Dean Winchester x f!reader
summary: you and dean get arrested while working a case together and are forced to spend the night in the same cell.
content: unestablished relationship, smut, 18+ MDNI, fingering, oral sex (male receiving), unprotected sex, creampie, semi-public space (possibility of getting caught)
wc: around 2.2k i think, i don’t have my laptop
notes: for those coming from my tiktok!
You don’t know how many hours it’s been.
The lights above you haven’t stopped buzzing and the hard bench beneath you is doing absolutely nothing for your back. And the only thing keeping you awake now is the sound of Dean’s footsteps pacing around the small space.
You sigh, shifting for what must be the hundredth time. “This sucks.”
Dean lets out a quiet laugh, stopping right in front of the metal bars. “Now you realise?”
You glance at him, rolling your eyes behind his back. You rest your head against the cold wall. “You got us arrested, Dean.”
At that, he turns around, pointing a mocking finger at you. “No, pretty sure you were there.”
You scoff. “I was trying to save your ass! You’re the one who started flirting with the deputy!”
Dean pauses, a smirk tugging at the corner of his mouth. "Hey, and it almost worked. You gotta give it to me, sweetheart. I’m charming.”
"She called you a creep, Dean. And called backup.”
“Worth it,” he mutters as he flops down besides you on the bench, stretching his legs out in front of him. “Don’t act all innocent. You’re the one that made her follow us.”
The hunt had been supposed to be simple. Find the vampire, kill the vampire, get the hell out.
Instead, you ended up with an injured deputy, half a motel room destroyed, and the two of you thrown into the county jail while Sam was somewhere across town trying to figure out how to get you out. Hopefully.
Apparently, neither of you were going anywhere for the moment.
You let your head fall back against the wall with a groan, closing your eyes. “I can’t believe we’re spending the night in here.”
You look at him incredulously. “How?”
Dean shrugs, glancing around the tiny cell. “Could be alone.”
You stare at him for a second. He gives you that familiar little smirk.
His gaze lingers on you for a brief moment before his expression changes. His eyes move over your face, searching for something.
“You okay?" he asks, his voice dropping an octave. He reaches out, his thumb brushing a smudge of soot from your cheek. His touch is surprisingly gentle, a stark contrast to the jagged energy he'd carried since the arrest. "That thing nearly took your head off before the cops rolled in."
His touch sends goosebumps through your body. "I'm fine, Dean. Barely a scratch."
“You took a risk," he said, his jaw tightening.
You sigh, already feeling his scold coming. “Here we go.”
"A stupid one. You jumped in front of me.” he continued, ignoring you. “Also the whole deputy thing. Why the hell would you do that?"
“Because you were distracted," you counter. “And because you were stupid thinking that flirting would work.”
Dean scoffs, shaking his head slowly. “I was definitely not distracted. I told you had it handled.”
You roll your eyes, laughing despite yourself. “Yeah. Totally.”
Dean groans, leaning his head back against the concrete. After a moment, his head turns towards you, giving you that stupid smirk again. “Gotta admit, sweetheart. You’re not the worst cellmate I’ve ever had.”
You grin to yourself, your eyes meeting his. “Yeah? And you’ve had how many cellmates?”
“Well…” he pauses. “…not that many. Still, you might be my favourite one,” he admits, shifting on the bench for more comfort and exhaling loudly. “But never do that again. I’m serious. You could’ve injured yourself, sweetheart.”
At his words, your head snaps up. There’s a moment of silence between you two before you swallow hard and talk again. “Dean, look at me."
He turns, his green eyes meeting yours, and for once there’s no teasing smile, no sarcastic remark waiting on the tip of his tongue. Just pure concern.
You can’t help yourself. You reach out, cupping his jaw gently. “I'm right here," you whisper. "I'm not going anywhere. And I’m fine.”
His eyes soften as he locks them with yours once again. They flick down to your lips before quickly returning to your eyes. “Yeah. I guess you are.”
