considering them being something like 22 and 18 and Dean bragging that a girl—a woman, really—told him he was the biggest she'd seen
and Sam rolling his eyes and "you're so gullible. she probably tells every guy that. oh baby I've never had anyone like you" and it PISSES Dean off
"oh and you're bigger" and Sam shrugs but Dean's already unbuckling his belt and saying, "you think you're more of a man? whip it out, Sammy, prove it"
to measure they stand face-to-face and Dean really hadn't thought through the fact that the tips of their dicks would touch each other's bodies, that the lengths would line up, that Sam's dick would be in his hand
they're actually pretty well matched—Dean a little thicker maybe and Sam a little longer—but then Sam squirms a little and starts to get hard and he's somehow a grower who still has plenty to show and Dean starts to get hard just watching Sam's dick twitch, but he's the oldest, he's the one who should stop this
he swallows around the dryness in his throat and says some dumb shit like "fucking deadly weapon there" because that seems like it's probably a normal reaction and turns tail to run before he can do something worse to his little brother
thinking about wincest where they just. never grew out of childhood intimacy. they never stopped sharing beds. they never stopped sharing showers. started sharing things they probably shouldn't, just from the closeness. started sharing underwear, porn, fleeting touches turning into jerking off together. they still think they're just being brotherly
they're boys with no soil to grow in so they put their roots down in each other. neighboring pieces of property who no one has ever surveyed close enough to know that the boundaries are drawn all wrong and no one's sure who actually owns parts of them (wistful)
I'm soooo curious about what you mean by "low empathy" sam!!! 👀👀 especially in the context of soulless sam bc I'd always thought of it as his empathy being the biggest thing missing 🤔👀 could I tempt you to rant about it? --samdeanddlyumptious
hi babe! I always want to talk about low-empathy Sam! two things to get out of the way:
this is an extremely contentious headcanon. like. on the level of fixed top/bottom dynamics. like. at least one of my mutuals has received kys-style hate over it. it doesn't originate with me and there are posts that I'm certain are more articulate and comprehensive than this one, but I'm only tagging you and one other user by request. I will block and report hate anons about it, full stop.
empathy and lack thereof are morally neutral characteristics. we do not entertain the demonization of low(er) empathy, aspd, or personality disorders writ large in this house. it's ableist bullshit
let's start with soulless!Sam and branch out from there. I have a serious issue with the fanon idea that empathy and the human soul are the same thing. if we carry this thought out to real life, we're saying (outright and explicitly) that people without empathy, which is often associated with autism and personality disorders, are less than human. as mentioned above, this is ableist (and often thinly veiled eugenics-flavored) bullshit
rather than losing empathy itself, I think Sam without his soul stops seeing the utility in mimicking empathy. he's efficient and direct, ruthlessly practical, and impatient with the time that he perceives as being wasted on non-productive emotions
but Sam is always like that! couple examples:
phantom traveler: Dean has a panic attack. where another character might tell Dean to breathe deeply or remember how safe planes are compared to cars, Sam doesn't try to alleviate his distress. he tells Dean to knock it off because that overwhelm of emotion is actively putting Dean and everyone on the plane in danger
nightshifter: hostage has a heart attack. Sam does not check to see if he's dying, he impatiently makes the arrangements to hand his care off to emts so he and Dean can get back to what Sam perceives as the more pressing issue: hunting the shifter. for Sam, this is a logic problem: the heart attack threatens one person, the shifter threatens them all
nightshifter again: when Ron is shot, Dean has a completely natural high-emotion reaction (hyperventilating, putting his back into a corner to protect himself, guilt over the part he played in getting Ron killed). Sam gets this look of frustration because they repeatedly told Ron not to stand in the light. it's not that he doesn't feel bad, it's that this is a natural consequence and they have to keep going despite Ron's death because if they stop the shifter gets away
later seasons examples submitted by a subject matter expert
when we see Sam being kind, we're seeing an active choice (which actually seems to be pretty widely accepted in the fandom, just not for the reason I think that lol)
part of the fabric of the show is Dean and Sam being juxtaposed against each other. and again and again we see a Dean whose first instinct is high-emotion, is over-identifying. is empathetic. Dean feels the pain of victims and immediately superimposes it onto his sources of pain. he frequently reacts in the moment based on his emotional response. this is a neutral thing
example with a positive outcome: Lucas from dead in the water. Dean sees himself in Lucas, which allows him to reach the kid and figure out what tf is going on
a common example of a mixed or negative outcome: how often monsters are able to manipulate Dean by playing on his emotions
and again and again we see a Sam whose first instinct is practical. Sam moves through the world with a lot of intentionality. he sees and comprehends the same pain that Dean sees and comprehends. and then he makes choices based on it. often the choice is to be kind and compassionate! but not always. this is a neutral thing
see examples above where Sam's lack of empathy saves the day
on the other hand, we also see instances where Sam's values conflict with the compassion that Dean demonstrates. for example, Dean has a huge guilt reaction in faith when they realize that someone died in his place. Sam doesn't. he did what needed to be done to save Dean, which was the entire point
we clearly see the shift from Sam operating from his first instinct to adopting Dean's belief system in wendigo. early in the episode we see Dean over-identify with Hayley ("her brother is missing" as if the fact that it's her brother stops the entire earth from spinning) and Sam respond with "finding Dad's not enough? now we gotta babysit too?"
