Cross Dressing Movies

  • 2002
    Juwanna Mann

    Juwanna Mann

    Juwanna Mann

    5.12002HD

    A basketball star is booted out of the NBA when his on-court antics go too far, so he poses as a woman and joins the WUBA.

    Juwanna Mann
  • 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
  • 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
  • 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
  • 1992
    Rebecca's Daughters

    Rebecca's Daughters

    Rebecca's Daughters

    6.51992HD

    Young aristocrat Anthony Raine returns home from India to find the farmers of Pembrokeshire protesting about the rates of a tollgate run by The...

    Rebecca's Daughters
  • 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?
  • 1931
    Aatamin puvussa ja vähän Eevankin

    Aatamin puvussa ja vähän Eevankin

    Aatamin puvussa ja vähän Eevankin

    4.21931HD

    The film starts at the countryside, where station master Viirimäki is spending his summer holiday. He has gotten into the holiday mood to the...

    Aatamin puvussa ja vähän Eevankin
  • 2026
    L'Infiltrée

    L'Infiltrée

    L'Infiltrée

    5.32026HD

    To fulfill his dream of becoming a secret agent, Maxime has to become... Lupita!

    L'Infiltrée
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 1977
    Tabu

    Tabu

    Tabu

    51977HD

    Solidarity with the border people. Equal rights for the sexual deviants. Kristoffer Lohman is a young solicitor who collects stories and knowledge...

    Tabu
  • 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
  • 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
  • 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