Cross Dressing Movies

An extremely sympathetic and interesting look into how some couples came to terms with transness and crossdressing in the late eighties and early...

The music of Elvis comes alive in All Shook Up. Inspired by Shakespeare’s Twelfth Night, All Shook Up follows a small Midwestern town that is...

A young woman must pretend to be a man to visit her grandfather, and gets into some romantic scrapes in the process.

A girl posing as a knight's male valet is vamped by his fiancée

Low budget softcore farce where two men cross-dress to go into a women's prison.

Reinhold Schünzel plays the rigid representative Traugott Bellmann, who publicly condemns the low morals of the night life. Although Belmann's...

A set of seven portraits consisting of personal accounts from the lives of gays and lesbians. The narration includes stories about coming out,...

A very old lady has lost her way in a city and a distinguished gentleman decides to follow her home.

Lillian dresses as a man to gain access to a boy's school. (from Performing Queer Female Identity on Screen: A Critical Analysis of Five Recent Films)

A young woman poses as a boy to ingratiate herself better with her strict aristocratic grandfather and to get him to better accept the new freer ways...

A Robust Romeo is a 1914 movie starring Roscoe Arbuckle and Emma Bell Clifton.