I re-watched Boy Meets Girl (trans) and Liberty's Secret (lesbian), both of which I referenced on this blog. They are free online. There are several gay and lesbian films on places like YouTube or Tubi. I am trying to find some more trans-related romantic films.
(Re-reading my comment on Liberty's Secret, I understand the reviewer's concerns. The romance aspect is curiously restrained. Overall, imperfections noted, I still liked the film.)
There is a tendency to focus on transgirls, especially in the sports context. I'm a heterosexual. Sure. I like transgirl romances. There was something on YouTube about feminization. It later became dark. But a positive film about that would be good too.

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Thanks for your .02!