Cross Dressing Movies

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...

Mr. Murphy, a photographer, lures models to his house on the pretense of legitimate modelling work, and then busies himself bedding them. After a...

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...

After so many years together, Joe faces life without Jana. Saying goodbye to yourself is never easy.

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

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

Macho shows concerns about his wife cheating on him by live streaming herself nude while spreading the fact that Macho is a mysoginist.

Rather than telling his parents, who have another girl picked out for him, Bob brings home his new wife disguised as his friend "Steve."

The story of Hüsnü, a football enthusiast who has dreamed of playing the field for years.

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

Selfhood follows 5 individuals and the difference between their sense of self compared to how they present theirselves to the outside world.

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...

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

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

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...

An intriguing story about a family and a manor house (where some terrible crimes were committed in the past by a member of that family) adapted from...

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

Parental fears reach an early boil when five-year-old Saúl announces that he wants to dress up as a little Siren for the school's fancy dress...