If you’re a fan of the outrageous 2004 comedy White Chicks, starring Shawn and Marlon Wayans as undercover FBI agents disguised as white women, then you’ll love these 18 hilarious movies that deliver similar laughs, ridiculous situations, and memorable characters. Get ready to bust a gut as we count down the funniest films to watch after White Chicks!
1. Sorority Boys (2002)
Director: Wallace Wolodarsky
Cast: Barry Watson, Michael Rosenbaum, Harland Williams
Genre: Comedy
Sorority Boys follows three college guys who get kicked out of their frat house and decide to dress up as women to pledge a sorority in order to have a place to live. Hilarity ensues as they try to keep up their female personas while navigating the world of sororities.
The movie has a similar premise to White Chicks with men disguising themselves as the opposite gender and infiltrating a female-dominated space. It leans into college humor and stereotypes for laughs.
2. Big Momma’s House (2000)
Director: Raja Gosnell
Cast: Martin Lawrence, Nia Long, Paul Giamatti
Genre: Comedy, Crime
FBI agent Malcolm Turner goes undercover as “Big Momma”, an oversized elderly Southern woman, to catch an escaped convict. He ends up having to take care of Big Momma’s granddaughter Sherry and her son while keeping his real identity a secret.
Big Momma’s House came out a few years before White Chicks but has a very similar concept of a male law enforcement agent transforming himself into an exaggerated female character. It was a big hit that spawned two sequels.
3. Mrs. Doubtfire (1993)
Director: Chris Columbus
Cast: Robin Williams, Sally Field, Pierce Brosnan
Genre: Comedy, Drama, Family
After a bitter divorce, actor Daniel Hillard disguises himself as a female housekeeper named Mrs. Doubtfire in order to spend more time with his children. He must juggle his dual identities while trying to win back his ex-wife.
While more of a family dramedy than a straight-up comedy, Mrs. Doubtfire is a classic of the cross-dressing genre. The late Robin Williams gives a tour-de-force performance as both Daniel and Mrs. Doubtfire.
4. Juwanna Mann (2002)
Director: Jesse Vaughan
Cast: Miguel A. Núñez Jr., Vivica A. Fox, Kevin Pollak
Genre: Comedy, Romance, Sport
Disgraced basketball player Jamal Jeffries decides to dress up as a woman named Juwanna Mann to play in the female basketball league and make his comeback. He becomes a star but his secret identity threatens his new career and relationships.
Juwanna Mann puts a sports spin on the “man disguises himself as a woman” trope seen in White Chicks and other movies on this list. It scores points for the creative basketball scenes and physical comedy.
5. Norbit (2007)
Director: Brian Robbins
Cast: Eddie Murphy, Thandiwe Newton, Terry Crews
Genre: Comedy, Romance
Mild-mannered Norbit is engaged to morbidly obese, abusive Rasputia. When his childhood sweetheart Kate returns to town, he sees a chance at real love. But he must find a way to be with Kate without Rasputia finding out.
Eddie Murphy plays multiple roles in Norbit, including the meek title character and his monstrously large wife Rasputia. The fat suit and makeup effects used to transform Murphy into Rasputia are reminiscent of those used in White Chicks.
6. Some Like It Hot (1959)
Director: Billy Wilder
Cast: Marilyn Monroe, Tony Curtis, Jack Lemmon
Genre: Comedy, Music, Romance
Two male musicians witness a mob hit and flee Chicago disguised as women in an all-female band. One falls for the band’s singer Sugar Kane while the other has a rich man wooing “her”. Madcap antics arise as they evade the mob and deal with their new identities.
A classic screwball comedy, Some Like It Hot is a masterclass in cross-dressing hijinks and rapid-fire jokes. The legendary Marilyn Monroe is at her comedic best as Sugar. This film set the template for many gender-bending farces to come.
7. Tootsie (1982)
Director: Sydney Pollack
Cast: Dustin Hoffman, Jessica Lange, Teri Garr
Genre: Comedy, Drama, Romance
Struggling actor Michael Dorsey lands a role on a soap opera by posing as actress “Dorothy Michaels”. He becomes a sensation but his ruse complicates his personal and professional life, especially his feelings for co-star Julie.
Tootsie is a critically-acclaimed, award-winning film that uses its cross-dressing premise to cleverly satirize gender roles and the entertainment industry. Dustin Hoffman is brilliant in the dual lead roles.
8. She’s the Man (2006)
Director: Andy Fickman
Cast: Amanda Bynes, Channing Tatum, Laura Ramsey
Genre: Comedy, Romance, Sport
When her school cuts the girls’ soccer team, Viola disguises herself as her twin brother Sebastian and takes his place at his new boarding school to play on the boys team. She falls for her teammate Duke, who likes Viola’s friend Olivia, who has a crush on Sebastian/Viola.
Inspired by Shakespeare’s Twelfth Night, She’s the Man is a fun teen rom-com take on cross-dressing conventions. Rising stars Amanda Bynes and Channing Tatum have great chemistry.
9. The Birdcage (1996)
Director: Mike Nichols
Cast: Robin Williams, Nathan Lane, Gene Hackman
Genre: Comedy
A gay cabaret owner and his drag queen partner agree to put up a false straight front so their son can introduce them to his fiancée’s right-wing moralistic parents. Keeping up the ruse gets increasingly difficult.
The Birdcage is a remake of the classic French farce La Cage aux Folles. Robin Williams and Nathan Lane make a hilarious odd couple, with Lane getting big laughs as the flamboyant “mother” of the family.
