Cross-dressing in film and television
Encyclopedia
Cross-dressing in motion pictures began in the early days of the silent films. Charlie Chaplin
Charlie Chaplin
Sir Charles Spencer "Charlie" Chaplin, KBE was an English comic actor, film director and composer best known for his work during the silent film era. He became the most famous film star in the world before the end of World War I...

 and Stan Laurel
Stan Laurel
Arthur Stanley "Stan" Jefferson , better known as Stan Laurel, was an English comic actor, writer and film director, famous as the first half of the comedy team Laurel and Hardy. His film acting career stretched between 1917 and 1951 and included a starring role in the Academy Award winning film...

 brought the tradition of female impersonation in the English music halls when they came to America with Fred Karno
Fred Karno
Frederick John Westcott , best known by his stage name Fred Karno, was a theatre impresario of the British music hall. Karno is credited with inventing the custard-pie-in-the-face gag. Among the young comedians who worked for him were Charlie Chaplin and Arthur Jefferson, who later adopted the...

's comedy troupe in 1910. Both Chaplin and Laurel occasionally dressed as women in their films. Even the beefy American actor Wallace Beery
Wallace Beery
Wallace Fitzgerald Beery was an American actor. He is best known for his portrayal of Bill in Min and Bill opposite Marie Dressler, as Long John Silver in Treasure Island, as Pancho Villa in Viva Villa!, and his titular role in The Champ, for which he won the Academy Award for Best Actor...

 appeared in a series of silent films as a Swedish woman. The Three Stooges, especially Curly (Jerry Howard), sometimes appeared in drag in their short films. The tradition has continued for many years, usually played for laughs. Only in recent years have there been dramatic films in which cross-dressing was included, possibly because of strict censorship of American films until the mid 1960s. One early exception was the murderer, a transvestite who wears particularly frilly dresses and petticoats, in Alfred Hitchcock
Alfred Hitchcock
Sir Alfred Joseph Hitchcock, KBE was a British film director and producer. He pioneered many techniques in the suspense and psychological thriller genres. After a successful career in British cinema in both silent films and early talkies, Hitchcock moved to Hollywood...

's British thriller Murder!
Murder!
Murder! is a 1930 British drama film directed by Alfred Hitchcock and starring Herbert Marshall, Norah Baring and Edward Chapman. It is based on a novel and play called Enter Sir John by Clemence Dane and Helen Simpson...

.

As a central plot element

Movie
Film
A film, also called a movie or motion picture, is a series of still or moving images. It is produced by recording photographic images with cameras, or by creating images using animation techniques or visual effects...

s that feature cross-dressing
Cross-dressing
Cross-dressing is the wearing of clothing and other accoutrement commonly associated with a gender within a particular society that is seen as different than the one usually presented by the dresser...

 as a central plot element:
  • Films based on the 1599 or 1600 play As You Like It
    As You Like It
    As You Like It is a pastoral comedy by William Shakespeare believed to have been written in 1599 or early 1600 and first published in the folio of 1623. The play's first performance is uncertain, though a performance at Wilton House in 1603 has been suggested as a possibility...

    by William Shakespeare
    William Shakespeare
    William Shakespeare was an English poet and playwright, widely regarded as the greatest writer in the English language and the world's pre-eminent dramatist. He is often called England's national poet and the "Bard of Avon"...

    • As You Like It
      As You Like It (1936 film)
      As You Like It is a 1936 film, directed by Paul Czinner and starring Laurence Olivier as Orlando and Elisabeth Bergner as Rosalind. It is based on William Shakespeare's play of the same name...

      (1936)
    • As You Like It
      As You Like It (2006 film)
      As You Like It is a 2006 film directed by Kenneth Branagh. It is based on the play As You Like It by William Shakespeare. The play's setting is relocated from medieval France to a European colony in late 19th century Japan after the Meiji Restoration. It was shot at Shepperton Film Studios and on...

      (2006)
  • Several films based on the 1892 United Kingdom
    United Kingdom
    The United Kingdom of Great Britain and Northern IrelandIn the United Kingdom and Dependencies, other languages have been officially recognised as legitimate autochthonous languages under the European Charter for Regional or Minority Languages...

     play Charley's Aunt
    Charley's Aunt
    Charley's Aunt is a farce in three acts written by Brandon Thomas. It broke all historic records for plays of any kind, with an original London run of 1,466 performances....

    by Brandon Thomas
    Brandon Thomas
    Walter Brandon Thomas was an English actor, playwright and song writer, best known as the author of the farce Charley's Aunt....

    • Charley's Aunt
      Charley's Aunt (1915 film)
      Charley's Aunt is a 1915 American film. The film is based on the play Charley's Aunt by Brandon Thomas....

      (1915) – An American
      United States
      The United States of America is a federal constitutional republic comprising fifty states and a federal district...

       film.
    • Charley's (Big-Hearted) Aunt
      Charley's (Big-Hearted) Aunt
      Charley's Aunt is a 1940 British comedy film directed by Walter Forde starring Arthur Askey and Richard Murdoch as Oxford 'scholars'.The film is one of many to be made based on the farce Charley's Aunt.-Cast:...

      (1940)
    • Fram för lilla Märta
      Fram för lilla Märta
      Fram för lilla Märta or På livets ödesvägar is a 1945 Swedish film directed by Hasse Ekman and starring Stig Järrel and Hasse Ekman.- Cast :* Stig Järrel as Sture Letterström* Hasse Ekman as Kurre Swenson* Elsie Albiin as Inga Bergström...

      (1945) – A Swedish
      Sweden
      Sweden , officially the Kingdom of Sweden , is a Nordic country on the Scandinavian Peninsula in Northern Europe. Sweden borders with Norway and Finland and is connected to Denmark by a bridge-tunnel across the Öresund....

       film. A musician, played by Stig Järrel
      Stig Järrel
      Stig Järrel was a Swedish actor, film director and revue artist. Järrel was one of the most popular actors in Sweden during his career, and also one of the most productive, participating in a total of 131 films...

      , crossdresses to get a job in an all-female orchestra.
    • Charles Tante (1959) – A Danish
      Denmark
      Denmark is a Scandinavian country in Northern Europe. The countries of Denmark and Greenland, as well as the Faroe Islands, constitute the Kingdom of Denmark . It is the southernmost of the Nordic countries, southwest of Sweden and south of Norway, and bordered to the south by Germany. Denmark...

       film starring Dirch Passer
      Dirch Passer
      Dirch Hartvig Passer was a celebrated Danish actor. He was greatly renowned for his improvisational skills and, with a filmography comprising 90 movies, one of Denmark's most prolific actors....

      .
    • Charleys Tante (1956) – A German
      Germany
      Germany , officially the Federal Republic of Germany , is a federal parliamentary republic in Europe. The country consists of 16 states while the capital and largest city is Berlin. Germany covers an area of 357,021 km2 and has a largely temperate seasonal climate...

       film.
    • Charleys Tante (1963) – A German
      Germany
      Germany , officially the Federal Republic of Germany , is a federal parliamentary republic in Europe. The country consists of 16 states while the capital and largest city is Berlin. Germany covers an area of 357,021 km2 and has a largely temperate seasonal climate...

       film.
    • Hello, I'm Your Aunt!
      Hello, I'm Your Aunt!
      Hello, I'm Your Aunt! is a Soviet 1975 musical comedy film directed by Viktor Titov loosely based on the play Charley's Aunt by Brandon Thomas. Runtime - 98 min. Produced by T/O Ekran...

      (1974) – A Soviet
      Soviet Union
      The Soviet Union , officially the Union of Soviet Socialist Republics , was a constitutionally socialist state that existed in Eurasia between 1922 and 1991....

       film.
  • Les Résultats du féminism (1906), remade as In the Year 2000 (1912). Both are believed to be lost.
  • I Don't Want to Be a Man
    I Don't Want to Be a Man
    I Don't Want to Be a Man is a 1918 German film directed by Ernst Lubitsch.- Cast :*Ossi Oswalda as Ossi*Curt Goetz as Dr. Kersten*Ferry Sikla as Counsellor Brockmüller*Margarete Kupfer as The Governess*Victor Janson...

    (Ich möchte kein Mann sein) (1920)
  • Peter (1934) – A musical comedy by Henry Koster
    Henry Koster
    Henry Koster was born Hermann Kosterlitz in Berlin, Germany. He became a film director and later moved to Hollywood. Koster's father, a salesman, left home when Henry was a young man...

     starring Franciska Gaal
    Franciska Gaal
    Franciska Gaal was a Hungarian cabaret artist who had a brief career in films.Born Fanny Zilveritch in Budapest, she was groomed by Joe Pasternak as a singer to become a very popular stage and cabaret performer in Central Europe in the 1920s and 1930s...

    .
  • Sylvia Scarlett
    Sylvia Scarlett
    Sylvia Scarlett is a 1935 romantic comedy film starring Katharine Hepburn and Cary Grant, based on The Early Life and Adventures of Sylvia Scarlett‎, a novel by Compton MacKenzie. Directed by George Cukor, it was notorious as one of the most famous unsuccessful movies of the 1930s...

    (1935) – Katharine Hepburn dresses as a boy for most of the movie; this is her first movie with Cary Grant.
  • Boy! What a Girl!
    Boy! What a Girl!
    Boy! What a Girl! is a 1947 race film directed by Arthur H. Leonard and starring Tim Moore, with guest appearances by the Brown Dots, Slam Stewart, Sid Catlett and Gene Krupa.-Plot:...

    (1947) – Tim Moore
    Tim Moore (comedian)
    Tim Moore was a celebrated American vaudevillian and comic actor of the first half of the 20th century. He gained his greatest recognition in the starring role of George "Kingfish" Stevens in the CBS television series, Amos 'n' Andy...

     impersonates a woman as "Bumpsie".
  • Das Wirtshaus im Spessart
    The Spessart Inn
    The Spessart Inn is a 1958 West German musical comedy film directed by Kurt Hoffmann. It was entered into the 1958 Cannes Film Festival.-Cast:* Liselotte Pulver - Comtesse Franziska von Sandau* Carlos Thompson - Räuberhauptmann...

    (1958) – Young countess dresses as a poor boy and joins the robbers to save her friends.
  • Some Like It Hot
    Some Like It Hot
    Some Like It Hot is an American comedy film, made in 1958 and released in 1959, which was directed by Billy Wilder and starred Marilyn Monroe, Tony Curtis, Jack Lemmon and George Raft. The supporting cast includes Joe E. Brown, Pat O'Brien and Nehemiah Persoff. The film is a remake by Wilder and I....

    (1959) – Tony Curtis
    Tony Curtis
    Tony Curtis was an American film actor whose career spanned six decades, but had his greatest popularity during the 1950s and early 1960s. He acted in over 100 films in roles covering a wide range of genres, from light comedy to serious drama...

     and Jack Lemmon
    Jack Lemmon
    John Uhler "Jack" Lemmon III was an American actor and musician. He starred in more than 60 films including Some Like It Hot, The Apartment, Mister Roberts , Days of Wine and Roses, The Great Race, Irma la Douce, The Odd Couple, Save the Tiger John Uhler "Jack" Lemmon III (February 8, 1925June...

     dress as women and join an all-girl band, in order to hide from the mob.
  • Psycho
    Psycho (1960 film)
    Psycho is a 1960 American suspense/psychological horror film directed by Alfred Hitchcock and starring Janet Leigh and Anthony Perkins. The film is based on the screenplay by Joseph Stefano, who adapted it from the 1959 novel of the same name by Robert Bloch...

    (1960) – Anthony Perkins
    Anthony Perkins
    Anthony Perkins was an American actor, best known for his Oscar-nominated role in Friendly Persuasion and as Norman Bates in Alfred Hitchcock's Psycho , and its three sequels.-Early life:...

     is a killer who wears his dead mother's clothes.
  • Homicidal
    Homicidal
    Homicidal is a 1961 thriller film produced and directed by the self-proclaimed "King of Showmanship", William Castle. Written by Robb White, the film stars Glenn Corbett, Patricia Breslin, Eugenie Leontovich, Alan Bunce, Richard Rust, and Joan Marshall...

    (1961) – Male role played by Jean Arless was actually actress Joan Marshall
    Joan Marshall
    Joan Marshall was an American actress.-Early life and career:Born and raised in Chicago, Illinois, Marshall began her career as a showgirl in Chicago clubs. After appearing as a dancer in the 1945 film The Chicago Kid and a part in the television series Have Gun – Will Travel in 1958, she moved to...

    .
  • Gunn
    Gunn (film)
    Gunn is an American 1967 mystery film directed by Blake Edwards, and starring Craig Stevens. It featured the same lead character from the 1958-1961 television series Peter Gunn, and a Henry Mancini score but the characters of Gunn's singing girlfriend Edie Hart and Police Lieutenant Jacoby were...

    (1967) – The killer is revealed to be a cross-dresser.
  • The Kremlin Letter
    The Kremlin Letter
    The Kremlin Letter is an American noir film directed by John Huston, starring Richard Boone, Orson Welles, Max von Sydow, Bibi Andersson, Patrick O'Neal and George Sanders. It was released in February 1970 by 20th Century-Fox...

    (1969) – George Sanders
    George Sanders
    George Sanders was a British actor.George Sanders may also refer to:*George Sanders , Victoria Cross recipient in World War I...

     plays a notorious transvestite.
  • Sometimes Aunt Martha Does Dreadful Things
    Sometimes Aunt Martha Does Dreadful Things
    Sometimes Aunt Martha Does Dreadful Things is a 1971 cult film written, produced, and directed by Thomas Casey.Set in Miami, and shot at the Now Closed Moberly Studios in Hollywood Florida, the basic story centers around two criminals, Stanley and Paul; played by Abe Zwick, who have been run out...

    (1971) - Two criminals hide from the law, with one of them pretending to be the other's aunt.
  • Poszukiwany-poszukiwana (1973) - Man Woman Wanted by Stanisław Bareja: http://pl.wikipedia.org/wiki/Poszukiwany,_poszukiwana
  • Female Trouble
    Female Trouble
    Female Trouble is a 1974 dark comedy film co-composed, filmed, co-edited, written, produced, and directed by John Waters starring Divine, David Lochary, Mary Vivian Pearce, Mink Stole, Edith Massey, Michael Potter, Cookie Mueller, and Susan Walsh....

    (1974) – Divine plays an obese criminal woman and an obese man.
  • The Rocky Horror Picture Show
    The Rocky Horror Picture Show
    The Rocky Horror Picture Show is the 1975 film adaptation of the British rock musical stageplay, The Rocky Horror Show, written by Richard O'Brien. The film is a parody of B-movie, science fiction and horror films of the late 1940s through early 1970s. Director Jim Sharman collaborated on the...

    (1975) – Tim Curry
    Tim Curry
    Timothy James "Tim" Curry is a British actor, singer, composer and voice actor, known for his work in a diverse range of theatre, film and television productions. He currently resides in Los Angeles, California....

     plays a self-proclaimed "sweet transvestite from Transsexual, Transylvania
    Transylvania
    Transylvania is a historical region in the central part of Romania. Bounded on the east and south by the Carpathian mountain range, historical Transylvania extended in the west to the Apuseni Mountains; however, the term sometimes encompasses not only Transylvania proper, but also the historical...

    ".
  • La Cage aux Folles
    La Cage aux Folles (film)
    La Cage aux Folles is a 1978 French-Italian film adaptation of the 1973 play La Cage aux Folle by Jean Poiret. It is co-written and directed by Édouard Molinaro and stars Ugo Tognazzi and Michel Serrault.-Plot:...

    (1978) – Features female impersonators.
  • Lady Oscar
    Lady Oscar (film)
    Lady Oscar is a 1979 film, based on the manga The Rose of Versailles by Riyoko Ikeda. The film was written and directed by Jacques Demy, with music composed by his regular collaborator Michel Legrand...

    (1979) – The female protagonist, Oscar François de Jarjayes
    Oscar François de Jarjayes
    is one of the main characters in the manga/anime series The Rose of Versailles, created by Riyoko Ikeda.-Character history:Born the last of five daughters to the Commander of the Royal Guards, General François Augustin Regnier de Jarjayes she is raised by her father as if she were a boy in order...

    , dresses as a man, but privately acknowledges her feminine side.
  • Dressed to Kill (1981) – The killer dresses as a woman.
  • Victor Victoria (1982) – Transvestism
    Transvestism
    Transvestism is the practice of cross-dressing, which is wearing clothing traditionally associated with the opposite sex. Transvestite refers to a person who cross-dresses; however, the word often has additional connotations. -History:Although the word transvestism was coined as late as the 1910s,...

     in various forms is included in this musical comedy.
  • Tootsie
    Tootsie
    Tootsie is a 1982 American comedy film that tells the story of a talented but volatile actor whose reputation for being difficult forces him to go to extreme lengths to land a job. The movie stars Dustin Hoffman and Jessica Lange, with a supporting cast that includes Teri Garr, Dabney Coleman,...

    (1982) – Dustin Hoffman
    Dustin Hoffman
    Dustin Lee Hoffman is an American actor with a career in film, television, and theatre since 1960. He has been known for his versatile portrayals of antiheroes and vulnerable characters....

     becomes the female star of a television soap opera.
  • A Blade in the Dark
    A Blade in the Dark
    A Blade in the Dark but also known by the title House of the Dark Stairway, is a 1983 horror film.-Plot:Bruno, a composer, becomes involved in a series of murders who lives in a villa. In a horror film Bruno is scoring: a young child, taunted by cruel bullies, descends into a dark cellar after a...

    (1983) – Michele Soavi
    Michele Soavi
    Michele Soavi, sometimes known as Michael Soavi is an Italian filmmaker.-Career:Michele Soavi was born in Milan. As a teenager, Soavi enrolled in creative arts classes and developed into a talented actor. He took acting lessons at Milan's Fersen Studios, but his greatest talent was working behind...

     plays Tony Rendina/Linda.
  • Just One of the Guys
    Just One of the Guys
    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." This movie ranked number 48 on Entertainment Weeklys list of the "50 Best High School Movies".-Plot:Terry Griffith is an...

    (1985) – Joyce Hyser
    Joyce Hyser
    Joyce Hyser is an American actress.-Career:Hyser appeared in various films in the early 1980s, the last of which — Just One of the Guys — achieved some cult status. She then mainly guest-starred in TV shows, including a recurring role in L.A. Law as Jimmy Smits's girlfriend...

     plays a boy so she can win a journalism contest.
  • He's My Girl (1987)
  • Mascara (1987)
  • Delinquent in Drag
    Oira Sukeban
    , sometimes called Sukeban Boy, is a Japanese manga created by Go Nagai in 1974. It is a comedy with several erotic touches, where the protagonist Banji Suke has to disguise himself as a girl in order to be able to attend an all-female school...

