Onimai (anime) definitely got my brain churning and thinking about what I want in life, and that I’m not happy about my body in multiple ways
Edit; ohh, somebody else mentioned BNA(anime: Brand New Animal). That’s a good one too.
Plenty of webcomics too, Misfile, another I forget the name of (guy gets turned onto a magical girl by loki, untransforms and is… still female.), SuperNormalStep (diverse cast, AroAce MC), Kill 6 Billion Demons (just… holy shit. And unholy shit.). I’ve read a LOT of webcomics now that I’m thinking about it 😶