10. To Wong Foo, Thanks for Everything! Julie Newmar (1995)
Director: Beeban Kidron
Cast: Wesley Snipes, Patrick Swayze, John Leguizamo
Genre: Comedy, Drama
Three drag queens travel cross-country until their car breaks down, leaving them stranded in a small conservative town. As they wait for repairs, they inspire the local residents to be true to themselves.
To Wong Foo features three macho male actors – Wesley Snipes, Patrick Swayze, and John Leguizamo – playing against type as glamorous drag queens. The heartwarming story celebrates finding family in unexpected places.
11. The Hot Chick (2002)
Director: Tom Brady
Cast: Rob Schneider, Rachel McAdams, Anna Faris
Genre: Comedy, Fantasy
A mean-spirited popular teenage girl wakes up one day in the body of a 30-year-old man. She learns valuable lessons about how she treats people as she tries to figure out how to get her old body back.
The Hot Chick puts a body-swap twist on the typical transformation comedy. Rob Schneider commits to the role of a bratty teenage girl trapped in a grown man’s body.
12. Just One of the Guys (1985)
Director: Lisa Gottlieb
Cast: Joyce Hyser, Clayton Rohner, Billy Jayne
Genre: Comedy, Romance
Aspiring journalist Terry Griffith disguises herself as a boy to get on the school paper and prove her journalism teacher wrong about gender discrimination. She experiences high school from a guy’s perspective and falls for a classmate.
An ’80s teen movie take on gender-swapping, Just One of the Guys explores sexism and stereotypes as its heroine goes undercover. Joyce Hyser is endearing as Terry and the romance is sweet.
13. Work It (2020)
Director: Laura Terruso
Cast: Sabrina Carpenter, Liza Koshy, Keiynan Lonsdale
Genre: Comedy, Dance, Music
When Quinn Ackerman’s admission to the college of her dreams depends on her performance at a dance competition, she forms a ragtag group of dancers to take on the best squad in school…now she just needs to learn how to dance.
Work It is a newer film that taps into dance competition movie tropes. The “fake it till you make it” storyline of an awkward girl transforming herself to get into her dream school will resonate with fans of movies like White Chicks.
14. Ladybugs (1992)
Director: Sidney J. Furie
Cast: Rodney Dangerfield, Jackée Harry, Jonathan Brandis
Genre: Comedy, Sport
To impress his boss, a businessman agrees to coach a girls’ soccer team. When the team is terrible, he has his fiancée’s son dress up as a girl and join the team to win games.
Ladybugs is a goofy kids’ sports comedy with a cross-dressing twist. Rodney Dangerfield’s crass humor and the silly premise make it a very ’90s family film.
15. Hairspray (2007)
Director: Adam Shankman
Cast: Nikki Blonsky, John Travolta, Michelle Pfeiffer
Genre: Comedy, Drama, Musical
In 1960s Baltimore, dance-loving teen Tracy Turnblad auditions for a spot on a popular TV show and wins. She becomes an overnight celebrity and launches a campaign to integrate the show.
The 2007 remake of Hairspray features John Travolta in drag as Tracy’s mother Edna Turnblad, a role originated by the legendary drag queen Divine. It’s a fun, upbeat musical with a positive message.
16. Connie and Carla (2004)
Director: Michael Lembeck
Cast: Nia Vardalos, Toni Collette, David Duchovny
Genre: Comedy, Crime, Music
After witnessing a mafia hit, two women skip town and go undercover in Los Angeles as drag queens. They find success performing in a club but worry about the mob tracking them down.
Written by and starring My Big Fat Greek Wedding‘s Nia Vardalos, Connie and Carla is a lighthearted buddy comedy about female friendship and finding your true self. The musical performances are a highlight.
17. Madea’s Witness Protection (2012)
Director: Tyler Perry
Cast: Tyler Perry, Eugene Levy, Denise Richards
Genre: Comedy, Crime, Drama
In Madea’s Witness Protection, Tyler Perry reprises his role as the tough-talking, no-nonsense Madea. When a Wall Street CFO (Eugene Levy) and his family are placed in witness protection after he uncovers a Ponzi scheme, they are sent to stay with Madea in the South.
Culture clashes and comedic misunderstandings ensue as the privileged family adjusts to Madea’s unique brand of tough love. Perry once again showcases his skills as a writer, director, and multi-character performer, bringing his signature blend of humor, heart, and moral lessons to the film.
18. Big Momma’s House 2 (2006)
Director: John Whitesell
Cast: Martin Lawrence, Nia Long, Emily Procter
Genre: Comedy, Crime
Big Momma’s House 2 brings back Martin Lawrence as FBI agent Malcolm Turner, who once again goes undercover as the sassy Southern grandma Big Momma. This time, Malcolm must infiltrate a suspect’s house by posing as a nanny to three unruly children.
Complications arise as Malcolm balances his investigation with his new childcare duties and his relationship with his pregnant wife Sherry (Nia Long). Lawrence slips back into the Big Momma persona with ease, delivering laughs through physical comedy and witty one-liners.
So there you have it – 18 gut-busting comedies to pair with White Chicks for the ultimate laugh-fest! Whether you love slapstick, satire, or gross-out gags, this list has something for every sense of humor. Just be warned – you may laugh so hard you’ll need a disguise of your own to hide your red face and teary eyes! Time to gather some friends, pop some popcorn, and settle in for a hilarious movie marathon.
