The Best Cross-Dressing Movies Films
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The Best Cross-Dressing Movies

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A list of the best cross-dressing movies. If you believe we've missed on, please feel free to add it to the list yourself. Genre-wise, this list includes both dramas and comedies (and even a few thrillers). Cross-dressing has been a staple of storytelling since ancient Greece. At times, it was even required by law as women were sometimes prohibited from working as actors. While some may consider crossdressing (and transvestites) as something that only belongs in comedy, that is far from the truth. Many of these films are dramas, and movies like "Psycho" are all out horrors. That said, many of them are indeed uplifting comedies. Enjoy!

List Criteria: Movies must feature cross-dressing and cross-dressers.

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  Name
  1. 1
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    Chris Columbus More
    Released: 1993
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    Billy Wilder More
    Released: 1959
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    Sydney Pollack More
    Released: 1982
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    Jim Sharman More
    Released: 1975
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    Mike Nichols More
    Released: 1996
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    Gus Van Sant More
    Released: 1960
  7. 7
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    Barry Cook, Tony Bancroft More
    Released: 1998
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    Blake Edwards More
    added by: SilverPhoenyx
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    Lisa Gottlieb More
    Released: 1985
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    John Madden More
    Released: 1998
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    Michael Lander More
    added by: DarleeneTucker
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    Darren Grant, Tyler Perry More
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    Kimberly Peirce More
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    Julian Jarrold More
    Released: 2005
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    Beeban Kidron More
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    Jonathan Lynn More
    Released: 1990
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    Stephan Elliott More
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    Neil Jordan More
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  19. 19
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    Andy Fickman More
    Released: 2006
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    Keenen Ivory Wayans More
    Released: 2004
  21. 21
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    Joel Schumacher More
    Released: 1999
  22. 22
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    Richard Eyre More
    Released: 2004
  23. 23
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    Brian De Palma More
    Released: 1981
  24. 24
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    Michael Lembeck More
    Released: 2004
  25. 25
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    Trevor Nunn More
    Released: 1996
  26. 26
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    Christopher Monger More
    Released: 1992
  27. 27
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    Clint Eastwood More
    added by: Countermoon
  28. 28
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    Stefan Ruzowitzky More
    Released: 2001
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    William Castle More
    Released: 1961
  30. 30
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    Sidney J. Furie More
    Released: 1992
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    Wallace Wolodarsky More
    Released: 2002
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    Richard Rush More
    Released: 1994
  33. 33
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    Tom Brady More
    Released: 2003
  34. 34
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    Fenton Bailey, Randy Barbato More
    Released: 2003
  35. 35
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    Paul Bogart More
    Released: 1988
  36. 36
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    Raja Gosnell More
    Released: 2000
  37. 37
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    Kenneth Branagh More
    Released: 1936
  38. 38
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    Michael Keusch More
  39. 39
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    Jesse Vaughan More
    Released: 2002
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    Jimmy Zeilinger More
    Released: 1992
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    Lamberto Bava More
    Released: 1983
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    John Huston More
    Released: 1969
  43. 43
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    Francis Girod More
    added by: ChrisRCman
  44. 44
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    Donald Petrie More
    Released: 1996
  45. 45
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    Steve Boyum More
    Released: 2001
  46. 46
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    John Waters More
    Released: 1974
  47. 47
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    Richard Day More
    Released: 2003
  48. 48
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    Arthur H. Leonard More
    Released: 1947
  49. 49
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    Released: 1988
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