Cross-gender Acting in Film and Television
| Release year |
Title | Actor | Role | Direction | Role | Language | Note(s) |
|---|---|---|---|---|---|---|---|
| 1914 | A Busy Day | Charlie Chaplin | "Wife" | male to female | comedic | English | Short comedy. |
| 1914 | Sweedie the Swatter | Wallace Beery | Sweedie | male to female | comedic | English | The first of a series of Sweedie films, made between 1914 and 1916 |
| 1921 | Little Lord Fauntleroy | Mary Pickford | Cedric Errol | female to male | English | ||
| 1936 | Stars on Parade | Arthur Lucan | Old Mother Riley | male to female | English | The first of 17 films with Old Mother Riley | |
| 1949 | Kind Hearts and Coronets | Alec Guinness | Lady Agatha D'Ascoyne | male to female | comedic | English | Alec Guinness plays eight members of the aristocratic D'Ascoyne family. |
| 1954 | The Belles of St Trinian's | Alastair Sim | Headmistress Millicent Fritton | male to female | comedic | English | Alastair Sim plays both Millicent Fritton and her brother, Clarence Fritton. |
| 1957 | Blue Murder at St Trinian's | Alastair Sim | Headmistress Miss Fritton | male to female | comedic | English | |
| 1978 | Monkey (Saiyūki) | Masako Natsume | Tripitaka (Xuanzang) | female to male | dramatic | Japanese | Maria Warburg provided Tripitaka's voice in the dubbed, English version. |
| 1981 | Göta kanal | Christer Lindarw | Queen Silvia | male to female | Swedish | Cameo | |
| 1982 | The Year of Living Dangerously | Linda Hunt | Billy Kwan | female to male | dramatic | English | Hunt won Academy Award for best actress in a supporting role |
| 1986 | The Golden Child | J.L. Reate | The Golden Child | female to male | dramatic | English | Reate was nominated to a Young Artist Awards for Best Young Actress |
| 1988 | Hairspray | Divine | Edna Turnblad | male to female | English | ||
| 1988 | Coming to America | Arsenio Hall | "Extremely Ugly Girl" | male to female | comedic | English | Hall has a minor role, as girl trying to pick up Akeem and Semmi at a bar. |
| 1989 | Back to the Future Part II | Michael J. Fox | Marlene McFly | male to female | English | Michael J. Fox plays three characters - Marty McFly, Marty McFly Jr. and Marlene McFly. |
|
| 1991 | Nothing but Trouble | John Candy | Eldona | male to female | comedic | English | |
| 1992 | Swordsman II | Brigitte Lin | Invincible Asia | female to male | English | Asia is a man who has castrated himself. | |
| 1992 | Orlando | Tilda Swinton | Orlando | female to male | dramatic | English | Orlando is a man the first 2/3 of the film |
| 1992-1997 | Martin | Martin Lawrence | Sheneneh & Mama Payne | male to female | comedic | English | |
| 1992 | Orlando | Quentin Crisp | Elizabeth I | male to female | dramatic | English | |
| 1996 | A Very Brady Sequel | RuPaul | Mrs Cummings | male to female | English | Minor role as the High school teacher | |
| 1996 | The Nutty Professor | Eddie Murphy | Mama Klump, Grandma Klump | male to female | comedic | English | |
| 2000 | Nutty Professor II: The Klumps | Eddie Murphy | Mama Klump, Granny Klump | male to female | comedic | English | |
| 2002 | EvenHand | iO Tillett Wright | Toby | female to male | dramatic | English | |
| 2003 | Girls Will Be Girls | Jack Plotnick, Clinton Leupp, Jeffery Roberson | Evie Harris, Coco Peru, Varla Jean Merman | male to female | comedic | English | All the female characters in this film were played by males. |
| 2005 | Diary of a Mad Black Woman | Tyler Perry | Mable "Madea" Simmons | male to female | comedic | English | |
| 2005 | Alatriste | Blanca Portillo | Emilio Bocanegra | female to male | Spanish | ||
| 2006 | Madea's Family Reunion | Tyler Perry | Mable "Madea" Simmons | male to female | comedic | English | |
| 2007 | I'm Not There | Cate Blanchett | Jude Quinn | female to male | English | Jude Quinn is stylized after Bob Dylan | |
| 2007 | Hairspray | John Travolta | Edna Turnblad | male to female | English | ||
| 2007 | Norbit | Eddie Murphy | Rasputia | male to female | English | ||
| 2007 | St. Trinian's | Rupert Everett | Miss Camilla Dagey Fritton | male to female | comedic | English | As in the earlier St. Trinian's films, a man plays the character of the Headmistress, Miss Fritton. |
| 2007 | Negima!! | Yukina Kashiwa | Negi Springfield | female to male | Japanese | Live action adaptation of the manga Negima! Magister Negi Magi. The main character, Negi Springfield, is a 10 year old mage. | |
| 2008 | Meet the Browns | Tyler Perry | Mable "Madea" Simmons | male to female | comedic | English | |
| 2009 | Madea Goes to Jail | Tyler Perry | Mable "Madea" Simmons | male to female | comedic | English | |
| 2009 | St. Trinian's 2: The Legend of Fritton's Gold | Rupert Everett | Miss Camilla Dagey Fritton | male to female | comedic | English | |
| 2011 | Jack and Jill | Adam Sandler | Jill Sadelstein | male to female | comedic | English |
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