Best Movie Genres The Best Cross-Dressing Movies  

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List Rules Movies must feature cross-dressing and cross-dressers.

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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!

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

1
296 114
The Rocky Horror Picture Show is listed (or ranked) 1 on the list The Best Cross-Dressing Movies
Susan Sarandon, Tim Curry, Meat Loaf Released: 1975 The Rocky Horror Picture Show is a 1975 British-American musical comedy horror film directed by Jim Sharman. The screenplay was written by Sharman and Richard O'Brien based on the 1973 musical ...more

2
260 109
Mrs. Doubtfire is listed (or ranked) 2 on the list The Best Cross-Dressing Movies
Robin Williams, Pierce Brosnan, Sally Field Released: 1993 Mrs. Doubtfire is a 1993 American comedy film, starring Robin Williams and Sally Field and based on the novel Alias Madame Doubtfire by Anne Fine. It was directed by Chris Columbus and ...more

3
209 86
Tootsie is listed (or ranked) 3 on the list The Best Cross-Dressing Movies
Bill Murray, Dustin Hoffman, Geena Davis Released: 1982 Tootsie is a 1982 American comedy-drama film that tells the story of a talented but volatile actor whose reputation for being difficult forces him to adopt a new identity as a woman to land a ...more

4
180 71
Some Like It Hot is listed (or ranked) 4 on the list The Best Cross-Dressing Movies
Marilyn Monroe, Jack Lemmon, Tony Curtis Released: 1959 Some Like It Hot is a 1959 American comedy film set in 1929, directed by Billy Wilder, starring Marilyn Monroe, Tony Curtis and Jack Lemmon. The film is about two musicians who dress in drag in ...more

5
140 43
To Wong Foo, Thanks for Everyt... is listed (or ranked) 5 on the list The Best Cross-Dressing Movies
crmflava added Robin Williams, Naomi Campbell, Patrick Swayze To Wong Foo, Thanks for Everything! Julie Newmar is a 1995 American comedy film, starring Wesley Snipes, Patrick Swayze, and John Leguizamo as three New York drag queens who embark on a road ...more

6
157 69
The Birdcage is listed (or ranked) 6 on the list The Best Cross-Dressing Movies
Robin Williams, Gene Hackman, Hank Azaria Released: 1996 The Birdcage is a 1996 American comedy film, directed by Mike Nichols and stars Robin Williams, Gene Hackman, Nathan Lane, and Dianne Wiest. Dan Futterman, Calista Flockhart, Hank Azaria, and ...more

7
133 54
The Adventures of Priscilla, Q... is listed (or ranked) 7 on the list The Best Cross-Dressing Movies
crmflava added Hugo Weaving, Guy Pearce, Terence Stamp The Adventures of Priscilla, Queen of the Desert is a 1994 Australian comedy-drama film written and directed by Stephan Elliott. The plot follows the journey of two drag queens and a transsexual ...more

8
155 76
Mulan is listed (or ranked) 8 on the list The Best Cross-Dressing Movies
Eddie Murphy, Ming-Na Wen, George Takei Released: 1998 Mulan is a 1998 American animated musical action-comedy-drama film produced by Walt Disney Feature Animation based on the Chinese legend of Hua Mulan. The 36th animated feature in the Walt ...more

9
77 38
Victor Victoria is listed (or ranked) 9 on the list The Best Cross-Dressing Movies
SilverPhoenyx added Julie Andrews, James Garner, Alex Karras Victor Victoria is a 1982 film released by Metro-Goldwyn-Mayer and starring Julie Andrews, James Garner, Robert Preston, Lesley Ann Warren, Alex Karras, and John Rhys-Davies. The film was ...more

10
125 47
Kinky Boots is listed (or ranked) 10 on the list The Best Cross-Dressing Movies
Chiwetel Ejiofor, Joel Edgerton, Nick Frost Released: 2005 Kinky Boots is a 2005 British-American comedy-drama film written by Geoff Deane and Tim Firth, and directed by Julian Jarrold. Based on a true story, the movie tells of a struggling British shoe ...more

11
92 45
The Crying Game is listed (or ranked) 11 on the list The Best Cross-Dressing Movies
crmflava added Forest Whitaker, Jim Broadbent, Miranda Richardson The Crying Game is a 1992 British psychological thriller drama film written and directed by Neil Jordan. The film explores themes of race, gender, nationality, and sexuality against the backdrop ...more

12
92 54
Just One of the Guys is listed (or ranked) 12 on the list The Best Cross-Dressing Movies
Sherilyn Fenn, William Zabka, Joyce Hyser Released: 1985 Just One of the Guys is a 1985 comedy film, directed by Lisa Gottlieb. The film is marketed with the tagline "Terri Griffith is about to go where no woman has gone before." It ranked ...more

