A Boy Named Sue (2000)

A Boy Named Sue chronicles the transformation of a transsexual named Theo from a woman to a man over the course of six years. Following Theo's physiological and psychological changes during the process, as well as their effects on his lesbian lover and community of close friends, A Boy Named Sue tells a story about gender identity, relationships, and how even things that seem permanent can change.

Unfortunately the movie A Boy Named Sue is not yet available on HBO Max.