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ricky-tiki-tah · 11 months

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Dean is a trans man and the reason he was so scared to be seen as feminine was one day John said “if you’re gonna be a man, you’re gonna do it right. No more of that girly shit” so Dean tucked away whatever that didn’t fit into his fathers idea of a man, only letting them out after he’d died. It took a very long time, but eventually Dean realized that men can enjoy doing things seem as feminine without it feeling like he was faking who he is.

That’s it. That’s the post.

#dean winchester #supernatural #spn #trans dean winchester #john winchesters a+ parenting #trans dean #trans dean tuesday #trans man Dean #transgender

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castielcommunism · 2 years

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there’s something very sweet about the fact that femininity is fascinating to dean. like he always seems transfixed by it. I don’t mean sexually I mean like anything that he mentally categorises as feminine is tantalising to him. and obviously this has a lot to do with his dad forcing him to be the perfect macho son, so as a consequence dean thinks watching certain movies makes you a girl or whatever. he doesn’t have a very coherent definition of femininity aside from “shit I’m not allowed to do” so you end up talking about it in these very coarse and rudimentary terms. and like the sting of dean thinking it’s gay to drink a smoothie is usually soothed by the fact that he WANTS to drink that smoothie so so so bad but the spectre of his father looms large over his life. it’s not so much genuine animus as it is a defence mechanism against punishment from his dad, because deep down dean really wants to just be himself but he can’t. but idk it’s just very endearing watching him privately marvel at what is by all accounts pretty mundane stuff most of the time, like pop music or glittery fabric. he gets that little sparkle in his eye you know

#dean.txt #dean studies #also generally why I’m not personally a fan of transmasc readings of dean #like obviously you can be a feminine trans man and that’s perfectly valid #but masculinity seems so torturous for dean and femininity seems like this fascinating mystical thing #that he becomes bewitched by the moment he’s confronted with it #which is so outside the realm of my own experience with transness #again not universe this is just my own personal relationship to it #*universal #like I read dean as gnc / trans ish in some way just like not transmasc u know #idk. anyway it’s very sweet

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68spidey · 7 months

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We deserve more scruffy manly hairy trans men. Hairy as fuck. Moustaches and beards. Arm hair abundant. Big eyebrows that grow in a little funny. Big muscles, lithe muscles, growing muscles. Acne scarring. Hairlines that change and look a little weird for a while. Trans men who take charge and take names. Lumberjacks and cowboys and warriors and all the things I wish I could see myself in.

Gotta do everything myself, huh.

#who me? draw trans men? in THIS economy? you betcha #where is it!!#where!!!#not art #transgender #sleepy drunk thoughts #so tired of only seeing twink uwu trans boi rep #like goddamn #you do you but why is that ALL i see?#why do i see trans male character headcanons and they're always CONVENIENTLY skinny little white boys?#geeze #where are my trans guys with moustaches and plaid with acne scarring and lean strong muscles??#with jeans and boots?#boots WITHOUT the fur (this time)#the guys who work outside for a living #wrangle cows #fight demons in trees #man that sounds like dean winchester actually #i can't escape my roots apparently lol

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fizzy-dizzie · 5 months

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Ykw I love fic hopping. BC usually I'll read fics according to whatever show or movie I'm into the most at the time but every once and a while I'll read like 7 different fics from different fandoms in a night, all different genres.

Some stucky, then some destiel fics, then trans Peter parker fics, some soap shipping, then maybe a trans Sam fic. A little daredevil and Spiderman fic. Then I'll filter a whole fandom for trans male character and do that for another fandom too. Finally a little Winchester brother angst to top off the night.

