Cross Dressing Movies

A bored, filthy rich married couple and their hired help play sordid games of deception, kidnap, sexual intrigue, and perhaps murder when a secret...

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

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

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...

When Patouillard meets another woman at a street cafe, his jealous wife dresses up as a man in a suit and beard to spy on him.

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

Several characters realize their personal way to build their own identity from the choice of genre. Transsexual, transgender, crossdressing –...

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...

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,...

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

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

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...

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.

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

In a city - with heavy metal music haunting the heroes and the voice of Maria Callas being heard, an aged man, ex-terrorist, who dresses like a...

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

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