Glen or Glenda (1953)

A psychiatrist tells two stories: one of a transvestite (Glen or Glenda), the other of a pseudohermaphrodite (Alan or Anne).

Director:

 Edward D. Wood Jr.

Writer:

 Edward D. Wood Jr. (story)

Stars:

 Edward D. Wood Jr., Bela Lugosi, Lyle Talbot - via IMDB 

https://archive.org/details/GlenOrGlenda_137