Shinjuku Midnight Story: Man and Woman (1972)

Sinopsis

Kiyomi, a popular hostess at a bar in Shinjuku, has a traumatic childhood that makes her only sensitive to sexual intercourse with women. One day, the girl she loved as a junior hostess betrayed her and slept with her man. Uncomfortable with men, Kiyomi "swaps places" during sex with her new girlfriend, a trans woman Kaoru.