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!

  • 6 ReRanks
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  1. 1
    + 134
    - 45

    most listed
    Harvey Fierstein, Polly Holliday, Robert Prosky Released: 1993

    ) open buy now
  2. 2
    + 89
    - 33

    Lynne Thigpen, Murray Schisgal, Sydney Pollack Released: 1982

    ) open buy now
  3. 3
    + 141
    - 33

    ranked low on reranks
    Barry Bostwick, Richard O'Brien, Tim Curry Released: 1975

    ) open buy now
  4. 4
    + 92
    - 30

    Nathan Lane, Christine Baranski, Dianne Wiest Released: 1996

    ) open buy now
  5. 5
    + 75
    - 27

    Jack Lemmon, Marilyn Monroe, Tony Curtis Released: 1959

    ) open buy now
  6. 6
    + 37
    - 14

    added by SilverPhoenyx
    James Garner, John Rhys-Davies, Robert Preston

    ) open buy now
  7. 7
    + 54
    - 35

    Gus Van Sant, Julianne Moore, Viggo Mortensen Released: 1960

    ) open buy now
  8. 8
    + 49
    - 30

    Katy Boyer, Clayton Rohner, Billy Jayne Released: 1985

    ) open buy now
  9. 9
    + 45
    - 15

    added by crmflava
    Hugo Weaving, Terence Stamp, Julia Cortez

    ) open buy now
  10. 10
    + 27
    - 26

    often listed & ranked high on reranks
    Claire Danes, Rupert Everett, Edward Fox Released: 2004

    ) open buy now
  11. 11
    + 75
    - 26

    ranked low on reranks
    June Foray, Harvey Fierstein, Donny Osmond Released: 1998

    ) open buy now
  12. 12
    + 47
    - 15

    added by crmflava
    Blythe Danner, RuPaul, Naomi Campbell

    ) open buy now
  13. 13
    + 52
    - 21

    Chiwetel Ejiofor, Geoffrey Streatfeild, Sarah-Jane Potts Released: 2005

    ) open buy now
  14. 14
    + 35
    - 28

    Ben Affleck, Simon Callow, Imelda Staunton Released: 1998

    ) open buy now
  15. 15
    + 22
    - 25

    Robbie Coltrane, Eric Idle, Colin Campbell Released: 1990

    ) open buy now
  16. 16
    + 51
    - 49

    Marlon Wayans, Jaime King, Evangeline Lilly Released: 2004

    ) open buy now
  17. 17
    + 38
    - 16

    ranked low on reranks & added by crmflava
    Stephen Rea, Jim Broadbent, Forest Whitaker

    ) open buy now
  18. 18
    + 39
    - 27

    added by MengshaChen
    Peter Sarsgaard, Lecy Goranson, Jeannetta Arnette

    ) open buy now
  19. 19
    + 13
    - 18

    Released: 1988

    ) open buy now
  20. 20
    + 20
    - 17

    Philip Seymour Hoffman, Rory Cochrane, Daphne Rubin-Vega Released: 1999

    ) open buy now
  21. 21
    + 19
    - 26

    David Margulies, Angie Dickinson, Dennis Franz Released: 1981

    ) open buy now
  22. 22
    + 16
    - 17

    added by Countermoon
    Kim Hunter, John Cusack, Jack Thompson

    ) open buy now
  23. 23
    + 13
    - 21

    Ben Kingsley, Richard E. Grant, Imelda Staunton Released: 1996

    ) open buy now
  24. 24
    + 6
    - 17

    often listed
    Raf Vallone, George Sanders, Dean Jagger Released: 1969

    ) open buy now
  25. 25
    + 2
    - 0

    added by RileyJo81
    Matt Frewer, Jane Leeves, John Cleese

    ) open buy now
  26. 26
    + 2
    - 1

    added by TamaraWilson
    Jonathan Rhys Meyers, Maria Doyle Kennedy, Aaron Taylor-Johnson

    ) open buy now
  27. 27
    + 9
    - 17

    Cookie Mueller, Susan Walsh, Mink Stole Released: 1974

    ) open buy now
  28. 28
    + 1
    - 0

    added by RileyJo81
    Michel Serrault, Michel Galabru, Walter Lucchini

    ) open buy now
  29. 29
    + 2
    - 1

    Leslie Phillips, Sid James, Shirley Eaton

    ) open buy now
  30. 30
    + 49
    - 33

    ranked low on reranks
    Vinnie Jones, Channing Tatum, Robert Hoffman Released: 2006

    ) open buy now
  31. 31
    + 25
    - 20

    Julie Walters, Adrian Pasdar, Paul Freeman Released: 1992

    ) open buy now
  32. 32
    + 20
    - 16

    added by MarySSpiegel
    Tamela Mann, Steve Harris, Shemar Moore

    ) open buy now
  33. 33
    + 25
    - 22

    Molly Parker, Alanis Morissette, Kevin McNulty

    ) open buy now
  34. 34
    + 10
    - 7

    added by JesscaWalker
    Stephen Rea, Kathryn Pogson, Brendan Gleeson

    ) open buy now
  35. 35
    + 4
    - 2

    added by CatherineSchulze
    Billy Zane, Tilda Swinton, Ned Sherrin

    ) open buy now
  36. 36
    + 2
    - 1

    added by MarinaFranco
    Felicity Huffman, Elizabeth Peña, Stella Maeve

    ) open buy now
  37. 37
    + 5
    - 5

    added by stariris99
    The New Girlfriend Romain Duris, Anaïs Demoustier, Raphaël Personnaz

    ) open buy now
  38. 38
    + 1
    - 0

    added by NipperCSeaturtle
    Stephen Dorff, Peter Friedman, Reg Rogers

    ) open buy now
  39. 39
    + 1
    - 0

    new! & added by NipperCSeaturtle
    The Brandon Teena Story

    ) open buy now
  40. 40
    + 1
    - 0

    added by NipperCSeaturtle
    Nicole Ari Parker, Gabriel Macht, Clark Gregg

    ) open buy now
  41. 41
    + 1
    - 0

    new! & added by NipperCSeaturtle
    Will Smith, Renée Zellweger, Jack Black

    ) open buy now
  42. 42
    + 1
    - 0

    added by NipperCSeaturtle
    Javier Bardem, John Ortiz, Diego Luna

    ) open buy now
  43. 43
    + 1
    - 0

    new! & added by NipperCSeaturtle
    Hélène Vincent, Cristina Barget, Jean-François ...

    ) open buy now
  44. 44
    + 17
    - 21

    Toni Collette, Dash Mihok, Debbie Reynolds Released: 2004

    ) open buy now
  45. 45
    + 19
    - 24

    Rodney Dangerfield, Jackée Harry, Jeannetta Arnette Released: 1992

    ) open buy now
  46. 46
    + 1
    - 1

    added by but chickens double d
    Vincent D'Onofrio, Martin Landau, Patricia Arquette

    ) open buy now
  47. 47
    + 7
    - 9

    added by DarleeneTucker
    Graham Beckel, Ellen Page, Josh Lucas

    ) open buy now
  48. 48
    + 1
    - 4

    added by JesscaWalker
    Goran Višnjić, Portia Doubleday, Craig Owens

    ) open buy now
  49. 49
    + 14
    - 22

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

    ) open buy now
  50. 50
    + 10
    - 17

    Dylan McDermott, Natasha Lyonne, Marilyn Manson Released: 2003

    ) open buy now
56 +

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