cross-dressing

Dressing in clothing suggestive of the opposite gender.

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Before Night Falls Javier Bardem, Johnny Depp, Olatz López Garmendia, Giovanni Florido 2000
Between Your Legs Victoria Abril, Javier Bardem, Carmelo Gómez, Juan Diego 1998
Color of Night Bruce Willis, Jane March, Rubén Blades, Lesley Ann Warren 1994

The Crying Game Stephen Rea, Jaye Davidson, Forest Whitaker 1992

Don Juan DeMarco Johnny Depp, Marlon Brando, Faye Dunaway 1994

The Extra Man Kevin Kline, Paul Dano, Katie Holmes, John C. Reilly 2010

Gardens of the Night Tom Arnold, John Malkovich, Jeremy Sisto, Jr. Harold Perrineau 2008

Leprechaun In the Hood Warwick Davis, Ice-T, Anthony Montgomery, Rashaan Nall 2000

Little Children Kate Winslet, Jennifer Connelly, Patrick Wilson 2006

Mondo Cane 2 1964
Paris Is Burning Carmen and Brooke, Avis Pendavis, Pepper LaBeija, Willi Ninja 1991

Party Girl Parker Posey, Anthony DeSando, Guillermo Díaz 1995
The Producers Nathan Lane, Matthew Broderick, Uma Thurman 2005
Psycho Anthony Perkins, Janet Leigh, Martin Balsam, Vera Miles, Simon Oakland 1960
Run, Fatboy, Run Simon Pegg, Thandie Newton, Hank Azaria, Dylan Moran 2007
Russian Dolls Romain Duris, Kelly Reilly, Audrey Tautou, Cécile De France 2005
Stonerville Patrick O. Cavanaugh, Brian Guest, Pauly Shore 2011
Sylvia Scarlett Katharine Hepburn, Cary Grant, Brian Aherne 1935
Taking Woodstock Demetri Martin, Emile Hirsch 2009

Trainspotting Ewan McGregor, Ewen Bremner, Jonny Lee Miller 1996

Transamerica: Felicity Huffman, Kevin Zegers, Fionnula Flanagan, Elizabeth Peña, Danny Burstein, Andrea James 2005

Walk on Water Lior Ashkenazi, Knut Berger, Caroline Peters, Gideon Shemer 2005