Cross Dressing Movies

  • 1956
    Tyttö lähtee kasarmiin

    Tyttö lähtee kasarmiin

    Tyttö lähtee kasarmiin

    51956HD

    A girl joins the army instead of her brother, who has been injured in a car accident and cannot join the army in time. She is then disguised as a...

    Tyttö lähtee kasarmiin
  • 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
  • 1960
    Carry On Constable

    Carry On Constable

    Carry On Constable

    6.2811960HD

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

    Carry On Constable
  • 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
  • 1965
    McHale's Navy Joins the Air Force

    McHale's Navy Joins the Air Force

    McHale's Navy Joins the Air Force

    5.51965HD

    The crew of PT-73 are in trouble again when Ensign Parker is mistaken for a pilot and gets shanghied into the Air Force.

    McHale's Navy Joins the Air Force
  • 2001
    Borstal Boy

    Borstal Boy

    Borstal Boy

    6.22001HD

    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...

    Borstal Boy
  • 2019
    Help Me I'm Dying

    Help Me I'm Dying

    Help Me I'm Dying

    6.72019HD

    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...

    Help Me I'm Dying
  • 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
  • 2005
    Unveiled

    Unveiled

    Unveiled

    6.52005HD

    Survival is not enough. Fariba Tabrizi has made it. Under peril of death she has fled from Iran. In Germany she has no alternative way of avoiding...

    Unveiled
  • 2005
    Asta Nilsson's companion

    Asta Nilsson's companion

    Asta Nilsson's companion

    82005HD

    A very old lady has lost her way in a city and a distinguished gentleman decides to follow her home.

    Asta Nilsson's companion
  • 1913
    Hurra! Einquartierung!

    Hurra! Einquartierung!

    Hurra! Einquartierung!

    61913HD

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

    Hurra! Einquartierung!
  • 2017
    London Town

    London Town

    London Town

    6.12017HD

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

    London Town
  • 1912
    Miss Tweedledum

    Miss Tweedledum

    Miss Tweedledum

    4.31912HD

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

    Miss Tweedledum
  • 2016
    Remo

    Remo

    Remo

    5.72016HD

    An aspiring actor dresses up as a female nurse to bag a role in a film, and more importantly, woo the love of his life.

    Remo
  • 1988
    New York's Finest

    New York's Finest

    New York's Finest

    4.81988HD

    A cross dresser helps three whores on their search for rich husbands.

    New York's Finest
  • 1930
    The Unholy Three

    The Unholy Three

    The Unholy Three

    5.91930HD

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

    The Unholy Three
  • 1974
    Naked Weekend

    Naked Weekend

    Naked Weekend

    5.81974HD

    Angustias, a hotel maid, and Rodolfo, play boy who will spend a few days in that hotel with Octavia, witness how a wealthy lady, seeking to steal her...

    Naked Weekend
  • 1985
    The Supergrass

    The Supergrass

    The Supergrass

    6.11985HD

    While taking a holiday in the country with his mother, Dennis hits on a scheme to impress a girl so that she'll go away on a trip with him as his...

    The Supergrass
  • 1930
    Another Fine Mess

    Another Fine Mess

    Another Fine Mess

    6.91930HD

    Two homeless vagabonds hide out in a vacant mansion and pose as the residents when prospective lessees arrive and try to rent it.

    Another Fine Mess
  • 1969
    The Degenerates

    The Degenerates

    The Degenerates

    6.61969HD

    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...

    The Degenerates