Task master II, or: Don't let me in with no intention to keep me (Dean Winchester x female reader)

You and Dean finally get some time on your own during a case and you revive an old game. But this time he gets to tell you what to do.

Task master series masterlist

CWs: Dean calls the shots (or thinks he does). Semi public stuff. More orgasms than you can count (that's a dare). Some feels at the end. 10k words

You and Dean haven’t had a moment to yourselves and you’re about ready to climb the walls.

thinking about dean who is just so worried about corrupting you…

at first, it was just the innocent touch here, and there — the way his fingers would brush against yours, or when he would gently grab your hand to pull you away from someone almost bumping into you. not to mention the way he would place his hand on your lower back, trying to keep you close to himself when you were walking through a crowded places.

you were his sweet little darling that he had to protect at all cost.

so the moment it started getting not so innocent… he didn’t know what to do with himself.

he knew it was wrong.

he was supposed to protect you, give you care and support you so desperately needed. he was supposed to be your anchor and a shoulder to cry on when some asshole breaks your heart. but somehow, he got lost on the way. although, it would be fair to say that you both did.

because sooner than later, he had you bend over the desk in his room, things scattered all over the wooden table your cheek was pressed against. but it wasn’t brutal — his touch was gentle, his fingers gently stroking through your hair as his other fingers were taking good care of your aching pussy that has been yearning for him ever since.

soft whimpers and mewls escaped your throat, your eyes squeezed shut and your lips quivering as his thick digits were exploring your soft and slick skin, gently prodding your entrance.

“shh, it’s alright, baby. you’re doing so well. i’m so proud of you,” he cooed gently, a soft smile on his rugged face, despite the aching hardness in his jeans that awaited the moment it could slide in your tight channel. god, how he just wanted to absolutely ruin you.

again, another whimper slipped through your parted lips, a sound he wished he had engraved in his mind so he could listen to it over, and over again.

“d-dean—” you stammered, not even sure of the words you wanted to say. but somehow he knew. he already knew, and so he leaned forward, placing a small kiss on your temple as he finally slipped his finger inside.

“i know, honey. but it’s okay. you’re a big girl. you’re handling it so well.”

oh, he was definitely going to hell for it. but he would do it over and over again, only if it meant that you’d be his sweet little girl forever.

BLACK SUPERNATURAL (2005)

you knew what you were getting into. you said you could sit still. said you could be a good bunny and behave, even with sam’s cock buried balls-deep inside you—warm, pulsing, thick. stretching you just enough to ache without even moving. just enough to make your muscles flutter and your brain melt slow like sugar over heat.

but fuck, this lore book is boring. your pussy’s twitching, drooling, clenching around him without meaning to, your legs pressed tight together on either side of his thighs as you sit in his lap at the war room table, naked except for a pair of fluffy slippers and those stupid little bunny ears still clipped in your hair from earlier.

his hands are on your hips, firm. not moving. not rubbing. not helping.

“go on,” he murmurs, voice deep, rich, damn near amused. “read the part about the black-eyed ones again.”

you swallow, eyes blurry, the words on the page swimming because your cunt won’t stop trying to milk him, your nipples tight, your face flushed. his cock is buried so deep you can feel him throb when he talks. and he knows what he’s doing.

you clear your throat and try again.

“the—the demons of the tenth ring,” you stammer, voice high and shaky, “can only be banished with blood from—fuck—” you shift, just a little, grinding down by accident. his cock hits that perfect spot inside and your body jerks, mouth falling open with a choked moan.

sam sighs.

his hands tighten, lifting you off him just an inch—your pussy makes a slick wet sound when his cock slips out halfway—and you whine, already scrambling to press back down, to take him again, to feel full.

“what did i say?” he says, calm as ever.

“i didn’t mean to, sammy,” you breathe, desperate.

“mh mm…doesn’t matter.” he slides you back down—slow, maddening—and you sob as he sinks back into you, stretch and pressure and fuck, you’re already clenching again, dizzy with it. he reaches over, flips the page back.

“start over.”

your hands shake as you hold the book open. your thighs twitch, pussy soaked, hole fluttering like it’s begging to be used—but sam stays perfectly still beneath you, rock-solid, hot and unmoving.

you’re gonna die like this. best way to die: stuffed full, ruined, cockdrunk, and stuck reading about ancient demons while your guts keep spasming around a thick, hard cock that won’t give you what you need.

you want to grind. want to bounce, sob, cum, and cry and make a mess all over him. but every time you move, he starts the page over. you sniffle. you lick your lips. you try again.