it's after Sam asks Dean how he and John keep hunting when it's such a thankless fight and Dean says that the people they save are the point that Sam adopts "saving people" as his personal motivation too. it is not his natural instinct, but it doesn't mean it's not an instinct he has
other low-empathy characteristics we see in Sam. (a note: if you look these up, you'll see a lot of really disgusting language equating low empathy with violence, abuse, and criminality. these are character traits not moral ones)
using charm and wit to navigate situations: please see every single time Sam acts like a lost lil boy and falls into Jared's Texas accent when dealing with law enforcement
impulsivity, recklessness: literally having Dean pull over on the side of the road in scarecrow and walking to a grayhound station because he decides in that moment that he needs to find John
lack of understanding others' emotions/actions based on emotion: croatoan is a perfect example of Sam looking completely baffled as Dean gives away the keys to the car and locks them both in a room knowing they are about to die. "it's over for me, it doesn't have to be for you" makes sense to Sam, but not necessarily to Dean
moral relativity/"ends justify the means": "the knife kills the victim. with what I do, they almost always survive" vs Dean's conviction that working with a demon is always wrong regardless of motivation or outcome
lower empathy is also associated with higher rates of addiction and suicidality, both of which are very much part of Sam's story, so do with that what you will
♡ no real prompt but love when sam calls dean "deee" all whiney and submissive ♡
like how he definitely age regressed in playthings when Dean gave in and kissed him? he tries so hard not to let himself be vulnerable like that because he knows it opens him up to manipulation and violation, but he's too drunk to control it and no one has ever been able to trigger regression like Dean
opens his mouth like he's never kissed for real and isn't sure how his tongue should move, letting Dean tonguefuck him breathless. falling back at the lightest touch and spreading his legs for Dean to rub up on him. he doesn't know what he's supposed to do next, but Dean's hard and it feels nice and then he's hard too
Sam's completely aware that he's regressing too quickly and isn't sure where it'll end up, but "Dean, I need, I want" becomes nothing but "Dee, please" almost immediately because he doesn't know how to ask for what he wants, doesn't know what he needs. but Dean will know. Dean will take care of him.
It's been a little bit. I think it's time for another sex question. So today, I have a simple prompt: oral sex. Give me your wincest thoughts. And just to be extremely clear, everything is on the table here: blow jobs, rimming, and cunnilingus. I just wanna hear about what those boys do with their mouths.