    (1988) – Suke Banji gets expelled from school, and is subsequently forced to masquerade as a girl in his next school.
  • Torch Song Trilogy
    Torch Song Trilogy (film)
    Torch Song Trilogy is a 1988 comedy-drama film adapted by Harvey Fierstein from his play of the same title. The film was directed by Paul Bogart, starring Fierstein as Arnold, Anne Bancroft as Ma Beckoff, Matthew Broderick as Alan, Brian Kerwin as Ed, and Eddie Castrodad as David. Executive...

    (1988) – Harvey Fierstein
    Harvey Fierstein
    Harvey Forbes Fierstein is a U.S. actor and playwright, noted for the early distinction of winning Tony Awards for both writing and originating the lead role in his long-running play Torch Song Trilogy, about a gay drag-performer and his quest for true love and family, as well as writing the...

     plays Arnold, a New York female impersonator.
  • Nobody's Perfect (1989)
  • Nuns on the Run
    Nuns on the Run
    Nuns on the Run is a 1990 British comedy film starring Eric Idle and Robbie Coltrane, also featuring Camille Coduri and Janet Suzman. It was written and directed by Jonathan Lynn and produced by HandMade Films. Many of the outdoor scenes were shot in Chiswick...

    (1990) – Eric Idle
    Eric Idle
    Eric Idle is an English comedian, actor, author, singer, writer, and comedic composer. He was as a member of the British comedy group Monty Python, a member of the The Rutles on Saturday Night Live and author of the play, Spamalot....

     and Robbie Coltrane
    Robbie Coltrane
    Robbie Coltrane, OBE is a Scottish actor, comedian and author. He is known both for his role as Dr...

     disguise as nuns.
  • Just Like a Woman (1992) – Adrian Pasdar
    Adrian Pasdar
    Adrian Kayvan Pasdar is an American actor, voice artist, and film director. He is known for playing Jim Profit on the TV series Profit, for his roles in Near Dark, Carlito's Way, Mysterious Ways and as Nathan Petrelli on Heroes. Additionally, he directed the feature film Cement...

     is Gerald, a finance executive and transvestite, who finds himself thrown out by his wife, when she discovers women's underwear in their flat.
  • Ladybugs (1992) – Jonathan Brandis
    Jonathan Brandis
    Jonathan Gregory Brandis was an American actor, director, and screenwriter.-Early life and career:Brandis was born in Danbury, Connecticut, the only child of Mary, a teacher and personal manager, and Gregory Brandis, a food distributor and firefighter. He began his career as a child model and...

     dresses as a girl to play in the girls' soccer team.
  • Little Sister (1992) – Bobby (Jonathan Silverman
    Jonathan Silverman
    -Personal life:Silverman was born in Los Angeles, California, the son of Devora and Hillel Emanuel Silverman, a rabbi. He is the grandson of famous Conservative Rabbi Morris Silverman. David Schwimmer was his best friend in high school. He is married to actress Jennifer Finnigan who he briefly co...

    ) becomes 'Roberta' in order to infiltrate a sorority house and be close to Diana (Alyssa Milano
    Alyssa Milano
    Alyssa Jayne Milano is an American actress and former singer, known for her childhood role as Samantha Micelli in the sitcom Who's the Boss? and an eight-year stint as Phoebe Halliwell on the series Charmed. She was also a series regular on the original Melrose Place portraying the role of...

    ).
  • Mrs. Doubtfire
    Mrs. Doubtfire
    Mrs. Doubtfire is a 1993 American comedy film starring Robin Williams and Sally Field and based on the novel Madame Doubtfire by Anne Fine. It was directed by Chris Columbus and distributed by 20th Century Fox. It won the Academy Award for Best Makeup...

    (1993) – Robin Williams
    Robin Williams
    Robin McLaurin Williams is an American actor and comedian. Rising to fame with his role as the alien Mork in the TV series Mork and Mindy, and later stand-up comedy work, Williams has performed in many feature films since 1980. He won the Academy Award for Best Supporting Actor for his performance...

    's character Daniel Hillard disguises himself as a woman so he can see his children.
  • Anything for Love
    Anything for Love (1993 film)
    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 II in Germany and Hungary.-Plot:...

    (1993) – Chris (Corey Haim
    Corey Haim
    Corey Ian Haim was a Canadian actor, known for a 1980s Hollywood career as a teen idol. He starred in a number of films such as Lucas, Silver Bullet, Murphy's Romance, License to Drive and Dream a Little Dream...

    ) dresses as a girl to avoid his tormentors at school.
  • My Summer as a Girl (1994) – Zach Braff
    Zach Braff
    Zachary Israel "Zach" Braff is an American actor, screenwriter, producer, comedian, and director. Braff first became known in 2001 for his role as Dr. John Dorian on the television series Scrubs, for which he was nominated for an Emmy Award and three Golden Globe Awards.In 2004, Braff made his...

    's character Tony cross-dresses to get a job as a chambermaid.
  • The Adventures of Priscilla, Queen of the Desert
    The Adventures of Priscilla, Queen of the Desert
    The Adventures of Priscilla, Queen of the Desert is a 1994 Australian comedy-drama film written and directed by Stephan Elliott. The plot is based on the journey of three drag queens who travel across the Australian Outback from Sydney to Alice Springs in a tour bus that they have named...

    (1994) – An offbeat comedy of three men traveling cross country, to perform a drag show in the outback of Australia. Two of them, Felicia (Guy Pearce
    Guy Pearce
    Guy Edward Pearce is an English-born Australian actor and musician, known for his roles as Leonard Shelby in Christopher Nolan's Memento, Lieutenant Ed Exley in L.A...

    ) and Mitzi (Hugo Weaving
    Hugo Weaving
    Hugo Wallace Weaving is a Nigerian born, English-Australian film actor and voice artist. He is best known for his roles as Agent Smith in the Matrix trilogy, Elrond in the Lord of the Rings trilogy, "V" in V for Vendetta, and performances in numerous Australian character dramas.-Early...

    ) are drag queens, while Bernadette (Terence Stamp
    Terence Stamp
    Terence Henry Stamp is an English actor. Since starting his career in 1962 he has appeared in over 60 films. His title role as Billy Budd in his film debut earned Stamp an Academy Award nomination for Best Supporting Actor and a BAFTA nomination for Best Newcomer.His other major roles include...

    ) is a post-operation male to female transsexual.
  • He's a Woman, She's a Man
    He's a Woman, She's a Man
    He's a Woman, She's a Man is a 1994 film directed by Peter Chan Ho Sun and written by James Yuen and Lee Chi Ngai. It stars Leslie Cheung Kwok Wing, Anita Yuen Wing Yee, Carina Lau Kar Ling, Jordan Chan Siu Chun and Eric Tsang Chi Wai...

    (1994) – Wing (Anita Yuen
    Anita Yuen
    Anita Yuen Wing-yi is a Hong Kong film and television actress. She was the winner of the 1990 Miss Hong Kong Pageant.-Pageant career:At the age of 18, Yuen entered the Miss Hong Kong 1990 pageant. She was a heavy favorite to win the crown from the semifinal to final. During the semifinals on August...

    ) is a sassy girl who enters a country-wide, males-only talent search, disguised as a male.
  • Color of Night
    Color of Night
    Color of Night is a 1994 American erotic mystery thriller film produced by Cinergi Pictures and released in the United States by Hollywood Pictures. Directed by Richard Rush, the film stars Bruce Willis, Jane March, Ruben Blades, Lesley Ann Warren, and Scott Bakula...

    (1994) – An erotic thriller
    Erotic thriller
    The erotic thriller is a film and literary sub-genre which consists of a mixture between erotica and thriller. The genre increased in North American popularity from the mid-1980s through the early 1990s, before declining in marketability.-1980s:...

     by director Richard Rush
    Richard Rush (director)
    Richard Rush is an American movie director, scriptwriter, and producer. He is best known for the Oscar-nominated The Stunt Man. His other works, however, have been less celebrated. The next best-known of his movies is Color of Night — also nominated, but in this case for the Golden Raspberry Award...

    .
  • To Wong Foo, Thanks for Everything! Julie Newmar
    To Wong Foo, Thanks for Everything! Julie Newmar
    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 trip...

    (1995) – Three drag queens help people in a small town after their Cadillac breaks down on the way to Los Angeles.
  • Twelfth Night: Or What You Will
    Twelfth Night: Or What You Will (1996 film)
    Twelfth Night or What You Will is a 1996 British film adaptation of William Shakespeare's play, directed by Trevor Nunn and featuring an all-star cast. The adaptation is given a northern Central European feel, set in the late 19th century, with Orsino and his followers shown wearing Czapka...

    (1996) – Based on the 1623 play Twelfth Night by William Shakespeare
    William Shakespeare
    William Shakespeare was an English poet and playwright, widely regarded as the greatest writer in the English language and the world's pre-eminent dramatist. He is often called England's national poet and the "Bard of Avon"...

    .
  • My Friend Joe
    My Friend Joe
    My Friend Joe is a 1996 film directed by Chris Bould starring Schuyler Fisk and John Cleere. The film is based on the 1985 Swedish novel Janne, min vän by Peter Pohl.- Cast :*Schuyler Fisk as Joe*John Cleere as Chris Doyle...

    (1996) – Joe is a girl disguising as a boy.
  • The Associate
    The Associate
    The Associate is a 1996 film starring Whoopi Goldberg, Dianne Wiest, Eli Wallach, Timothy Daly, Bebe Neuwirth, Austin Pendleton and Lainie Kazan...

    (1996) – Whoopi Goldberg dresses as a white man to prove Wall Street wrong.
  • The Birdcage
    The Birdcage
    The Birdcage is a 1996 American comedy film directed by Mike Nichols, and stars Robin Williams, Nathan Lane, Gene Hackman, Dianne Wiest, Dan Futterman, Calista Flockhart, Hank Azaria, and Christine Baranski. The script was written by Elaine May...

    (1996) – Features drag queens, including Albert Goldman (Nathan Lane
    Nathan Lane
    Nathan Lane is an American actor of stage and screen. He is best known for his roles as Mendy in The Lisbon Traviata, Albert in The Birdcage, Max Bialystock in the musical The Producers, Ernie Smuntz in MouseHunt, Nathan Detroit in Guys and Dolls, Pseudolus in A Funny Thing Happened on the Way to...

    ), who dresses up like Val Goldman's mother, to help him win the hand of his girlfriend.
  • Ma Vie en Rose
    Ma vie en rose
    Ma vie en rose is a 1997 Belgian film directed by Alain Berliner. It tells the story of Ludovic , a child who was born male but consistently insists that she is supposed to be a girl...

    (1997) - A young boy, Ludovic, who was born male but consistently insists that she is supposed to be a girl.
  • Mr. Headmistress (1998)
  • Chachi 420
    Chachi 420
    Chachi 420 is a 1998 comedy film, made in India and directed by Kamal Haasan who also starred in the film as the main character. Other actors include Amrish Puri, Tabu, Om Puri, Johnny Walker, Paresh Rawal, Rajendranath Zutshi, Ayesha Jhulka, Nassar and Baby Sana. The Executive Producer is Sab...

    (1998) – A Bollywood
    Bollywood
    Bollywood is the informal term popularly used for the Hindi-language film industry based in Mumbai , Maharashtra, India. The term is often incorrectly used to refer to the whole of Indian cinema; it is only a part of the total Indian film industry, which includes other production centers producing...

     film reminiscent of Mrs. Doubtfire, in which a father gets divorced and also loses the custody of his daughter. He tries to get in his wife's house by disguising as a maid to be near his daughter and wife, and a series of comic situations occur.
  • Mulan
    Mulan
    Mulan is a 1998 American animated film directed by Tony Bancroft and Barry Cook, with story by Robert D. San Souci and screenplay by Rita Hsiao, Philip LaZebnik, Chris Sanders, Eugenia Bostwick-Singer, and Raymond Singer. It was produced by Walt Disney Feature Animation and released by Walt Disney...

    (1998) – Mulan is a Chinese woman, who disguises herself as a soldier to fight the Huns
    Huns
    The Huns were a group of nomadic people who, appearing from east of the Volga River, migrated into Europe c. AD 370 and established the vast Hunnic Empire there. Since de Guignes linked them with the Xiongnu, who had been northern neighbours of China 300 years prior to the emergence of the Huns,...

     in place of her father.
  • Shakespeare in Love
    Shakespeare in Love
    Shakespeare in Love is a 1998 British-American comedy film directed by John Madden and written by Marc Norman and playwright Tom Stoppard....

    (1998) – Includes Shakespeare's use of female impersonators in his plays.
  • Flawless (1999) – A conservative security guard (Robert DeNiro) suffers a stroke, and is assigned to a rehabilitative program that includes singing lessons with the drag queen next door.
  • Big Momma's House
    Big Momma's House
    Big Momma's House is a 2000 American crime comedy film directed by Raja Gosnell, written by Darryl Quarles and Don Rhymer, and starring Martin Lawrence as FBI agent Malcolm Turner. The majority of the film took place in Cartersville, Georgia, but the film was shot on location in California. The...

    (2000) – Martin Lawrence
    Martin Lawrence
    Martin Fitzgerald Lawrence is an American actor, film director, film producer, screenwriter, and stand up comedian. He came to fame during the 1990s, establishing a Hollywood career as a leading actor, most notably the films Bad Boys, Blue Streak, and Big Momma's House...

     plays an FBI agent who goes undercover and dresses as a heavy-set woman.
  • Holiday Heart (2000) – Holiday Heart (Ving Rhames
    Ving Rhames
    Irving Rameses "Ving" Rhames is an American actor best known for his work in Bringing Out the Dead, Pulp Fiction, Baby Boy, Don King: Only in America, and the Mission: Impossible film series.-Early life and education:...

    ) is a gay
    Gay
    Gay is a word that refers to a homosexual person, especially a homosexual male. For homosexual women the specific term is "lesbian"....

     drag queen
    Drag queen
    A drag queen is a man who dresses, and usually acts, like a caricature woman often for the purpose of entertaining. There are many kinds of drag artists and they vary greatly, from professionals who have starred in films to people who just try it once. Drag queens also vary by class and culture and...

     who performs at a night club.
  • All the Queen's Men
    All the Queen's Men
    All the Queen's Men is a 2001 action comedy war film. It was directed by Stefan Ruzowitzky and stars Matt LeBlanc and Eddie Izzard. The budget was $15,000,000, but the film only earned $22,723 worldwide, yielding an approximate -99.92% return.-Cast:...

    (2001) – Matt LeBlanc
    Matt LeBlanc
    Matthew Steven "Matt" LeBlanc is an American actor, best known for his role as Joey Tribbiani on the NBC sitcoms Friends and its spin-off Joey....

     and Eddie Izzard
    Eddie Izzard
    Edward John "Eddie" Izzard is a British stand-up comedian and actor. His comedy style takes the form of rambling, whimsical monologue and self-referential pantomime...

     head a team of Army men sent to infiltrate a German factory dressed as women.
  • Motocrossed
    Motocrossed
    Motocrossed! is a 2001 Disney Channel Original Movie , about a girl named Andrea Carson who loves motocross, despite the fact that her father finds her unsuited for the sport, being that she is "just a girl"...

    (2001) – Alana Austin
    Alana Austin
    Alana Austin is an American film and television actress. She played the role of Abby Logan in the sitcom Ink and starred in the Disney Channel Original film Motocrossed.-Career:Austin was born in Palm Springs, California...

     is a girl whose father won't let her race because she's a girl, so she goes undercover and poses as a male to race for her big brother.
  • The Triumph of Love
    The Triumph of Love
    The Triumph of Love is a 2001 romantic comedy film, based on Marivaux's play Le Triomphe de l'amour , directed by Clare Peploe, produced by her husband Bernardo Bertolucci, and starring Mira Sorvino and Ben Kingsley...

    (2001) – Mira Sorvino
    Mira Sorvino
    Mira Katherine Sorvino is an American actress. She won the Academy Award for Best Supporting Actress for her performance in Mighty Aphrodite and is also known for her role as Romy White in Romy and Michele's High School Reunion.- Early life :Sorvino was born in Tenafly, New Jersey...

     plays the daughter of a usurper, who disguises herself as a young male scholar named Phocion to get closer to Agis, the rightful heir to the throne.
  • Sorority Boys
    Sorority Boys
    Sorority Boys is a 2002 comedy film directed by Wallace Wolodarsky, about a group of college guys who dress up as women to prove their innocence for a crime they didn't commit.-Plot:...

    (2002) – Barry Watson
    Barry Watson (actor)
    Michael Barrett "Barry" Watson is an American actor, known for his roles of Dr. Matthew "Matt" Camden on 7th Heaven, Brian Davis in What About Brian and Todd Deepler in Samantha Who?-Early life:...

    , Michael Rosenbaum
    Michael Rosenbaum
    Michael Owen Rosenbaum is an American actor and director. He is best known for portraying Lex Luthor on the Superman-inspired television series Smallville and Dutch on FOX's Breaking In, and for providing the voice for the Flash in the DC animated universe...

    , and Harland Williams
    Harland Williams
    Harland Williams is a Canadian actor, comedian, author, artist, musician and radio personality.-Personal life:Harland Reesor Williams was born on November 14, 1962, in Toronto, Ontario, to Lorraine , a social worker, and John Reesor Williams, who worked as a member of the Ontario Provincial...

     pose as girls when they're kicked out of their dorm.
  • Juwanna Mann
    Juwanna Mann
    Juwanna Mann is a 2002 romantic comedy film directed by Jesse Vaughan. The movie stars Miguel A. Núñez, Jr. as Jamal Jeffries, a basketball star turned female impersonator after being banned from men's basketball. The film also stars Vivica A. Fox, Kevin Pollak, Tommy Davidson, Kim Wayans,...

    (2002) – A disgraced NBA player (Miguel A. Núñez Jr.
    Miguel A. Núñez Jr.
    Miguel A. Núñez, Jr. is an American actor. He is best known for his supporting roles in The Return of the Living Dead and Life and a leading role in Juwanna Mann....

