trans Sammy headcanons

there aren’t enough headcanons about trans Sam Winchester out there :) submit or request one if you want. FtM, MtF & nb Sam are all welcome. Friendly towards all ships. TERFs & truscum please don’t interact.

[osnaart]

[transhouto-archive-deactivated2]

[transsammyw]

Sam had always been described as “kind of a tomboy” and most people never called him Samantha, because Sam is just more convenient. Maybe at first it was just that Sam looked up to his older brother, admired him with all his heart and wanted to be like him, but as soon as puberty hit Sam realised that he just didn’t feel right in his body. He didn’t want to look at his breasts, walked with his back hunched and dressed in a tight sports bra and Dean’s wide t-shirt so no one would notice his curves. His teenage years were difficult.

But eventually, things changed. It was hard to be accepting of himself on his own, but once he came out to Dean, he got the support he needed. Dean bought him a binder and the clothes Sam wanted to feel more comfortable, and somehow Sam learned to love himself. If Dean is by his side, he can do it.

[osnaart]

had some really bad dysphoria the last couple of days so I decided to draw something self indulgent to cheer me up. hope you enjoy trans Sammy in his binder ✨

[draftingtides]

My LGBT+ SPN Headcanons: Sam Edition (Queer, Trans, Nonbinary, Genderqueer, Agender, Demisexual) Dean | Cas(in progress)

Credit if you use!

[transsammyw]

For Sam it begins when she’s ten years old and realises how pretty girls are. Dad and Dean think “he” is just discovering sexuality, the early bloomer that Sam is. Sam needs another two years before she understands that she isn’t crushing on girls (yet, that follows later in her life) but that she wants to be like them. That she wants to wear dresses and experiment with makeup and have long, pretty hair and secretly calls herself Samantha, smiles when that’s the name Dean chooses for her sarcastically when she screws up. She can’t tell her family, they wouldn’t understand.

Dean finds out when Sam turns sixteen. He accidentally finds Sam’s skirt that she only wears when she’s alone and well, they talk. When Sam begins to cry, Dean understands how serious this is. And from this day on he only calls Sam “his sister”, at least when dad isn’t with them.

[samwultimatequeer]

Welcome to a queer blog about the ultimate queer: Sam Winchester!

This blog will be a collection of content about queer!Sam Winchester. This includes trans!Sam, nb!Sam, mlm!Sam, polyam!Sam, and any other queer identity involving Sam. Feel free to tag this blog in any queer Sam posts. All ships and QPRs are welcome. If you bring any discourse to these posts, you will be blocked.

I’m tagging some people I think might be interested. If I tag you and you aren’t interested, that’s okay! Thank you anyway.

@transgendersam @waterbird13 @nooonbinaryyyy @queersamdaily @transsammywinchester @transsammyw @ftmsam

[diminuel]

Sam in dresses (inspired by my witchy sis’ fashion)

@boozy-the-ghost

[cypii-old-blog]

would you be down for drawing trans girl sam? i love the idea of her because she would be such a beautiful contradiction to what people view as "feminine" (her broad shoulders, her jawline, etc) and she'd stomp cisnormativity into the ground because who says trans people have to pass to be beautiful???? hhhh oh my god i'm sorry i just have a lot of feelings about trans girl sam wearing cute clothes and kicking people's asses,,, (but if you don't wanna draw her don't worry about it ok)

[transmalesammy]

~* 2 Trans!Sam Headers for Pride*~

[transsammyw]

There are a few things that Sam realises once she’s older that would have really helped her discovering she’s trans, but at least now she can explain her feelings to Dean and Castiel a little bit better. She was struggling with the “What if I’m just faking? What if I’m actually cis and just want to be special?” for a long time, but that’s over now. She realised that cis people don’t have to convince themselves that they are cis. They are cis without question. They also don’t get jealous of trans people, because honestly why would they? But Sam did. She often wished that she could be trans, that she could be a girl, but didn’t realise that those wishes were a strong indicator that actually she was one. She often invented characters that were “just her, but as a girl” without noticing that she was just trying to be herself. Now she knows.

