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

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

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!

Vote for your favorite crossdresser movies, or movies about crossdressers, or movies with crossdressing right this second!

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  1. 1
    + 127
    - 41

    most listed Robin Williams, Pierce Brosnan, Sally Field Released: 1993

    ) open buy @ amazon
  2. 2
    + 81
    - 28

    Bill Murray, Dustin Hoffman, Geena Davis Released: 1982

    ) open buy @ amazon
  3. 3
    + 129
    - 31

    ranked low on reranks Susan Sarandon, Meat Loaf, Tim Curry Released: 1975

    ) open buy @ amazon
  4. 4
    + 85
    - 27

    Robin Williams, Gene Hackman, Calista Flockhart Released: 1996

    ) open buy @ amazon
  5. 5
    + 70
    - 27

    Marilyn Monroe, Jack Lemmon, Tony Curtis Released: 1959

    ) open buy @ amazon
  6. 6
    + 53
    - 30

    Julianne Moore, Vince Vaughn, Viggo Mortensen Released: 1960

    ) open buy @ amazon
  7. 7
    + 27
    - 25

    Claire Danes, Alice Eve, Tom Wilkinson Released: 2004

    ) open buy @ amazon
  8. 8
    + 46
    - 29

    Sherilyn Fenn, William Zabka, Arye Gross Released: 1985

    ) open buy @ amazon
  9. 9
    + 50
    - 46

    Evangeline Lilly, Jaime King, Jennifer Carpenter Released: 2004

    ) open buy @ amazon
  10. 10
    + 38
    - 26

    added by MengshaChen Hilary Swank, Chloë Sevigny, Natalie Zea

    ) open buy @ amazon
  11. 11
    + 34
    - 28

    Gwyneth Paltrow, Ben Affleck, Judi Dench Released: 1998

    ) open buy @ amazon
  12. 12
    + 21
    - 25

    Eric Idle, Robbie Coltrane, Janet Suzman Released: 1990

    ) open buy @ amazon
  13. 13
    + 19
    - 26

    Michael Caine, Angie Dickinson, Dennis Franz Released: 1981

    ) open buy @ amazon
  14. 14
    + 13
    - 21

    often listed & ranked high on reranks Helena Bonham Carter, Ben Kingsley, Kyra Sedgwick Released: 1996

    ) open buy @ amazon
  15. 15
    + 6
    - 16

    often listed & ranked high on reranks Orson Welles, Max von Sydow, George Sanders Released: 1969

    ) open buy @ amazon
  16. 16
    + 71
    - 25

    ranked low on reranks Eddie Murphy, George Takei, Donny Osmond Released: 1998

    ) open buy @ amazon
  17. 17
    + 42
    - 14

    ranked low on reranks & added by crmflava Robin Williams, Naomi Campbell, RuPaul

    ) open buy @ amazon
  18. 18
    + 49
    - 20

    Chiwetel Ejiofor, Joel Edgerton, Nick Frost Released: 2005

    ) open buy @ amazon
  19. 19
    + 42
    - 15

    added by crmflava Hugo Weaving, Guy Pearce, Terence Stamp

    ) open buy @ amazon
  20. 20
    + 33
    - 13

    added by SilverPhoenyx Julie Andrews, James Garner, Alex Karras

    ) open buy @ amazon
  21. 21
    + 35
    - 15

    added by crmflava Forest Whitaker, Jim Broadbent, Miranda Richardson

    ) open buy @ amazon
  22. 22
    + 45
    - 31

    Amanda Bynes, Channing Tatum, Jessica Lucas Released: 2006

    ) open buy @ amazon
  23. 23
    + 25
    - 19

    Julie Walters, Adrian Pasdar, Paul Freeman Released: 1992

    ) open buy @ amazon
  24. 24
    + 20
    - 15

    added by MarySSpiegel Tyler Perry, Shemar Moore, Tamara Taylor

    ) open buy @ amazon
  25. 25
    + 24
    - 21

    Alanis Morissette, Corey Haim, Nicole Eggert

    ) open buy @ amazon
  26. 26
    + 20
    - 17

    Robert De Niro, Philip Seymour Hoffman, Chris Bauer Released: 1999

    ) open buy @ amazon
  27. 27
    + 10
    - 6

    added by JesscaWalker Liam Neeson, Cillian Murphy, Brendan Gleeson

    ) open buy @ amazon
  28. 28
    + 3
    - 1

    added by CatherineSchulze Tilda Swinton, Billy Zane, Toby Jones

    ) open buy @ amazon
  29. 29
    + 2
    - 0

    new! & added by MarinaFranco Felicity Huffman, Kevin Zegers, Carrie Preston

    ) open buy @ amazon
  30. 30
    + 15
    - 17

    added by Countermoon Jude Law, Kevin Spacey, John Cusack

    ) open buy @ amazon
  31. 31
    + 1
    - 0

    added by but chickens double d Johnny Depp, Sarah Jessica Parker, Bill Murray

    ) open buy @ amazon
  32. 32
    + 7
    - 8

    added by DarleeneTucker Susan Sarandon, Ellen Page, Cillian Murphy

    ) open buy @ amazon
  33. 33
    + 16
    - 20

    David Duchovny, Toni Collette, Debbie Reynolds Released: 2004

    ) open buy @ amazon
  34. 34
    + 3
    - 4

    added by stariris99 Romain Duris, Anaïs Demoustier, Raphaël Personnaz

    ) open buy @ amazon
  35. 35
    + 17
    - 23

    Rodney Dangerfield, Tommy Lasorda, Jonathan Brandis Released: 1992

    ) open buy @ amazon
  36. 36
    + 1
    - 3

    added by JesscaWalker Jason Mewes, Kate del Castillo, Tommy Lister

    ) open buy @ amazon
  37. 37
    + 12
    - 18

    Released: 1988

    ) open buy @ amazon
  38. 38
    + 14
    - 21

    Lil' Kim, Vivica A. Fox, Vlade Divac Released: 2002

    ) open buy @ amazon
  39. 39
    + 10
    - 16

    Macaulay Culkin, Seth Green, Chloë Sevigny Released: 2003

    ) open buy @ amazon
  40. 40
    + 14
    - 22

    Eddie Izzard, Matt LeBlanc, Edward Fox Released: 2001

    ) open buy @ amazon
  41. 41
    + 22
    - 33

    Adam Sandler, Rachel McAdams, Anna Faris Released: 2003

    ) open buy @ amazon
  42. 42
    + 12
    - 20

    Bruce Willis, Brad Dourif, Lesley Ann Warren Released: 1994

    ) open buy @ amazon
  43. 43
    + 9
    - 16

    Divine, Mink Stole, Edith Massey Released: 1974

    ) open buy @ amazon
  44. 44
    + 14
    - 24

    Paul Giamatti, Martin Lawrence, Terrence Howard Released: 2000

    ) open buy @ amazon
  45. 45
    + 13
    - 24

    Michael Rosenbaum, Brian Posehn, Harland Williams Released: 2002

    ) open buy @ amazon
46 +

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