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The Best Cross-Dressing Movies

Updated March 21, 2019 6.0k votes 1.8k voters 438.8k views73 items

List RulesMovies 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
    The Rocky Horror Picture Show is listed (or ranked) 1 on the list The Best Cross-Dressing Movies
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    121

    The Rocky Horror Picture Show

    Susan Sarandon, Tim Curry

    Released1975

    Directed byJim Sharman

    Released: 1975
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  • 2
    Tootsie is listed (or ranked) 2 on the list The Best Cross-Dressing Movies
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    Tootsie

    Bill Murray, Dustin Hoffman

    Released1982

    Directed bySydney Pollack

    Released: 1982
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  • 3
    Mrs. Doubtfire is listed (or ranked) 3 on the list The Best Cross-Dressing Movies
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    Mrs. Doubtfire

    Robin Williams, Pierce Brosnan

    Released1993

    Directed byChris Columbus, Chuck Jones

    Released: 1993
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  • 4
    Some Like It Hot is listed (or ranked) 4 on the list The Best Cross-Dressing Movies
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    Some Like It Hot

    Marilyn Monroe, Jack Lemmon

    Released1959

    Directed byBilly Wilder

    Released: 1959
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  • 5
    The Adventures of Priscilla, Q is listed (or ranked) 5 on the list The Best Cross-Dressing Movies

    Released1994

    Directed byStephan Elliott

    The Adventures of Priscilla, Queen of the Desert is a 1994 Australian comedy-drama film... more on Wikipediaamazon buy button
  • 6
    Mulan is listed (or ranked) 6 on the list The Best Cross-Dressing Movies
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    Mulan

    Eddie Murphy, Ming-Na Wen

    Released1998

    Directed byTony Bancroft, Barry Cook

    Released: 1998
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  • 7
    Victor Victoria is listed (or ranked) 7 on the list The Best Cross-Dressing Movies
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    Victor Victoria

    Julie Andrews, James Garner

    Released1982

    Directed byBlake Edwards

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  • 8
    Just One of the Guys is listed (or ranked) 8 on the list The Best Cross-Dressing Movies
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    53

    Just One of the Guys

    Sherilyn Fenn, William Zabka

    Released1985

    Directed byLisa Gottlieb

    Released: 1985
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  • 9
    To Wong Foo, Thanks for Everyt is listed (or ranked) 9 on the list The Best Cross-Dressing Movies
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    53

    Released1995

    Directed byBeeban Kidron

    To Wong Foo, Thanks for Everything! Julie Newmar is a 1995 American comedy film, starring... more on Wikipediaamazon buy button

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  • 10
    Albert Nobbs is listed (or ranked) 10 on the list The Best Cross-Dressing Movies
    34
    13

    Albert Nobbs

    Glenn Close, Jonathan Rhys Meyers

    Released2011

    Directed byRodrigo García

    Albert Nobbs is a 2011 drama film directed by Rodrigo García and starring Glenn Close. The... more on Wikipediaamazon buy button
  • 11
    La Cage aux Folles is listed (or ranked) 11 on the list The Best Cross-Dressing Movies
    35
    18

    La Cage aux Folles

    Ugo Tognazzi, Michel Serrault

    Released1978

    Directed byÉdouard Molinaro

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  • 12
    Psycho is listed (or ranked) 12 on the list The Best Cross-Dressing Movies
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    Psycho

    Alfred Hitchcock, Janet Leigh

    Released1960

    Directed byAlfred Hitchcock

    Released: 1960
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  • 13
    The Birdcage is listed (or ranked) 13 on the list The Best Cross-Dressing Movies
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    The Birdcage

    Robin Williams, Gene Hackman

    Released1996

    Directed byMike Nichols

    Released: 1996
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  • 14
    Kinky Boots is listed (or ranked) 14 on the list The Best Cross-Dressing Movies
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    46

    Kinky Boots

    Chiwetel Ejiofor, Joel Edgerton

    Released2005

    Directed byJulian Jarrold

    Released: 2005
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  • 15
    The Crying Game is listed (or ranked) 15 on the list The Best Cross-Dressing Movies
    101
    47

    The Crying Game

    Forest Whitaker, Jim Broadbent

    Released1992

    Directed byNeil Jordan

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  • 16
    The New Girlfriend is listed (or ranked) 16 on the list The Best Cross-Dressing Movies
    75
    31

    The New Girlfriend

    Romain Duris, Anaïs Demoustier

    Released2014

    Directed byFrançois Ozon

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  • 17
    Midnight in the Garden of Good is listed (or ranked) 17 on the list The Best Cross-Dressing Movies
    63
    22

    Released1997

    Directed byClint Eastwood

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  • 18
    Just like a Woman is listed (or ranked) 18 on the list The Best Cross-Dressing Movies
    86
    43

    Just like a Woman

    Julie Walters, Adrian Pasdar

    Released1992

    Directed byChristopher Monger

    Released: 1992
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  • 19
    Flawless is listed (or ranked) 19 on the list The Best Cross-Dressing Movies
    63
    23

    Flawless

    Robert De Niro, Philip Seymour Hoffman

    Released1999

    Directed byJoel Schumacher

    Released: 1999
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  • 20
    She's the Man is listed (or ranked) 20 on the list The Best Cross-Dressing Movies
    108
    67

    She's the Man

    Amanda Bynes, Channing Tatum

    Released2006

    Directed byAndy Fickman

    Released: 2006
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  • 21
    Transamerica is listed (or ranked) 21 on the list The Best Cross-Dressing Movies
    52
    23

    Transamerica

    Felicity Huffman, Kevin Zegers

    Released2005

    Directed byDuncan Tucker

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  • 22
    The Hot Chick is listed (or ranked) 22 on the list The Best Cross-Dressing Movies
    66
    39

    The Hot Chick

    Rachel McAdams, Adam Sandler

    Released2002

    Directed byTom Brady

    Released: 2003
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  • 23
    Ed Wood is listed (or ranked) 23 on the list The Best Cross-Dressing Movies
    42
    16

    Ed Wood

    Johnny Depp, Sarah Jessica Parker

    Released1994

    Directed byTim Burton

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  • 24
    Breakfast on Pluto is listed (or ranked) 24 on the list The Best Cross-Dressing Movies
    47
    21

    Breakfast on Pluto

    Liam Neeson, Cillian Murphy

    Released2005

    Directed byNeil Jordan

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  • 25
    All the Queen's Men is listed (or ranked) 25 on the list The Best Cross-Dressing Movies
    46
    22

    All the Queen's Men

    Matt LeBlanc, Eddie Izzard

    Released2001

    Directed byStefan Ruzowitzky

    Released: 2001
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