Cross Dressing Movies

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

A young boy frequently visits an old man who lives alone, keeping him always in good company. One night, he chances upon the old man watching a dated...

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...

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...

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

Baroness Marika von Korossy dresses up as a man, in order to compete in a horse race. Her victorious horse, Satan, will only allow her to ride him...

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

To make her father's dream come true, a woman, with the help of her sister, decide to disguise themselves as men and infiltrate a boys hostel run by...

Forced by the parents to be married, a young couple in Paris discover things about themselves as they mature through their romance together.

Billy and His Pal, released on February 16, 1911, is about a cowboy, Jim (Francis Ford), who is idolised by young Billy (actress Edith Storey in...

A coming-of-age story that navigates the journey of a family in which the young son grapples with questions about his gender identity.

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...

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...

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...

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

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.

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

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