Movies That Deal With The Theme Of Cross-Dressing or Gender Issues/Identity/Humor:
1) Tootsie (1982): Say hello to your newest T.V. host!
2) Some Like It Hot (1959): "Well, nobody's perfect."
3) My Fair Lady (1964): "I could've danced all night!"
4) All About My Mother (1999): A complex tale by Pedro Almodovar involving a grieving mother, cross-dressing, lesbianism, HIV/AIDS, drug use, and theater acting.
5) Boys Don't Cry (1999): The true story of Teena Brandon (a.k.a. Brandon Teena)
6) Dressed To Kill (1982): Michael Caine as you've never seen him before.
7) Adam's Rib (1949): Classic Hepburn-Spacey screwball comedy.
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