The following films are considered the most significant in the field of Southeast Asian gender studies: The Iron Ladies (Satree-lex, 2000)
Directed by Tanwarin Sukkhapisit, this film was famously banned in Thailand for years due to its "extreme" depiction of a trans father's relationship with his children and scenes of sex work. Why it's "Extreme":
(1999) - A biographical drama about Brandon Teena, a young woman who was born female but lived as a man in a small Nebraska town.