Cross Dressing Movies

When the governor hears that a general inspector has come to town, fearing that he'll uncover his corruption, he and his government officials panic....

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)

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

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,...

A company of soldiers is visiting a small village. The mayor (?) locks away his daughter because she is very adventurous...

A Kasha is a universal offbeat love story set in a time of civil war - but the war is in Sudan and it is happening right now. We follow Adnan, an...

A set of seven portraits consisting of personal accounts from the lives of gays and lesbians. The narration includes stories about coming out,...

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

An extremely sympathetic and interesting look into how some couples came to terms with transness and crossdressing in the late eighties and early...

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...