Cross Dressing Movies

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

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...

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

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...

In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne,...

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

Childhood friends Ichiro Matsuyama and Kumiko Nagasaki attended the same high school and were fond of each other. However, perhaps due to the...

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

Alma, petrified, does not know how to react when her son, age 8, wants to dress as a fairy and go to school. She asks advice from her neighbor, and...

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

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,...

Three sisters, all raised as boys, have trouble fitting into male-dominated society.

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...

Lillian dresses as a man to gain access to a boy's school.

Part of the Wintergartenprogramm.

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

A psychological thriller about people running on abnormal orbits

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