Cross Dressing Movies

A 14-year old boy’s life changes forever when his estranged mother introduces him to the music of The Clash in 1979 London.

Otto Dernburg is forced by circumstances to dress up as a middle-aged woman.

A falling out within a bank robbing foursome splits up the group and pits a father and his sixteen-year-old son against their vengeful former...

Does being the only guy in an all-girl school sound like paradise? It might be, if the girls knew you were a guy, but to stay in school, teenage...

Brendan Behan, a sixteen year-old IRA foot soldier, is going on a bombing mission from Ireland to Liverpool during the second world war. His mission...

Two pairs of siblings are destined for each other, but fate throws countless obstacles in the path. When the young Emperor and his sister contrive to...

After so many years together, Joe faces life without Jana. Saying goodbye to yourself is never easy.

Filmed live at the Wilbur Theater in Boston, the self-proclaimed sweatiest woman in show business brings you her first ever standup special. Told in...

With a flu epidemic running rife, three new bumbling recruits are assigned to Inspector Mills police station. With help from Special Constable Gorse,...

Jerry Mason, a young Texan, and Jake Benson, an old rancher, become partners and strike it rich with a gold mine. They then find their lives...

Charley Wyckham and Jack Chesney pressure fellow student Fancourt Babberly to pose as Charley's Brazilian Aunt Donna Lucia. Their purpose is to have...

Charles and Peter have passed their law degree and are looking forward to wooing a few girls in the country. For that, they need a chaperone and...

Loulou is 13 years old. He returns from his training and finds the house empty. He enters his parents’ bedroom and opens his mother’s...

Parental fears reach an early boil when five-year-old Saúl announces that he wants to dress up as a little Siren for the school's fancy dress...

A short anime directed by Tetsuro Araki in collaboration with music by Hiroyuki Sawano and Motohiro Hata. A part of the "TOHO animation: Music Films"...

A series of bawdy and satirical episodes written during the reign of the emperor Nero and set in imperial Rome. Like the more famous version made by...

Danny La Rue stars in this 1970s drag comedy as Fred Wimbush, a Shakespearean actor who is drafted into WWII and is appearing in a camp show in...

An aspiring singer quits her menial job and is talked into performing as a female impersonator by her friend. Her drag act makes her famous, which...