He pulls away suddenly, as if he’s caught himself being too vulnerable. He clears his throat and turns his head away from you, pretending to look ahead. “God, this is boring.”
You let out a quiet laugh, a bitter sound. “You tell me.”
Dean leans back, stretching his arms out.
For a while, neither of you says anything.
Then, you feel his gaze on you. You turn your head, and there he was, staring at you. Not casually, either.
His eyes slowly wander over your face. When he realises you’ve caught him, he gives you an awkward little grin.
Dean raises one eyebrow. His voice comes out smaller than it should’ve. “Maybe I like what I’m lookin’ at.”
Your heart skips a beat. He looks away first.
You don’t know what comes over you. Maybe it’s the exhaustion and adrenaline finally wearing off. Maybe it’s the fact that you’ve spent the last few hours trapped in a tiny space with a man you’ve been trying very hard not to think about.
But the way he looked at you… Like he was scared and hungry. Maybe you’re imagining it. You kind of wish you weren’t, though.
Whatever it is, you shift closer to him, your thigh brushing against his. It’s awkward. But you just need to know. If it’s real. If it’s just you.
Dean’s head turns to you. He doesn’t pull away. He freezes. His jaw works, like he’s contemplating something. Neither of you moves away anyways.
You swallow hard, biting down your bottom lip nervously. “Dean… I—“
Your words die in your throat as his lips crash onto yours.
It wasn't a gentle kiss. It was a collision. He groans, his tongue pushing past your lips to claim your mouth with a hunger that had been simmering for months probably.
You kiss him back with equal fervor, your tongue dancing with his, exchanging saliva in a messy, urgent rhythm. Dean's hand found the back of your neck, his fingers digging into your hair, pulling your head back to expose your throat. He trailed kisses down your jawline, his breath hot against your skin.
“Dean—“ you whimper as his teeth nibble at your neck. His hand comes to cover your mouth, muffling your soft cries.
“Shh, sweetheart. We don’t want anyone hearing now, do we?”
You nod slowly. He shifts, pushing you back against the bench. He fumbles with the belt of your jeans, his fingers hurried. He lets out a curse when the button snagged, but he persists, eventually shoving the denim and underwear down your thighs. You help him, kicking your shoes off and arching your back as his hand found your center.
You gasp as his fingers encounter the soaking wetness of your pussy. His fingers tease you, thumb circling your sensitive clit. He slides two fingers inside you, the sound of a wet, squelching thud echoing in the quiet cell. You cry out into his hand, your head snapping back against the wall, small sounds of pleasure escaping your lips.
“God, you're so wet f’me, baby," Dean groans, his voice raw.
You whimper underneath him, rocking your hips forward. You try speaking through muffled sounds as he pushed his thumb inside your mouth. “Dean, please.”
He works his fingers inside you, curling them to find your clit. You grind your hips upward, desperately as he pushes a third finger in, stretching you good.
“Yeah, you like that, baby? Feel good?”
All you could do was nod, feeling all numb and aching. You feel your pleasure building as he thrusts his fingers in and out of your hole. When his thumb left your mouth to rub your clit, you lost it, soaking his fingers with your juice.
You pant, your release exhausting you. He pulls his fingers out, sucking on them. “Fuck, sweetheart, you taste so good.”
Dean groans, his own need becoming unbearable. He couldn’t take it anymore, his hands finding the metal of his buckle. His cock pulls out of his jeans, thick and pulsing. The head is already glistening with a bead of precum. God, he is so big. It makes you drool. You take a quick look around, making sure no one’s there.
You reach down, managing to wrap your fingers around the shaft. He was scorching hot, the skin tight and veined.
With all your power left after the heavenly orgasm, you get on your knees, your hand not once leaving his cock.
Your eyes look up at him as you open your mouth and stick the tip of his cock into your mouth. You wrap your lips around his tip and you go down, taking him in your mouth inch by inch.
