Cross Dressing Movies

  • 1942
    A-Haunting We Will Go

    A-Haunting We Will Go

    A-Haunting We Will Go

    6.21942HD

    Stan and Ollie get involved with con men, crooks, a genial magician, and two interchangeable coffins with disastrous but funny results.

    A-Haunting We Will Go
  • 2000
    Cinderella: The ITV Pantomime

    Cinderella: The ITV Pantomime

    Cinderella: The ITV Pantomime

    6.72000HD

    A televised pantomime of Cinderella featuring various celebrities.

    Cinderella: The ITV Pantomime
  • 1914
    Lillian's Dilemma

    Lillian's Dilemma

    Lillian's Dilemma

    81914HD

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

    Lillian's Dilemma
  • 1991
    Fast Getaway

    Fast Getaway

    Fast Getaway

    5.91991HD

    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...

    Fast Getaway
  • 2018
    Agent Mr. Chan

    Agent Mr. Chan

    Agent Mr. Chan

    5.52018HD

    Top agent Mr. Chan (Dayo Wong) suddenly finds himself removed from duties after his partner Wonder Child unintentionally offends a policewoman, Ms....

    Agent Mr. Chan
  • 2022
    Black Angels

    Black Angels

    Black Angels

    22022HD

    Black Angels
  • 1952
    Where's Charley?

    Where's Charley?

    Where's Charley?

    9.51952HD

    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...

    Where's Charley?
  • 2004
    Wacky Class Welcome

    Wacky Class Welcome

    Wacky Class Welcome

    3.42004HD

    The year is 2003, and the Private Çamlıca High School, once home to the legendary “Hababam Class”, is still in operation. The...

    Wacky Class Welcome
  • 2013
    Shrek the Musical

    Shrek the Musical

    Shrek the Musical

    7.12013HD

    Put out of his swamp solitude by a wicked tyrant's order, grumpy ogre Shrek goes on a journey – accompanied by a chatterbox donkey – to...

    Shrek the Musical
  • 2016
    Mr. High Heels

    Mr. High Heels

    Mr. High Heels

    1.92016HD

    Hang Yuan, a man who's been in love with a friend for a very long time, is willing to anything to win her over. Even cross-dressing.

    Mr. High Heels
  • 1935
    The Young Count

    The Young Count

    The Young Count

    101935HD

    A young woman poses as a boy to ingratiate herself better with her strict aristocratic grandfather and to get him to better accept the new freer ways...

    The Young Count
  • 2024
    Never Kill a Femboy on the First Date

    Never Kill a Femboy on the First Date

    Never Kill a Femboy on the First Date

    02024HD

    An Asian-Irish cross-dresser's one-night stand with an exhibitionist turns life-threatening when a group of voyeurs discover they are not a woman.

    Never Kill a Femboy on the First Date
  • 2014
    The Boy in the Dress

    The Boy in the Dress

    The Boy in the Dress

    6.32014HD

    Dennis feels different - an ordinary boy in an ordinary house in an ordinary street, playing football with his mates and living with his dad and...

    The Boy in the Dress
  • 2003
    Girls Will Be Girls

    Girls Will Be Girls

    Girls Will Be Girls

    5.72003HD

    Nothing stirs up the competitive spirit in haggard Hollywood has-been Evie Harris like having to share a house with a younger actress like Varla....

    Girls Will Be Girls
  • 1935
    First a Girl

    First a Girl

    First a Girl

    6.41935HD

    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...

    First a Girl
  • 2021
    Otome wa Boku ni Koishiteru: Trinkle Stars The Animation

    Otome wa Boku ni Koishiteru: Trinkle Stars The Animation

    Otome wa Boku ni Koishiteru: Trinkle Stars The Animation

    5.72021HD

    Otome wa Boku ni Koishiteru: Trinkle Stars The Animation
  • 2022
    The Dress

    The Dress

    The Dress

    72022HD

    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.

    The Dress
  • 1930
    Charley's Aunt

    Charley's Aunt

    Charley's Aunt

    6.71930HD

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

    Charley's Aunt
  • 1972
    Carry On Matron

    Carry On Matron

    Carry On Matron

    6.11972HD

    A gang of thieves plan to make their fortune by stealing a shipment of contraceptive pills from Finisham maternity hospital. They assume disguises...

    Carry On Matron
  • 1992
    Delinquent in Drag

    Delinquent in Drag

    Delinquent in Drag

    5.61992HD

    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...

    Delinquent in Drag