Wincest Happened

Wincest is what happens to you when you think you're shipping other things. [gifs requests: OPEN]

[wincesthappened]

Ew

I KNOW RIGHT

[mylittlecornerfandomium]

Omg this is crazy... how can you like dean and sam have sex? This is sick!

omg, but but they are so pretty while they are fucking IN THE ASS, can you believe it??

crazy, I tell you, crazy!!!

look look a few examples! only for SCIENCE of course

and you’re welcome sweetie pie, don’t forget to wash your hands BEFORE and After

[savingchesters]

We lie beneath the stars at night  Our hands gripping each other tight

[sasquatchandleatherjacket]

[insp.]

[kansaskissedlips]

He takes Sam from behind, kissing his neck as he slides in, one hand pressed tightly to his belly. “Good?”

Sam moans softly, face turned into the pillow. “Dean –” He already feels more relaxed, more at ease with all the crap unfolding around them.

“So hot, little brother. Gonna make it so good for you.”

[violetwhenitcounts]

the first time dean suggests, actually suggests, going undercover as a couple, sam has a flashback of years ago and a slap on the ass and a “okay, honey?” and agrees before he’s even really thought about. which turns out to be awful because now he’s stuck staring at the silver band around his finger and trying his best not to hyperventilate. he knows that dean is starting to worry, but he can’t stop.

“dude,” dean says as they pull up to the witness’s house, his voice tight and frustrated. “that wide eyed desperation that practically screams help me! is definitely not going to help. i know it’s not the greatest option, but it’s the best we’ve got right now. they need to believe us.”

“i’m fine,” sam says automatically, rolling his eyes at dean’s automatic snort of disbelief. “trust me, they’ll believe us.”

and, when they’re finally sat across from the witness, sam’s careful to monitor their interactions, keeping it intimate without letting it slide into overwhelming. he makes sure that his body language is open, but blatantly focused on dean. his fingers trail across dean’s thigh seemingly absentmindedly while he talks. he lets a fond, yet exasperated smile curl the corner of his lips every time dean makes a slightly inappropriate joke or reference. when they stood to leave, he helped dean slide into his jacket like he’d done it a million times before.

they’re headed out the door when the wife calls sam back for a second. she lays a hand on his arm and smiles.

“it’s nice to see a couple still so in love,” she says, soft and impressed. “how long have you been together?”

“it feels like it’s been my whole life,” sam says truthfully. he’s there with the wife, but his body is turned to dean’s just like it always is and he’s starting to realize exactly how not ridiculous this ridiculous idea is.

the woman smiles again, brighter this time, seemingly aware of how badly sam wants to get back to dean, to let dean know what he’s figured out. she nods and lets him go, waving goodbye happily.

they get into the car and the first thing dean does is laugh.

“that wasn’t so bad, was it, sammy?” he asks as he buckles himself in.

“no, it wasn’t,” sam answers, just as honest as he was with that woman. “why would it be? we were just being us, really.”

dean looks at him sharply, but his tension fades at the slight grin curving sam’s mouth. a soft look blooms in his eyes and he nods in agreement.

and sam knows that everything just changed, even while it stays the same.

[archived8253]

kiss kiss fall in curse

based on 11x13 and @sexystripedtie‘s idea <3

[nothingidputbeforeyou]

Another scene from My Bloody Valentine with captions for the Wincest-impaired.

Happy Valentine’s Day! 

[nothingidputbeforeyou]

One scene from Don’t You Forget About Me with captions for the Wincest-impaired. 

[sidekick-hero]

“The problem is,” he said as he leaned in, “if I kissed you, I don’t think I’d be able to stop.” (inspo)

[deniigi]

The ever unchangeable octopus Sam.

[whoaeasytiger-deactivated201906]

There are hands holding him. Superhero hands, always bigger than Sam’s, no matter what. Hands that can pluck the stars from the sky and tie them together like a spring daisy chain. Hands that can chase after the sun. Hands that can love better than clever tongues and four letter words ever could. He doesn’t want to, but if has to fall, he’s glad those hands are the ones that will catch him.

So he lets go. He dies with hands holding his cheeks, palping his back. There’s mud, there’s blood, and it’s all mixing together like a last insult to his life, but he doesn’t care. Jake can lead all the demonic armies of the world, can kill until his eyes turn yellow, Sam doesn’t care. He just tries to keep his eyes open.

Don’t stain those hands, they’re meant to hold precious things. They’re not supposed to touch death. Don’t let your last breath bruise those palms.

Fingers card through his hair and he’s home. He’s four he’s six he’s nine and twelve and sixteen and twenty two and the fingers are still there. He has hundreds of memories of just this, that feeling of nails scraping his scalp and his hair being pulled lightly. And now he’s too tired to protest, to pretend he doesn’t love this more than sunrises. This is all there is to life. All there was, his stuttering heartbeat reminds him.

Oh, how easy it is to love when you’re about to die. He looks at the hands one last time, looks at Dean one last time, and remembers that delicate things are doomed to be lonely. He should apologize, maybe, because his skin is growing cold, he’s dirty, and he can’t breathe.