    ) is fired from his job and dresses as a loud-mouthed Southern Belle
    Southern belle
    A southern belle is an archetype for a young woman of the American Old South's upper class....

     in order to join the WNBA.
  • Girls Will Be Girls (2003) – All three of the main characters (Evie, Coco and Varla) are drag alter egos of the actors, who have existed "on their own" for several years.
  • Party Monster (2003) – Seth Green
    Seth Green
    Seth Benjamin Green is an American actor, comedian, voice actor, and television producer. He is well known for his role as Daniel "Oz" Osbourne in Buffy the Vampire Slayer, as Dr. Evil's son Scott in the Austin Powers series of comedy films, Mitch Miller in That '70s Show, and the voice of Chris...

     plays club personality James St. James
    James St. James
    James St. James is an American television personality, author, celebutante and former Club Kid of the Manhattan club scene in the late 1980s and early 1990s.James St...

    .
  • The Hot Chick
    The Hot Chick
    The Hot Chick is a 2002 American comedy film about a teenage girl whose body is magically swapped with that of a 30-year-old criminal. It was directed by Tom Brady and produced by Guy Riedel for Happy Madison and Touchstone Pictures, from a screenplay by Tom Brady and Rob Schneider...

    (2003) – Rob Schneider
    Rob Schneider
    Robert Michael "Rob" Schneider is an American actor, comedian, screenwriter, and director. A stand-up comic and veteran of the NBC sketch-comedy series Saturday Night Live, Schneider has gone on to a successful career in feature films, including starring roles in the comedy films Deuce Bigalow:...

     plays a girl who turns into a man overnight, and must find a way to change back.
  • Stage Beauty
    Stage Beauty
    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 inspired by references to 17th century actor Edward Kynaston made in the detailed private diary kept by...

    (2004) – Ned Kynaston
    Edward Kynaston
    Edward Kynaston was an English actor, one of the last Restoration "boy players," young male actors who played women's roles.-Career:...

     (Billy Crudup
    Billy Crudup
    William Gaither "Billy" Crudup is an American actor of film and stage. He is well known for his roles as guitarist Russell Hammond in Almost Famous, Will Bloom in Big Fish, and Ashitaka in Princess Mononoke. He also starred in the 2007 romantic comedy film Dedication, alongside Mandy Moore...

    ) is an actor famed for his portrayal of female characters, particularly Desdemona
    Desdemona
    Desdemona is a character in William Shakespeare's play Othello.Desdemona may also refer to:People* Desdemona , a soprano role in the 1816 opera Otello by Gioachino Rossini...

     in Othello
    Othello
    The Tragedy of Othello, the Moor of Venice is a tragedy by William Shakespeare, believed to have been written in approximately 1603, and based on the Italian short story "Un Capitano Moro" by Cinthio, a disciple of Boccaccio, first published in 1565...

    .
  • Connie and Carla
    Connie and Carla
    Connie and Carla is a 2004 American comedy film directed by Michael Lembeck and starring Nia Vardalos, Toni Collette, and David Duchovny.The film was shot in Vancouver and featured a number of local drag queens.-Plot:...

    (2004) – Nia Vardalos
    Nia Vardalos
    Antonia Eugenia "Nia" Vardalos is a Canadian-American actress, screenwriter, director, singer and producer. Her most notable work is the 2002 Academy Award–nominated film My Big Fat Greek Wedding.-Personal life:...

     and Toni Collette
    Toni Collette
    Antonia "Toni" Collette is an Australian actress and musician, known for her acting work on stage, television and film as well as a secondary career as the lead singer of the band Toni Collette & the Finish....

     go on the run, after accidentally witnessing a mafia hit in Chicago
    Chicago
    Chicago is the largest city in the US state of Illinois. With nearly 2.7 million residents, it is the most populous city in the Midwestern United States and the third most populous in the US, after New York City and Los Angeles...

    , and wind up posing as drag queen
    Drag queen
    A drag queen is a man who dresses, and usually acts, like a caricature woman often for the purpose of entertaining. There are many kinds of drag artists and they vary greatly, from professionals who have starred in films to people who just try it once. Drag queens also vary by class and culture and...

    s at a gay club.
  • White Chicks
    White Chicks
    White Chicks is a 2004 American film directed by Keenen Ivory Wayans and written and produced by Keenen Wayans, Shawn Wayans and Marlon Wayans. The film was produced by Columbia Pictures and Revolution Studios...

    (2004) – Shawn and Marlon Wayans
    Marlon Wayans
    Marlon L. Wayans is an American actor, model producer, comedian, writer, and director of movies, beginning with his role as a pedestrian in I'm Gonna Git You Sucka in 1988...

     play FBI agent brothers who must protect two cruise line
    Cruise line
    A cruise line is a company that operates cruise ships. Cruise lines have a dual character; they are partly in the transportation business, and partly in the leisure entertainment business, a duality that carries down into the ships themselves, which have both a crew headed by the ship's captain,...

     heiresses from a kidnapping plot while in disguise of the women they are protecting.
  • Kinky Boots
    Kinky Boots (film)
    Kinky Boots is a 2005 comedy film written by Geoff Deane and Tim Firth, about a traditional Northampton shoemaker, based in Earls Barton, who turns to producing fetishism footwear in order to save the failing family business and the jobs of his workers...

    (2005) – Chiwetel Ejiofor
    Chiwetel Ejiofor
    Chiwetelu Umeadi "Chiwetel" Ejiofor, OBE is an English actor of stage and screen. He has received numerous acting awards and award nominations, including the 2006 BAFTA Awards Rising Star, three Golden Globe Awards' nominations, and the 2008 Laurence Olivier Award for Best Actor for his...

    's character Simon cross-dresses as drag queen Lola.
  • She's the Man
    She's the Man
    She's the Man is a 2006 American romantic comedy film directed by Andy Fickman, based on Twelfth Night, a play by William Shakespeare. The film stars Amanda Bynes, Channing Tatum, Laura Ramsey and Vinnie Jones....

    (2006) – Amanda Bynes
    Amanda Bynes
    Amanda Laura Bynes is an American actress, comedian, singer, and fashion designer. Bynes appeared in several successful television series, such as All That and The Amanda Show, on Nickelodeon in the mid to late 1990s and early 2000s, and in 2002, she starred in the TV series, What I Like About You...

     dresses as a man to be accepted in Illyria's boys' soccer team and get revenge in Cornwall. Based on the play Twelfth Night by William Shakespeare
    William Shakespeare
    William Shakespeare was an English poet and playwright, widely regarded as the greatest writer in the English language and the world's pre-eminent dramatist. He is often called England's national poet and the "Bard of Avon"...

    .
  • Butch Jamie
    Butch Jamie
    Butch Jamie is a gender-bending comedy film that premiered in July 2007 at Outfest: the Los Angeles Gay and Lesbian Film Festival. Writer, director, and lead actress Michelle Ehlen won Outfest's Grand Jury Award for "Outstanding Actress in a Feature Film." The film was produced independently...

    (2007) – Writer/director/actor Michelle Ehlen
    Michelle Ehlen
    Michelle Ehlen is a filmmaker and actress best known for her comedic feature Butch Jamie.-Career:Michelle is a graduate of The Los Angeles Film School where she studied writing and directing. She wrote, directed, and acted in the short film Half Laughing which broadcast on Logo and is on The...

     plays a butch lesbian actress who gets cast as a man in a film.
  • Dil Bole Hadippa!
    Dil Bole Hadippa!
    -External links:* from IBN Live.in* from Orissadiary.com...

    (2009) – Bollywood actress Rani Mukerji
    Rani Mukerji
    Rani Mukerji is an Indian film actress who works in Hindi movies. In the course of her film career, she has received six Filmfare Awards, among twelve nominations....

     plays a girl who dresses as a boy in order to play on the Indian cricket team
    Indian cricket team
    The Indian cricket team is the national cricket team of India. Governed by the Board of Control for Cricket in India , it is a full member of the International Cricket Council with Test and One Day International status....

    .

As a non-comedic element

Most of the above films are comedies
Comedy
Comedy , as a popular meaning, is any humorous discourse or work generally intended to amuse by creating laughter, especially in television, film, and stand-up comedy. This must be carefully distinguished from its academic definition, namely the comic theatre, whose Western origins are found in...

. Films in which cross-dressing is treated in a more serious manner are relatively rare, although the list does include several dramas and biopics.
  • Glen or Glenda (1953) – Inspired by his own experiences, Ed Wood wrote, directed, and starred in the movie as a troubled cross-dresser, in a sort of plea for acceptance. Originally an exploitation film about Christine Jorgensen
    Christine Jorgensen
    Christine Jorgensen was the first widely known person to have sex reassignment surgery—in this case, male to female.-Early life:...

    .
  • Yentl
    Yentl (film)
    Yentl is a 1983 romantic musical drama film from United Artists, and directed, co-written, co-produced, and starring Barbra Streisand based on the play of the same name by Leah Napolin and Isaac Bashevis Singer, itself based on Singer's short story, "Yentl the Yeshiva Boy".The dramatic story...

    (1983) – The title character is a young woman (Barbra Streisand
    Barbra Streisand
    Barbra Joan Streisand is an American singer, actress, film producer and director. She has won two Academy Awards, eight Grammy Awards, four Emmy Awards, a Special Tony Award, an American Film Institute award, a Peabody Award, and is one of the few entertainers who have won an Oscar, Emmy, Grammy,...

    ), who dresses as a boy so she can study the Jewish law, and fulfill her educational aspirations.
  • The Ballad of Little Jo
    The Ballad of Little Jo
    The Ballad of Little Jo is a 1993 western film inspired by the true story of a society woman who tries to escape the stigma of bearing a child out of wedlock by going out to the West, and living disguised as a man...

    (1993) – A lone woman in the Old West
    American Old West
    The American Old West, or the Wild West, comprises the history, geography, people, lore, and cultural expression of life in the Western United States, most often referring to the latter half of the 19th century, between the American Civil War and the end of the century...

     takes on a male role in order to survive.
  • M. Butterfly
    M. Butterfly (film)
    M. Butterfly is a 1993 romantic drama film directed by David Cronenberg. The screenplay was written by David Henry Hwang based on his play of the same name...

    (1993) - a French diplomat (Jeremy Irons
    Jeremy Irons
    Jeremy John Irons is an English actor. After receiving classical training at the Bristol Old Vic Theatre School, Irons began his acting career on stage in 1969, and has since appeared in many London theatre productions including The Winter's Tale, Macbeth, Much Ado About Nothing, The Taming of the...

    ) becomes infatuated with a Chinese opera performer, where all roles are performed by men.
  • The King of Masks
    The King of Masks
    The King of Masks is a 1996 Chinese film directed by Wu Tianming.-Synopsis:Wang is The King of Masks, an aged street performer who practices the change-mask opera art of bian lian. He laments that he has no male heirs to carry on his mysterious and complicated art and trade...

    (1996) – A Chinese
    Chinese people
    The term Chinese people may refer to any of the following:*People with Han Chinese ethnicity ....

     girl poses as a boy in order to get adopted by an elderly man.
  • Boys Don't Cry
    Boys Don't Cry (film)
    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, a transgender man played by Hilary Swank, who pursues a relationship with a young woman, played by Chloë...

    (1999) - The true story of Brandon Teena
    Brandon Teena
    Brandon Teena was an American trans man who was raped and murdered in Humboldt, Nebraska. His life and death were the subject of the Academy Award-winning 1999 film Boys Don't Cry, which was based on the documentary film The Brandon Teena Story.-Life:Teena was born Teena Renae Brandon in Lincoln,...

     (Hilary Swank
    Hilary Swank
    Hilary Ann Swank is an American actress. Swank's film career began with a small part in Buffy the Vampire Slayer and then a major part in The Next Karate Kid , as Julie Pierce, the first female protégé of sensei Mr. Miyagi...

    ), a transgender man who pursued a relationship with a young woman (Chloë Sevigny
    Chloë Sevigny
    Chloë Stevens Sevigny is an American film actress, fashion designer and former model. Sevigny gained reputation for her eclectic fashion sense and developed a broad career in the fashion industry in the mid 1990s, both for modeling and for her work at New York's Sassy magazine, which labeled her...

    ), and was beaten, raped and murdered by his male acquaintances.
  • Written in Blood
    Midsomer Murders
    Midsomer Murders is a British television detective drama that has aired on ITV since 1997. The show is based on the books by Caroline Graham, as originally adapted by Anthony Horowitz. The lead character is DCI Tom Barnaby who works for Causton CID. When Nettles left the show in 2011 he was...

    , the second episode of crime drama Midsomer Murders
    Midsomer Murders
    Midsomer Murders is a British television detective drama that has aired on ITV since 1997. The show is based on the books by Caroline Graham, as originally adapted by Anthony Horowitz. The lead character is DCI Tom Barnaby who works for Causton CID. When Nettles left the show in 2011 he was...

    , features a cross-dressing victim.
  • Baran
    Baran (film)
    Baran is a 2001 Iranian film directed by Majid Majidi, based on an original script by Majid Majidi. The movie is set during recent times in which there are a large number of Afghan refugees living on the outskirts of Tehran...

    (2001) – An Iranian boy falls in love with a young Afghan refugee
    Refugee
    A refugee is a person who outside her country of origin or habitual residence because she has suffered persecution on account of race, religion, nationality, political opinion, or because she is a member of a persecuted 'social group'. Such a person may be referred to as an 'asylum seeker' until...

    , who must dress as a boy to keep her job at a construction site.
  • Osama
    Osama (film)
    Osama is a 2003 film made in Afghanistan by Siddiq Barmak. It is about a girl living in Afghanistan under the Taliban regime who disguises herself as a boy, Osama, to support her family. It was the first film to be shot entirely in Afghanistan since 1996, when the Taliban régime banned the...

    (2003) – A 12-year-old Afghan girl dresses like a boy in order to get a job during the regime of the Taliban.
  • The Heart is Deceitful Above All Things
    The Heart Is Deceitful Above All Things
    The Heart Is Deceitful Above All Things is a 2004 film directed by and starring Asia Argento. It is based on JT LeRoy's novel of the same name...

    (2004) – While on the run, Sarah disguises her son, Jeremiah, as a girl and passes him off as her "sister" until he is raped by her current boyfriend and is found out. (Note: In the movie adaption, Jeremiah is played by both Cole and Dylan Sprouse in different scenes, both who have had several other roles that involved crossdressing.)

As a minor plot element

Many other comedy films include instances of humorous cross-dressing, but do not feature it as a central plot element. Movies in which cross-dressing plays a minor but important role include:
  • The Hollywood Revue of 1929
    The Hollywood Revue of 1929
    The Hollywood Revue of 1929 is a 1929 part Technicolor Metro-Goldwyn-Mayer American musical-comedy film. It was the studio's second feature-length musical, and one of the earliest ventures into the talkie format. Produced by Harry Rapf and directed by Chuck Riesner, the film brought together some...

    (1929) – Buster Keaton
    Buster Keaton
    Joseph Frank "Buster" Keaton was an American comic actor, filmmaker, producer and writer. He was best known for his silent films, in which his trademark was physical comedy with a consistently stoic, deadpan expression, earning him the nickname "The Great Stone Face".Keaton was recognized as the...

     appears in drag in one of the musical numbers.
  • Morocco
    Morocco (1930 film)
    Morocco is a 1930 film in which a Foreign Legionnaire meets and falls in love with a singer. It was directed by Josef von Sternberg and stars Gary Cooper, Marlene Dietrich and Adolphe Menjou. The story was adapted by Jules Furthman from the novel Amy Jolly by Benno Vigny...

    (1930) – Marlene Dietrich
    Marlene Dietrich
    Marlene Dietrich was a German-American actress and singer.Dietrich remained popular throughout her long career by continually re-inventing herself, professionally and characteristically. In the Berlin of the 1920s, she acted on the stage and in silent films...

     wears a tuxedo.
  • Babes in Toyland
    Babes in Toyland (1934 film)
    Babes in Toyland is a Laurel and Hardy musical film released in November 1934. The film is also known by its alternate titles Laurel and Hardy in Toyland, Revenge Is Sweet , March of the Wooden Soldiers and Wooden Soldiers .Based on Victor Herbert's popular 1903 operetta Babes in Toyland, the film...

    (1934) – Stan Laurel
    Stan Laurel
    Arthur Stanley "Stan" Jefferson , better known as Stan Laurel, was an English comic actor, writer and film director, famous as the first half of the comedy team Laurel and Hardy. His film acting career stretched between 1917 and 1951 and included a starring role in the Academy Award winning film...

     masquerades as a woman in an attempt to deceive the villain.
  • The Devil Doll (1936) – Lionel Barrymore
    Lionel Barrymore
    Lionel Barrymore was an American actor of stage, screen and radio. He won an Academy Award for Best Actor for his performance in A Free Soul...

     plays an evil, elderly woman.
  • Piętro wyżej (1937) – Eugeniusz Bodo
    Eugeniusz Bodo
    Eugeniusz Bodo was a film director, producer and one of the most popular Polish actors and comedians of the inter-war period. He starred in some of the most popular Polish film productions of the 1930s, including His Excellency, The Shop Assistant, Czy Lucyna to dziewczyna? and Pieśniarz Warszawy...

     sings a song Sex appeal on an official party, pretending to be a woman, introduced as "our home-made Mae West
    Mae West
    Mae West was an American actress, playwright, screenwriter and sex symbol whose entertainment career spanned seven decades....

    ".
  • Love Crazy
    Love Crazy
    Love Crazy is a 1941 screwball comedy film pairing William Powell and Myrna Loy as a couple whose marriage is on the verge of being broken up by the husband's old girlfriend and the wife's disapproving mother.-Plot:...

    (1941) – William Powell
    William Powell
    William Horatio Powell was an American actor.A major star at MGM, he was paired with Myrna Loy in 14 films, including the popular Thin Man series in which Powell and Loy played Nick and Nora Charles...

     makes a rare appearance in drag in this screwball comedy.
  • You're in the Army Now
    You're in the Army Now
    You're in the Army Now is a 1941 comedy film starring Jimmy Durante, Phil Silvers, Jane Wyman, and Regis Toomey.It featured the longest kiss in film, lasting three minutes and six seconds until Elena Undone beat it by eighteen seconds.- Cast :...

    (1941) – Jimmy Durante
    Jimmy Durante
    James Francis "Jimmy" Durante was an American singer, pianist, comedian and actor. His distinctive clipped gravelly speech, comic language butchery, jazz-influenced songs, and large nose helped make him one of America's most familiar and popular personalities of the 1920s through the 1970s...

     appears in drag in this wartime comedy.
  • The Dancing Masters
    The Dancing Masters
    The Dancing Masters is a 1943 Laurel and Hardy feature film. The plot involves the team running a ballet school, and getting involved with an inventor...

