#i can answer this in a normal amount of words without fake psychosexual nonsense i swear

[horrorshow]

happy wincest wednesday! what do you think is sam's freakiest kink?

consensual somnophilia. but let me build up to that.

in general sam is more dominant and he likes dean as an actively engaging and happy bed partner so on a basic level his kinks are strongly related to dean's pleasure. it's pretty much 'whatever dean lets him get away with'. when dean loses his snark and he willingly lets himself get manhandled, pinned down, put into bendy positions or follow orders, you can count on it it feeds sam's lil powertripping dominant alpha brain. so whatever sam has to do to get dean there and ENJOY that, doesn't really matter (spoiler: it's not much bc dean is easy like that). it can get intense when he's pushing boundaries, but its not really all that kinky bc sam can do the bare minimum for maximum results here. if anything he's holding himself back.

(related to that, i absolutely think sam has a size kink and he nuts a bit harder when comparing dick sizes and seeing he's bigger, and knowing he's strong enough to pick dean up and hold him up when dean throws his legs around his waist etc)

hunting probably gave them some kinks as well, so the occasional hand cuffs, bondage, blind folds, choking, bit of impact play etc will be part of their routine. which i love to think and read about, but realistically speaking, won't happen too often. it's something that only works when they're both in the mood for it, and even when they are, it's nothing too extreme. sam doesnt like to seriously hurt dean or cause him pain.

where i think the interesting kinks come in is that so much of sam’s love and desire for dean has been wrapped around dean and dean’s sex life since sam was a kid. in my mind sam and dean slept in the same bed as kids/teenagers (c’mon, it’s just practical on the road) and dean was sexually active from a young age (regardless of whether you think he was sexually abused, did sex work, had random hookups, or, as i think, all three). and i think sam has unknowingly been giving dean aftercare long before sam even fully had an understanding of what it was exactly that dean did. sam would be sleeping and dean would climb into his bed late at night, smelling like sex and booze and other people, and sometimes he was happy and content, and sometimes he was a bit out of it or shaken up, and sam, recently trained in what Monsters and Horrors are out there, did the sensible thing he could do: check if dean was okay or injured. dean was always a bit softer those times at night, would allow and even welcome sam’s caressing touches, coming down after an intense fuck and longing for comfort, and sam would notice and trace the bruises and bite marks and hickeys, and if they woke up limbs entangled, shut up, they didn’t cuddle, and while nothing about this started as sexual, it did fill sam with worry and protectiveness and confusion and anger at whoever did this to him, over time turning into jealousy and desire when he had his own sexual awakening.

what i’m trying to say: sam LOVES to mark dean up. in general but SPECIFICALLY after dean had sex with someone else. sam doesn’t mind if dean has sex with other people as long as there isnt any further emotional connection and dean comes home to him, and when he does, sam loves making sweet love to a sloppy already used blissed out dean, marking up the same spots the person before him did, pressing, kissing, nibbling, biting, sucking, ejaculating, licking, and rubbing his chin all over him like a cat, and pamper him until the traces and marks left by anyone else are all reclaimed and dean tastes and smells like dean again (or... like sam, but to them thats probably the same thing). therapeutic and fulfilling to all his teenage desires. bit weird and freaky? probably. kinky? idk

(adding to this: i’d say sam’s FREAKIEST kink is probably biting hard and lapping up the blood, he’d find tasting dean’s blood on his tongue extremely erotic, but.... there’s too much shame and guilt there to enjoy it bc of the whole ruby and demonblood fiasco, and he’s convinced this kink  is a hard no for dean and dean would judge him for it, so he keeps that one locked away)

so. FREAKIEST kink  (at least to sam) they WOULD do: in this whole scenario its also realistic to assume sam woke up to sounds of dean having sex in the other bed often as a kid, and i think that made him feel helpless and scared, bc he had NO idea what was really going on there. and i think nothing gets sam harder now than sitting on top of a sleeping dean, in the dark, and explore dean’s body, hearing dean making those same noises for HIM, and knowing that they’re safe and okay bc sam has got him now, knowing he’s no longer the confused scared boy who woke up to these weird noises but the one in control now. as if he’s been competing with all those others before him (especially those who took advantage of dean) and sam won. and that makes him rock hard. which makes this an ugly and shameful thing for him, bc a secret part of him will always wonder if he’s any better than his father or any of those other men, especially if there was also incest between his father and dean, or if sam was present to any other abusive sexual situations. and that’s why he can’t have dean awake. it’s a private thing between sam and his demons, and he needs to be able to explore dean at his own pace, away from prying eyes or judgement, cause if anyone would see him he’d feel like a creep. which is unnecessary bc the sex itself wouldn’t be any freakier than any of my earlier bullet points (it’s all very loving, and he wouldn’t do anything dean wouldn’t want him to; if dean WAS awake he’d probably ask sam to stop boring him and get on with it), but the connotations are, and sam feels weird and guilty about it afterwards (also bc it’s so different to what usually gets him going), but not enough to stop bc this is an internal battle he has to make peace with and the only way to make peace with it is to enjoy it and work through that guilt, and for dean this kink would be a non-issue, if you’d ask him how he’d feel about waking up to an orgasm, he’d probably throw sam a party, so yes, they would do this. 

one other addition: i think one of dean’s freakier kinks is the kink variant of munchausen by proxy, and i think sam LOVES to indulge dean in this, especially when sam’s down and depressed and he feels like he’s losing his mind, nothing is more comforting to him than to revert back to being a little brother sometimes and suck poison off dean’s fingers and let dean take care of him. kiss me dean before i’m sick and all that. so that one would rate pretty high on the freaky kink list for him as well, even though it’s a rare one and he’d never initiate it.