Just Like a Woman (1992)

Gerald Tilson (Adrian Pasdar) is a yuppie-like transvestite in his thirties. His wife arrives home earlier than expected and discovers female attire spread over their apartment. Not knowing anything about his habit, she misinterprets this and throws him (and the attire) out of their home and marriage. He rents a room in Monica's (Dame Julie Walters') house, recently divorced and around fifty. Their relationship evolves from landlady and tenant, to friends, to lovers. Monica learns about, begins to understand and finally appreciates and supports Geraldine, Gerald's alter-ego. His transvestitism, a rarely filmed subject, its ups and downs, is treated with a lot of respect, warmth, and humor.