#i recognise that this is 3 fandoms total #still fic hopping just not as intense #alot of different genres too so thatd count for smth #spn #supernatural #sam winchester #dean winchester #winchester brothers #peter parker #spiderman #spider man #matt murdock #daredevil #destiel #stucky #trans peter parker #trans sam winchester #ao3 #fanfiction

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rystiel · 25 days

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i think it’s interesting to consider trans dean in relation to canon tbh. i mean john winchester is most definitely homophobic, but dean being trans would imply that he practices trans-inclusive toxic masculinity… like “you want to be a man, then act like one.” honestly i feel like he may be more inclined to let dean transition, because being a man in the field of hunting is something john probably views as beneficial

#i’m sure 2000 other people have had this same thought but #🤷🏻‍♂️🤷🏻‍♂️🤷🏻‍♂️#probably pretends dean is a cis male and only brings up his transness to ‘correct’ any feminine behavior #induce dysphoria to make him act more like a man or whatever #yknow what i mean???#spn #supernatural #dean winchester #trans dean winchester #thinking abt it bc i’ve seen a lot of trans dean headcanons & it’s like. interesting to think of the implications abt his family dynamics #ofc sam just accepts him for normal ally reasons

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savingyou · 2 years

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Okay to preface: I’m a trans man and this is my opinion, and if you disagree or want to call me transphobic please go away and never come back and also look up the definition of “opinion” because it will help you.

I think Dean Winchester is trans and here’s why:

In the pilot episode we see a picture of young Dean, John, and young Sam, both wearing hats and plaid and sitting on the Impala. Dean is shown with shoulder length black hair and this is my first piece of evidence for trans!Dean.

Now, i know that boys can have long hair and I have seen plenty of little boys with long hair. Dean looks to be 12 in the picture, and both John and Sam have short hair. So we know they can afford haircuts (or are at least able to get them) and while Dean may have just styled his hair like this, i think that it was long because he wasn’t out yet.

The picture in question:

The next picture i want to talk about is this one:

Which shows us pre-series Dean also had longer hair but he looks much more masculine in this picture than in the previous one. This fake ID, along with a few others are more evidence for me. Dean has a fake drivers license where the sex reads female, and while thats probably a typo, we know that Dean and Sam’s fake IDs have been good enough to fool hundreds of people, so they have to be good fake IDs - meaning typos shouldn’t happen.

Also in the pilot episode, a cop asks Dean “you have anything that’s real?” And Dean jokingly replies “My boobs.”

And while i know that this line is intended as a joke, i also know that Dean uses humor to tell the truth sometimes. He will joke about something when he can’t talk seriously about it. We see examples of this all over season one, when Sam is grieving Jess. But as a trans person myself i also joke about my chest (to an extent, i personally dont like to bring attention to it), and it’s in Dean’s character to do that too. (I also want to mention that if i had just finished healing from top surgery and someone asked me that question i would probably say the same thing, just because its fun to finally say you dont have boobs anymore - and i also think dean got top surgery immediately pre-series, which is another reason for him to be away from John for so long and to have “lost” him)

During the three first seasons, we never see Dean’s naked chest - i believe there’s only one time in season 3 during Mystery Spot where we see his shoulder in the shower, but not his chest - which i think could be a way to hide top surgery scars. It’s only after he comes back to life in season 4 that we see his naked chest, where he’s confused by the absence of (hellhound) scars because Castiel healed him - also this could be a place where you could say Dean got bottom surgery, i.e., Castiel gave him a dick/fully functioning biologically male genitalia.

In season 4, the episode “Monster Movie” he says he’s been “re-hymenated” which is another joke, but also I don’t know of a single man who knows what a hymen actually is, much less a man who would actually say that to convey his virginity status.

Also the way the man dresses. I mean, he’s so hyper masculine that it feels like an extreme overcorrection. I did the same thing when i came out. He wears plaid, henleys, and jeans under big leather and army jackets. The man wears layers like he’s hiding three tits under there.

For the sex argument, all i have to say is toys (or the aforementioned holy bottom surgery). If Dean wants to fuck someone he can wear a strap on. Its not that difficult. We never see him naked below the waist so he could be wearing one, you dont know. Also does it matter what his genitals really look like? No. We never see them so its all just speculation.

I know dean isnt trans in canon because he’s fathered a child (Emma in season 7) and apparently the explanation of magic doesn’t explain how that can be possible between two biological women (eggs and uteruses).

