List of Crossdressing Movies

Here is the list of Crossdressing Movies that you should definitely watch. Crossdressing has been included in the movie industry since a long way back. There are many crossdressing movies which has been made around the world. From comedies to dramas, there are many movies which features crossdressing, especially male to female crossdressing.

1. Mrs. Doubtfire

This movie features Robin Williams as Daniel, a divorced actor, who disguises himself as a middle aged woman -Mrs Doubtfire, a housekeeper, in order to spend more time with his children in his ex-wife’s house.

Initial release: November 22, 1993 (USA)
Director: Chris Columbus
Cast: Robin Williams, Sally Field, Pierce Brosnan, Harvey Fierstein, Polly Holliday

2. Tootsie

This movie tells the story of an respected actor, Michael Dorsey, who is too difficult to work with. When nobody wants to work with him, he disguises himself as a woman to audition for a role. He gets selected and becomes a national sensation. He has to keep his male identity a secret fro quite some time. He is also offered an extended contract. Then His life reaches a sudden climax when he falls in love with his co-star, Julie.

Initial release: December 1, 1982 (Hollywood)
Director: Sydney Pollack
Cast: Dustin Hoffman, Jessica Lange, Teri Garr, Bill Murray

3.  Some Like it Hot

The movie is about two musicians who witness a mob hit. They flee the state disguised as women and find themselves in an all female band.Further complications set in when both of them get Joe with Sugar, a beautiful woman in the band and compete for her affection while maintaining their disguises.

Initial release: March 29, 1959 (USA)
Director: Billy Wilder
Cast : Marilyn Monroe, Tony Curtis, Jack Lemmon, George Raft, Pat O’Brien

4. He’s My Girl (La Folle Histoire d’amour de Simon Eskenazy)

This movie is about a clarinetist who is trying to finish his record when his wife and son reappear in his life. Among all that, he struggles with relationships between a professor of philosophy and Naim, a young crossdresser who will change his life.

Release Date: 2009
Director: Jean-Jacques Zilbermann
Cast: Antoine de Caunes, Mehdi Dehbi, Elsa Zylberstein