    (1943) – Stan Laurel
    Stan Laurel
    Arthur Stanley "Stan" Jefferson , better known as Stan Laurel, was an English comic actor, writer and film director, famous as the first half of the comedy team Laurel and Hardy. His film acting career stretched between 1917 and 1951 and included a starring role in the Academy Award winning film...

     appears in a variety of dancing costumes, including a rather extravagant ballerina dress.
  • Abroad with Two Yanks (1944) – Both William Bendix
    William Bendix
    William Bendix was an American film, radio, and television actor, best remembered in movies for the title role in the movie The Babe Ruth Story and for portraying clumsily earnest aircraft plant worker Chester A. Riley in radio and television's The Life of Riley...

     and Dennis O'Keefe
    Dennis O'Keefe
    Dennis O'Keefe was an American actor. Born as Edward Vance Flanagan he was the son of Irish vaudevillians working in the United States...

     appear in drag in this wartime comedy.
  • National Velvet
    National Velvet (film)
    National Velvet is a 1944 drama film, in Technicolor, based on the novel by Enid Bagnold, published in 1935. It stars Mickey Rooney, Donald Crisp and a young Elizabeth Taylor....

    (1944) – Elizabeth Taylor
    Elizabeth Taylor
    Dame Elizabeth Rosemond "Liz" Taylor, DBE was a British-American actress. From her early years as a child star with MGM, she became one of the great screen actresses of Hollywood's Golden Age...

     as Velvet Brown, who disguises herself as a male jockey, and trains a horse for the Grand National steeplechase.
  • Dirty Gertie from Harlem U.S.A.
    Dirty Gertie from Harlem U.S.A.
    Dirty Gertie from Harlem U.S.A. is a 1946 race film directed by Spencer Williams and produced by Sack Amusement Enterprises.-Plot:Gertie LaRue is a nightclub entertainer from the Harlem neighborhood of New York City. She arrives on the Caribbean island of "Rinidad" to perform as the headliner in...

    (1946) – Spencer Williams
    Spencer Williams (actor)
    Spencer Williams was an African American actor and filmmaker. He was best known for playing Andy in the Amos 'n Andy television show and for the directing the 1941 race film The Blood of Jesus. Williams was a pioneer African-American film producer and director.-Early career:Williams...

     as a female fortune teller.
  • Kind Hearts and Coronets
    Kind Hearts and Coronets
    Kind Hearts and Coronets is a 1949 British black comedy feature film. The plot is loosely based on the 1907 novel Israel Rank: The Autobiography of a Criminal by Roy Horniman, with the screenplay written by Robert Hamer and John Dighton and the film directed by Hamer...

    (1949) – Alec Guinness
    Alec Guinness
    Sir Alec Guinness, CH, CBE was an English actor. He was featured in several of the Ealing Comedies, including Kind Hearts and Coronets in which he played eight different characters. He later won the Academy Award for Best Actor for his role as Colonel Nicholson in The Bridge on the River Kwai...

     plays Lady Agatha D'Ascoyne.
  • I Was a Male War Bride
    I Was a Male War Bride
    I Was a Male War Bride is a 1949 comedy film directed by Howard Hawks and starring Cary Grant and Ann Sheridan.This film was based on I was an Alien Spouse of Female Military Personnel Enroute to the United States Under Public Law 271 of the Congress, a biography of Henri Rochard, a Belgian who...

    (1949) – Cary Grant
    Cary Grant
    Archibald Alexander Leach , better known by his stage name Cary Grant, was an English actor who later took U.S. citizenship...

     is a French officer who marries a US Army officer played by Ann Sheridan
    Ann Sheridan
    -Life and career:Born Clara Lou Sheridan in Denton, Texas on February 21, 1915, she was a student at the University of North Texas when her sister sent a photograph of her to Paramount Pictures. She subsequently entered and won a beauty contest, with part of her prize being a bit part in a...

     and cross-dresses to pass as a bride.
  • Stalag 17
    Stalag 17
    Stalag 17 is a 1953 war film which tells the story of a group of American airmen held in a German World War II prisoner of war camp, who come to suspect that one of their number is a traitor...

    (1953) – Harry Shapiro (played by Harvey Lembeck
    Harvey Lembeck
    Harvey Lembeck was an American comedic actor best remembered for his role as Cpl. Rocco Barbella on The Phil Silvers Show in the late 1950s, and as the stumbling, overconfident outlaw biker Eric Von Zipper in the beach party movie series during the 1960s...

    ) dresses up as a women to dance with Animal (played by Robert Strauss
    Robert Strauss (actor)
    Robert Strauss was a gravel-voiced American actor.-Career:Strauss began his career as a classical actor, appearing in The Tempest and Macbeth on Broadway in 1930...

    ) in order to cheer him up during the Christmas celebration.
  • Casanova's Big Night
    Casanova's Big Night
    Casanova's Big Night is a comedy film starring Bob Hope and Joan Fontaine, which is a spoof of swashbuckling historical adventure films. It was directed by Norman Z. McLeod.Hope plays a man who impersonates Giacomo Casanova, the great lover...

    (1954) – Bob Hope
    Bob Hope
    Bob Hope, KBE, KCSG, KSS was a British-born American comedian and actor who appeared in vaudeville, on Broadway, and in radio, television and movies. He was also noted for his work with the US Armed Forces and his numerous USO shows entertaining American military personnel...

     appears in drag.
  • The Matchmaker (1958) – Anthony Perkins
    Anthony Perkins
    Anthony Perkins was an American actor, best known for his Oscar-nominated role in Friendly Persuasion and as Norman Bates in Alfred Hitchcock's Psycho , and its three sequels.-Early life:...

     and Robert Morse
    Robert Morse
    Robert Morse is an American actor and singer. Morse is best known for his appearances in musicals and plays on Broadway. He has also acted in movies and television shows. His best known role is that of J. Pierrepont Finch in the 1961 Broadway musical, and 1967 film How to Succeed in Business...

     dress in drag
    Drag (clothing)
    Drag is used for any clothing carrying symbolic significance but usually referring to the clothing associated with one gender role when worn by a person of another gender. The origin of the term "drag" is unknown, but it may have originated in Polari, a gay street argot in England in the early...

     to escape from the Harmonia Gardens restaurant.
  • High Time
    High Time (film)
    High Time is a 1960 collegiate comedic film, directed by Blake Edwards and starring Bing Crosby. The film is told from the perspective of a middle-aged man who enters the world of a new generation of postwar youth...

    (1960) Bing Crosby
    Bing Crosby
    Harry Lillis "Bing" Crosby was an American singer and actor. Crosby's trademark bass-baritone voice made him one of the best-selling recording artists of the 20th century, with over half a billion records in circulation....

     has to dress as a Southern belle as part of college initiation.
  • Jules and Jim
    Jules and Jim
    Jules and Jim is a 1962 French film directed by François Truffaut based on Henri-Pierre Roché's 1953 semi-autobiographical novel about his relationship with writer Franz Hessel and his wife, Helen Grund....

    (Jules et Jim) (1962) – Jeanne Moreau
    Jeanne Moreau
    Jeanne Moreau is a French actress, singer, screenwriter and director.She made her theatrical debut in 1947, and established herself as one of the leading actresses of the Comédie-Française...

    's character Catherine briefly cross-dresses as Thomas.
  • Thunderball
    Thunderball (film)
    Thunderball is the fourth spy film in the James Bond series starring Sean Connery as the fictional MI6 agent James Bond. It is an adaptation of the novel of the same name by Ian Fleming, which in turn was based on an original screenplay by Jack Whittingham...

    (1965) – A former enemy of Bond fakes his death and poses as his own widow in the prologue segment.
  • The Glass Bottom Boat
    The Glass Bottom Boat
    The Glass Bottom Boat is an 1966 American romantic comedy movie directed by Frank Tashlin; it is also considered by some people to be musical entertainment. This movie features Doris Day and Rod Taylor as the main entertainers, with assistance from actors Arthur Godfrey and Paul Lynde...

    (1966) – Paul Lynde
    Paul Lynde
    Paul Edward Lynde was an American comedian and actor. A noted character actor, Lynde was well known for his roles as Uncle Arthur on Bewitched and Harry MacAfee, the befuddled father in Bye Bye Birdie...

     dresses in drag
    Drag (clothing)
    Drag is used for any clothing carrying symbolic significance but usually referring to the clothing associated with one gender role when worn by a person of another gender. The origin of the term "drag" is unknown, but it may have originated in Polari, a gay street argot in England in the early...

     as a disguise.
  • The Producers
    The Producers (1968 film)
    The Producers is a 1968 American satirical dark comedy cult classic film written and directed by Mel Brooks. The film is set in the late 1960s and it tells the story of a theatrical producer and an accountant who want to produce a sure-fire Broadway flop...

    (1968) – Roger De Bris (Christopher Hewett
    Christopher Hewett
    Christopher Michael Hewett was an English actor and theatre director best known for his role as Lynn Belvedere on the ABC sitcom Mr. Belvedere.-Career:...

    ) appears in a women's evening gown and tiara
    Tiara
    A tiara is a form of crown. There are two possible types of crown that this word can refer to.Traditionally, the word "tiara" refers to a high crown, often with the shape of a cylinder narrowed at its top, made of fabric or leather, and richly ornamented. It was used by the kings and emperors of...

    .
  • Robin Hood
    Robin Hood (1973 film)
    Robin Hood is an 1973 American animated film produced by the Walt Disney Productions, first released in the United States on November 8, 1973...

    (1973) – Robin Hood and Little John dress as two elderly female fortune-tellers to rob Prince John's wagon.
  • Freebie and The Bean
    Freebie and The Bean
    Freebie and The Bean is a 1974 action-comedy film about two San Francisco police detectives who have one goal in life, bringing down a local hijacking boss. The picture, a precursor to the buddy cop film genre popularized a decade later, stars James Caan, Alan Arkin, Loretta Swit and Valerie...

    (1973) – Mystery hit man turns out to be a convincing transvestite.
  • Thunderbolt and Lightfoot
    Thunderbolt and Lightfoot
    Thunderbolt and Lightfoot is a 1974 American crime film written and directed by Michael Cimino and starring Clint Eastwood, Jeff Bridges, George Kennedy, and Geoffrey Lewis.-Plot:...

    (1974) – Jeff Bridges crossdresses to distract bank guards in a robbery.
  • Revenge of the Pink Panther
    Revenge of the Pink Panther
    Revenge of the Pink Panther is the sixth film in the Pink Panther film series. Released in 1978, Revenge of was the last entry featuring series star Peter Sellers, who died in 1980...

    (1978) – A transvestite steals Clouseau's clothes and car, when an assassination attempt has the transvestite being killed instead.
  • Perfect Gentlemen (1978)
  • Monty Python's Life Of Brian (1979) – Several "women" (actually portrayed by the all-male Python ensemble) disguise themselves as men in order to attend a stoning.
  • Gnomes
    Gnomes (film)
    Gnomes is an American 1980 animated film, based on the book with the same title by the Dutch Wil Huygen and Rien Poortvliet. The movie was nominated for an Emmy in 1981 for Outstanding Animated Program....

    (1980) – An American animated film where the troll Runt briefly dresses as a gnome bride.
  • Deathstalker
    Deathstalker (film)
    Deathstalker is a 1983 Argentine low-budget science fiction fantasy film adventure directed by James Sbardellati.-Plot:The warrior Deathstalker is sent by a witch on a quest to find a chalice, an amulet, and a sword, two of which are held by the wicked sorcerer Munkar. Deathstalker finds the sword...

    (1983) – The sorcerer Munkar, turns his henchman Gargit into the image of Princess Codille (Barbi Benton
    Barbi Benton
    Barbi Benton is an American model, actress and singer.-Career:She was featured on the cover of Playboy several times and in nude photo layouts in the March 1970, December 1973, and January 1975 issues, although she was never one of the magazine's "Playmates of the Month".Benton is known for her...

    ) , in order to seduce the hero Deathstalker.
  • Yellowbeard
    Yellowbeard
    Yellowbeard is a 1983 comedy film by Graham Chapman, along with Peter Cook, Bernard McKenna and David Sherlock. It was directed by Mel Damski, and was Marty Feldman's last film appearance.-Plot:...

    (1983) – Captain Hughes sneaks a woman on board ship by having her dress as a man.
  • Angel
    Angel (1984 film)
    Angel is a 1984 film directed by Robert Vincent O'Neill, and written by O'Neill with Joseph Michael Cala. It was released by New World Pictures.-Plot:...

    (1984) – Dick Shawn plays street-smart transvestite, who is like a den-mother to the main character, child prostitute, Angel.
  • Cannonball Run II
    Cannonball Run II
    See also Cannonball Baker Sea-To-Shining-Sea Memorial Trophy DashCannonball Run II comedy film featuring Burt Reynolds and an all-star cast, released by Warner Bros. and Golden Harvest...

    (1984) – JJ, Victor, and Fenderbaum infiltrate
    Infiltration tactics
    In warfare, infiltration tactics involve small, lightly equipped infantry forces attacking enemy rear areas while bypassing enemy front line strongpoints and isolating them for attack by follow-up troops with heavier weapons.-Development during World War I:...

     a bordello dressed in drag as belly dancers.
  • Ronia, the Robber's Daughter
    Ronia, the Robber's Daughter (film)
    Ronia, the Robber's Daughter is a 1984 Swedish fantasy film directed by Tage Danielsson, based on the novel of the same title by Astrid Lindgren, and adapted for the screen by Lindgren herself.When the film was broadcast on television two years after the theatrical premiere, the film was twenty...

    (1984) – A robber dresses as a female to con other robbers.
  • Pee-wee's Big Adventure
    Pee-wee's Big Adventure
    Pee-wee's Big Adventure is a 1985 American adventure comedy film directed by Tim Burton in his full-length debut and starring Paul Reubens as Pee-wee Herman. Reubens also co-wrote the script with Phil Hartman and Michael Varhol. Supporting roles are played by Elizabeth Daily, Mark Holton, Diane...

    (1985) – To disguise themselves from the police, Pee-wee Herman and an escaped convict dress as husband and wife, with Pee-wee as the wife.
  • 9 1/2 Weeks (1986) - Kim Basinger
    Kim Basinger
    Kimila Ann "Kim" Basinger is an American actress and former fashion model.She is known for her portrayals of Domino Petachi, the Bond girl in Never Say Never Again , and Vicki Vale, the female lead in Batman . Basinger received a Golden Globe Award for Best Supporting Actress – Motion Picture...

     loosely dresses as a man during a night at a restaurant.
  • Betty Blue (1986) – Zorg dresses (and passes) as a woman ("Josephine") in two crucial scenes.
  • Outrageous Fortune (1987) – Bette Midler
    Bette Midler
    Bette Midler is an American singer, actress, and comedian, also known by her informal stage name, The Divine Miss M. She became famous as a cabaret and concert headliner, and went on to star in successful and acclaimed films such as The Rose, Ruthless People, Beaches, and For The Boys...

     and Shelley Long
    Shelley Long
    Shelley Lee Long is an American actress best known for her role as Diane Chambers on the sitcom Cheers, for which she won the Emmy Award for Outstanding Lead Actress and two Golden Globe Awards for Best Actress...

     disguise themselves as pre-pubescent boys to gain entry into a remote brothel
    Brothel
    Brothels are business establishments where patrons can engage in sexual activities with prostitutes. Brothels are known under a variety of names, including bordello, cathouse, knocking shop, whorehouse, strumpet house, sporting house, house of ill repute, house of prostitution, and bawdy house...

     in New Mexico
    New Mexico
    New Mexico is a state located in the southwest and western regions of the United States. New Mexico is also usually considered one of the Mountain States. With a population density of 16 per square mile, New Mexico is the sixth-most sparsely inhabited U.S...

    .
  • A Nightmare on Elm Street 4: The Dream Master
    A Nightmare on Elm Street 4: The Dream Master
    A Nightmare on Elm Street 4: The Dream Master is a 1988 American slasher film and the fourth film in the Nightmare on Elm Street series. The film was directed by Renny Harlin.-Plot:...

    (1988) - In a dream sequence, Robert Englund
    Robert Englund
    Robert Barton Englund is an American actor, voice-actor and director, best known for playing the fictional serial killer Freddy Krueger, in the Nightmare on Elm Street film series. He received a Saturn Award nomination for Best Supporting Actor for A Nightmare on Elm Street 3: Dream Warriors in...

     plays a school nurse in drag where she reveals that she is actually Freddy Kruger and attempts to kill Kristen Parker (Tuesday Knight
    Tuesday Knight
    Tuesday Lynn Knight is an American actress. The daughter of composer Baker Knight, she is perhaps best remembered for her role as Kristen Parker in the 1988 horror film A Nightmare on Elm Street 4: The Dream Master. Also an accomplished musician, Tuesday recorded the song "Nightmare," used during...

    ).
  • Willow
    Willow (film)
    Willow is a 1988 American fantasy film directed by Ron Howard and produced/co-written by George Lucas. Warwick Davis stars in the film, as well as Val Kilmer, Joanne Whalley, Jean Marsh, and Patricia Hayes...

    (1988) – Madmartigan (portrayed by Val Kilmer
    Val Kilmer
    Val Edward Kilmer is an American actor. Originally a stage actor, Kilmer became popular in the mid-1980s after a string of appearances in comedy films, starting with Top Secret! , then the cult classic Real Genius , as well as blockbuster action films, including a supporting role in Top Gun and a...

    ) disguises himself (unsuccessfully) as a woman to hide an apparent infidelity from a jealous husband.
  • Hairspray (1988) - While not exactly a plot element, the role of Edna Turnblad has always been played by a man in drag, and was indeed written with that intention, most recently portrayed by John Travolta
    John Travolta
    John Joseph Travolta is an American actor, dancer and singer. Travolta first became known in the 1970s, after appearing on the television series Welcome Back, Kotter and starring in the box office successes Saturday Night Fever and Grease...

     in the 2007 remake.
  • Tango & Cash
    Tango & Cash
    Tango & Cash is a 1989 American buddy cop film starring Sylvester Stallone, Kurt Russell, Jack Palance and Teri Hatcher. It was directed by Andrei Konchalovsky, although Albert Magnoli took over in the later stages of filming....

    (1989) – Kurt Russell
    Kurt Russell
    Kurt Vogel Russell is an American television and film actor. His first acting roles were as a child in television series, including a lead role in the Western series The Travels of Jaimie McPheeters...

     cross-dresses to escape from the police.
  • Total Recall
    Total Recall
    Total Recall is a 1990 American science fiction action film. The film stars Arnold Schwarzenegger, Rachel Ticotin, Sharon Stone, Michael Ironside, Ronny Cox & Mel Johnson, Jr.. It is based on the Philip K. Dick story “We Can Remember It for You Wholesale”...

