Title

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10 Attitudes (2001)

Maximilliana is a drag queen

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100 Girls (2000)

College boy dresses to get access to girls

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100% menneske (2005, Norway)

Morten transitions to become Monica; sympathetic feature film

100% Woman (2004, Canada)

Michelle Dumaresq is mountain bike champion; and was previously Michael

12 horas (2001, Puerto Rico)

Transvestite in cast list

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12 Hours (2001, Puerto Rico)

Transvestite in cast list; aka of 12 horas

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125 Rooms of Comfort (1974)

Former rock star inherits hotel and "briefly becomes a transvestite"

13 Most Beautiful Women, the (1965)

Andy Warhol film; not all the thirteen are women

1999 Nen No Natsu Yasumi (1988, Japan)

Original title of Summer Vacation 1999

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2 Bobs, the (2005)

Trans character in cast list

2 By 4 (1998)

Main character crossdresses

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20 centimetros (2005, Spain)

Transsexual main character

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20 fingers (2004, Iran)

Man and woman discuss gender roles

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20th Century Oz (1996, Australia)

Unconfirmed; alternative title of Oz

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200 Cigarettes (1999)

Crossdressing partygoer

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200 Motels (1971)

Keith Moon

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2001 A Space Travesty (2000)

Quick-fire allusion and very brief disguise

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21st Century Nuns (1993, UK)

Fetish documentary; short

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23 Paces to Baker Street (1956)

Male impersonation

24 Hour Woman (1999)

Transvestite on television set

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24 Hours On Craigslist (2005)

Drag queen in subplot

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24 Karat (1990, Sweden)

Porn, I suspect

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24/7 - the Passion of Life (2005, Germany)

All about sexuality; IMDB has transvestite in keywords

3 Lederhopsen in St Tropez (1980, West Germany)

Trans character in cast list; aka of Drei Lederhosen in St Tropez)

3 Men and a Little Lady (1990)

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3 Nuts in Search of a Bolt (1964)

T C Jones

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3 Women (1977)

Not transgender

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300 (2006)

Transsexuals are credited in brothel scene in pseudo-history

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36 Quai des Orfèfvres (2004, France)

Man in drag according to imdb

37º2 le matin (1986, France)

Man dresses to get access to girlfriend in hospital; original title of Betty Blue

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4th Floor, the (1999)

Drag Queen lives in opposite apartment

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40 Year Old Virgin, the (2005)

Transvestite prostitute

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.44 Special (1976, Canada)

Violent transvestites; aka of Una Magnum Special per Tony Saitta

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45 Minutes from Hollywood (1926)

Bank robber's disguise

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5 Flaschen für Angelika (1981, West Germany)

Trans character in cast list

50 First Dates (2004)

Drag re-enactment by friend for video; and allusions

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50 Ways of Saying Fabulous (2005, Canada)

Boy and girl fantasise about gender

666 - Traue keinem, mit dem Du schläfst! (2002)

Body swap

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700 Days of Battle: Us vs. the Police (2008, Japan)

Androgynous young man dresses as schoolgirl

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8½ Women (1999)

Kabuki actor

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893 Pike Street (2001)

Man takes over his girlfriend's body; short

9 Souls (2004, Japan)

Escaped prisoners' disguise

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9½ Weeks (1986)

Female to male drag

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9½ Weeks II (1997)

Transvestite hooker briefly; aka of Love in Paris

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94 Arcana Drive (1993)

Short; transgender marital difficulties