“Shit,” he whispers, his head falling back. “That’s it.”
He grabs your hair, guiding your head up and down his cock, making you gag on it a few times. He is way too big for your mouth. Your fingers wrap around the base, where your mouth couldn’t get. Tears well up in your eyes.
He forcefully pulls you away, your mouth making a pop sound, a string of saliva joining at the corner of your mouth and his cock.
“I need you,” he mutters, helping you up and pushing you down on the rigid bench. “I need to be inside you, baby.”
He positions himself, the head of his cock brushing against your opening. He pushes forward in one slow, deliberate motion. You gasp, your muscles stretching to accommodate his girth.
Dean lets out a long, shuddering breath. He stays still for a moment, letting you both adjust to the fullness. Then, he finally begins to move.
He pulls back until he is almost out, then slams back in with a forceful thrust that shakes your entire frame, his fingers into your mouth again.
“Fuck, you feel so tight," Dean groans, his mouth finding yours into a deep kiss.
He picks up the pace, his thrusts becoming faster and more erratic. You wrap your legs around his waist, pulling him deeper, wanting to feel every inch of him.
You could feel the heat building again, a coil of tension tightening in your gut. Dean's movements are more desperate, his chest heaving, sweat dripping from his brow and landing on your skin. He shifts his angle, hitting your G-spot better. You begin to shake, your walls clenching around him.
“Dean... I’m— I'm close. So close," you whimper against his lips.
“Do it, sweetheart," he commands, his voice strained. "Come for me."
Your legs are trembling around him, a violent wave of orgasms crashing over you. Your pussy contracts in rhythmic spasms, milking his cock with an intensity that nearly breaks him. You scream into his shoulder, trying to muffle your cries, your nails digging into his back.
Dean thrusts inside you a few more times before he buries himself as deep as possible inside you, his cock pulsing as he shots his load deep inside your cunt.
You could feel the warmth of his cum filling you, a hot, thick flood that spills over as he finally collapses against you. He stays there for a long time, his breath ragged, the only sound in the cell being the hum of the light and the synchronized thumping of two hearts.
Eventually, Dean is forced to pull out with a wet sound, making you feel so empty.
He looks down at the mess on your thighs, a mixture of sweat and semen, and a small grin touched his lips.
He leans in, kissing you softly this time, a slow exchange of saliva that felt like a promise.
“Wasn’t lying. Best cellmate I've ever had,” he whispers, his face buried into your neck.
“Don't let it go to your head," you chuckle softly through ragged breaths.
You spend the next two hours in a comfortable, exhausted silence, leaning against each other. Dean keeps his arm draped around your shoulders, pulling you tight against his side.
Neither of you says much.
The moment of peace is shattered by the sound of heavy footsteps echoing down the hallway. Both of you jump. Dean stands up, his face instantly shifting back into the mask of the cocky, unfazed hunter.
His shoulders relax almost instantly when a familiar tall man enters. “About damn time," Dean yells toward the bars.
Sam appears around the corner, looking exhausted. He is wearing a suit that looked slightly too small for him, carrying a ring of keys and a small bag of food. “Sorry. It took me forever to convince the sheriff that—“
He stops dead, looking at the two of you. His eyes travel from your flushed faces to the slightly disheveled state of your clothing.
Sam sighs, a look of profound disappointment crossing his face as he closes his eyes. “Please, for the love of God, tell me you didn't."
“Didn't what?" Dean asks, his voice dripping with fake innocence.
Sam exhales loudly, staring at him with a not too surprised expression. “…nevermind.”
He looks down at the keys, finds the right one and unlocks the cell. Then, he holds up the small bag. “Food?”
note: Ugh, I need to get better at smut. It’s too basic. Please excuse any grammar mistakes. I finished it at 3 AM. Literally. Also, english’s not my first language, so ignore any weird wording.