“demons of the tenth ring…”

tags: @soldiersgirl @iloveeveryoneyoureamazing @legalmente-loca @bluemerakis @whisperingdaze @cherrygirlfriend @figthoughts @sunsbaby @ambiguous-avery @bocadelinfierno @sunnyteume @bejeweledinterludes @k-slla @lunaleah @pieandflannel @zepskies @liiiilsss

HELP

dare i say an open invitation.

suburban dad!jensen who watches football every saturday with you sat on his lap & practices his golf swings in your backyard while you bake inside and gives you a cute little wave when you catch his eyes through the open window & talks you up to all of his friends around the bonfire while the embers die down & parades you around the grocery stores every week when you’re shopping like he literally cannot STAND not getting to show you off & holds your hips while you ride him so he can feel every bit of movement you make while make those pretty little whimpers & lazily fucks you in the shower because it’s easier on his old and worn muscles and feels so damn good & puts his baseball caps on you when he’s inside you because it’s so hot to see his pretty pretty baby in his things while he shows you exactly who the only person allowed to do this to you is &

there's something in the roman air...

he’s so babygirl

open for a surprise! and by surprise i mean what i know mr. sub!dean winchester sounds like (everyone say thank you jensen!)

( mdni ! )

life is good

i need him. RIGHT NOW.

x p!link ۶ৎ ⋆ ˖ ࣪ [ cw: use of “daddy” in blurb ]

older!bf!dean who seats you on his lap after a long day. maybe you spent the day researching. maybe you just got back from a case. who knows?

the point is you’re finally together. and alone.

dean strips you down and grabs you by the hips, dragging you to sit on his lap. his semi-hard cock pokes into you, his length eager from eying down your bare body.

he brings his fingers to his mouth, moistening them, before letting them meet the wet folds between your legs. “shit, so wet for me already, baby. how long’ve you been needing daddy?” he purrs into your ear from behind, his hot breath brushing against your skin as his fingers tease your clit.

you whine, feeling your cheeks blush, and you mumble out a response, “too long.”

dean chuckles at that, and you feel his chest vibrating against your back. “that’s my girl.”

it doesn’t take long for dean to work you up into a whiny mess, your broken voice begging for him to give you more, your cunt weeping desperately onto his pruned fingers.

he pulls out your pretty pink vibrator and flicks it on, the sounds making your cunt drool and heart thud in anticipation.

dean brings it to your sensitive nerves, letting the vibrations kiss against you in the most heavenly way. you can’t help the gasps and mewls from flying out of your mouth as your hips start moving on their own, dancing with the friction against your swollen cunt.

“there we go. that’s it,” dean coos. “being a good girl for daddy. taking it so well, sweetheart.”

he presses it against you more, holding it right at that sweet spot that makes your head spin. a wave of hot pleasure finally crashes over you; your hips jerk around, and a chorus of pretty moans escapes your parted lips.

“atta girl. aaatta girl. just like that,” dean hums, pressing a kiss to your shoulder. “being so good f’me.”

Lower back tattoo - Dean W

Dean Winchester x female!reader

You and Dean have always been best friends. Hunting partners. Beer buddies. The one person he can count on. But one glance—one goddamn glance—and suddenly everything changes.

Word count ; 2,345

Minors please do not interact!!!

i'd gladly let him nut inside me. we will not be wrapping it up.

dean winchester gets pussy drunk btw

all prev tags (thanks fig!) plus he’s looking up at you with those green eyes, calloused hands gripping on the meat of your thighs while devouring you between your legs, staring up at you like you hung the stars yourself. and the poor man’s trying to focus on you looking down at him with your face all scrunched up, gasping out praise, egging him on while your hand his in his hair— but he can’t. his eyes flutter shut as his ministrations continue, his lips covered in the slick of you but his mouth doesn’t leave you once. because you taste so good, and you’re grinding right into his mouth, and you’re so wet and warm— so his.

at some point you have to tug him by his hair. forcing him to lift his face away because he ain't stopping when you cum - he's barely aware of it - he's too lost in your taste. there are no signs of tension lines that are almost always on his forehead. his chin is literally dripping your essence and his eyes can't really be counted open with how hooded they are. his fingers want to but they can't grasp your thighs or bedsheets because his hands are so shaky. his brain is just static of you you you, it makes him whine and paw at your thighs because he wants to do more. he wants to be good.