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calthinez · 1 year ago

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Pie kinda guy

Pairing: Dean Winchester x reader

Summary: Dean loves all pies. He loves apple pie on festive holidays like thanksgiving, and cherry pie in the summer. But Deans all time favorite pie... is cream pie ;)

A/N: Have you guys watched 'The boys'? I think it's so weird watching Jensen play Soldier boy after watching him play Dean for so long. Also, I have no idea if somebody came up with this idea before me. If there has been a post like this before, let me know. I hope you guys enjoy this <3 This could also be summarized as "a collection of times Dean has nutted in you" but I think my wordplay is much more fun.

Warnings: smut (obvi) creampie, fingering, quickeys, unprotected sex,

The first of many times is when you and Dean are at the bunker alone. Neither of you felt like going out into town to shop for groceries, so you both volunteered Sam to go out.

After seeing Sam out, you and Dean ventured into the 'dean cave' to watch some stupid hospital drama show about sexy doctors. "What's your deal, huh? What did Dr. Sexy ever do to you?" Dean asked you, accusatively. You rolled your eyes at his childish behavior, the both of you walking to the two-seater lazy boy couches. This show was Deans ride-or-die, and Chuck forbid anybody had anything negative to say about it.

You sat down in the seat next to him with your blanket and curled your legs into your body while Dean pulled the lever to recline his seat back. "Nothing, I shouldn't have said anything." You knew Dean would die defending the honor of this show, and you really didn't want to go back and forth with him. "Mhm yeah." He's being smug now. Smug because he knows you'll stay and watch his doctor show, even though you think its stupid.

Not even ten minutes into the show you're bored out of your mind. If you were to make a list of 100 things you could do with Dean to occupy your time, this show would be at the bottom of the list. After a while of daydreaming of all your could-be activities, you come up with a devious plan.

"I'm cold." You whine to Dean, scootching and snuggling up close to him. He coos at you as he slings his arm around your back, his hand resting just above your ass. "Well, I'll warm you right up, sweetheart."

He was completely oblivious to your plans.

A few minutes later and you start resting your hand on his upper-thigh, dangerously close to his crotch. He doesn't say anything about it though, thinking maybe that's just where you hand coincidentally landed. Towards the halfway mark of the episode, you move your hand from his thigh to directly on his groin. He looks at you with a devious glint in his eyes. "Watcha doing there, Y/N." You smirk and don't respond, instead, you gently squeeze his cock through his jeans.

Dean is now completely ignoring the show playing on the TV. He's got you on his lap. your legs straddling his thighs. Both of your pants long discarded. He's kissing you so fast and forcefully you think your lips might bruise.

You slide your hand up and down his bare chest a few times before you finally reach down to his ignored cock. You wrap your hand around the head of his cock. Softly dragging your thumb to collect the precum you start to pump his shaft.

Dean has always been vocal when it comes to having sex with you. Anytime you fuck or you suck his sock he's always moaning like a whore. Hell, even when he eats you out its like its just as enjoyable for him as it is for you.

This time is no exception, he's moaning into your mouth through kisses. "I want- I want to be inside of you." He says in-between kisses.

You smile against his lips and nod your head. Dean pushes your panties to the side as you hoist yourself up with the help of his shoulders. After positioning his cock into the enterance of your pussy you sink down, letting out a high-pitched mewl into his open mouth.

"Thats it.. that's it, pretty" Dean encourages you as you're getting adjusted to the stretch of his large cock. You take him balls deep, the burn from the stretch is familiar and welcomed.

One of Deans hands rests on your hip, the other makes its way to your clit to rub fast tight circles. You moan into his mouth as the heat creeps its way into your belly. "You're drenching my cock, sweetheart." He mumbles into your ear, his gruff voice sending shivers down your spine.

You can feel your orgasm quickly approaching. "You close, Y/N? I'm close." Dean moans. You known neither of you are going to last much longer. You lay your head onto his shoulder, no longer holding in your moans. "I'm gonna cum- can I cum in you, sweetheart, please?" He begs as he erratically kisses your jaw and neck.

You nod your head and squeak out a few 'yes's. Deans movements quicken as he hums sweet praises into your ear. The tight coil in your belly abruptly snaps, you cum hard around Deans cock. He isn't long after you. He releases into you, the both of you now panting from your orgasm.

The next time is at one of the dingy motels during a hunt. It was definitely more risky than before. You Sam and Dean all decided to share one motel room. The three of you drawing straws to see who would have to sleep on the crusty couch.

