Welcome to our curated list of the top 10 comedies featuring transvestites! These films not only tickle your funny bone but also offer a unique perspective on gender roles and identity through humor. From classic slapstick to modern satire, each movie brings something special to the table, making it a must-watch for anyone looking for laughs with a twist.
Tootsie (1982)
Description: This classic comedy stars Dustin Hoffman as a struggling actor who dresses as a woman to land a role on a soap opera, leading to hilarious and heartwarming situations.
Fact: Dustin Hoffman spent hours in makeup each day, and the film was nominated for 10 Academy Awards, winning one for Best Supporting Actress.
Watch Now 
Victor/Victoria (1982)
Description: Julie Andrews stars as a struggling singer who becomes a female impersonator, leading to a cascade of mistaken identities and romantic entanglements.
Fact: The film was nominated for seven Academy Awards, and it was originally a German film from
Watch Now 
Mrs. Doubtfire (1993)
Description: Robin Williams plays a father who disguises himself as a British nanny to spend more time with his children after a divorce, resulting in a comedy of errors.
Fact: The film was based on the book "Alias Madame Doubtfire," and the makeup process for Williams took four hours daily.
Watch Now 
The Adventures of Priscilla, Queen of the Desert (1994)
Description: Three drag queens travel across the Australian Outback in a bus named Priscilla, encountering various adventures and challenges.
Fact: The film won an Academy Award for Best Costume Design, and it has become a cult classic.
Watch Now 
To Wong Foo, Thanks for Everything! Julie Newmar (1995)
Description: Three drag queens travel across the U.S. to attend a drag pageant, spreading joy and changing lives along the way.
Fact: The film features Patrick Swayze, Wesley Snipes, and John Leguizamo, and it was inspired by the documentary "Paris Is Burning."
Watch Now 
The Birdcage (1996)
Description: A gay couple, one of whom owns a drag club, pretends to be straight to meet their son's conservative future in-laws, leading to a series of comedic misunderstandings.
Fact: The film is a remake of the French movie "La Cage aux Folles," and Robin Williams and Nathan Lane improvised many of their lines.
Watch Now 
Big Momma's House (2000)
Description: An FBI agent goes undercover as an elderly woman to catch a criminal, leading to a series of funny and awkward situations.
Fact: Martin Lawrence spent up to five hours in makeup each day, and the film spawned two sequels.
Watch Now 
White Chicks (2004)
Description: Two black FBI agents disguise themselves as white socialites to protect two heiresses, resulting in a comedy of racial and cultural misunderstandings.
Fact: The film was a box office success despite mixed reviews, and it features Shawn and Marlon Wayans in the lead roles.
Watch Now 
Hairspray (2007)
Description: A plus-sized teen and her mother, who is a drag queen, fight for integration on a TV dance show in 1960s Baltimore, mixing comedy with social commentary.
Fact: John Travolta plays Edna Turnblad, a role originally played by Divine in the 1988 film version.
Watch Now 
Sorority Boys (2002)
Description: Three college guys expelled from their fraternity dress as women to join a sorority and clear their names, leading to comedic chaos.
Fact: The film was directed by Wallace Wolodarsky, known for his work on "The Simpsons."
Watch Now 