    (1990) – Arnold Schwarzenegger
    Arnold Schwarzenegger
    Arnold Alois Schwarzenegger is an Austrian-American former professional bodybuilder, actor, businessman, investor, and politician. Schwarzenegger served as the 38th Governor of California from 2003 until 2011....

     disguises himself as a lady in an attempt to avoid Michael Ironside
    Michael Ironside
    Michael Ironside is a Canadian-born actor. He has also worked as a voice actor, producer, film director, and screenwriter in movie and television series in various Canadian and American productions. He is best known for playing villains and "tough guy" heroes, though he has also portrayed...

    , who wants to capture him on his return to Mars.
  • Sleeping with the Enemy
    Sleeping with the Enemy (1991 film)
    Sleeping with the Enemy is a 1991 psychological thriller film directed by Joseph Ruben and starring Julia Roberts. The film is based on Nancy Price's 1987 novel of the same name...

    (1991) – Julia Roberts
    Julia Roberts
    Julia Fiona Roberts is an American actress. She became a Hollywood star after headlining the romantic comedy Pretty Woman , which grossed $464 million worldwide...

     disguises herself as a young man in order to visit her elderly mother and avoid her possessive husband.
  • Robin Hood (1991) – Uma Thurman
    Uma Thurman
    Uma Karuna Thurman is an American actress and model. She has performed in leading roles in a variety of films, ranging from romantic comedies and dramas to science fiction and action movies. Among her best-known roles are those in the Quentin Tarantino films Pulp Fiction and Kill Bill...

    's character Marion disguises as Martin to join the band of Robin Hood.
  • Robin Hood: Men In Tights
    Robin Hood: Men in Tights
    Robin Hood: Men in Tights is a 1993 French-American adventure comedy film and a parody of the Robin Hood story. Produced and directed by Mel Brooks, the film stars Cary Elwes, Richard Lewis, and Dave Chappelle in his film debut...

    (1993) – Little John, Ahchoo, Will Scarlet O'Hara and Blinkin disguise themselves as women to go see the archery contest that Robin of Loxley is competing in.
  • Ace Ventura: Pet Detective
    Ace Ventura: Pet Detective
    Ace Ventura: Pet Detective is a 1994 American comedy film directed by Tom Shadyac and starring Jim Carrey. It co-stars Courteney Cox, Tone Loc, Sean Young and former Miami Dolphins quarterback Dan Marino....

    (1994) – Sean Young
    Sean Young
    Sean Young is an American actress, best known for her performance in films from the 1980s such as Blade Runner, Dune, and No Way Out.-Early life:...

     plays Lt. Lois Einhorn, who is really a football player named Ray Finkle in disguise.
  • Ed Wood (1994) – Directed by Tim Burton
    Tim Burton
    Timothy William "Tim" Burton is an American film director, film producer, writer and artist. He is famous for dark, quirky-themed movies such as Beetlejuice, Edward Scissorhands, The Nightmare Before Christmas, Ed Wood, Sleepy Hollow, Corpse Bride and Sweeney Todd: The Demon Barber of Fleet...

    , the biopic stars Johnny Depp
    Johnny Depp
    John Christopher "Johnny" Depp II is an American actor, producer and musician. He has won the Golden Globe Award and Screen Actors Guild award for Best Actor. Depp rose to prominence on the 1980s television series 21 Jump Street, becoming a teen idol...

     as the famous low-budget transvestite filmmaker.
  • Junior
    Junior (film)
    Junior is a 1994 American comedy film written by Kevin Wade and Chris Conrad and directed by Ivan Reitman. It stars Arnold Schwarzenegger as a scientist who undergoes a male pregnancy as part of a scientific experiment.-Plot:...

    (1994) – Arnold Schwarzenegger
    Arnold Schwarzenegger
    Arnold Alois Schwarzenegger is an Austrian-American former professional bodybuilder, actor, businessman, investor, and politician. Schwarzenegger served as the 38th Governor of California from 2003 until 2011....

     disguises himself to hide in a women's shelter
    Women's shelter
    A women's shelter is a place of temporary refuge and support for women escaping violent or abusive situations, such as rape, and domestic violence....

     during the last few months of an experimental male pregnancy.
  • Brain Candy
    Brain Candy
    Brain Candy is a feature film by The Kids in the Hall, a Canadian comedy troupe. Directed by Kelly Makin, filmed in Toronto, and released in 1996, it followed the five season run of their television series, which had been successful in both Canada and the United States.The five man team plays all...

    (1996) – Several female characters played by The Kids in the Hall
    The Kids in the Hall
    The Kids in the Hall is a Canadian sketch comedy group formed in 1984, consisting of comedians Dave Foley, Kevin McDonald, Bruce McCulloch, Mark McKinney, and Scott Thompson. Their eponymous television show ran from 1988 to 1994 on CBC in Canada, and 1989 to 1995 on CBS and HBO in the United States...

    , a Canadian
    Canada
    Canada is a North American country consisting of ten provinces and three territories. Located in the northern part of the continent, it extends from the Atlantic Ocean in the east to the Pacific Ocean in the west, and northward into the Arctic Ocean...

     comedy troupe.
  • Con Air
    Con Air
    Con Air is an Academy Award–nominated 1997 American action-thriller film directed by Simon West and produced by Jerry Bruckheimer. It stars Nicolas Cage, John Cusack and John Malkovich...

    (1997) – Renoly Santiago
    Renoly Santiago
    Renoly Santiago is a Puerto Rican actor, singer and writer who has appeared in a number of high-profile Hollywood productions....

     appears as Ramon 'Sally-Can't Dance' Martinez – an effeminate
    Effeminacy
    Effeminacy describes traits in a human male, that are more often associated with traditional feminine nature, behaviour, mannerisms, style or gender roles rather than masculine nature, behaviour, mannerisms, style or roles....

    , transvestite inmate who appears sexually subservient to his fellow detainees.
  • The Fifth Element
    The Fifth Element
    The Fifth Element is a 1997 French science fiction film directed, co-written, and based on a story by Luc Besson, starring Bruce Willis, Gary Oldman, and Milla Jovovich...

    (1997) – Chris Tucker
    Chris Tucker
    Christopher "Chris" Tucker is an American actor and comedian. He is best known for playing the role of Detective James Carter in the Rush Hour film series.-Early life:...

     appears as Ruby Rod, a "RuPaul
    RuPaul
    RuPaul Andre Charles , best known as simply RuPaul, is an American actor, drag queen, model, author, and singer-songwriter, who first became widely known in the 1990s when he appeared in a wide variety of television programs, films, and musical albums. Previously, he was a fixture on the Atlanta...

    /Dennis Rodman
    Dennis Rodman
    Dennis Keith Rodman is a retired American Hall of Fame professional basketball player of the National Basketball Association's Detroit Pistons, San Antonio Spurs, Chicago Bulls, Los Angeles Lakers and Dallas Mavericks. Born in Trenton, New Jersey, he was nicknamed "Dennis the Menace" and "The...

    " inspired media sensation who tags along with Corbin Dallas on his mission to save the earth.
  • Entre las piernas (Between Your Legs) (1998) – Victor Rueda passes as a woman in this Spanish drama.
  • Wild Wild West
    Wild Wild West
    Wild Wild West is a 1999 American steampunk action-comedy film directed by Barry Sonnenfeld, and starring Will Smith, Kevin Kline , Kenneth Branagh and Salma Hayek.Similar to the original TV series it was based on, The Wild Wild West, the film features a large amount of gadgetry...

    (1999) - U.S. Marshal Artemus Gordon (Kevin Kline
    Kevin Kline
    Kevin Delaney Kline is an American theatre, voice, film actor and comedian. He has won an Academy Award and two Tony Awards, and has been nominated for five Golden Globe Awards, two BAFTA Awards and an Emmy Award.- Early life :...

    ) disguises himself as a prostitute. Jim West (Will Smith
    Will Smith
    Willard Christopher "Will" Smith, Jr. , also known by his stage name The Fresh Prince, is an American actor, producer, and rapper. He has enjoyed success in television, film and music. In April 2007, Newsweek called him the most powerful actor in Hollywood...

    ) also appears as a belly dancer to rescue U.S. Marshal Artemus Gordon from antagonist Arliss Loveless (Kenneth Branagh
    Kenneth Branagh
    Kenneth Charles Branagh is an actor and film director from Northern Ireland. He is best known for directing and starring in several film adaptations of William Shakespeare's plays including Henry V , Much Ado About Nothing , Hamlet Kenneth Charles Branagh is an actor and film director from...

    ).
  • 100 Girls
    100 Girls
    100 Girls is a 2000 comedy film written and directed by Michael Davis. It tells the story of a college student's efforts to find a mystery girl with whom he had sex on an elevator during a black out.-Plot:...

    (2000) – Jonathan Tucker
    Jonathan Tucker
    Jonathan Moss Tucker is an American film and television actor, best known for his roles in the movies The Texas Chainsaw Massacre, Hostage, In the Valley of Elah and The Ruins, and The Black Donnellys on television....

    's character Matthew dresses in drag.
  • Charlie's Angels
    Charlie's Angels (film)
    Charlie's Angels is a 2000 American action comedy film directed by McG, starring Cameron Diaz, Drew Barrymore, and Lucy Liu as three women working for a private investigation agency...

    (2000) – Drew Barrymore
    Drew Barrymore
    Drew Blyth Barrymore is an American actress, film director, screenwriter, producer and model. She is a member of the Barrymore family of American actors and granddaughter of John Barrymore. She first appeared in an advertisement when she was 11 months old. Barrymore made her film debut in Altered...

     and Cameron Diaz
    Cameron Diaz
    Cameron Michelle Diaz is an American actress and former model. She became famous during the 1990s with roles in the movies The Mask, My Best Friend's Wedding, and There's Something About Mary. Other high-profile credits include the two Charlie's Angels films, voicing the character Princess Fiona...

     are disguised as men to infiltrate a corporate headquarters.
  • The Last of the Blonde Bombshells
    The Last of the Blonde Bombshells
    The Last of the Blonde Bombshells is a 2000 British-American television film directed by Gillies MacKinnon. The script by Alan Plater focuses on the efforts of a recently widowed woman to reunite the members of the World War II-era swing band with which she played saxophone.It features Carry On...

    (2000) – Ian Holm
    Ian Holm
    Sir Ian Holm, CBE is an English actor known for his stage work and for many film roles. He received the 1967 Tony Award for Best Featured Actor for his performance as Lenny in The Homecoming and the 1998 Laurence Olivier Award for Best Actor for his performance in the title role of King Lear...

     plays Patrick, who attempted to avoid enlistment during World War II by dressing as a woman.
  • Pitch Black (2000) – Rhiana Griffith
    Rhiana Griffith
    Rhiana Jade Griffith is an Australian actress, artist and model.-Life and career:Griffith was born in the Hunter Valley region of New South Wales, Australia...

     portrays Jack / Jackie.
  • Wonder Boys
    Wonder Boys (film)
    Wonder Boys is a dark comedy film based on the 1995 novel of the same title by Michael Chabon. Directed by Curtis Hanson, it stars Michael Douglas as professor Grady Tripp, a novelist who teaches creative writing at an unnamed Pittsburgh university...

    (2000) – Michael Cavadias's character Tony/Antonia is a part-time transvestite.
  • Sweet November
    Sweet November (2001 film)
    -Box office:The film opened at #4 at the North American Box office making $11,015,226 USD in its opening weekend, behind Recess: School's Out, Down To Earth and Hannibal. It would ultimately gross only $25.2 million domestically with an additional $40.4 million overseas to a total of $65.7 million...

    (2001) – Sara's two confidantes, Chaz and Brandon, are gay transvestites.
  • Camp
    Camp (film)
    Camp is a 2003 American independent musical film written and directed by Todd Graff, about an upstate New York performing arts summer camp. The film is based on Graff's own experiences at a similar camp called Stagedoor Manor. The film was released in 2003 by IFC Films.-Plot:The film centers on the...

    (2003) – One of the main characters, Michael, gets beaten up for wearing a dress, fishnet stockings, and high heels to his high school prom. Later on in the film, in his birthday party at camp, all his friends dress in drag as part of the celebration. Because of this, the camp director is on a crusade to be more like a normal summer camp.
  • The Mudge Boy
    The Mudge Boy
    The Mudge Boy is a 2003 American film produced by Showtime. It was directed by Michael Burke and based on his 1998 short film Fishbelly White, featured in the compilation Boys Life 5. On January 17, 2003 it premiered at the Sundance Film Festival and in 2003 and 2004 it made the rounds at several...

    (2003) – Duncan Mudge (Emile Hirsch) wears his deceased mother's wedding dress
    Wedding dress
    A wedding dress or wedding gown is the clothing worn by a bride during a wedding ceremony. Color, style and ceremonial importance of the gown can depend on the religion and culture of the wedding participants.- Western culture :...

    .
  • L'île de Black Mor (The Island of Black Mor) (2004) – In Jean-François Laguionie
    Jean-François Laguionie
    Jean-François Laguionie is a French animator, film director and producer of animation born 1939 in Besançon.-Biography:Laguionie was originally interested in theatre but his encounter with Paul Grimault gave him the opportunity to learn the techniques of animated film...

    's motion picture, Petit Moine (Little Monk), captured by the pirates in a monastery, reveals to be a girl disguised as a boy, which leads to many arguments, since women on board are forbidden by pirate law.
  • The Lord of the Rings: The Return of the King
    The Lord of the Rings: The Return of the King
    The Lord of the Rings: The Return of the King is a 2003 epic fantasy-drama film directed by Peter Jackson that is based on the second and third volumes of J. R. R. Tolkien's The Lord of the Rings...

    (2003) – Éowyn
    Éowyn
    Éowyn is a fictional character in J. R. R. Tolkien's legendarium, who appears in his most famous work, The Lord of the Rings. She is a noblewoman of Rohan who describes herself as a "shieldmaiden".-Literature:...

     dresses as a soldier to be allowed to fight with the men.
  • Seeing Other People
    Seeing Other People
    Seeing Other People is a comedy film about a couple that decide to see other people two months before their wedding. It was released in 2004, and is rated R.-Plot:...

    (2004) – The female main character recalls that one of her first experiences of sexual petting was a lesbian
    Lesbian
    Lesbian is a term most widely used in the English language to describe sexual and romantic desire between females. The word may be used as a noun, to refer to women who identify themselves or who are characterized by others as having the primary attribute of female homosexuality, or as an...

     posing as a male
    Male
    Male refers to the biological sex of an organism, or part of an organism, which produces small mobile gametes, called spermatozoa. Each spermatozoon can fuse with a larger female gamete or ovum, in the process of fertilization...

    .
  • Rent
    Rent (film)
    Rent is a 2005 American musical drama film directed by Chris Columbus. It is an adaptation of the Broadway musical of the same name, in turn based on Giacomo Puccini's opera La bohème. The film depicts the lives of several Bohemians and their struggles with sexuality, cross-dressing, drugs, life...

    (2005) – One of the main characters, Angel, is a drag queen.
  • Robots
    Robots (film)
    Robots is a 2005 American computer-animated comedy film produced by Blue Sky Studios for 20th Century Fox, and was released theatrically on March 11, 2005. The story was created by Chris Wedge and William Joyce, a children's book author/illustrator. The two were trying to create a film version of...

    (2005) – Fender, voiced by Robin Williams
    Robin Williams
    Robin McLaurin Williams is an American actor and comedian. Rising to fame with his role as the alien Mork in the TV series Mork and Mindy, and later stand-up comedy work, Williams has performed in many feature films since 1980. He won the Academy Award for Best Supporting Actor for his performance...

    , slowly unleashes his cross-dressing tendencies.
  • The Producers
    The Producers (2005 film)
    # "Overture" - Orchestra# "Opening Night" - Opening Nighters# "We Can Do It" - Max and Leo# "I Wanna Be a Producer" - Leo, Accountants, Mr. Marks and Dancing Chorus Girls# "Der Guten Tag Hop-Clop" - Franz, Max, and Leo...

    (2005) – The gay director, Roger De Bris, wears a dress when he is supposed to be the Grand Duchess Anastasia
    Anastasia
    Anastasia is a personal name and the female form of the Greek male name Anastasius/Anastasios meaning "resurrection." The name, and its male counterpart, were often given to Greek children born around December 2 or around Easter during the early days of Christianity. It is the name of several...

    .
  • The World's Fastest Indian
    The World's Fastest Indian
    The World's Fastest Indian is a 2005 New Zealand biographical film based on the Invercargill, New Zealand speed bike racer Burt Munro and his highly modified Indian Scout motorcycle...

    (2005) – Tina, the transgender
    Transgender
    Transgender is a general term applied to a variety of individuals, behaviors, and groups involving tendencies to vary from culturally conventional gender roles....

     motel clerk, played by Chris Williams
    Chris Williams (actor)
    -Career:Williams, a graduate of Georgetown University, has made appearances on numerous television shows such as CSI, JAG, The Shield, Weeds, Reno 911!, Californication, and popularly as fictional rap artist Krazee-Eyez Killa on Curb Your Enthusiasm...

    , befriends Bert Munro, played by Anthony Hopkins
    Anthony Hopkins
    Sir Philip Anthony Hopkins, KBE , best known as Anthony Hopkins, is a Welsh actor of film, stage and television...

    , and helps him cope with being in Los Angeles for the first time.
  • Pirates of the Caribbean: Dead Man's Chest
    Pirates of the Caribbean: Dead Man's Chest
    Pirates of the Caribbean: Dead Man's Chest is a 2006 adventure fantasy film and the second film of the Pirates of the Caribbean series, following Pirates of the Caribbean: The Curse of the Black Pearl . It was directed by Gore Verbinski, written by Ted Elliott and Terry Rossio, and produced by...

    (2006) – Elizabeth Swann
    Elizabeth Swann
    Elizabeth Swann is a major character in the Pirates of the Caribbean film series produced by Walt Disney Pictures. She appears in Pirates of the Caribbean: The Curse of the Black Pearl and its two sequels, Pirates of the Caribbean: Dead Man's Chest and Pirates of the Caribbean: At World's End...

     dresses as a man so she can go to sea in pursuit of Will Turner
    Will Turner
    William "Will" Turner, Jr. is a central character in the first three titles of the Pirates of the Caribbean film series produced by Walt Disney Pictures. He is played by Orlando Bloom . Will is a blacksmith's apprentice working in Port Royal...