13
57 21
The New Girlfriend is listed (or ranked) 13 on the list The Best Cross-Dressing Movies
stariris99 added Romain Duris, Anaïs Demoustier, Raphaël Personnaz The New Girlfriend is a 2014 French drama film directed by François Ozon, based on the short story of the same name by Ruth Rendell. It had its world premiere at the Toronto International ...more

14
86 39
Just like a Woman is listed (or ranked) 14 on the list The Best Cross-Dressing Movies
Julie Walters, Adrian Pasdar, Paul Freeman Released: 1992 Just Like a Woman is a 1992 British comedy-drama film directed by Christopher Monger starring Julie Walters, Adrian Pasdar, and Paul Freeman. The film is based on the novel Geraldine, For the ...more

15
82 58
Boys Don't Cry is listed (or ranked) 15 on the list The Best Cross-Dressing Movies
MengshaChen added Hilary Swank, Chloë Sevigny, Natalie Zea Boys Don't Cry is a 1999 American independent romantic drama film directed by Kimberly Peirce and co-written by Andy Bienen. The film is a dramatization of the real-life story of Brandon Teena, ...more

16
41 18
Breakfast on Pluto is listed (or ranked) 16 on the list The Best Cross-Dressing Movies
JesscaWalker added Liam Neeson, Cillian Murphy, Brendan Gleeson Breakfast on Pluto is a 2005 comedy-drama film written and directed by Neil Jordan and based on the novel of the same name by Patrick McCabe, as adapted by Jordan and McCabe. This dark comedy ...more

17
82 72
Psycho is listed (or ranked) 17 on the list The Best Cross-Dressing Movies
Julianne Moore, Viggo Mortensen, Vince Vaughn Released: 1960 Psycho is a 1998 American horror film produced and directed by Gus Van Sant for Universal Pictures, a remake of the 1960 film directed by Alfred Hitchcock. Both films are adapted from Robert ...more

18
110 66
She's the Man is listed (or ranked) 18 on the list The Best Cross-Dressing Movies
Amanda Bynes, Channing Tatum, Jessica Lucas Released: 2006 She's the Man is a 2006 American romantic comedy film directed by Andy Fickman, inspired by William Shakespeare's play Twelfth Night. The film stars Amanda Bynes, Channing Tatum, Laura Ramsey, ...more

19
38 17
Transamerica is listed (or ranked) 19 on the list The Best Cross-Dressing Movies
MarinaFranco added Felicity Huffman, Kevin Zegers, Carrie Preston Transamerica is a 2005 independent comedy-drama film produced by IFC Films and The Weinstein Company. The film tells the story of Bree, a transgender woman, who goes on a road trip with her ...more

20
28 12
My Life in Pink is listed (or ranked) 20 on the list The Best Cross-Dressing Movies
NipperCSeaturtle added Michèle Laroque, Vincent Grass, Jean-Philippe Écoffey Ma vie en rose is a 1997 Belgian drama film directed by Alain Berliner. It tells the story of Ludovic, a child who is seen by family and community as a boy, but consistently communicates being a ...more

21
48 41
Stage Beauty is listed (or ranked) 21 on the list The Best Cross-Dressing Movies
Claire Danes, Alice Eve, Billy Crudup Released: 2004 Stage Beauty is a 2004 British-American-German romantic period drama directed by Richard Eyre. The screenplay by Jeffrey Hatcher is based on his play Compleat Female Stage Beauty, which was ...more

22
25 13
La Cage aux Folles is listed (or ranked) 22 on the list The Best Cross-Dressing Movies
RileyJo81 added Ugo Tognazzi, Michel Serrault, Michel Galabru La Cage aux Folles is a 1978 French-Italian film adaptation of the 1973 play La Cage aux Folles by Jean Poiret. It is co-written and directed by Édouard Molinaro and stars Ugo Tognazzi ...more

23
22 10
Ed Wood is listed (or ranked) 23 on the list The Best Cross-Dressing Movies
but chickens double d added Johnny Depp, Sarah Jessica Parker, Bill Murray Ed Wood is a 1994 American period comedy-drama biopic directed and produced by Tim Burton, and starring Johnny Depp as cult filmmaker Ed Wood. The film concerns the period in Wood's life when he ...more

24
104 108
White Chicks is listed (or ranked) 24 on the list The Best Cross-Dressing Movies
Evangeline Lilly, Jaime King, Jennifer Carpenter Released: 2004 White Chicks is a 2004 American buddy cop comedy film written, produced and directed by Keenen Ivory Wayans, and also written and produced by Wayans brothers Shawn and Marlon Wayans, who also ...more

25
49 32
Anything for Love is listed (or ranked) 25 on the list The Best Cross-Dressing Movies
Alanis Morissette, Corey Haim, Nicole Eggert Anything for Love is a 1993 direct-to-video teen comedy film, starring Corey Haim and Nicole Eggert. It was aired on television in the United States as Just One of the Girls, and as He's My Girl ...more