Anyway. There are plenty of reasons that Dean can be trans. Sorry this was so long. I posted something similar to this and someone thought i was being transphobic i guess? So i wanted to try again with the added preface of “this is my opinion/headcanon and you dont have to think I’m right” to hopefully deter people from saying I’m being insensitive.

So yeah trans Dean, i love it and i wish the cw or any tv network had the guts to actually do that, even if the actor is cis, i dont care i just want a trans character. Thank you and good night

#supernatural #dean winchester #trans headcanon #trans dean winchester #trans man #headcanon #this is just my opinion

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cas-coding · 1 year

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he must have eaten something bad, pain blooming in his stomach, soft enough to ignore, but large enough to make him grit his teeth. dean's eggs were sometimes a little on the raw side, but jack didn't mind, he sometimes liked the watery feel, even if sam said it was bad for him now that his grace had faded.

it was fine, he would be fine. jack just wasn't used to pain, that's all, that must be it. his dads had told him it might be a rough transition, cas especially, having done it a couple times. pain was always worse when you had never felt it before.

nausea bubbles up in jack's stomach, making his surroundings spin a bit before he gets the general message that he should get to a toilet or something a little easier to clean vomit off of than the cold cement that was the kitchen floor. he barely makes it to the toilet in time, kneeling on the cold tile, feeling like a knife had carved sigils into his abdomen. this couldn't be normal, could it?

it's another minute before jack wipes his mouth and flushes the toilet, his nausea having worn off for now as he unbuttons his jeans to take pressure off of his stomach. why did it hurt so bad? what was wrong with him? his hands are shaking, massaging his stomach as if that will do something, calling out for help in a wrecked voice that cracks every other word.

he hears footsteps in response and then he's stumbling to stand up, his eyes catching on red. red blood smeared on the tile where he was just sitting, panic flashing through his entire being. he rushes to check his jeans, see where his injury is, pulling them off and finding them bloodstained, his boxers ruined underneath them, and then he's screaming, shouting for help, footsteps growing more frantic.

sam makes it to him first, taking one look at jack's sobbing figure before wrapping him in his arms and pressing jack's face to his chest. "what happened?" sam asks, his voice shaking from the adrenaline, "where does it hurt?"

"my stomach," jack cries, "and i'm bleeding and i threw up and my stomach hurts so bad, please,"

sam nods frantically and pulls back, holding his hand out. "tell me where it hurts, okay?" he places his hand over jack's stomach, right below his ribs, but jack shakes his head.

"lower," he mumbles, "it hurts in my belly."

sam just nods and lowers his hand over jack's belly button, but jack shakes his head, and sam moves his hand lower, cradling the spot just above jack's waistband. jack nods harshly and sam's eyes flick downward for just a second before he sighs and wraps jack in another hug.

"you're gonna be alright, jack, i promise," sam says, "this is, well, it's normal. plenty normal. it hurts but we'll all help, we'll figure something out. you'll be alright in a week." sam reaches for his phone, dialing dean before he pulls back from the hug and stands up, walking just outside the bathroom.

jack only catches every other word being muttered, something about blood and cramps and i thought his grace would stop it? before groaning and snapping at dean, "just get pain meds and pads, will you?"

when sam bends back down to help jack, he's calmer, more collected, but how could he be when jack was in pain, bleeding out?

"sam, it hurts," jack groans, "make it stop, please make it stop."

sam pauses at that, his eyes fixed on jack before looking away. he picks up jack's bloody jeans and throws them into the bathroom sink before he speaks again, still not looking at jack. "dean's getting supplies now. i'm sorry, jack, i'm really sorry this is happening, but we'll explain later, i promise you're gonna be alright. you just have to trust me," he says, but how can jack trust him if he won't tell him what's going on?

it takes a couple minutes for sam to coax jack off the bathroom floor and into a warm bath, looking away as jack climbs into the bath and sighs in relief. he lets jack rest, attempting to scrub the bloodstains out of jack's jeans and boxers, but abandoning it after a few minutes.

there's a knock on the door and dean cranes his head in, waving to jack gingerly before whispering something unintelligible to sam. he sets a box down on the counter, big purple letters spelling out maxi-pads, count 24, and then sam is leaving the room, taking jack's ruined clothes with him.

