winfreak

[winfreak]

i can’t get behind unrequited wincest where sam has those feelings but dean doesn’t because i do not believe that if sam tried to kiss dean or said he wanted to have sex with dean that there wouldn’t be a cartoony whirlwind and zip sound effect where dean is now suddenly on the bed fully naked

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sam getting hit with one of those "bully pretends to confess" scenarios, but sam who is so young and desperate for some kind of affection is completely blown away, someone likes him? He even lets the guy almost kiss him, but before they can, the asshole pulls back and laughs in his face, calling him all sorts of horrible names

sam can't help but cry, because he was young and he felt so stupid, he's almost out of school when a hand catches him on the shoulder and its Dean

he looks pissed as hell and demands to know whats wrong, but sam is too afraid to tell him because dean doesn't know that he likes guys and doesnt want dean to think that he's stupid for falling for such an obvious prank

but dean pries it from him eventually and in a split second sam is chasing after dean who is already on top of the asshole, beating the ever loving shit out of him

and sam's stomach is churning and he's hyperventilating, his heart is racing and his palms are sweating---not because he's horrified at how far dean was willing to go over something so insignificant, but because he just realized that he likes it

sam likes when dean is violent, he likes watching dean fuck people up for him, it satisfies the little part of him that yearns for someone to love him so thoroughly that they would kill for him

[winfreak]

omega soulless sam being a whore during his heats, letting random alphas gang bang him and claim him, knowing it drives alpha dean crazy with rage and jealousy.

[winfreak]

weecest headcanons i have that no one asked for:

-thruout their adolescence, dean mainly drives a pickup. it’s what they associate with a lot of their firsts, and it was in some ways something that belonged to them and them only

-summers mostly spent at bobby’s or pastor jim’s. this is a sweet spot for me; probably until sam was in his later teens did john let them do this. john probably also wanted dean with him on most hunts, but dean worked something out to stick around with sam

-sam cuddles up to dean in his sleep for yearsss. when they get to that age that johns making someone sleep on the couch, sam sleeps horribly. he begs dean for days to just please lay with him for a little bit, just until he falls asleep. dean gives in.

-sam has to read out loud a lot and dean doesn’t mind it, maybe even likes it a little. this is also a dean who never imagines sam might leave them for college.

-dean talks sam into going to his first ever homecoming dance. goes thrifting with him for a slightly too-large suit, scrounges up some cash for the ticket. acts way too nonchalant about it, saying “hey sammy, pick up a hot chick for me, will ya?” thinks a little too much about how he wants to do something with his hands like grab sam by the waist, and nurses a flask the rest of the night

-dean’s always trying to goad moody, distant teen sammy into getting up to risky behavior with him. egging some douche’s house, TP’ing a car, etc. etc. sam, of course, rarely agrees. whenever he does, dean gets so excited, loves seeing his kid brother let loose for a night. it always makes him want to do something about the way he’s felt for years.

[winfreak]

as much as I love the thought of an angsty start to teen Sam and Dean’s relationship, I’m obsessed with the possibility of them coming together naturally, like it’s instinct, like it’s inevitable (because it is). no big crisis, no big revelations, just cuddles that one day turn into makeout sessions, intimacy that’s always been there now blending into sex, mutual understanding without many words. gentle, guiltless, like second nature to those boys.

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OH MY GAWD HOW HAVE I NEVER THOUGHT ABOUT THEM SHOTGUNNING FML I NEED TO WRITE THIS NEOW

thinking about sam and dean sharing a beer bottle between them, thinking about sam and dean shotgunning, thinking about sam and dean sharing the fork while eating, thinking about sam and dean using the same toothbrush, thinking about sam and dean sharing chewing gum, thinking about sam and dean spitting into each other's mouths .... do y'all see the vision ....

[winfreak]

It really hits at me, the way that Sam and Dean talk about each other's deaths, or near deaths.

"Come back to me"

"I thought I lost you."

They very rarely say things like "I thought you were dead". Dean says " I couldn't live with you dead" and Sam says that Dean dies during the mystery spot episode, but that's not how they usually speak about it. Usually, they talk about it like the other has been stolen from them. I, me. The tone is possessive.

Idk. I don't know how to express it. But "I thought I lost you/Come back to me" something about that really affects me. "I thought I lost you. Come back to me." They belong to each other, they restake their claim on each other as a way to soothe and comfort and reassure.

[winfreak]

am i the only one who thinks that sam looks more fertile and breedable when he is bigger (seasons 4-6?)

[winfreak]

dean chuckled as his thumb traced the stretched pink line of sam’s lips around his cock, the boy’s eyes half-lidded and dazed as the head of dean’s cock nudges against his gag reflex. sam gags, the clutch of his throat spasming around him and dean curses as his hand slides up to sam’s hair, petting the soft chestnut locks with a smile.

“careful, baby. im gonna laugh if you throw up” dean warns him, the bitchface he gets in return deluded by the fact sam softens over having dean’s cock shoved just slightly further into his mouth.

sam can barely take more than half his length still, and he’s just gotten over gagging and retching the second dean so much as nudged more than two or three inches inside. it still didnt ever stop sam from letting one of dean’s heavy hands gently guide the boy’s head to his lap, hazel eyes glancing up before shyly flicking back down to focus on the task of undoing dean’s jeans.

[winfreak]

hmmmm what do we think about dean spitting into sam's mouth as a mark of ownership

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literally the best thing ever im so obsessed

Sam's birthday comics

sorry too late🎂

[winfreak]

dean being possessive and protective of his property omega is my kink.