    .
  • Offside (2006) – An Iranian girl disguises herself as a boy to go attend the 2006 World Cup qualifying match between Iran and Bahrain.
  • Stardust (2007) – Captain Shakespeare is a closeted cross-dresser.
  • Rush Hour 3
    Rush Hour 3
    Rush Hour 3 is a 2007 martial arts/action-comedy film, and the third installment in the Rush Hour film series, starring Jackie Chan and Chris Tucker, that began with the 1998 film Rush Hour and continued with the first sequel Rush Hour 2 in 2001. The film was officially announced on May 7, 2006,...

    (2007) – Detective James Carter disguises himself as supporting character Genevieve to get himself into a building to help Chief Inspector Lee and save Lee's niece Soo Yung.
  • Mr. Bean's Holiday (2007) – When he is surrounded by police motorcycles, Mr. Bean cross-dresses to trick the police.
  • La Vie en Rose (2007) – Edith Piaf
    Édith Piaf
    Édith Piaf , born Édith Giovanna Gassion, was a French singer and cultural icon who became widely regarded as France's greatest popular singer. Her singing reflected her life, with her specialty being ballads...

     played by Marion Cotillard
    Marion Cotillard
    Marion Cotillard is a French actress and singer. She garnered critical acclaim for her roles in films such as La Vie en Rose, My Sex Life... or How I Got Into an Argument, Taxi, Furia and Jeux d'enfants...

     is briefly employed at a bar alongside female impersonators.
  • The Dark Knight
    The Dark Knight (film)
    The Dark Knight is a 2008 superhero film directed, produced and co-written by Christopher Nolan. Based on the DC Comics character Batman, the film is part of Nolan's Batman film series and a sequel to 2005's Batman Begins...

    (2008) – Heath Ledger
    Heath Ledger
    Heath Andrew Ledger was an Australian television and film actor. After performing roles in Australian television and film during the 1990s, Ledger moved to the United States in 1998 to develop his film career...

     as The Joker disguises himself as a nurse in the very hospital he's decided to blow up.
  • Rage
    Rage (2009 film)
    Rage is a 2009 film written and directed by Sally Potter starring Jude Law and Judi Dench. The filmmakers said that the film created a new genre in filmmaking, called naked cinema.-Press releases:...

    (2009) – Jude Law
    Jude Law
    David Jude Heyworth Law , known professionally as Jude Law, is an English actor, film producer and director.He began acting with the National Youth Music Theatre in 1987, and had his first television role in 1989...

     plays Minx, a transvestite supermodel.
  • Denizen (2010) – The lead character (J.A. Steel
    J.A. Steel
    J.A. Steel is an American writer, director, producer, editor, stunt person and actress best known for her role as C. Alexandra Jones in The Third Society....

    ) is a lesbian with a cross-dressing father, who is a general in the US Army.

Comedic element in documentary

  • In the documentary, Giuliani Time
    Giuliani Time
    Giuliani Time is a documentary by Kevin Keating about Rudy Giuliani, former Mayor of New York City.The Village Voice called this 2006 documentary "an incisive portrait of power seizure and class combat as it was performed, by the numbers, on the municipal level." The film contains several archival...

    , there are excerpts from Rudy Giuliani
    Rudy Giuliani
    Rudolph William Louis "Rudy" Giuliani KBE is an American lawyer, businessman, and politician from New York. He served as Mayor of New York City from 1994 to 2001....

    's appearance in a video, which was shown for the occasion of an Inner Circle press dinner.

Television

Milton Berle
Milton Berle
Milton Berlinger , better known as Milton Berle, was an American comedian and actor. As the manic host of NBC's Texaco Star Theater , in 1948 he was the first major star of U.S. television and as such became known as Uncle Miltie and Mr...

 was one of the most famous early cross-dressing comedians in skits and such on his NBC
NBC
The National Broadcasting Company is an American commercial broadcasting television network and former radio network headquartered in the GE Building in New York City's Rockefeller Center with additional major offices near Los Angeles and in Chicago...

 shows from 1948 to 1956. Harvey Korman
Harvey Korman
Harvey Herschel Korman was an American comedic actor who performed in television and movie productions beginning in 1960...

 played a hefty Jewish mother character on The Carol Burnett Show
The Carol Burnett Show
The Carol Burnett Show is a variety / sketch comedy television show starring Carol Burnett, Harvey Korman, Vicki Lawrence, Lyle Waggoner, and Tim Conway. It originally ran on CBS from September 11, 1967, to March 29, 1978, for 278 episodes and originated from CBS Television City's Studio 33...

. Flip Wilson
Flip Wilson
Clerow Wilson, Jr. , known professionally as Flip Wilson, was an American comedian and actor. In the early 1970s, Wilson hosted his own weekly variety series, The Flip Wilson Show...

 created the memorable recurring character Geraldine Jones on The Flip Wilson Show
The Flip Wilson Show
The Flip Wilson Show is a variety show that aired in the U.S. on NBC from September 17, 1970 to June 27, 1974. The show starred American comedian Flip Wilson; the program was one of the first American television programs starring a black person in the title role to become highly successful with a...

. Some other comedy sketch
Sketch comedy
A sketch comedy consists of a series of short comedy scenes or vignettes, called "sketches," commonly between one and ten minutes long. Such sketches are performed by a group of comic actors or comedians, either on stage or through an audio and/or visual medium such as broadcasting...

 shows, such as Monty Python's Flying Circus
Monty Python's Flying Circus
Monty Python’s Flying Circus is a BBC TV sketch comedy series. The shows were composed of surreality, risqué or innuendo-laden humour, sight gags and observational sketches without punchlines...

, Little Britain
Little Britain
Little Britain is a British character-based comedy sketch show which was first broadcast on BBC radio and then turned into a television show. It was written by comic duo David Walliams and Matt Lucas...

, The League of Gentlemen
The League of Gentlemen (comedy)
The League of Gentlemen are a quartet of British dark comedy writers/performers, formed in 1995 by Jeremy Dyson, Mark Gatiss, Steve Pemberton and Reece Shearsmith...

, Saturday Night Live
Saturday Night Live
Saturday Night Live is a live American late-night television sketch comedy and variety show developed by Lorne Michaels and Dick Ebersol. The show premiered on NBC on October 11, 1975, under the original title of NBC's Saturday Night.The show's sketches often parody contemporary American culture...

and The Kids in the Hall
The Kids in the Hall
The Kids in the Hall is a Canadian sketch comedy group formed in 1984, consisting of comedians Dave Foley, Kevin McDonald, Bruce McCulloch, Mark McKinney, and Scott Thompson. Their eponymous television show ran from 1988 to 1994 on CBC in Canada, and 1989 to 1995 on CBS and HBO in the United States...

routinely feature visual cross-dressing, with men dressing as women and speaking in falsetto
Falsetto
Falsetto is the vocal register occupying the frequency range just above the modal voice register and overlapping with it by approximately one octave. It is produced by the vibration of the ligamentous edges of the vocal folds, in whole or in part...

. Not to be outdone in this regard, the (female) British team of French and Saunders
French and Saunders
French and Saunders is a British sketch comedy television show written by and starring comic duo Dawn French and Jennifer Saunders. It is also the name by which the performers are known on the occasions when they appear elsewhere as a double act....

 have produced many sketches in which one or both of the actresses portray men. Rudy Giuliani
Rudy Giuliani
Rudolph William Louis "Rudy" Giuliani KBE is an American lawyer, businessman, and politician from New York. He served as Mayor of New York City from 1994 to 2001....

 appeared on Saturday Night Live
Saturday Night Live
Saturday Night Live is a live American late-night television sketch comedy and variety show developed by Lorne Michaels and Dick Ebersol. The show premiered on NBC on October 11, 1975, under the original title of NBC's Saturday Night.The show's sketches often parody contemporary American culture...

 dressed as a woman.

Kenan Thompson
Kenan Thompson
Kenan Thompson is an American actor and comedian. He is best known for his work as a cast member of NBC's long-running sketch comedy series Saturday Night Live...

 currently plays a range of women on Saturday Night Live
Saturday Night Live
Saturday Night Live is a live American late-night television sketch comedy and variety show developed by Lorne Michaels and Dick Ebersol. The show premiered on NBC on October 11, 1975, under the original title of NBC's Saturday Night.The show's sketches often parody contemporary American culture...

.

Programs that feature cross-dressing

  • Along with the members of Monty Python's Flying Circus
    Monty Python's Flying Circus
    Monty Python’s Flying Circus is a BBC TV sketch comedy series. The shows were composed of surreality, risqué or innuendo-laden humour, sight gags and observational sketches without punchlines...

    dressing up as women for comedic purposes, Monty Python featured a sketch called "The Lumberjack Song
    The Lumberjack Song
    "The Lumberjack Song" is a song by the Monty Python comedy troupe. The song was written by Terry Jones, Michael Palin, and Fred Tomlinson.It first appeared on the ninth episode of Monty Python's Flying Circus, "The Ant: An Introduction" on BBC1 on 14 December 1969...

    ", about a lumberjack
    Lumberjack
    A lumberjack is a worker in the logging industry who performs the initial harvesting and transport of trees for ultimate processing into forest products. The term usually refers to a bygone era when hand tools were used in harvesting trees principally from virgin forest...

     who likes to "put on women's clothing and hang around in bars."
  • Doctor Who
    Doctor Who
    Doctor Who is a British science fiction television programme produced by the BBC. The programme depicts the adventures of a time-travelling humanoid alien known as the Doctor who explores the universe in a sentient time machine called the TARDIS that flies through time and space, whose exterior...

    – In the 1966 story 'The Highlanders' The second Doctor (Patrick Troughton
    Patrick Troughton
    Patrick George Troughton was an English actor most widely known for his roles in fantasy, science fiction and horror films, particularly in his role as the second incarnation of the Doctor in the long-running British science-fiction television series Doctor Who, which he played from 1966 to 1969,...

    ) dresses as an old washerwoman as a ruse to try and find his companions in a crowded Tavern in the aftermath of the Battle of Culloden
    Battle of Culloden
    The Battle of Culloden was the final confrontation of the 1745 Jacobite Rising. Taking place on 16 April 1746, the battle pitted the Jacobite forces of Charles Edward Stuart against an army commanded by William Augustus, Duke of Cumberland, loyal to the British government...

    , and in 1973 in 'The Green Death' the third Doctor (Jon Pertwee
    Jon Pertwee
    John Devon Roland Pertwee , was an English actor. Pertwee is best known for his role in the BBC science fiction television series Doctor Who, in which he played the third incarnation of the Doctor from 1970 to 1974, and as the title character in the series Worzel Gummidge...

    ) disguises himself as a cleaning lady to infiltrate Global Chemicals, where he engages in banter with the UNIT operative Mike Yates and refers to his plastic bucket as his 'handbag'. Both these interludes of 'cross dressing' were played mainly for their comic value amid serious storylines.
  • Australian male comedian Barry Humphries
    Barry Humphries
    John Barry Humphries, AO, CBE is an Australian comedian, satirist, dadaist, artist, author and character actor, best known for his on-stage and television alter egos Dame Edna Everage, a Melbourne housewife and "gigastar", and Sir Les Patterson, Australia's foul-mouthed cultural attaché to the...

     has appeared as Dame Edna in several shows.
  • Bosom Buddies
    Bosom Buddies
    Bosom Buddies is an American sitcom starring Tom Hanks and Peter Scolari created by Robert L. Boyett, Thomas L. Miller and Chris Thompson. It ran from 1980 to 1982 on ABC and in reruns in the summer of 1984 on NBC....

    Tom Hanks
    Tom Hanks
    Thomas Jeffrey "Tom" Hanks is an American actor, producer, writer, and director. Hanks worked in television and family-friendly comedies, gaining wide notice in 1988's Big, before achieving success as a dramatic actor in several notable roles, including Andrew Beckett in Philadelphia, the title...

     and Peter Scolari
    Peter Scolari
    Peter Scolari is an American television, film and stage actor best known for his roles in the television shows Newhart, Honey, I Shrunk the Kids: The TV Show, and Bosom Buddies.-Career:...

     star as two single men who must regularly disguise themselves as women, in order to live in a ladies-only hotel, the only apartment they can afford.
  • Are You Being Served?
    Are You Being Served?
    Are You Being Served? is a British sitcom broadcast from 1972 to 1985. It was set in the ladies' and gentlemen's clothing departments of Grace Brothers, a large, fictional London department store. It was written mainly by Jeremy Lloyd and David Croft, with contributions by Michael Knowles and John...

    often features John Inman
    John Inman
    Frederick John Inman was an English actor best known for his role as Mr. Humphries in Are You Being Served?, a British sitcom in the 1970s and 1980s. Inman was also well known in the United Kingdom as a pantomime dame....

     taking on female roles. Some of the other cast members such as Frank Thornton
    Frank Thornton
    Frank Thornton is an English actor who is best known for playing Captain Peacock in Are You Being Served? and its sequel Grace & Favour and as Truly in Last of the Summer Wine.-Early life:...

     occasionally appear in drag as well.
  • M*A*S*H – Klinger regularly cross-dressed as part of a futile attempt to be dismissed from the military.
  • You Can't Do That On Television
    You Can't Do That on Television
    You Can't Do That on Television is a Canadian television program that first aired locally in 1979 before ultimately airing internationally in 1981...

    – Several comedy sketches, particularly in the early years, featured boys in the cast wearing dresses for various reasons.
  • Golden Girls – Dorothy Zbronak's (Beatrice Arthur
    Beatrice Arthur
    Beatrice "Bea" Arthur was an American actress, comedienne and singer whose career spanned seven decades. Arthur achieved fame as the character Maude Findlay on the 1970s sitcoms All in the Family and Maude, and as Dorothy Zbornak on the 1980s sitcom The Golden Girls, winning Emmy Awards for both...

    ) brother Phil Petrillo, who was never seen on air, is a cross-dresser. When he died in the episode Ebbtide's Revenge, Phil's widow Angela had him buried in a teddy, to which Dorothy said to her roommates "it looks like he died in a Benny Hill sketch!".
  • Ranma 1/2 – A Japanese Anime about a martial artist called Ranma who can transform into a girl. His gender is easily changed through means not under his control, so a costume which works on one gender often suddenly and comically becomes inappropriate cross-dressing. Also appearing in the anime and manga are Tsubasa Kurenai and Konatsu, who are male crossdressers, and Ukyo Kuonji, a female crossdresser and potential love interest of the gender-changing Ranma.
  • One Piece
    One Piece
    is a Japanese shōnen manga series written and illustrated by Eiichiro Oda. It has been serialized in Weekly Shōnen Jump since August 4, 1997; the individual chapters are being published in tankōbon volumes by Shueisha, with the first released on December 24, 1997, and the 64th volume released as...

    – A Japanese Anime and a manga
    Manga
    Manga is the Japanese word for "comics" and consists of comics and print cartoons . In the West, the term "manga" has been appropriated to refer specifically to comics created in Japan, or by Japanese authors, in the Japanese language and conforming to the style developed in Japan in the late 19th...

     about pirates includes a number of cross-dressing characters, the okamas. The most notable of them are Mr. 2 (a.k.a.Bon Clay) who can change his physical appearance and Emporio Ivankov, a queen of a drag queen kingdom, who can change his sex by controlling the hormones (and strongly resembles Tim Curry's Dr. Frank-N-Furter from the Rocky Horror Picture Show).
  • The Drew Carey Show
    The Drew Carey Show
    The Drew Carey Show is an American sitcom that aired on ABC from 1995 to 2004. The show was set in Cleveland, Ohio, and revolved around the retail office and home life of "everyman" Drew Carey, a fictionalized version of the actor....

    – Drew's brother, Steve Carey, is a cross dresser.
  • Friends
    Friends
    Friends is an American sitcom created by David Crane and Marta Kauffman, which aired on NBC from September 22, 1994 to May 6, 2004. The series revolves around a group of friends in Manhattan. The series was produced by Bright/Kauffman/Crane Productions, in association with Warner Bros. Television...

    – Chandler's father (played by Kathleen Turner
    Kathleen Turner
    Mary Kathleen Turner is an American actress. She came to fame during the 1980s, after roles in the Hollywood films Body Heat, Peggy Sue Got Married, Romancing the Stone, The War of the Roses, Who Framed Roger Rabbit and Prizzi's Honor...

    ) is a cross dresser.
  • Arrested Development – Tobias Fünke (played by David Cross
    David Cross
    David Cross is an American actor, writer and stand-up comedian perhaps best known for his work on HBO's sketch comedy series Mr...

    ) disguises himself as a British nanny named Mrs. Featherbottom in order to maintain a relationship with his estranged family. (This is a direct reference to the film Mrs. Doubtfire
    Mrs. Doubtfire
    Mrs. Doubtfire is a 1993 American comedy film starring Robin Williams and Sally Field and based on the novel Madame Doubtfire by Anne Fine. It was directed by Chris Columbus and distributed by 20th Century Fox. It won the Academy Award for Best Makeup...

    ). This development is an outcropping of the fact that, throughout the series, Tobias exhibits signs of being a latent homosexual.
  • Saved by the Bell
    Saved by the Bell
    Saved by the Bell is an American television sitcom that aired between 1989 and 1993. The series is a retooled version of the 1988 series Good Morning, Miss Bliss, which was itself later folded into the history of Saved by the Bell...

    – Zach and Screech occasionally dress as women either to disguise themselves or for comic effect.
  • Lilo & Stitch
    Lilo & Stitch
    This article is about the movie. For the television series, see Lilo & Stitch: The Series.Lilo & Stitch is a 2002 American animated feature produced by Walt Disney Feature Animation and released on June 21, 2002...

    – Agent Pleakley (voiced by Kevin McDonald
    Kevin McDonald
    Kevin Hamilton McDonald is a Canadian comedian and actor, known as a member of the Canadian sketch comedy group The Kids in the Hall.-Early life:...

    ) dresses in female clothing because he misunderstands human gender role
    Gender role
    Gender roles refer to the set of social and behavioral norms that are considered to be socially appropriate for individuals of a specific sex in the context of a specific culture, which differ widely between cultures and over time...

    s.
  • Dexter's Laboratory
    Dexter's Laboratory
    Dexter's Laboratory is an American animated television series created by Genndy Tartakovsky and produced by Cartoon Network Studios . The show is about a boy named Dexter who has an enormous secret laboratory filled with an endless collection of his inventions...

