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This movie is... weird.
The main character does things that are kind of terrible sometimes, and there is a gatekeeping son of a bitch of a therapist. But there is also commentary on how it's ok to be trans.
We had a lot to say about Transamerica (2005).
Transamerica IMDb: http://www.imdb.com/title/tt0407265/
35 episodes available. A new episode about every 5 days averaging 62 mins duration .