In the middle of the night, while Sam is fast asleep, Dean comes to your bed. "Bathroom quicky?" He asks you in a hushed tone. Dean smirks when you nod your head and follow him to the bathroom.

He shuts the door and you hop up on the sink. Dean stands in-between your legs. "We cant be loud, Dean," you tell him. "What? I'm never loud." He lies to you. You shake your head and lightly laugh at him, "Mhm, yeah." You say to him just before he kisses you.

You've been hunting with the boys for maybe two and a half years, sleeping with Dean for a year. Never once have you guys had sex in the same "room" as Sam, you always thought it was too risky. Dean was definitely getting more needy for you. He even lets you sit up front in Baby with him.

You dont have the chance to think too much more about the nature of your relationship with him because soon enough Deans hands roughly grab at your boobs over your shirt. The kiss is messy, also. Tongues meeting together in a slobbery mess. The hand not occupied by groping you is wrapped around your waist, pulling you into his body. You can feel his hard-on through his pajama pants, staining against the fabric.

Dean abruptly stops kissing you for only a moment to pull both your pants and panties from your body, letting them fall to the floor. "You're so wet already." Dean praises to you as he feels you with his middle finger. "Do I make you like this?" He teases, his middle finger slowly circling over your clit. You eagerly nod your head.

"Just fuck me already, Dean." You're sick of his teasing and want to feel him already. He smirks and drops his pants. He sets one of his hands on your thigh and the other grips the base of his cock to pump it a few times. He lines himself up with the entrance of your pussy and teasingly slowly bottoms out. Dean grabs your jaw and brings your face to his to kiss you again.

Its an awkward position to be fucking in but you don't really care, with his cock inside of you and his thumb circling your clit you don't focus on the face that your ass is going slightly numb from sitting on the resin top. Trying to be as quiet and as quick as possible Dean starts pounding into you.

The only sound coming from the small bathroom was both of your held-in moans and exasperated breathing along with the wet sloppy sounds of skin meeting skin. You were sure that is Sam woke up he would her you, you hoped he was still passed out on the bed. Because that would be very awkward for all three of you.

Soon enough you feel the familiar tightness in your belly. You're sure Dean feels it too, with his stuttering hips and his jumpy breathing. "You wanna cum with me?" He asks in your ear. You nod and pull him back into a kiss. He rubs circles on your clit faster, bringing you closer to cumming.

It all suddenly snaps, the coil in your belly shatters and your legs shake around Deans waist. Dean cums not even a second after you, the squeeze from your orgasm brought him to his. He cums inside of you and he stays inside for a few moments. Collecting himself.

He kisses you on the mouth as he pulls out of you and pulls his pants back up. "I think I'm gonna shower." You say softly, breaking the silence. Dean smirks. "Without me?"

* Yet another time is in the back seat of Baby. You were honestly shocked when he brought it up to you. You never thought he'd ask you to get back seat freaky in Baby, that's his- well- baby.

He was on top of you, your legs were wrapped around his waist as he pumped into you in a slow speed. His mouth is on your tits, his tongue flicking over your nipples. The sensation was fueling the fire in your belly. The car windows actually started to fog from the released breaths of you too.

This time was much more drawn out. You guessed he was making up for the quicky that took place just a few days prior. He moves his head to your other breast to lick that one and massage the one he just had his mouth using his free hand.

Your moans are much louder than before, there isn't anything around where Dean parked the car. He kisses his way up to your lips from your chest, paying special attention to your collarbone to suck a light hickey onto your skin. Your nails scrape against the skin of his back.

Once he gets to your lips he speeds his pace up. Both of your mouths melting together. You whine into his mouth.

"There you go, sweetheart." he says as you grind your hips up to meet him mid thrust.

His hand reaches down in-between your bodies to rub circles on your clit. You feel the fire in your belly once again. Dean kisses you like he's a dying man, licking and nipping at your bottom lip.

The both of your bodies are slowly moving in sync. Your hand traces up his bicep to hold onto him. You squeeze his right bicep and he flexes his muscle against your hand. His scruffy cheeks tickle your face. All of these sensations are like a drug to you, you cannot get enough of Dean Winchester.

You cum first this time. It takes Dean a little while longer, desperate to make you finish first. He moans into your mouth when he finishes. Singing you quiet praises. He pulls out of you and he takes a moment to look as his cum seeps out of your pussy.

Dean pinches your cheek after he helps you clean up the mess between your legs. "You ready to head back?"

#dean winchester #Dean Winchester x Reader #dean x reader #dean x you #dean winchester x you #dean winchester smut #ambutakum #holy moly #supernatural #supernatural x reader

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