Sam asked Dean about how often he thinks about his gender, but the older brother doesn’t. He’s just a cis guy. And maybe it’s easier to be cis and Sam asked herself a few times if she didn’t want to be cis instead, live as a guy, but that’s not a choice. Sam is a woman and she’s happy with that.

[osnaart]

I’ve been struggling with my dysphoria today, so I made a drawing of trans!Sammy dressing his binder to make me feel better—enjoy! :)

[transsammyw]

Sam tries to be himself with confidence, but sometimes he’s reminded of his curves that aren’t gone yet (he’s on hormones, but fat redistribution takes FOREVER) and his binder feels tight when he moves. He’s not supposed to wear it when they could possibly encounter a monster during a hunt, because fighting and running with a binder on can be awful and potentially damaging, but that doesn’t keep him from being dysphoric about the sports bra he wears instead. After a long day he still has Dean though. Dean understands. He buys Sam a beer when he wants one or leaves him alone when he needs it, but Sam knows that if he wants to talk, Dean will listen. And sometimes he just needs a hug.

[transsammyw]

Sam needs a while to figure herself out. At first she think she’s just a trans girl and she’s happy with that, only to freak out once she don’t exactly feel that way anymore. All of a sudden trans girl isn’t a label that fits right and doesn’t describe her perfectly. Sam begins to fear she’s been faking all along and dad was right about it being just a phase, but when she talks to Dean about it, the older brother doesn’t exactly understand, but he’s supportive. Dean helps Sam research some other identities until she finds something that fits, because Sam definitely isn’t a guy either. Nonbinary feels good to Sam. Demigirl maybe. She’s not sure if she might be genderfluid, but that’s okay. With Dean’s support, Sam doesn’t mind not knowing 100% how to label herself. Sam needs a while to figure herself out and she still didn’t fully come to a conclusion, but she’s happy with it and that’s the important part.

[transsammyw]

Over the course of their puberty and even into their twenties Sam always asks themself the same questions. “What if I’m just faking?” “What if I’ll change my mind and I’m actually cis?” “What if dad was right and this is just a phase?” “Am I even trans enough?” Sam doesn’t hate their body, not really. It’s not perfect and Sam would like it to be different, shorter, more feminine, but they can live with what they’ve got. Some days they don’t want anyone to look at them, knowing that they’d just question Sam because they don’t make enough of an effort to transition and skirts just look unusual on such a giant body. The questions never really stop, but eventually Sam learns how to answer them for themself. They’re not faking. And it’s fine if they’ll change their mind about labels, that doesn’t mean what they feel right now is wrong. Being nonbinary is just as trans as having a trans identity that fits the binary. Sam knows that maybe there is always going to be a little bit of doubt, but they’re happy and patient with themself. And that’s what really counts.

[holydarkhallelujah]

Sam never felt quite like a boy. He felt quite like a girl, either. He just felt sort of like a nothing. Until he went to Stanford and met Jess, and just couldn't TELL. Jess caught him staring, and demanded to know what the problem was. When Sam just stammered, they rolled their eyes and said "Yes, I'm fucking agender. I'm not a boy, I'm not a girl, I'm JESS." Like they were expecting a fight. But all they got were Sam's eyes filling with tears and a small, "There's a word for it?"

holy crap agender!Jess AND agender!Sam?! Be still, my beating heart!

[transsammyw]

Being nonbinary isn’t exactly easy for Sam. They realised rather late in life, not knowing that they could be anything but male or female. They always felt wrong, out of place, as if they couldn’t quite relate to other people and being called “he” and a man left a sour taste in their mouth. Being the nerd they are, they eventually stumbled across it during research though and suddenly the world made a lot more sense. At first, Sam didn’t think that was what they were. Or at least they didn’t wanted to accept it yet, a concept so foreign that they hadn’t heard about it for most of their life. Eventually Sam came to terms with it though and the day when they looked into the mirror and told themself “I, Sam Winchester, am nonbinary,” fully realising that this described them perfectly, was one of the best days in their life.