trans sam and trans dean is literally so intense because there is no way imaginable that sam would have figured out she’s(/they’re) trans later than dean, not a fucking chance. so like sam, somewhere in early puberty between like 12 and 14 is like “i think i’m a girl, actually” cause she started hearing about trans people at school and she’s scared of it but it fits. and she tells dean but not john, absolutely not, cause she trusts dean with this, even though dean is like also homophobic and stuff, because sam knows that’s only because of dad and that dean would do anything for her. sam trusts dean. and then dean is like “what the fuck? why the fuck would you want to be a girl when you could be a boy?? literally everyone wants to be a boy sammy, you don’t know how good you’ve got it” and sam is like “not everyone wants to be a boy, [redacted dean’s deadname]. i don’t know any girls who want to be boys” and dean is like “no you don’t get it cause you get to be a boy” (sam winces) “but girls do want to be boys. i would kill to be a boy” and sam is like. Okay. okay. if i try to help unpack this i think i’ll get decked. but I See. but she does every so often ask stuff like “how would you feel if i called you my brother?” or whatever and dean shuts down a little each time until eventually he shyly tells sam his new name. and sam smiles and is like “okay, dean :) you’re a real cool big brother” and dean is like yeah yeah shut up about it. you’re a pain in the ass little sister. and it’s nice even though it’s secret between them
anyway, years later when they meet up at stanford, dean has been medically transitioning and he’s a Real Man™️ now (sam asks how john allowed this and dean’s like “he said we could use another boy around anyway, after you...” and they both kind of just avoid the implications). he’s fully all repression and masculinity, like he unrepressed just long enough to see that he actually was a man and then just started repressing in a new direction. and then he sees sam who is super gnc and goes by fucking whatever pronouns and he’s like. now hold up again a second. hold on