November 11th, 2011
10:32 AM ET
Adam Sandler plays both of the title characters in his movie "Jack and Jill," opening this weekend, but he's far from the first actor to experiment with cross-dressing on film. Hollywood has had a long tradition of androgynous characters.
Our list this week consists of films where men pretend to be women and women pretend to be men. Most of these stories tend to be comedies like "White Chicks" and "Bosom Buddies," but they can also be more substantive, such as Glenn Close's upcoming "Albert Nobbs."
Here's the list that tops this gender-bending genre. What are your favorites?
1. "Tootsie" (1982): “I was a better man with you, as a woman... than I ever was with a woman, as a man. You know what I mean? I just gotta learn to do it without the dress.” – Michael Dorsey
2. "Just One of the Guys" (1985): “Of course you're confused. You're wearing my underwear.” – Buddy
3. "Mrs. Doubtfire" (1993): “Oh, as I hold this cold meat, I'm reminded of Winston.” – Mrs. Doubtfire
4. "Some Like It Hot" (1959): “But you don’t understand, Osgood…I’m a man!” – Jerry (Osgood replies, “Nobody’s perfect!”)
5. "Victor/Victoria" (1982): “The disguise surprise comedy of the year!” – movie tagline
"Yentl" (1983): “Sacred books are for men.” – bookseller to Yentl
"Mulan" (1998): “This time, the princess saves the prince.” – movie tagline
"The Adventures of Priscilla, Queen of the Desert" (1994): “We dress up in women’s clothes and parade around mouthing the words to other people’s songs.” – Adam/Felicia (General Zod, Agent Smith, and Memento’s Guy Pearce drag out this Aussie import.)
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