frailty (2001, dir. bill paxton)

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. 

exactly! okay so. i have another edit that mentions it. but basically hunters are a closed unit, a group separated from the rest of the world, where every member of the group has to rely on the others to stay alive. this is similar to a cult, or to the incestuous family. the people within the group inhabit a different reality from everyone else. "normal people" cannot understand them, so they have to rely exclusively on each other, there is a belief that there is no way to leave the group since no one outside of the group would love you and understand you. what the group knows makes it fundamentally different from the rest of the world — this knowledge can be different things: the incest secret, a religious/spiritual belief, a knowledge of violence that they believe is justified,… or the awareness that monsters exist. and within the group the rules are different. you are not part of "normal" society, so these rules don’t apply to you. your reality is different. society says violence is illegal but within a cult people will justify even the most horrible forms of torture, because they are special, the outside rules don’t apply to them

hunters are a group like that. and the winchester family specifically is another group within that group. hunters can kill, but only monsters — except when the line becomes too thin, when humans become monsters. hunters have the power and the responsibility to to decide what the "greater good" is. hunters can commit multiple kinds of fraud and carry weapons illegally. the law doesn’t apply to them. and hunters are mostly men. men who are used to violence in their everyday life and who know themselves to be different and to have the right not to obey normal rules. and usually they come into the life through a traumatic event. it’s really easy to deduce that many hunters would be somewhat creepy and predatory, feeling entitled to anything no matter if it’s legal or not (as are a lot of men even outside of these circumstances)

and for the winchesters, specifically, the place of children is very different from what it is in society. it is acceptable to leave your child alone for multiple days and have him take care of your younger child, because it’s for the greater good. it is acceptable to teach your children how to use weapons from an early age, because they need to be able to defend themselves. it’s acceptable to put your children in dangerous situations by having them accompany you on hunts, because there are people to be saved and your family has a responsibility. so you raise your children teaching them that this responsibility is theirs: save people, do anything to take care of their family, don’t complain. if they want to get out and live a normal life you blame them and make them feel guilty for wanting that when people are dying and need help. when you live a life so different from everyone else, as you put it, what’s a little incest? is it even child abuse when your children aren’t really children, it’s not like they’re normal kids anyway? can you be blamed for needing some relief, for needing to be able to rely on your kids, whatever that might mean?

and for dean’s perspective on all this.. i think dean would find it extremely obvious that incest and rape are bad. if on a hunt he meets a child who is raped by a family member he is horrified because that child does not deserve that. but it’s different from him because he doesn’t live in the same world, he doesn’t have the same responsibility. it’s almost like he has to take it so that other children don’t have to. he can’t blame his dad for needing him when his dad is doing so much for the world, saving people all the time. he’s a good guy, he’s allowed to have the one thing he wants. dean’s responsibility is to take care of his family and aside from the fact that john is his primary attachment figure and he would do anything for him, he already knows that his family is different from everybody else and abides by different rules. so child abuse would simply have to be acceptable if it happens to him. sure, he might hate it, he might not understand, he might be traumatised, but it’s how it is, it’s normal here. it’s nothing that john is doing wrong

STACKEDextras ➙ It's time to think for yourself

how soon after dean started luring in monsters did he start liking the game, the chase, the thrill, because this was something he was good at, excelled at, letting it turn into riskier behavior, testing the boundaries of how far he could let it go and still win, the blurred lines, that weird feeling of being so intensely wanted and desired by something you're capable of killing, the self-destructive tendencies of a teenager who is rejected for who he is everywhere else and who feels ruined already, the disgust, the times it went wrong. how long before he started needing and craving that thrill, the validation of it, started looking for it, depending on it, even when he was not hunting. how long before he showed and gave them so much of himself he radically changed some monsters into wanting to protect him.

So, what can you do, you impotent sap?

The Winchester Brothers and the Case of the Mysterious Pretty Pink Panties