    – Many episodes feature Dexter in drag. Examples being Dimwit Dexter, Remember Me?, Tribe Called Girl, and The Big Sister.
  • Sailor Moon
    Sailor Moon
    Sailor Moon, known as , is a media franchise created by manga artist Naoko Takeuchi. Fred Patten credits Takeuchi with popularizing the concept of a team of magical girls, and Paul Gravett credits the series with "revitalizing" the magical-girl genre itself...

    – In one episode of the first season, Zoisite (one of the villains) disguises himself as Sailor Moon. In the "Sailor Moon Super S" season, Fish-Eye always dresses like a woman. In both "Sailor Moon S" and "Sailor Stars" seasons, Haruka Tenoh (Sailor Uranus) wears masculine clothes most of the time, and even chooses to wear the masculine version of her school uniform, to the point of being mistaken for a boy by other characters. In "Sailor Stars", Seiya, Taiki, and Yaten, became Sailor Starlights.
  • Megaman NT Warrior
    MegaMan NT Warrior
    Mega Man NT Warrior or Mega Man Battle Network, known in Japan as , is an anime and manga series based on the Mega Man Battle Network video game series...

    (Rockman EXE) – Villain Magnus Gauss (Gauss Magnets) cross-dresses as a woman and is obsessed with Dr. Wily. In one episode (unaired in the dub), three of the main characters cross-dress as idol singer Aki-chan to rescue a group of kidnapped girls.
  • He's a Lady
    He's a Lady
    He's a Lady is an American reality television show that aired on TBS from October to November 2004. The premise of the show involves eleven men cross-dressing as women in order to win $250,000. The show's name is a reference to Tom Jones's 1971 hit song, "She's a Lady".The show is hosted by Tony...

    – The 2004 reality television
    Reality television
    Reality television is a genre of television programming that presents purportedly unscripted dramatic or humorous situations, documents actual events, and usually features ordinary people instead of professional actors, sometimes in a contest or other situation where a prize is awarded...

     series involves male contestants competing with each other to act as effeminately as possible, including cross-dressing.
  • Fruits Basket
    Fruits Basket
    , sometimes abbreviated , is a Japanese shōjo manga series written and illustrated by Natsuki Takaya. It was serialized in the semi-monthly Japanese magazine Hana to Yume, published by Hakusensha, from 1999 to 2006. The series was also adapted into a 26-episode anime series, directed by Akitaro...

    – Ritsu Sohma dresses as female, because it makes him feel more confident, and comfortable. His cousins Ayame Sohma and his younger brother, Yuki occasionally cross-dress because they look good in female clothing. With the former it's voluntary, the latter less so.
  • Maid Sama! - Aoi Hyoudou, an internet celebrity, cross dresses so he won't be made fun of for liking cute, girl things.
  • You Rang, M'Lord?
    You Rang, M'Lord?
    You Rang M'Lord? is a British television series written by Jimmy Perry and David Croft, the creators of Dad's Army, It Ain't Half Hot Mum and Hi-de-Hi! It was broadcast between 1990 and 1993 on the BBC...

    – Cissy is a lesbian cross-dresser, complete with monocle
    Monocle
    A monocle is a type of corrective lens used to correct or enhance the vision in only one eye. It consists of a circular lens, generally with a wire ring around the circumference that can be attached to a string. The other end of the string is then connected to the wearer's clothing to avoid losing...

    , cravat
    Cravat
    The cravat is a neckband, the forerunner of the modern tailored necktie and bow tie, originating from 17th-century Croatia.From the end of the 16th century, the term band applied to any long-strip neckcloth that was not a ruff...

     and short hair.
  • Ouran High School Host Club
    Ouran High School Host Club
    is a manga series by Bisco Hatori, serialized in Hakusensha's LaLa magazine since August 5, 2003. The series follows Haruhi Fujioka, a scholarship student at Ouran High School, and the other members of the popular host club. The romantic comedy focuses on the relationships within and without the...

    – Main character Haruhi Fujioka crossdresses regularly and is initially mistaken as male by the members of the Host Club. Also, various Host Club members crossdress on occasion, including manga episodes 10 (Hikaru, Kaoru, and Hunny as part of a plan to keep Haruhi away from Saint Lobelia's Zuka Club, and in the anime adaptation, Tamaki and Kyoya also crossdress for the same reason), 11 (Hikaru and Kaoru take turns dressing as the witch of the central wing), 15 (Hikaru, Kaoru, Tamaki, and Mori all dress in Alice costumes, and Kyoya portrays the Black Queen as well as Alice's mother in this chapter), and 20 (Hunny while going undercover with the Host Club to monitor Haruhi and Hikaru's date).
  • Pokémon
    Pokémon
    is a media franchise published and owned by the video game company Nintendo and created by Satoshi Tajiri in 1996. Originally released as a pair of interlinkable Game Boy role-playing video games developed by Game Freak, Pokémon has since become the second most successful and lucrative video...

    – James from Team Rocket, often appears in a dress or skirt, and in one of the banned episodes, he is even seen in a bikini complete with inflatables. A partial list of characters including Ash Ketchum
    Ash Ketchum
    Ash Ketchum, known as for all appearances in Japan, is a fictional character in the Pokémon franchise owned by Nintendo. He was created by, and named after, Satoshi Tajiri as the protagonist of the anime and manga series, as well as on various merchandise related to the franchise...

     (three times!), and Jessie and Meowth of Team Rocket, have also been known to cross-dress, although not as often as James. One of Misty's older sisters dress up as a prince
    Prince
    Prince is a general term for a ruler, monarch or member of a monarch's or former monarch's family, and is a hereditary title in the nobility of some European states. The feminine equivalent is a princess...

     and Gastly also once disguised as a beautiful maiden and an old woman at a summer festival.
  • Princess Knight
    Princess Knight
    is a Japanese manga that ran through four serializations from 1954 to 1968, as well as a 1967 Japanese children's animated series. It was dubbed into English and brought over to Western audiences in 1970, where it was called Choppy and the Princess. In 1973, this series was dubbed in Portuguese and...

    - Princess Sapphire wears like man to can fight in her adventures.
  • InuYasha
    InuYasha
    , also known as , is a Japanese manga series written and illustrated by Rumiko Takahashi. It premiered in Weekly Shōnen Sunday on November 13, 1996 and concluded on June 18, 2008...

    – Jekotsu of the Band of seven always wears womans clothes and repeatedly flirts with InuYasha.
  • Yu Yu Hakusho – In The Deadly Triad episode (first season of the series), when Yusuke Urameshi fights against the Three Devils, he finds that Miyuki, one of Three Demons, is biologically a man, but in Miyuki's heart (s)he is a woman. However, this "discovery" was edited out
    Editing of anime in American distribution
    Editing of anime in American distribution describes the process of altering anime to prepare it to be distributed in the United States and forms part of the process of localization. This process is generally applied only to series intended for broadcast on American television; series released...

     of the English version of this series.
  • Boy Meets World
    Boy Meets World
    Boy Meets World is an American comedy-drama series that chronicles the events and everyday life lessons of Cory Matthews, played by Ben Savage, a kid from suburban Philadelphia who grows up from a young boy to a married man. The show aired for seven seasons from 1993 to 2000 on ABC, part of the...

    – Different characters cross dress in later episodes.
  • I My Me! Strawberry Eggs
    I My Me! Strawberry Eggs
    , occasionally shortened to Strawberry Eggs, is a 2001 Japanese anime television series animated by TNK with co-production by Pioneer, LDC. The series aired from July 4 to September 26, 2001 by WOWOW and in August 2002 was licensed by Geneon Entertainment....

    – Main character Hibiki Amawa disguises himself as a woman to obtain a job as a teacher at school that will only hire women.
  • El Hazard – Makoto Mizuhara impersonates Princess Fatora of Roshtaria who is kidnapped by the Phantom Tribe because of his uncanny resemblance to the princess.
  • Otoboku – Mizuho Miyanokoji crossdresses to attend a girls' school as per his grandfather's wishes.
  • Fushigi Yuugi – Nuriko, one of the Suzaku Seven Celestial Warriors, dresses as a woman in memory of his dead sister. In the middle of the manga series, the Suzaku Warriors had had to dress up as women to avoid being killed in the island of Nyousei, where barbaric, cannibalistic, anti-masculinist women lived. This idea is excluded from the anime series, but revived in the omake.
  • Ramen Fighter Miki – Episode 10 Part 1 includes a scene where Kankuro is wearing Miki's outfit while trying to beat her at her own game (that being ramen delivery). Then at the end of Episode 12 Part 1, he dons the disguise of an aristocratic lady to try to get Miki to challenge him.
  • Gravitation
    Gravitation (manga)
    is a shōnen-ai manga series written by Maki Murakami.The story follows the attempts of Shuichi Shindo and his band, Bad Luck, to become Japan's next musical sensation and his struggles to capture Yuki's heart...

    – The main character, Shuichi Shindou, wears his sister's schoolgirl uniform and dons a maid outfit to try to get the attention of Eiri Yuki.
  • Princess Princess
    Princess Princess (manga)
    is the title of a fictional series written and illustrated by Japanese author Mikiyo Tsuda about the lives of three high school boys and the school they attend. The series is contained within multiple media pieces which began as a manga first serialized in the manga magazine Wings starting in 2002...

    – Three students in an all-male school dress as girls to raise the spirits of the other students.
  • Hollyoaks
    Hollyoaks
    Hollyoaks is a long-running British television soap opera, first broadcast on Channel 4 on 23 October 1995. It was originally devised by Phil Redmond, who has also devised shows including Brookside and Grange Hill...

    character, Kris Fisher
    Kris Fisher
    Francis "Kris" Fisher is a fictional character from the long-running Channel 4 soap opera Hollyoaks, played by Gerard McCarthy. The character first appeared on-screen in September 2006 and left in August 2010 after McCarthy quit the show...

     is a cross dresser
  • World Wrestling Entertainment
    World Wrestling Entertainment
    World Wrestling Entertainment, Inc. is an American publicly traded, privately controlled entertainment company dealing primarily in professional wrestling, with major revenue sources also coming from film, music, product licensing, and direct product sales...

     wrestler Dustin Rhodes portrayed "Goldust", a gimmick that involved crossdressing as well as former wrestler Vito LoGrasso
    Vito LoGrasso
    Vito Joseph LoGrasso is an American professional wrestler, of Italian origin, best known for his work in World Championship Wrestling as Big Vito and more recently World Wrestling Entertainment and working for their "developmental territories" Ohio Valley Wrestling and Deep South Wrestling as...

    .
  • SpongeBob SquarePants
    SpongeBob SquarePants
    SpongeBob SquarePants is an American animated television series, created by marine biologist and animator Stephen Hillenburg. Much of the series centers on the exploits and adventures of the title character and his various friends in the underwater city of "Bikini Bottom"...

    SpongeBob
    SpongeBob SquarePants (character)
    SpongeBob SquarePants is a main fictional character in the animated television series SpongeBob SquarePants. He is voiced by Tom Kenny and first appeared on television in the series' pilot episode "Help Wanted" on May 1, 1999. SpongeBob was created and designed by cartoonist Stephen Hillenburg...

     has dressed like a woman in several episodes. His best friend Patrick Star
    Patrick Star
    Patrick Star is the deuteragonist of the Nickelodeon animated comedy series SpongeBob SquarePants, created by creator Stephen Hillenburg and voiced by Bill Fagerbakke. Patrick's most significant character trait is his lack of common sense, which sometimes makes him a negative influence on his best...

     cross dresses in order to protect himself from an assassin
    Assassination
    To carry out an assassination is "to murder by a sudden and/or secret attack, often for political reasons." Alternatively, assassination may be defined as "the act of deliberately killing someone, especially a public figure, usually for hire or for political reasons."An assassination may be...

     in the episode: "That's No Lady".
  • Invader Zim
    Invader Zim
    Invader Zim is an American animated television series created by Jhonen Vasquez. It was produced by and subsequently aired on Nickelodeon. The series revolves around an extraterrestrial named Zim from the planet Irk, and his ongoing mission to conquer and destroy Earth...

    – In the episode "Walk for your lives" Zim uses a fat lady disguise to get rid of an explosion that is exploding really really slowly.
  • iCarly
    ICarly
    iCarly is an American sitcom that focuses on a girl named Carly Shay who creates her own web show called iCarly with her best friends Sam and Freddie. The series was created by Dan Schneider, who also serves as executive producer. It stars Miranda Cosgrove as Carly, Jennette McCurdy as Sam, Nathan...

    - In the episode "iWant My Website Back", Spencer dressed as an old lady to fool Nevel into giving iCarly their URL back, but instead, he attracted an old man.
  • The Suite Life of Zack and Cody
    The Suite Life of Zack and Cody
    The Suite Life of Zack & Cody is an American sitcom created by Danny Kallis and Jim Geoghan. The series premiered on Disney Channel on March 18, 2005 with 4 million viewers, making it the most successful premiere for Disney Channel in 2005. It was one of their first five shows available on the...

    - Both Zack and Cody (played by real life twins Cole and Dylan Sprouse) crossdress in several episodes for numerous reasons; one most notably being Cody entering a beauty pageant for young girls while Zack approves of it because the first prize is a new bike.
  • Young Americans
    Young Americans (TV series)
    Young Americans is an American television drama created by Steven Antin. The show debuted on July 12, 2000 on The WB network as a summer replacement for, and spin-off from, another Columbia TriStar Television production, Dawson's Creek. The series was originally ordered for the fall 1999-2000...

    (2000) TV series in which one of the female characters poses as a boy.
  • The Famous Five
    The Famous Five (series)
    The Famous Five is the name of a series of children's novels written by British author Enid Blyton. The first book, Five on a Treasure Island, was published in 1942....

    TV series.
    • The Famous Five (1978). Georgiana wears boy's clothes, prefers to be called "George" and is pleased to be mistaken for a boy.
    • The Famous Five (1996)
  • Dårfinkar & dönickar – The main character Simone is mistaken for a boy on her first day at a new school when she does not correct her teacher for mispronouncing her name as Simon.

  • British stand-up comedian
    Stand-up comedy
    Stand-up comedy is a comedic art form. Usually, a comedian performs in front of a live audience, speaking directly to them. Their performances are sometimes filmed for later release via DVD, the internet, and television...

     and actor
    Actor
    An actor is a person who acts in a dramatic production and who works in film, television, theatre, or radio in that capacity...

     Eddie Izzard
    Eddie Izzard
    Edward John "Eddie" Izzard is a British stand-up comedian and actor. His comedy style takes the form of rambling, whimsical monologue and self-referential pantomime...

    , who describes himself as an 'executive' or 'action' transvestite and regularly cross-dresses both on and off stage, has acted in several films (including most recently Valkyrie
    Valkyrie (film)
    Valkyrie is a 2008 American historical thriller film set in Nazi Germany during World War II. The film depicts the 20 July plot in 1944 by German army officers to assassinate Adolf Hitler and to use the Operation Valkyrie national emergency plan to take control of the country...

    ), as well as releasing his stand-up work on video and DVD (Live at the Ambassadors
    Live at the Ambassadors
    Eddie Izzard made his West End debut in 1993 at the Ambassadors Theatre. The show originally had a 4 week run, which was extended twice due to the popularity of the performance...

    (1993), Unrepeatable
    Unrepeatable
    Unrepeatable is the title of a performance by British comedian Eddie Izzard. It was filmed on 14 March 1994 at the Albery Theatre, released on VHS, and follows his first show, Live at the Ambassadors....

    (1994), Definite Article
    Definite Article
    Definite Article is the title of British comedian Eddie Izzard's 1996 performance released on VHS. It was recorded on different nights at the Shaftesbury Theatre...

    (1996), Glorious (1997), Dress to Kill
    Dress to Kill
    Dress To Kill is the title of a performance by Eddie Izzard, and is a continuation of the British comedian's surrealist, ideas-based comedy. The VHS was recorded during a performance in San Francisco, California, United States. However, the tour was a global one...

    (1999), Circle
    Circle (Eddie Izzard)
    Circle is the name of a stand-up tour by the comedian Eddie Izzard in 2000.It was released on VHS and DVD in the United Kingdom on 18 November 2002...

    (2002), and Sexie
    Sexie
    Sexie is the name of the 2003 tour by Eddie Izzard. The tour covered Australia, New Zealand, the USA, Canada, the United Kingdom, and Ireland....

    (2003)).
  • The Riches
    The Riches
    The Riches is an FX television series, which originally ran from March 15, 2007 to April 29, 2008, and starred Eddie Izzard and Minnie Driver.-History:...

     (2007) - Sam Malloy (Aidan Mitchell
    Aidan Mitchell
    Aidan Daley Mitchell is an American film and TV actor.Mitchell spent his first few years in Massachusetts, but when he was 3½ years his family relocated to his father's birthplace of Galway, Ireland where he spent the next 7 years...

    ), the youngest son of an Irish-American Traveller
    Irish Traveller
    Irish Travellers are a traditionally nomadic people of ethnic Irish origin, who maintain a separate language and set of traditions. They live predominantly in the Republic of Ireland, the United Kingdom and the United States.-Etymology:...

     family, prefers cross-dressing. Even though under certain circumstances Sam can wear boys' clothes, he occasionally reverts to girls' clothing, much to the embarrassment of his family. (The Riches also features Eddie Izzard
    Eddie Izzard
    Edward John "Eddie" Izzard is a British stand-up comedian and actor. His comedy style takes the form of rambling, whimsical monologue and self-referential pantomime...

     portraying Sam's non-transvestite dad, Wayne Malloy.)
  • Tipping the Velvet
    Tipping the Velvet (TV serial)
    Tipping the Velvet is a 2002 BBC television drama serial based on the bestselling debut novel by Sarah Waters of the same name. It originally screened in three episodes on BBC Two and was produced for the BBC by the independent production company Sally Head Productions...

    (2002) – A coming of age story about a young woman named Nan (Rachael Stirling
    Rachael Stirling
    Rachael Atlanta Stirling is an English stage, film and television actress. She is a two-time Olivier nominee for her stage work, but is best known for her performance as Nancy Astley in the BBC drama Tipping the Velvet.-Personal life:...

    ) who falls in love with a male impersonator.
  • Pretty Cure
    Pretty Cure
    is a Japanese magical girl anime metaseries created by Izumi Todo and produced by ABC and Toei Animation. The first program Futari wa Pretty Cure debuted in 2004 and has continued with sequels and spinoffs into the current series Suite PreCure♪ airing in 2011 as part of Asahi Broadcasting...