"hey, jack," dean says, an olive branch, "how're you doing?"

he can't speak, he's exhausted, he doesn't know what's going on, and so he sighs, trying to convey everything bubbling up inside of him with just one sound.

dean laughs. "sounds about right. so, uh, sammy's gonna grab you some new clothes and then we're gonna have a chat. it's gonna be different, somethin' we didn't think we'd have to talk about for a while with you, but hey, life is a bit unexpected," dean chuckles uncomfortably, looking anywhere but at jack. he rubs the back of his neck and sighs, "y'know, i know what you're going through, bud. i've had 'em before, hurts like a bitch, and i'm real sorry it's happening to you. cas said," dean pauses, "well, cas has said a lotta stuff about you."

jack swallows thickly, turning his head to look at dean. the water in the bathtub moves around him, little waves crashing against his neck, barely above the warm water. "he told you?" jack asks, tears welling in his eyes. he's so tired, he just wants to go to sleep, never wake up, he's exhausted,

"no," dean admits, "but i kinda figured about fifteen minutes ago when sammy called me outta the blue sayin' we needed pads. haven't bought those since 2007," he laughs, but it's not funny.

"what are those?"

dean's silent.

"what have they got to do with you and me?" jack rephrases, and dean exhales heavily.

"you want me to explain it? it's gonna be uncomfortable, i'm guessin', you sure you don't want sam or cas to explain it to you?" there's a hurt in dean's eyes for a second, but jack nods and it dissipates, newfound commitment showing instead. "well, if it's gonna be me, i should explain something.

"i ripped up my birth certificate when i was thirteen. y'know, the piece of paper that says your legal name and that you exist and if you're a boy or a girl. well, the one i ripped up said my name was deanna. said i was a girl."

jack furrows his eyebrows. "but that's wrong. your name is dean. sam calls you dean, so does cas. and, and you're a boy, you're sam's brother," jack says, and dean laughs.

"yeah, they do call me dean, and i am sam's brother," he says, "you're right about that. but there's this thing, transgender, which basically means that i was born with girly bits but i'm a boy 'cause i say so. and i was workin' on bein' a real boy, pumping myself full of testosterone when i died and cas rebuilt me. gave me boy parts an' all."

"girly bits?" jack repeats, clearly confused, "boy parts?"

"well," dean says, looking away, "there's your mom. she's a girl. and there's eileen, also a girl. they've got, y'know," dean gestures to his chest, "boobs, tits, breasts, whatever you wanna call 'em. point is, they've also got, ah," dean stutters, "vaginas. things that make babies. that's how your mom made you.

"then there's boys like sam. they get real tall and have big muscles and jawlines and shit," he continues, "they don't usually have vaginas. they have dicks, er, penises, i mean. they can't have babies, they just kinda," dean stutters, "they have the instructions for making babies. they help girls make them."

"oh," jack says, "i don't get it. you're a boy, so how did they confuse you for a girl?"

sighing, dean rubs his hands up and down his face. "well, like i said, i was born with girly bits. had a girly name and everything. but i didn't feel like a girl, and i told sammy, and he started callin' me dean, sayin' i was his brother. felt right, good, and then i wanted to look like a boy. cas rebuilt my body, did he tell you about that?" dean pauses before shaking his head, continuing, "well, when he did, he gave me boy parts instead of the girl parts i used to have. so when i was born, i was supposed to be a mom, carry babies, and now i have the instructions for makin' 'em, but i was a boy before that, you understand that?"

jack nods. "yeah, i get that. like, if i called sam something not-sam, he'd be confused, 'cause he likes being called sam. you didn't like deanna so calling you that would be mean. you like being called dean and a boy, so people should call you that."

dean smiles and nods, raising his eyebrows. "that's right, kid, and it works that way for everyone. you too," he says. the room falls quiet and dean looks away, mumbling, "you feel better?"

jack nods slightly. "the bath is helping."

dean nods, sighing. "jack, you're having a period."

