Second Serve (1986)

Fact-based story about tennis pro Renee Richards, whose player status was challenged in 1976 when it was revealed that she was a transgender woman. Flashback to 1964 and meet Richard Radley, a successful New York doctor with a great lifestyle, a flashy girl friend, and a secret life. Seems like the good doctor likes to dress up in women's clothes and visit Manhattan. Her psychiatrist mother refuses to deal with her and sends her to a colleague who diagnoses with a psychotic gender confusion, which he says can be unlearned. After a failed marriage and fatherhood, she gives in to transition and becomes Renee for good with a new life in California.