Movies like Tootsie

In White Chicks, Shawn and Marlon Wayans play FBI agents who go undercover as two white heiresses. Like Tootsie, the film delves into the humor of transformation and attempts to maintain a new identity with comedic consequences.

In Mrs. Doubtfire, Robin Williams stars as an actor who disguises himself as a female housekeeper to spend time with his children held in custody by his former wife. Like Tootsie, this film offers a heartwarming look at gender roles, identity, and family values, all wrapped in a comedic package.

This classic comedy features Jack Lemmon and Tony Curtis as two musicians who witness a mob hit and disguise themselves as women to join an all-female band. Some Like It Hot is a gender-bending romp that fans of Tootsie will appreciate for its wit and hilarious performances.

This remake of La Cage aux Folles stars Robin Williams and Nathan Lane as a gay couple who put on a straight facade for their son's conservative in-laws. The film's exploration of gender roles and expectations will resonate with fans of Tootsie.

Martin Lawrence plays an FBI agent who goes undercover as a hefty grandmother to capture a criminal. The movie's mix of slapstick humor and disguise is in the same vein as Tootsie, providing a comedy based on unexpected identity changes.