"what?"

"a period," dean repeats, "it's a thing that happens once a month. 'cause you don't have a baby in you, your vagina starts bleeding, like it's mad you don't have a baby, i guess. for most people, it hurts pretty bad, and there's a lotta blood, and you usually bleed for about a week before it goes away."

jack furrows his eyebrows. "but girls have those, and i'm a boy. i don't have a vagina."

"apparently, you do."

it hits jack like a freight train, tears welling up in his eyes, pain searing through his chest, this time not a pain he understood, not a pain he could explain. it was like it was all wrong, everything was wrong, he was wrong, he can't do it, can't be,

"hey, hey, jack," dean coaxes, "breathe, breathe, you're gonna be fine. i used to get 'em, pain in the ass, and i'm still a boy, right? even if i had 'em, you'd still call me dean, right?"

jack's eyes snap open to look at dean, words spilling out of his mouth. "of course! you're dean, dean, you're dean!"

dean laughs lightly, "see? so if i'm still dean, and i'm still a boy, and i used to have the same equipment you have, then you're still jack, and you're still a boy, so there's nothin' to worry about, is there, bud?"

"well, i don't," jack stutters, "i don't like it, it hurts, and it feels wrong, and,"

"hey, hey," dean interrupts, "we'll figure something out, and yeah, it sucks. but it's gonna be alright in the long run, 'kay?"

jack nods. "okay."

"yeah," dean nods, "i think sammy left some new clothes outside the door, so i'm gonna grab 'em, and then i'm gonna show you how to use a pad. it's a bit trickier in boxers, but it works," he mutters, reaching for jack's new clothes.

jack watches as dean demonstrates for him, sticking the pad in place before folding over the wings and setting jack's boxers down. "dry off, don't worry about getting the towel bloody, 'cause we got plenty, and put those on, and then get dressed like normal. i'll be waitin' in the kitchen with something to help the pain, alright?"

jack nods, and dean shuts the bathroom door softly, letting jack sit with his feelings. dean said they would figure something out, that all of them would figure something out, and that it would only last a week. jack could stomach a week of this, if there was less pain, and then it would go away. it would go away and never ever come back, because they'd figure something out.

that's the only thing motivating him to dry off, dress up, and wander out to the kitchen, pain in his belly starting again, curling up inside of him.

cas is there, not dean, and he's got little pink pills sitting in front of him, a glass of water to his left. jack sits down, looking at the pills, refusing to take his eyes off of them. he thought they had magic to help, not just some stupid medication.

"why didn't you tell me?" jack asks, not really to anyone, but cas answers, filling the space in the air.

"i saw you as a baby, heard kelly name you jacqueline, and i didn't think much of it. but then you were big, looked like you were a seventeen year old boy, and i assumed you changed everything to look like a boy. you liked the name jack and we stuck with it. you liked looking like me and dean and sam, you liked being a boy, and i didn't tell anyone. i didn't tell sam or dean because i didn't want them looking at you or treating you differently."

"but you knew dean used to have girl parts." it's a statement, not a question.

"yes," cas says, "and i could have told him. but i wasn't sure you had 'girl parts' anymore, and you were so happy being a normal boy, and we had so many other things going on," he rambles, pausing, "forgive me. i shouldn't have let this fall on you like this. i can't imagine how you feel."

jack sighs, reaching for the pills. "i feel bad. it hurts and then it's worse than just hurt because it feels wrong, like my body isn't supposed to do this, like i'm not a real boy."

"jack," castiel says, voice stern, "you are a boy, and no one can take that away from you. you are my son, and i love you, and i am so, so sorry. please do not ever doubt that you are what you feel you are."

jack doesn't know what to say to that, and so he simply wraps castiel in a hug, sure that whatever happens, his dads will be by his side.