There are hands holding him. Big brother hands, always strong than Sam’s, no matter what. Hands that can bring warmth to his cheeks, that can cajole him back to life. Hands that can make him forget he’s ever been alive. He doesn’t want to, but if he has to die, he’s glad those hands are the ones that will mourn him.

whoaeasytiger vs @buticancarryyou prompt: All Hell Breaks Loose See Karri’s version

[goditsmesam-archive-deactivated]

I am also a vegan wincest shipper. Let's have a vegan wincest summer camp

@dollylux, you seein’ this?

Yes, all the vegan wincest shippers need to get together and form a club or something.

[wincesthappened]

I’M IN

[kansaskissedlips]

I wonder how Sam would react to Dean grabbing his shirt, pulling him in, and just kissing the hell out of him?

Would he kiss back? Would he be too shocked? Would he be scared, disgusted?

[wincesthappened]

Totally kissing back, and kissing back hard. he’s been waiting for Dean to do this for ages and he had it all planned in his head . he might even go really fast and grab Dean’s ass and dump him to the bed eagerly, because... it was all planned in his head and he only needed Dean to hint the first move. 

[saintedsam]

Sometimes when Sam is lying half asleep and open in Dean’s bed, Dean will trace the stubbled cut of Sam’s jaw and contemplate the last year of their life.

Sam lets him touch his soft throat, position his head, trace his pointed nose, tug playfully at the curls of his hair. His trusting eyes stare up at Dean, crinkled in a little half-smile.

His little brother has every right to be afraid of him.

Yet he lies there vulnerable and to Dean it feels like forgiveness.

[sasquatchandleatherjacket]

What are some of your favorite Wincest headcanons? I'm just starting to really ship them and I need a place to start. XP

well hiya nonnie, welcome to wincest shipping! here’s your complimentary box of tissues to wipe away all the angsty tears you’ve got coming. some of my fave headcanons:

weecest:

sam realized he was in love with dean on july 4th 1996.

he maybe kinda tried to kiss him, but dean rejected him.

it contributed to sam’s already established feelings of being somehow unclean, tainted.

he wanted an education, he really did, but mostly he went to stanford to get away from dean.

dean never realized he was in love with sam, he just always knew it

he rejected sam because he always felt so guilty about his feelings, thought somehow he’d corrupted the kid.

when sam left for college dean drove aimlessly or 2 days straight, then stayed drunk for about a week, getting in bar fights and picking up men and women with soft brown hair and hazel eyes.

stanford era:

dean drunk dialed sam. a lot. he never said anything but sam knew it was him, and he’d plead please just say something into the dead air until the call clicked off.

one day jess answered the phone and dean never called again.

when the calls stopped, sam felt like dying, but he also felt like he finally had a chance to get over dean.

getting together:

a few weeks after jess died, sam crawled into bed with dean after a nightmare, hot and begging and saying stuff like you called me you want me too i know you do please i need you. and they ended up kissing and giving each other sloppy, amazing, hand jobs.

the next day dean told him it couldn’t happen again.

the day after that it happened again. and again. and again….

bedroom stuff:

they don’t have an set roles in the bedroom. sometimes dean tops, sometimes sam tops. a lot of time neither one tops, they enjoy non-penetrative stuff just as much.

no matter what they do dean’s almost always got at least 1 hand tangled in sam’s hair.

sam’s kinky as hell, something that surprised his big brother quite a bit. he’s up for trying just about anything, although after their stints in hell, neither one of them can stomach anything that involves restraints, sensory deprivation, or serious pain.

they both really get off on the incest thing and calling each other brother.

they’ve had a few threesomes (*ahem* hunter heather) to spice things up, neither one of them gets jealous at all, not about sex anyway. they’re super competitive when they do.

sam’s usually the little spoon, he still needs dean to make him feel safe and protected sometimes, and dean’s happy to provide that.

dean doesn’t say the words ‘i love you’. like, ever. but sam’s ok with it, he knows how his brother feels.

other stuff:

dean teases sam about his healthy eating habits but secretly googles healthy/vegetarian recipes so he can make delicious food that sam will eat.

sam likes to remind dean how smart he is, because dean has a bot of a complex about being the stupid brother which sam knows isn’t true.

sometimes they binge watch netflix for an entire weekend, just cuddling on the couch. sam’ll always fall asleep first and dean’ll nudge him up gently to get him to bed saying come on sweetheart, time for sleep.

dean fucking loves curling up in sam’s oversized sweats when he’s not feeling well. bonus if they’re a little dirty and smell like sam.

one time in vegas they went to one of those speedy wedding chapels with their fake ids and got fake married. they were both drunk out of their minds and know it doesn’t really count, but still.

i got more but this post is long already! i hope you enjoy your stay on the ss wincest, dear anon!

swesson headcanons

[goditsmesam-archive-deactivated]

Dean gets 15 year old Sammy high for the first time. He doesn’t let Sammy actually smoke, of course, just shotguns it into his mouth every time. And he just can’t be blamed for the way the clothes come off or how he starts grinding his cock between the cheeks of Sam’s perky little butt.

What had been, for Dean, a fun thing to do on occasion becomes the perfect excuse to touch his little brother. Dean can’t help but take advantage. It’s not as if Sam isn’t a more than willing participant. Almost a little slut, the way he rides Dean’s cock.

Dean ends buying a lot more weed than he ever thought he would, when the habit started in high school. Doesn’t care about the expenses because every time he brings a joint or baggy home, Sam crawls into his lap and strips his shirt off. And, honestly, how is Dean supposed to resist that?