Cross Dressing Movies

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

Mick's father, Barry, sells the family piano, causing Mick's mother, Irene to leave. In order to raise enough money to buy the piano back, Mick...

Superman's pal Jimmy Olsen gets his own story. Boy meets girl. Boy loses girl. Boy meets boy!

A student is pressured into pretending to be a classmate's Aunt so he can act as a false chaperone.

A cross-dressing Adolf Hitler sings tasteless, but humorous musical numbers.

Based on the stage musical of the same name, this is the tale of a princess who grew up loving fairy tales and finds herself thrust into one where...

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

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

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

Two guys found a treasure map. They decided to make a plan to approach and figure out the truth behind it. One had to disguise as a woman and other...

The film starts at the countryside, where station master Viirimäki is spending his summer holiday. He has gotten into the holiday mood to the...

Marta has found a dress that is not hers in her boyfriend Fer's room, all the trust she has placed in him over years of relationship is shaken.

The original documentary on the Wigstock festival, back in the day when it was a much smaller affair in Thompkins Square Park. A full day of peace,...

At the request of his colleague, the young lawyer goes to the courtroom to replace her, but he mixes up the rooms and ends up defending a brutal...

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

Robinet disguises himself as a woman to get away from his girlfriend’s husband, and discovers the unexpected pleasures of public drag amidst...

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

The comedy film between Caribbean, Atlantic, and the Mediterranean! A funny and bizarre comedy experience on board of the dream ship MS Melody with...

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)

This film evolves around a mother and a son and their day on May 17, 2013. The story starts in the morning when a woman discovers her son wearing her...