films The Best Cross-Dressing Movies  

All Genre Movies Lists
4.9k votes 1.2k voters 348.4k views 78 items Embed

List Rules 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!
list ordered by

253 81
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The Rocky Horror Picture Show Susan Sarandon, Tim Curry, Meat Loaf Released: 1975

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225 83
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Mrs. Doubtfire Robin Williams, Pierce Brosnan, Sally Field Released: 1993

175 63
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Tootsie Bill Murray, Dustin Hoffman, Geena Davis Released: 1982

144 55
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Some Like It Hot Marilyn Monroe, Jack Lemmon, Tony Curtis Released: 1959

141 54
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The Birdcage Robin Williams, Gene Hackman, Hank Azaria Released: 1996

113 32
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crmflava added To Wong Foo, Thanks for Everything! Julie Newmar Robin Williams, Naomi Campbell, Patrick Swayze

102 42
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crmflava added The Adventures of Priscilla, Queen of the Desert Hugo Weaving, Guy Pearce, Terence Stamp

133 58
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Mulan Eddie Murphy, Ming-Na Wen, George Takei Released: 1998

67 29
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SilverPhoenyx added Victor Victoria Julie Andrews, James Garner, Alex Karras

102 39
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Kinky Boots Chiwetel Ejiofor, Joel Edgerton, Nick Frost Released: 2005

73 33
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crmflava added The Crying Game Forest Whitaker, Jim Broadbent, Miranda Richardson

76 47
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Just One of the Guys Sherilyn Fenn, William Zabka, Joyce Hyser Released: 1985

76 48
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MengshaChen added Boys Don't Cry Hilary Swank, Chloë Sevigny, Natalie Zea

75 60
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Psycho Julianne Moore, Viggo Mortensen, Vince Vaughn Released: 1960

29 10
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MarinaFranco added Transamerica Felicity Huffman, Kevin Zegers, Carrie Preston

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96 60
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She's the Man Amanda Bynes, Channing Tatum, Jessica Lucas Released: 2006

63 33
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Just like a Woman Julie Walters, Adrian Pasdar, Paul Freeman Released: 1992

32 15
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stariris99 added The New Girlfriend Romain Duris, Anaïs Demoustier, Raphaël Personnaz

43 36
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Stage Beauty Claire Danes, Alice Eve, Billy Crudup Released: 2004

28 15
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JesscaWalker added Breakfast on Pluto Liam Neeson, Cillian Murphy, Brendan Gleeson

90 90
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White Chicks Evangeline Lilly, Jaime King, Jennifer Carpenter Released: 2004

52 51
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Shakespeare in Love Gwyneth Paltrow, Ben Affleck, Judi Dench Released: 1998

20 11
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RileyJo81 added Monty Python's The Meaning of Life John Cleese, Terry Gilliam, Eric Idle

17 8
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RileyJo81 added La Cage aux Folles Ugo Tognazzi, Michel Serrault, Michel Galabru

18 9
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NipperCSeaturtle added My Life in Pink Michèle Laroque, Vincent Grass, Jean-Philippe Écoffey

28 21
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Countermoon added Midnight in the Garden of Good and Evil Kevin Spacey, Jude Law, John Cusack

22 15
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DarleeneTucker added Peacock Susan Sarandon, Ellen Page, Cillian Murphy

13 6
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Tom Islava added Monty Python and the Holy Grail John Cleese, Terry Gilliam, Eric Idle

15 8
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but chickens double d added Ed Wood Johnny Depp, Sarah Jessica Parker, Bill Murray

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9 2
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Tom Islava added Cabaret Liza Minnelli, Michael York, Joel Grey

8 1
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Tom Islava added The Producers Gene Wilder, Kenneth Mars, Zero Mostel

13 7
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Tom Islava added Robin Hood: Men in Tights Patrick Stewart, Mel Brooks, Dave Chappelle

18 13
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CatherineSchulze added Orlando Tilda Swinton, Billy Zane, Toby Jones

39 29
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Anything for Love Alanis Morissette, Corey Haim, Nicole Eggert

38 28
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Sorority Boys Brian Posehn, Michael Rosenbaum, Heather Matarazzo Released: 2002

30 35
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Nuns on the Run Eric Idle, Robbie Coltrane, Janet Suzman Released: 1990

34 34
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Dressed to Kill Michael Caine, Angie Dickinson, Dennis Franz Released: 1981

8 4
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Tom Islava added A Funny Thing Happened on the Way to the Forum Buster Keaton, Jon Pertwee, Michael Crawford

39 31
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Ladybugs Rodney Dangerfield, Tommy Lasorda, Jonathan Brandis Released: 1992

10 7
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Tom Islava added Monty Python's Life of Brian Michael Palin, Terry Jones, Eric Idle

8 5
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NipperCSeaturtle added The Adventures of Sebastian Cole Famke Janssen, Gabriel Macht, Adrian Grenier

6 3
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CecilSeaside added The World According to Garp Robin Williams, Glenn Close, John Lithgow

5 2
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CecilSeaside added Yentl Barbra Streisand, Mandy Patinkin, Amy Irving

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10 10
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TamaraWilson added Albert Nobbs Glenn Close, Jonathan Rhys Meyers, Mia Wasikowska

6 5
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NipperCSeaturtle added Before Night Falls Johnny Depp, Sean Penn, Javier Bardem

7 7
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NipperCSeaturtle added The Brandon Teena Story

5 5
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ZoeKrygiel added First a Girl Anna Lee, Martita Hunt, Cameron Hall

5 5
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punksnotdead added Crimes of Passion Kathleen Turner, Anthony Perkins, Annie Potts

6 7
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NipperCSeaturtle added I Shot Andy Warhol Justin Theroux, Jill Hennessy, Stephen Dorff

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Connie and Carla David Duchovny, Debbie Reynolds, Toni Collette Released: 2004