 You try to show your love for him in every way you can. Dean was confident and strong, but it sometimes felt like he doubted your feelings for him, like his brain was trying to convince him that you deserved better and that you would get tired of being with some old guy eventually. So, you shower him in love. You learn how to bake pies just for him, making him a new one every week. You wash his hair in the shower, massaging his scalp to help him relax. You get him naked in bed and go on a journey of kissing every scar you can find. You press your lips over the small ones, run your tongue over the long and raised ones. And of course you make sure to tell him how much you love him. You murmur soft i love you’s against his lips. You remind him every day of how beautiful he is, how good he is. You whisper in his ear about how hot he is, how he makes you lose your mind and how no one could ever compare to him.
˚୨୧⋆。 Dean liked being rough with you in bed. He loved manhandling you, leaving purple fingertips marks on your hips, pulling your hair. He was careful at first, too scared to hurt you. But you wanted him to, you begged him to make it hurt.
˚୨୧⋆。 Because you loved it when it hurt a little. When he sank his teeth into the flesh of your thighs, when your knees ended up bruised from kneeling on the floor for too long, when you could still feel him days after. You love the marks that he leaves, a living reminder of his touch on your body. It made you feel complete, it made you feel his.
˚୨୧⋆。 Dean tried to go slow with you at first, thinking that you might be too inexperienced for everything he wanted to do to you. But he didn’t know that you were just as much or even freakier than him.
˚୨୧⋆。 Your favorite thing to do was, when Dean and you were alone in the Impala for a long drive, to rest your head in his lap. You lay across the front seat casually, looking up at him with innocent eyes when he sends you a warning look. You start by “accidentally” rubbing your cheek against his crotch, loving the way the scratchy fabric of his jeans felt against your skin. You would tease him until he was hard and his breath was ragged, and then you would take him in your mouth. You order him to keep driving as you suck him off slowly. You drag it out, edge him until he is desperate and gripping the steering wheel so hard his knuckles are white. And when he finally comes, you swallow it all like a good girl, moaning in satisfaction, enjoying the way his cum coats your tongue. It makes him groan every time, nostrils flared with the need to fuck you. Sometimes you keep going, keep suckling on him until he is whining in oversensitivity and has to pull you away by your hair.
˚୨୧⋆。 In return, Dean gives you pleasure every time he can. He can eat your pussy for hours on end, in the kitchen counter, or the Impala, or in a lonely classroom when you have to infiltrate a school for a case. He will fuck you on his bed, or the floor, or against the wall. He just loves to make his girl feel good, see you shaking with pleasure, begging him to stop and to keep going at the same time. He loves when you tell him that he’s the best you have ever had, and the best you will have. He loves when you scream his name and your thighs close around his head because of the overwhelming sensations. He loves to make you cry with pleasure.
˚୨୧⋆。 But after, he is the sweetest guy ever. He takes aftercare very seriously, murmuring reassuring words against your skin and softly kissing every bruise and bite mark. He reminds you of how much he loves you, of how much you matter to him.
“I don’t know what I would do without you, baby. You keep me sane.”
“You’re such a good girl, my beautiful princess.”
“I will take care of you forever. Nothing will ever hurt you while I'm here.”
“I love you.”
NOTES: wish me luck on my final! I will be back after I'm finally free.
If you wanna be tagged in future works, let me know!!
𝐆𝐑𝐀𝐕𝐔𝐑𝐄⠀ 𑣿 ⠀ in which , dean sees his first grey hair 𓈒
⌗ ⠀ older ! dean winchester ⠀ ✗ ⠀𝒇 ! reader , O.445k . ⠀ 𓊈 ⠀fluff ༝ slight angst ? ༝ age gap ( reader is a few years younger , no age precised except mid-thirties ) ༝ established relationship ༝ able - bodied ༝ black ! fem ! reader ༝ reader has curls ༝ s14-15 ! dean ⠀𓊉 ✴︎ 𝒎𝓲𝗻𝗼𝗿𝘀 𝗱𝗼 𝗻𝗼𝘁 𝗶𝗻𝘁𝗲𝗿𝗮𝗰𝘁
⠀ 𝐫𝐞𝐛𝐥𝐨𝐠𝐬 𝐚𝐩𝐩𝐫𝐞𝐜𝐢𝐚𝐭𝐞𝐝 !
