ROADHEAD ━━╋━
mdni .ᐟ drunk!reader, head while driving, oral (m), gagging, spit kink, teasing / mocking...
dean winchester was driving you to and from your little halloween party and god were you a sight for sore eyes in the tiniest excuse of an angel costume. not even a minute down the road and already pawing at his jeans and tugging at his belt.
you're the tiniest bit tipsy with your hair all ruffled and roused, of course you'd lost your make shift halo in the chaos of loud music and drinks. dean can't help but let his lips quirk up in a mean smirk, and of course he had to mock your current state, with one hand on the wheel cruising through endless dark back roads of quiet suburbia, watching you finally unzip his pants down the bulge of his already hard cock.
"baby, what the fuck happened at that party— you end up in the mosh pit ?", he quips low and musing, his smirk only growing when you reply with a little pouty scoff, blinking up at him all pretty as you leaned across the car, your head practically in his lap with little hands rubbing over his clothed length.
"what—? it was a question," he lets out a deep huff of a laugh, almost cooing.
"lost your cute halo 'n everythin' angel."
then he sees you hesitate, you give a little frown about yo sit up and dean was not having it.
"okay, okay— i'm sorry baby I was being mean."
god the way you pout all sad, lips jutted out with your little frown and that tipsy, half there look behind your eyes had heat pooling low in the pit of his stomach. don't even get him started on how your tits spilled out so pretty from the top of the little dress that had the tiniest sway of your hips showing of the round plush of your ass.
dean could feel his cock twitch beneath his jeans, as you give a lazy drunk smile, so pretty, always wanting to please.
you tug out his cock, the thick length flush in your hands and you're practically drooling as you lean down again, giving him a good view of down your top. half his focus is on the empty road, one hand gripping hard on the wheel as he let out a deep shaky sigh as you eye up the pretty twitchy cock, faint veins leading up to his flushed pink tip already dribbling with pale precum.
"you sure about this babe ?"
like he would ever refuse head.
you lick your lips before sinking down, slurping messily at the thick tip, you don't even hesitate before taking the tip of him into your mouth. the initial taste of faint, saltiness lays heavy on your tongue. he draws a sharp breath, his hand grips tight on the wheel and the other snakes up into your hair, not pushing or pulling just present, fingers curling through the strands.
you close your lips around him, drooling over him with your tongue, all sloppy and slow, just how he likes it, working slowly at first, getting used to his size. after a long second, you take more of him in your mouth, feeling the thick of his length at the back of your throat, prodding as you sink your head lower, squeezing your eyes shut as they prick with tears at the effort.
you hear him hiss out, adjusting his hips beneath you and let out a half nervous laugh.
"fuckin' killing me baby—"
you reply with a muffled slurp. you were sloppier tonight, probably because of the drinks you had earlier, whatever it was dean liked it.
ignoring the slight burn, you push past the initial resistance, taking more of his thick inches, enough that your nose pressed against the rough of the denim of his jeans. the sensation is intense, borderline uncomfortable making you gag slightly on reflex before you swallow hard and push through it.
you want all of him. you slide down his full length, the smooth head bumping against the back of your throat. your eyes gloss over prettily from the pressure, but you hold him there, letting the sheer size of him fill your mouth heavy and twitchy, his cock demanding attention.
a low groan escapes deans throat, muffled but undeniable. his fingers tighten, gripping into your hair, pushing down just slightly, enough to anchor himself.
"jesus," he weakly groans, his head tipping back against the rest of the seat, eyes half lidded as he keeps half his focus on the road and not how you're choking on his cock like you re trying to swallow him whole.
you begin to move, slow and deliberate sliding up and down his shaft as you drooled and dribbled down his length. it doesn't last long, not when he tastes so good, not when he feels so heavy in you're mouth, not when you're distracting him just right.
you pull up, enough to glance up at him and dean knows whats coming, that cheeky glint in your eye that tells him everything he needs to know. that's all it takes for him to swerve to a halt on the side of the road.
"you're fucking psycho—", he laughs deep squeezing the back of your neck, then carries on half serious.
"could've got us in trouble baby— what if i—"
"but you didn't —", is all you reply before licking over your lips and sinking back down.
he hisses pressing youre head down and you feel your eyes roll back and heat pool between your legs, making you squeeze your thighs together. your head bobs up and down now, pace borderling frantic. it's a deep, wet pressure, the friction slick and intimate and disgustingly messy.
dean focused on puling over his chevy impala. you focused on the sensation, the taste, the desperate want, how your nails dug into the fabric covering his thighs and how tense they were. the faint sound of the radio and the night were utterly and completely irrelevant compared to the sound of deans ragged breathing and the wet noises and moans your mouth made around his cock.
another slurp and a squeeze and a lazy kiss to his stomach had him tensed and on edge, so, so, so close you could feel it.
dean groans out your name, fisting at the soft of your hair as his hips lift of the seat just slightly as if to urge you on or hold himself back from fucking your throat. all of a sudden he cums hard and deep, you feel him hot down your throat and you swallow without thinking, without even gagging. you pull your head back, tongue dragging the under side of his now limp cock before slurping slightly at its head.
he watches you in awe, like youre an actual angel, panting as he pulls himself back together.
© rottndeer 2026. please do not repost, copy, translate or use any of my work for ai. i post only on tumblr.
