Cross Dressing Movies

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...

Low budget softcore farce where two men cross-dress to go into a women's prison.

A lady manager of newly formed record house places his administrator, disguised as a cleaning lady, in competing record house. She needs to get the...

Lillian Travers, a New York heiress, pops down to Florida to surprise her fiancé, Fred Cassadene, the house doctor at a prominent Saint...

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...

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...

A hot young hustler finds himself in uncharted waters when he spends the night with a client who's far from the "johns" he's used to servicing.

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

Martina and Sonja, cross-dress in vampire capes and werewolf claws, re-enacting familiar horror tropes. A corresponding soundtrack of stock screams...

The stooges are mistaken by a gangster for the "Three Horsemen of Boulder Dam", famous football players. Hired to play for his team, they blow the...

Based on the stage musical of the same name, this is the tale of a princess who grew up loving fairy tales and finds herself thrust into one where...

Musical version of the comedy, "Charley's Aunt," by Brandon Thomas. As part of a simple enough ruse, a Cambridge student poses as his aunt but his...

In order to infiltrate a gang of drug smugglers, a cop is sent undercover to participate in a drag-queen beauty contest aboard a cruise ship.

Mick's father, Barry, sells the family piano, causing Mick's mother, Irene to leave. In order to raise enough money to buy the piano back, Mick...

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 couple hire a detective to locate their missing daughter. He finds her in a "house of ill-repute."

Neil Bishop has spent his whole life living on the fringes of society. His only interaction with people is through his job as a lost luggage courier....

A trio of former sideshow performers double as the "Unholy Three" in a scam to nab some shiny rocks.

A student is pressured into pretending to be a classmate's Aunt so he can act as a false chaperone.