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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  1. 1
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    Jim Sharman More
    Released: 1975
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    Chris Columbus More
    Released: 1993
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    Sydney Pollack More
    Released: 1982
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    Billy Wilder More
    Released: 1959
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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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    Kimberly Peirce More
    added by: MengshaChen
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    Neil Jordan More
    added by: crmflava
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    Darren Grant, Tyler Perry More
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    Stephan Elliott More
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    Julian Jarrold More
    Released: 2005
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    Beeban Kidron More
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    Keenen Ivory Wayans More
    Released: 2004
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    Richard Eyre More
    Released: 2004
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    Jonathan Lynn More
    Released: 1990
  21. 21
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    Andy Fickman More
    Released: 2006
  22. 22
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    Joel Schumacher More
    Released: 1999
  23. 23
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    Brian De Palma More
    Released: 1981
  24. 24
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    Michael Lembeck More
    Released: 2004
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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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    Michael Keusch More
  28. 28
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    Richard Rush More
    Released: 1994
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    Clint Eastwood More
    added by: Countermoon
  30. 30
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    Sidney J. Furie More
    Released: 1992
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    Tom Brady More
    Released: 2003
  32. 32
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    Wallace Wolodarsky More
    Released: 2002
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    Stefan Ruzowitzky More
    Released: 2001
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    Raja Gosnell More
    Released: 2000
  35. 35
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    William Castle More
    Released: 1961
  36. 36
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    Jimmy Zeilinger More
    Released: 1992
  37. 37
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    Jesse Vaughan More
    Released: 2002
  38. 38
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    Fenton Bailey, Randy Barbato More
    Released: 2003
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    Kenneth Branagh More
    Released: 1936
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    Paul Bogart More
    Released: 1988
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    Lamberto Bava More
    Released: 1983
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    John Waters More
    Released: 1974
  43. 43
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    Steve Boyum More
    Released: 2001
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    Richard Day More
    Released: 2003
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    John Huston More
    Released: 1969
  46. 46
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    Francis Girod More
    added by: ChrisRCman
  47. 47
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    Donald Petrie More
    Released: 1996
  48. 48
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    Released: 1988
  49. 49
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    Arthur H. Leonard More
    Released: 1947
  50. 50 +

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