⠀𓊈 ♰ 𓊉 ⠀݁⠀⠀⠀˖⠀⠀ 𓃭 ⠀゛⠀𝐃𝐄𝐀𝐍 𝐊𝐍𝐎𝐖𝐒 𝐇𝐄 𝐖𝐀𝐒 𝐆𝐑𝐎𝐖𝐈𝐍𝐆 𝐎𝐋𝐃 𝐀𝐍𝐃 𝐇𝐄 𝐄𝐕𝐄𝐍 𝐄𝐌𝐁𝐑𝐀𝐂𝐄𝐃 𝐈𝐓 . He knows you like that too, his older features added maturity. Something Dean never suspected until Sam and you pointed it out a few weeks ago when he declined going to the bar, saying he was way too tired and wanted to go home to finally catch some hours of sleep he wasted during your last hunt.
However, he hadn't expected to see silver hairs scattered here and there among his beard. It was way too soon for him to be called and seen as an old man. It was something he used to call John, Bobby. Anyone, really, older than him. It was affectionate in his own way. But now he has to be designated as a middle aged man ? Hell no.
What would you think ? The thought wasn’t meant to bloom but it did anyway and that got the older Winchester to sweat a little, lean forward the mirror and take a better look at the grey hair in his three days beard under the champagne light drowning the bathroom. You were younger than him, only a few years. You looked great in your thirties, letting your hair grow longer, finally taking care of your damaged curls - you never had time to properly treat them.
He was being self conscious about it, he knew that. Dean always made sure to look good, treat himself whenever he could. Even when it was some junk food bought on the road, sided with milkshakes or beer.
“ Dean ? ” Hearing your voice , he straightened and casually reached for the sink, opening the running water to splash some on his face. “ I thought you were tired.”
You padded into the room still wearing your clothes from today, a pair of jeans and a lavender baby-tee. The golden pendant you’re wearing glittered faintly under the light.
“ Yeah.” He turned off the water, emerald eyes lancing at you through the glass. You walk up behind him and circle your arms around him. You craved him just enough for you to tighten your embrace and nuzzle your cheek onto his back.
“ You good ?”
“ Always am.” He feels you leave his back for a few seconds then your chin dips in his shoulder blade.
“ We both know that’s not always the truth.” And you are right. Dean ? It was easy for him to act foolish when it came to his well-being. He would brush it away with a shrug, go back to whatever he was doing. It was like words left your lips only to disappear into thin air, as if they never existed. Here, he was quiet. Too quiet, too still. Something occupied his mind. You don’t want to press him yet you are desperate for him to talk to you.
He never wants you to shut down, to feel bad, to get hurt. When it’s his turn ? Oh, everyone acts as if he’s gonna die because the truth is that he actually risks his life. Lord knows he was lucky enough to be saved from rotting six feet under many times.
“ You remember about that time I told you I got old ? ”
A smile forms on your lips. One you can’t refrain. You remembered that story very well. It was a long time ago and you weren't in the picture yet. It was about a year after he died and came back from hell , you were told by Sam and Dean — as well — on a random night while the three of you stayed in the unique motel room you could afford.
“ Oh yeah. Why are you asking me if I remember it ? Got something you never told Sam ? Me ? ” You question.
“ No it’s—something else sweetheart. ” You don’t move or say anything for a few seconds. The silence stretches between you two until he finally talks again. “ I’m getting old. ”
“ Like…me , ” your chin leaves his shoulder blade. Your hands slid from his soft tummy to hold his arms between your limbs. “ Like everyone. ”
He says your name in a way that feels painful for him. “ No. I’m really getting old. ” Despite knowing you can’t see his face , he lowers his head. Your brows met atop your lids.
You decide to step from behind him and place yourself at his side. He turns his head in your direction, meets your eyes then quickly snaps them away. That’s when you finally see it too. A small silver hair surfacing right there on his cheek. “ Now what , those scare you ? ”
“ Yeah—fuck. If it wasn’t just that. ”
You tilt your head on the side. He stays quiet and that’s enough for you to acknowledge his silence.
“ You checked down there , too ? ”
“ No. Not yet. I don’t want to, though. ” He exhaled. “ I’m just thinking, I’m getting old and you might not—”
You interrupted him , knowing what was about to exit his pretty lips. “ I might not, what , hate it ? You know it ain’t gonna happen. Dean , I genuinely fucking love you. I wouldn’t mind anything about your looks. Even if you get a dad bod. ”
He frowns. The fuck is a dad bod ?
“ If so , I think that adds…a little extra. ”
“ What extra ? ” He looks at you while you decrease the distance between you , your hand hovered over his shoulder until it set on his bicep. The same you liked to be wrapped in and belonged to the man you loved whom you find ridiculously cute getting worked up over his first grey hair.
“ I dunno…the DILF kind of extra. ”
He huffs , amused by your attempt at flirtation. “ I’m not even a dad , sweetheart. ”
“ Not yet. ” Your chirped , standing on your toes to leave a kiss on his cheek. He smirks and turns fully to catch your hips and bring you against him.
“ That sounds like a threat. Should I be scared ? ”
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