I'm gonna get the worst ones out of the way:
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Anime
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scifi / isekai / adventure modern fantasy fighting thing
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Re:Zero / Steins;Gate / Fate/Grand Order. The plots are mostly just anime slop, Re:Zero at least has a more interesting setup and I genuinely enjoy watching the creepy protag die repeatedly in new ways. Trans rep in each of these is 'trans woman everyone calls a boy but is weird weeb lust bait'. Later manga Ferris comes out as a woman which is handled much better than the other two animes.
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Bad, bad, bad. One upside: the character designs are so motivated and cute, smfh. How fucking dare they draw me in with the cute outfits. Characters in order: Ferris from Re:zero, Ruka from Steins;gate, Astolfo from Fate.
Obvious better ones:
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Anime
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modern fantasy
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Zombieland Saga / My Hero Academia
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Good! Zombieland Saga has
Lily Hoshikawa and My Hero Academia actually has a couple of trans characters, some are villains and some are heroes and its a little lowkey, you have to pay attention and listen to the small lines where they mention they're trans. Lily's story is heartbreaking, she died of fright after hitting puberty and seeing a single hair on her chin and all the girls in her zombie pop band are very accepting of her. As for MHA, the villains have very sad and brutal stories, so keep that in mind when watching for Magne, who was not able to transition due to stigma and being poor, yet is constantly gendered correctly and Twice even berates the shit out of someone for misgendering his 'big sister'. Yawara Chatora was in an all female cat-hero group and transitioned to male.
Lily from Zombieland:
Magne:
Yawara:
Trans Vibes Honorable Mention:
Your Name. This is honestly a tearjerker of a romance bodyswap movie and it feels trans as fuck and kinda gay as hell even though its technically straight. 10/10 one of the best anime movies I've ever watched.