- @schizosamwincester
godddddd I love thinking and talking and dreaming about this because I think they're both incredible with their mouths and that Sam has almost no gag reflex
but. but. my main Winchester boys oral hc is that Dean taught Sam how to eat pussy with way more involvement and specificity than appropriate
(this got loooong)
it starts with teenaged Dean talking wistfully about the girl he ate out last night to Sam and how good she tasted. and Sam's young (maybe 14 or 15) and naive enough about sex that he only kinda knows that people put their mouths on each other down there. and Dean clocks it because of course he does
he's well-fucked and probably a little loose with weed and/or alcohol and he damn well knows he's crossing a line that normal big brothers don't even approach, but this is him and Sam and who's gonna teach Sam if he doesn't? he doesn't examine this part, but he also just wants to talk about it to Sam specifically and see if he can make Sam squirm, see if he'll get hard from this
they're sitting across from each other with Dean kinda sprawled and he knows Sam'll see when he starts to chub up. Sam folds deeper and deeper in on himself as Dean talks, face and neck burning hot, skin buzzy, getting vaguely dizzy
Dean asks if Sam's ever seen a girl naked up close and Sam hasn't so Dean tells him how instead of a dick they have this pretty slit and you can smell it as soon as they open their legs and you know they're into it if they're so wet you can already see it leaving little sticky spots on their inner thighs. Sam asks what it smells like and Dean just says "sex" with a dopey dreamy glazed look
Dean tells him that he can lick and kiss her mound but to really make her crazy you gotta spread her open and touch inside the folds. tells Sam it's never failed yet when he's curled his tongue into the opening of her pussy and then licked up the slit to the underside of her clit to suck on it
and Sam really is squirming and Dean thinks he's being subtle when he squeezes his dick just a little. writes it off as thinking about grinding down into the mattress with a facefull of girl
Dean tells Sam about how, if she's wet enough, she'll be all soft and slick inside when you slip your fingers in. his hands curl unconsciously to demonstrate the correct shape, twitch to show how you should fuck them in and out of her
Sam's breathing funny and he knows it, but he's just trying to figure out how he should be reacting to Dean talking like this. he's certain this is Not The Correct Response
Dean tells him that if you can get her off once she'll be all shuddery inside, squeeze your dick so tight you have to fuck through it and that it's best, most intense, like that. Sam wonders if the same thing happens to boys and the thought terrifies him because he tries so hard not to let Those Thoughts fully form
at some point, Dean stops pretending he's not turned on. he scooches down a bit so he can spread his legs that much more and strokes himself distractedly, rubs his chest where his nipples are showing through his shirt. tells Sam what it feels like to dig his chin in when a girl comes and get her cum all over his face, the kind of sounds she makes
Sam doesn't touch himself until later, when he's alone and can helplessly mouth at his pillow trying to mimic what Dean told him while simultaneously wondering if Dean would eat him out like a girl and what it would be like if he did
also don't get me started on how Dean gives hands-on instruction to help Sam hone his skills
I love when he cries because it hurts, but hear me out. Sam desperately sobbing because it's so intense, it's so good and he's so overwhelmed and on the verge of overstimulation
not being able to catch his shuddery breath because he's getting fucked so deep. just clinging, nails digging into any part of Dean's skin he can reach
not even being able to orgasm because it's too fuckin much and Dean has to back down and kiss his neck and tear-streaked face, has to stroke Sam's heaving sides and speak so quietly no one but them will ever know what was said
when Sam's sobs have turned into trembling sighs and his cheeks are mostly dry, that's when Dean's gentle hand and relentless hips finally push him over the edge
Dean with a biting kink but only for his brother. Dean who bites the nape of Sam‘s neck and cums just from that. Dean who gets addicted to the taste of Sam‘s blood.
they're both mouthy as fuck, both have to have their teeth on each other as much as their tongue or lips. but Dean always bites back. Sam? he submits
Dean has gnawed him raw and bruised with teeth imprints that last for weeks, but the first time he actually breaks skin (it's an accident the first time). he's humping at Sam's ass, his full body weight grinding down. he bites right at the curve where Sam's neck becomes his shoulder and just has to hang tf on when he tastes blood because he's coming harder than he thought he was teed up for
it changes everything
he'll just be looking at Sam across a diner table or the long stretch of the front seat and feel a wave of ravenous need to rip Sam open and get a taste of him. Sam's skin isn't enough anymore, he has to get deeper inside (and this is probably also around the first time they have any penetrative sex because Dean just needs to be IN him)
we're aaaaaalmost exclusively top!Dean in this house, nonnie, so please picture with me Dean completely overwhelmed, gasping for Sam to stop, to give him a minute, not to do this to him when Sam rides him hard, clawing his way down Dean's chest and begging for Dean to come in him
Dean in crystalline agony when he gets exactly what he wants from Sam and it's too much