Cross Dressing Movies

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

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...

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...

Old Mother Riley loses her laundry job and then battles her ex-boss in a parliamentary election.

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

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

An 18-year-old boy who came from the countryside to attend school. The person he was introduced to to share a room with by a real estate agent was a...

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

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,...

To conquer his beautiful mother without insospettirne, Polidor dresses for women and can thus safely visit the house, but was immediately made...

After becoming a licensed engineer abroad, Lucyna comes back to Poland and looks for a job. Because her wealthy father thinks it's inappropriate for...

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

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

Centring on the legend of the four ancient Chinese heroines, the film was a novelty for audiences at the time, as the singing performance was in...

A call from an ex-lover threatens to rekindles memories from a time far gone by for D - a lonely cross-dresser trying to come to terms with her new...

Martina and Sonja, cross-dress in vampire capes and werewolf claws, re-enacting familiar horror tropes. A corresponding soundtrack of stock screams...

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

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...

In rural Bangladesh, young Kajal struggles with their gender identity while living with their mother Kohinoor and terminally ill grandmother. The...