Cross Dressing Movies

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

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...

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

A young woman cuts her hair and dons men's clothing to escape her wealthy but quick-tempered father.

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

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