    (2004) – In one episode, Nagisa Misumi disguises herself as a man twice in an attempt to reclaim Mepple, who had been confiscated. In a later episode, Nagisa plays the part of Romeo in Verone Academy's school play of Romeo and Juliet
    Romeo and Juliet
    Romeo and Juliet is a tragedy written early in the career of playwright William Shakespeare about two young star-crossed lovers whose deaths ultimately unite their feuding families. It was among Shakespeare's most popular archetypal stories of young, teenage lovers.Romeo and Juliet belongs to a...

    .
    • HeartCatch PreCure - For the first half of the series, Itsuki Myoudouin cross-dressed as a boy because her brother was too ill to be heir of their dojo.
  • Robin Hood (2006) – Djaq (played by Anjali Jay
    Anjali Jay
    Anjali Jay is a British-Indian actress. She is best known for her role in the 2006 film Blind Dating and as Djaq on the first two seasons of the 2006 television series Robin Hood.-Biography:...

    ) is a Saracen who true name is Saffiya, but she disguises herself as a boy by adopting her dead twin brother's name and appearance.
  • Crusoe
    Crusoe (TV series)
    Crusoe is a television adventure drama based loosely on the novel Robinson Crusoe by Daniel Defoe. The series' 13 episodes aired on NBC during the first half of the 2008-2009 television season. It follows the adventures of Robinson Crusoe: a man who has been shipwrecked on an island for six years...

    (2008) – A recurring character Oliver is revealed to actually be a woman named Olivia (played by Mía Maestro
    Mía Maestro
    Mía Maestro is an Argentine actress and singer. She is best known for her role as Nadia Santos in the television drama Alias, and as Christina Kahlo in Frida.-Life and acting career:...

    ). Crusoe discovered her one day when she was bathing for the first time on the island after being aboard the ship for so long. She pretends to be Oliver and helps the doctor for her personal safety from the male crew.
  • Zoey 101
    Zoey 101
    Zoey 101 is an American television series that ran from January 9, 2005 to May 2, 2008 starring Jamie Lynn Spears as teenager Zoey Brooks, produced for Nickelodeon and syndicated worldwide. The show was initially filmed at Pepperdine University in Malibu, California, then at stages in Valencia,...

    In one episode of this show Lola disguises herself as a boy to prove boys can still act the same if a girl is around.
  • In The Simpsons
    The Simpsons
    The Simpsons is an American animated sitcom created by Matt Groening for the Fox Broadcasting Company. The series is a satirical parody of a middle class American lifestyle epitomized by its family of the same name, which consists of Homer, Marge, Bart, Lisa and Maggie...

    episode "Girls Just Want to Have Sums
    Girls Just Want to Have Sums
    “Girls Just Want to Have Sums” is the nineteenth episode of the seventeenth season of The Simpsons. It originally aired on April 30, 2006.-Plot:...

    ", Lisa Simpson
    Lisa Simpson
    Lisa Marie Simpson is a fictional main character in the animated television series The Simpsons. She is the middle child of the Simpson family. Voiced by Yeardley Smith, Lisa first appeared on television in The Tracey Ullman Show short "Good Night" on April 19, 1987. Cartoonist Matt Groening...

     disguises herself as a boy named Jake Boyman in order to learn math when the school is segregated by gender. Bart
    Bart Simpson
    Bartholomew JoJo "Bart" Simpson is a fictional main character in the animated television series The Simpsons and part of the Simpson family. He is voiced by actress Nancy Cartwright and first appeared on television in The Tracey Ullman Show short "Good Night" on April 19, 1987...

     has also worn girls' clothes on several occasions.
  • Something in the Air (2000–2002) – Features a cross-dressing politician, Doug Rutherford (played by Roger Oakley
    Roger Oakley
    Roger Oakley is a New-Zealand-born character-actor noted for his performances on Australian television., but more recently active as a Theatre Performer....

    ).
  • In Zoids: Chaotic Century
    Zoids: Chaotic Century
    Zoids: Chaotic Century, simply titled in Japan, is the first of Five anime series based on the Zoids range of mecha model kits produced by TOMY. The series was animated by XEBEC, and aired from 1999-09-04 to 2000-12-23 on TBS...

    episode 28 "Run, Wolf!" Prince Rudolph Zeppelin III is disguised as a girl in order to hide his identity.
  • Mobile Suit Gundam ZZ
    Mobile Suit Gundam ZZ
    is a TV series aired on Japanese TV from 1986–1987, was the third Gundam series, and a direct follow up to Mobile Suit Zeta Gundam. Director Yoshiyuki Tomino returned to lead the series, and he assembled a new team consisting of character designer Hiroyuki Kitazume, who had been one of Zeta...

    , Gundam pilot Judau Ashta crossdresses in the second season to free his female companions from a harem
  • Mobile Suit Gundam 00
    Mobile Suit Gundam 00
    is an anime TV series, the eleventh incarnation of Sunrise's long-running Gundam franchise consisting of two seasons. It is directed by Seiji Mizushima and written by Yōsuke Kuroda, and features character designs by Yun Kōga. The twenty-five episode season was officially announced by Sunrise...

    , Gundam pilot Tieria Erde crossdresses in the second season in order to gain entrance to a party.
  • In Axis Powers: Hetalia Poland crossdresses as a hobby and has a "valley girl
    Valley girl
    Valley Girl is a stereotype leveled at a socio-economic and ethnic class of American women who can be described as colloquial English-speaking and materialistic...

    " accent.
  • Degrassi: The Next Generation (renamed Degrassi from the tenth season)
    Degrassi: The Next Generation
    Degrassi: The Next Generation is a Canadian teen drama television series set in the Degrassi universe, which was created by Linda Schuyler and Kit Hood in 1979. Degrassi is the fourth fictional series in the Degrassi franchise, and follows The Kids of Degrassi Street, Degrassi Junior High, and...

     features a transgendered student in season 10, Adam Torres (portrayed by Jordan Todosey
    Jordan Todosey
    Jordan Todosey is a Canadian actress. She is best known for her roles in Life with Derek and Degrassi.Todosey has had many roles, however the female-to-male transgender character, Adam Torres, in the Degrassi franchise has been her most noted...

    ). Adam is biologically female, but he identifies as male and dresses as a guy. Adam wants to keep the fact that he's transgendered a secret, and hopes that the people he meets will see him as a guy.
  • Rich Fulcher plays as a woman named Eleanor in the season 3 episode "Eels" of the British comedy show The Mighty Boosh. Rich Fulcher continues to dress as Eleanor for stand-up comedy gigs, and refers to her as a whole separate person form himself. In the season 2 episode "Nanageddon", main characters Howard Moon (Julian Barratt) and Vince Noir (Noel Fielding) dress as nanas in order to sneak into a BINGO game and find the elusive demon, Nanatoo.
  • In the anime Genesis Climber Mospeada
    Genesis Climber Mospeada
    is an anime science fiction series created by Shinji Aramaki and Hideki Kakinuma. The 25-episode television series ran from late 1983 to early 1984 in Japan...

    (also known as the New Generation segment of Robotech
    Robotech
    Robotech is an 85-episode science fiction anime adaptation produced by Harmony Gold USA in association with Tatsunoko Production Co., Ltd. and first released in the United States in 1985...

    ) the Character of Yellow Belmont/Lancer
    Lancer
    A lancer was a type of cavalryman who fought with a lance. Lances were used in mounted warfare by the Assyrians as early as and subsequently by Greek, Persian, Gallic, Han-Chinese, nomadic and Roman horsemen...

     crossdressed as a means of disguise, as well as to perform in his rock singer identity (known as Yellow Dancer in Robotech.)
  • In the British TV sit-com Keeping Up Appearances
    Keeping Up Appearances
    Keeping Up Appearances is a British sitcom created and written by Roy Clarke for the BBC. Centred on the life of eccentric, social-climbing snob Hyacinth Bucket , the sitcom portrays a social hierarchy-ruled British society...

    Hyacinth's brother-in-law Bruce is a crossdresser which Hyacinth tries not to let people find out about. In several episodes you can see Bruce in several of his outfits.
  • Minami-ke
    Minami-ke
    is a Japanese manga series by Koharu Sakuraba, who also authored Kyō no Go no Ni. It was first serialized in the weekly Japanese manga magazine Young Magazine in 2004. The slice of life comedy focuses on the everyday life of three sisters: Haruka, Kana, and Chiaki Minami. The manga was adapted into...

    - Makoto regularly crossdresses as Mako-chan to get close a girl he likes. Another character, Tōma is a tomboy with three older brothers that regularly wears male clothing.
  • In The Nick Cannon Show
    The Nick Cannon Show
    The Nick Cannon Show is an American television comedy spin-off of All That. It aired on Nickelodeon's SNICK block 2002-2003 along with All That, The Amanda Show and Taina...

    Nick dress like a women in 6 episodes
  • In season 4 of Criminal Minds
    Criminal Minds
    Criminal Minds is an American police procedural drama that premiered September 22, 2005, on CBS. The series follows a team of profilers from the FBI's Behavioral Analysis Unit based in Quantico, Virginia. The BAU is part of the FBI National Center for the Analysis of Violent Crime...

    Jackson Rathbone plays a janitor at a hotel with split-personlity disorder. The character, Adam, is a shy, abused, withdrawn young man. His alter-personlity, is a strong, confident, southern women named Amanda. Adam/Amanda tries to kill his/her father because of all of the abuse suffered. Afterwards 'Amanda' becomes the dominant personality. At the end of the episode 'Amanda' is shown to have undergone a transformation, complete with make-up, a long curled wig, and pink clothing.
  • RuPaul's Drag Race
    RuPaul's Drag Race
    RuPaul's Drag Race is an American reality television series produced by World of Wonder for Logo. RuPaul plays host, mentor and inspiration for this series, which details RuPaul's search for "America's next drag superstar."...

    (2009-present) a competition reality show premised around Drag Queen
    Drag queen
    A drag queen is a man who dresses, and usually acts, like a caricature woman often for the purpose of entertaining. There are many kinds of drag artists and they vary greatly, from professionals who have starred in films to people who just try it once. Drag queens also vary by class and culture and...

    s, men who cross-dress professionally as a means of entertainment. The show gives a deeper side to the art of female impersonation, as well as insight into the world of a gay drag artist.
  • Various characters from Kuroshitsuji
    Kuroshitsuji
    is a manga written and illustrated by Yana Toboso. Since its debut on September 16, 2006, it has been serialized in Square Enix's shōnen manga magazine Monthly GFantasy....

    including main character Ciel Phantomhive and Grell Sutcliff crosdress in some episodes and the OVAs.
  • On the The Suite Life on Deck
    The Suite Life on Deck
    The Suite Life on Deck is an American sitcom that aired on Disney Channel from September 26, 2008 to May 6, 2011. It is a sequel/spin-off of the Disney Channel Original Series The Suite Life of Zack & Cody...

    , Bailey pretended to be a boy so she could attend Seven Seas High on the SS Tipton because all of the girls rooms were taken. She becomes Zack's roommate and he agrees to keep it a secret. It is quickly found that Bailey is actually a girl and she ends up rooming with London.
  • Black Butler (2010) - The character Grell Sutcliff is a cross-dressing man. As well as Ciel in one episode.
  • Bucket & Skinner's Epic Adventures
    Bucket & Skinner's Epic Adventures
    Bucket & Skinner's Epic Adventures is an American teen sitcom that premiered on Nickelodeon July 1, 2011.-Premise:The series follows two friends from the fictional California town of Pacific Bluffs. Oftentimes, the boys act quite sporadically leading them to multiple conflicts.-Main...

    (2011) in the episode "Epic Girls" Bucket and Skinner disguise themselves as girls in order to sneak into a party. They are also shown trying on different dresses.
  • Star Trek: Deep Space Nine
    Star Trek: Deep Space Nine
    Star Trek: Deep Space Nine is a science fiction television series set in the Star Trek universe...

    has on several occasions featured characters cross dressing. In Profit and Lace, the character Quark dresses as a woman to prevent an enemy of his to ascend to the power of Grand Nagas. In another Ferengi
    Ferengi
    The Ferengi are a fictitious extraterrestrial race from the Star Trek universe. They first appeared in "The Last Outpost", the fifth episode of Star Trek: The Next Generation in 1987, during which they made first contact with the United Federation of Planets in 2364 on the planet Delphi Ardu,...

    -related episode, Rules of Acquisition, a female Ferengi crossdresses because females are not permitted to earn profit in the Ferengi culture. Rules of Acquisition is also one of the few episodes that references how the Federation views homosexuility when the character Dax discusses that it's a normal thing for a man to be in love with another man [She doesn't know that the man she is chatting with at the time is really a woman crossdressed].
  • Blackadder
    Blackadder
    Blackadder is the name that encompassed four series of a BBC1 historical sitcom, along with several one-off instalments. All television programme episodes starred Rowan Atkinson as anti-hero Edmund Blackadder and Tony Robinson as Blackadder's dogsbody, Baldrick...

    has several cross-dressing incidences. In Bells
    Bells (Blackadder)
    "Bells" is the first episode of the BBC sitcom Blackadder II, the second series of Blackadder, which was set in Elizabethan England from 1558 to 1603. Although "Bells" was the first to be broadcast on BBC1, it was originally destined to be the second episode...

    , Kate (Gabrielle Glaister
    Gabrielle Glaister
    Gabrielle Glaister is an English actress.-Early life:She was a school friend of Ben Elton at Godalming Grammar School on Tuesley Lane in Godalming, Surrey; Glaister was in the year below Elton...

    ) dresses up as "Bob"
    Bob (Blackadder character)
    Bob is a pseudonym used by two characters in the sitcom Blackadder, both female and played by Gabrielle Glaister.-Blackadder II:Kate, who goes by the pseudonym "Bob", is one of the first characters to appear in Blackadder II...

     in order to earn money working as a valet for Lord Blackadder
    Lord Blackadder
    Edmund Blackadder, Lord Blackadder is the main character in the second series of the popular BBC sitcom Blackadder. He is played by Rowan Atkinson.The second series is set in Elizabethan England, and Edmund is a courtier to Queen Elizabeth I...

    , who finds himself attracted to this young "boy", eventually discovering Kate's identity and arranging a marriage, in which Baldrick
    Baldrick
    Baldrick is the name of several fictional characters featured in the long-running BBC historic comedy television series Blackadder. Each one serves as Edmund Blackadder's servant and sidekick and acts as a foil to the lead character...

     takes the role of a bridesmaid. Lord Flashheart
    Lord Flashheart
    Lord Flashheart is the name of two fictional characters who appeared in two episodes of the popular BBC sitcom Blackadder. They are both played by Rik Mayall....

     interrupts and steals away "Bob", but not before exchanging clothing with her. In Chains
    Chains (Blackadder)
    "Chains" is the final episode of the BBC sitcom Blackadder II, the second series of Blackadder, which was set in Elizabethan England from 1558 to 1603. Power-mad and self-professed "master of disguise", Prince Ludwig the Indestructible kidnaps Lord Blackadder and Lord Melchett...

    , Prince Ludwig the Indestructible
    Prince Ludwig the Indestructible
    Prince Ludwig the Indestructible is a fictional character played by Hugh Laurie in the BBC sitcom Blackadder II. He appears in "Chains", the final episode of Blackadder II, as a German master of disguise who kidnaps Lord Blackadder and Lord Melchett, in 1566 and imprisons them in his dungeon under...

     (Hugh Laurie
    Hugh Laurie
    James Hugh Calum Laurie, OBE , better known as Hugh Laurie , is an English actor, voice artist, comedian, writer, musician, recording artist, and director...

    ) impersonates Queenie
    Queenie
    "Queenie" is a caricature of the historical figure Queen Elizabeth I of England, played by Miranda Richardson in Blackadder II, the second series of the BBC historical sitcom Blackadder, which was set in Elizabethan England...

     with a perfect disguise (really Laurie overdubbing Miranda Richardson
    Miranda Richardson
    Miranda Jane Richardson is an English stage, film and television actor. She has been nominated for two Academy Awards, and has won two Golden Globes and a BAFTA during her career....

    ). In Amy and Amiability from Blackadder the Third
    Blackadder the Third
    Blackadder the Third is the third series of the BBC situation comedy Blackadder, written by Richard Curtis and Ben Elton, which aired from 17 September to 22 October 1987....

    , Amy Hardwood (Miranda Richardson
    Miranda Richardson
    Miranda Jane Richardson is an English stage, film and television actor. She has been nominated for two Academy Awards, and has won two Golden Globes and a BAFTA during her career....

    ) assumes the role of a highwayman
    Highwayman
    A highwayman was a thief and brigand who preyed on travellers. This type of outlaw, usually, travelled and robbed by horse, as compared to a footpad who traveled and robbed on foot. Mounted robbers were widely considered to be socially superior to footpads...

     in order to get money for her bankrupt father. Kate returns in Major Star from Blackadder Goes Forth
    Blackadder Goes Forth
    Blackadder Goes Forth is the fourth and final series of the BBC situation comedy Blackadder, written by Richard Curtis and Ben Elton, which aired from 28 September to 2 November 1989 on BBC One....

     as Bob Parkhurst, driver for General Melchett. Also, Lieutenant George (Hugh Laurie
    Hugh Laurie
    James Hugh Calum Laurie, OBE , better known as Hugh Laurie , is an English actor, voice artist, comedian, writer, musician, recording artist, and director...

     in a different role) dresses in drag as "Georgina" for a music-hall show, put on to entertain the troops. He inadvertently draws the amorous attentions of Melchett. "Georgina" is only able to escape Melchett's efforts at marriage through a report from Captain Blackadder
    Captain Blackadder
    Captain Edmund Blackadder is the main fictional character in the fourth and final series of the popular BBC sitcom Blackadder, Blackadder Goes Forth...

    , that she wandered into no-man's land and trod on a cluster of landmines.

See also

  • Cross-dressing in literature
    Cross-dressing in literature
    Cross-dressing in literature has been studied by many literary and cultural critics.- As a theme :*Þrymskviða from the Poetic Edda - Thor dresses as a bride and Loki as the bridesmaid to retrieve Thor's hammer Mjölnir....

  • Cross-gender acting
    Cross-gender acting
    Cross-gender acting refers to an actor or actress portraying a character of the opposite gender.In the ancient Greek theatre men played females, as they did in English Renaissance theatre and continue to do in Japanese kabuki theatre A Breeches role referres to a male character traditionally...

  • List of transgender-related topics
  • Transgender in film and television
    Transgender in film and television
    This article lists many films whose primary character are transgender. It also includes films of note who have a secondary transgender character.-Film and video:...

The source of this article is wikipedia, the free encyclopedia.  The text of this article is licensed under the GFDL.
 
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