Cross Dressing Movies

  • 1997
    Pony Glass

    Pony Glass

    Pony Glass

    4.21997HD

    Superman's pal Jimmy Olsen gets his own story. Boy meets girl. Boy loses girl. Boy meets boy!

    Pony Glass
  • 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
  • 1934
    The Lucky Texan

    The Lucky Texan

    The Lucky Texan

    51934HD

    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...

    The Lucky Texan
  • 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
  • 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
  • 2016
    Honeyglue

    Honeyglue

    Honeyglue

    5.92016HD

    After learning she only has three months to live, Morgan flips her conservative protected life upside down. That is where she meets Jordan, a purse...

    Honeyglue
  • 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
  • 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
  • 1911
    Over the Hills

    Over the Hills

    Over the Hills

    01911HD

    A young woman who disguises herself as a man to go gold prospecting after her father and brother forbid her from joining them.

    Over the Hills
  • 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
  • 1970
    When the Mad Aunts Arrive

    When the Mad Aunts Arrive

    When the Mad Aunts Arrive

    4.81970HD

    When the Mad Aunts Arrive
  • 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
  • 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
  • 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
  • 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
  • 2026
    Wasington

    Wasington

    Wasington

    02026HD

    This is the sad tale of the township of Wasington, nestled in the uttermost reaches of the northwest of the US of A. Two young Americans had planned...

    Wasington
  • 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
  • 2014
    Lingering Spirits

    Lingering Spirits

    Lingering Spirits

    7.62014HD

    Gajirou Honda is a self-centered man who only cares about money and women. When he’s involved in a car accident, he encounters the ghosts of...

    Lingering Spirits
  • 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
  • 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