This collection of family films focuses on the theme of cross-dressing, where characters disguise themselves in humorous or heartwarming scenarios. These films not only entertain but also teach valuable lessons about identity, acceptance, and the joy of stepping into someone else's shoes. They are perfect for family movie nights, offering laughter, warmth, and a touch of whimsy.

Tootsie (1982)
Description: This classic comedy features Dustin Hoffman as an out-of-work actor who dresses as a woman to land a role on a soap opera, leading to hilarious and touching moments.
Fact: Dustin Hoffman's character was inspired by real-life actor Charles Pierce, known for his drag performances.


Just One of the Guys (1985)
Description: A high school journalist disguises herself as a boy to prove that gender doesn't affect journalistic ability, leading to unexpected friendships and self-discovery.
Fact: The film was one of the first to explore gender identity in a comedic light.


Big (1988)
Description: While not traditional cross-dressing, Tom Hanks plays a young boy who wakes up in an adult body, exploring themes of identity and growing up.
Fact: The famous FAO Schwarz piano scene was improvised by Tom Hanks.


Mrs. Doubtfire (1993)
Description: Robin Williams plays a father who disguises himself as a British nanny to spend time with his children after a divorce, blending comedy with heartfelt family dynamics.
Fact: The film was based on the novel "Alias Madame Doubtfire" by Anne Fine.


The Birdcage (1996)
Description: In this comedy, a gay couple pretends to be straight to meet their son's fiancée's conservative parents, leading to a series of comedic misunderstandings.
Fact: The film is a remake of the French film "La Cage aux Folles."


Jingle All the Way (1996)
Description: Arnold Schwarzenegger's character dresses up as a female character to get a popular toy for his son, leading to a series of comedic events.
Fact: The film was inspired by the real-life toy craze of the Cabbage Patch Kids.


Mulan (1998)
Description: Mulan dresses as a man to take her father's place in the army, showcasing themes of courage, honor, and self-discovery.
Fact: The film was the first Disney animated feature to be based on an original story not from the Western tradition.


The Hot Chick (2002)
Description: A popular girl and a small-time crook swap bodies, leading to humorous situations as they navigate each other's lives.
Fact: Rob Schneider, who stars in the film, also co-wrote the screenplay.


The Princess Diaries 2: Royal Engagement (2004)
Description: While not primarily about cross-dressing, the film includes a scene where characters disguise themselves to sneak into a party, adding to the film's charm.
Fact: Julie Andrews was nominated for a Golden Globe for her role in the first film.


She's the Man (2006)
Description: Viola disguises herself as her twin brother to play soccer on an all-boys team, leading to romantic and comedic complications.
Fact: The film is loosely based on Shakespeare's "Twelfth Night."