[winfreak]

summer ‘99 𐂂 camp banner elk, north carolina

god loves you, but not enough to save you

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moodboard for a wip i hope to finish:

sam and dean investigate a secluded summer camp deep in the appalachian mountains where kids have been going missing, on the record, for a decade. cut off from society, this is isolation to a degree they’ve never known. boundaries of what’s right and wrong, lines that should never be crossed blur more and more as sam and dean become irreparably entangled in the case.

(wincest, pre-series, rating tbd)

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sam seeing all the HELL IS REAL and WHAT WOULD JESUS SAY billboards driving through the US growing up and his first time getting drunk at stanford, with none of those kinds of billboards around, he calls one of those numbers, slurring his words, asking if he can be saved

[winfreak]

good morning. dean sits up in bed and jerks off while pretending that sam is lying between his legs/against his chest and that his own dick is sam’s. sam isn’t little anymore but it’s practically like when he would lay this way when they were kids. when sam was exhausted he’d flop against dean and fall asleep as dean pet his hair. and now dean’s taking care of sam just like back then, with sam’s head on his shoulder dean can feel the tickle of sam’s hair and the smell of his girly shampoo. sam turns his face/lips into dean’s neck like he used to and with the same amount of drool. dean’s other hand is crushing his nose with one of sam’s dirty shirts and he’s biting on it to muffle his dirty talk and their synced moaning. sam likes it all exactly the same as dean and dean comes at the same time sam does. then dean puts sam’s shirt in the drier without washing it so the saliva (and tears) dry and when sam wears it next dean comes in his pants

[winfreak]

sam and dean. if you care

[winfreak]

Sam stands in a small gas station bathroom, her dirty white sundress hugging her curves in all the wrong places. The dress is too short for her long legs, exposing more of her skin than she's comfortable with. She catches a glimpse of herself in the mirror and sees the reflection of Dean hovering behind her.

He reaches out and brushes her hair aside, his fingers lingering on her bare shoulder. She winces, her discomfort growing as she feels his breath on her neck. It's warm outside, even warmer in the stuffy bathroom, her skin slick and sticky.

Sam tries to move away from Dean, but he wraps his arms around her waist, pulling her close to him. His touch is rough, possessive even, as he whispers in her ear.

“You know you look good in this dress, don’t you?” he says, his voice low and gravelly.

Sam sighs, resigned to let Dean do as he pleases. "I'm growing out of it. Need to get something that fits."

Dean chuckles, his grip on her waist tightening. "I don't know, I think it fits just fine," he says, his eyes roaming over her body in the mirror. "Besides, I kind of like it when your clothes are a little too tight."

Sam squirms in Dean's hold, growing more uncomfortable. She fidgets, hands tugging at the hem of her dress like that'll fix anything. "We should go, De. Dad's waiting."

Dean tightens his grip on her, his fingers digging into her skin. "Dad can wait a few more minutes," he says, his voice dark. "I'm not done with you yet."

Sam’s heart pounds in her chest as she tries to squirm free from Dean's grasp, but he's too strong. He pushes her up against the mirror between the sinks , trapping her there.

Sam whimpers, face pressed against the cold glass. It feels grimy against her skin, unclean. "Dean-"

Dean presses his body against hers, pinning her. "Shut up," he growls, his voice low and commanding.

Sam can feel his breath on the back of her neck, his fingers gripping her wrists forcefully. She tries to struggle, but it’s pointless. Dean is too strong, too stubborn. She’s trapped.

It's not the first time Dean's done this, and it most certainly won't be the last. In a way, his words rang true. From the day Dean pulled her from the fire, she belong to him. She was his to care for, his to protect, his to own.

Despite the danger, there's a small, twisted part of her that finds comfort in the possessiveness. Dean's obsession with her has always been intense and consuming, but it’s the only thing she's ever known.

He leans in closer, his lips brushing against her ear.

"You’re mine," he whispers again, his voice low and dangerous. "You always have been, and you always will be. Understood?"

Sam nods, shutting her eyes when Dean lifts the back of her dress. She shivers, part desire part dread, not quite sure if it's butterflies or anxiety she's feeling in her stomach.

Dean's eyes roam over her body, his fingers tracing the exposed skin with a slow, deliberate touch. He snaps the band of her underwear where it meets thigh, tugging it. He leans in, his breath hot against her ear.

"You look so beautiful like this," he whispers, his voice filled with a dark, impossible need. "All mine."

His touch is possessive, almost violent as he turns her around so he can look her in the face.

Sam's pliant in Dean's hold, a doll for him to pose, to play with. Her head falls back against the mirror, eyes half open.

Dean smiles at the sight of her, his eyes dark and hungry. "That's a good girl," he says, his voice low and rough.

He runs his fingers over her bare skin, his touch leaving a trail of fire in its wake. He leans in closer, his lips only a breath away from hers.

"Say it," he orders. "Say that you're mine."

Briefly, Sam thinks it sounds almost desperate, like he's trying to hold on to something slipping away. And isn't that a thought, Sam getting away.

"Yours, Dean. Always yours."

Dean’s grip on her tightens, satisfied. "That's right," he growls. "You're mine. And don’t you ever forget it."

He leans in, his lips descending on hers in a rough, possessive kiss. His hands roam over her body, claiming her as his own with each touch.

Sam whimpers, her breath being stolen from her. Then again, was it ever even hers?

There's no escape, no way to resist Dean's possessive desire. He owns her, body and soul, and she knows it. Even still, she thinks she might try.