Defying Gender

1. 20 Centimeters (2005)

2. The Adventures of Priscilla, Queen of the De... (1994)

3. The Adventures of Sebastian Cole (1998)

4. The Badge (2002)

5. Beautiful Boxer (2003)

6. Better Than Chocolate (1999)

7. The Birdcage (1996)

8. Boys Don't Cry (1999)

9. Breakfast on Pluto (2005)

10. Balle Balle! Amritsar to L.A. (India: Englis... (2004)

11. Cabaret (1972)

12. La Cage aux Folles (1978)

13. Connie and Carla (2004)

14. The Crying Game (1992)

15. Different for Girls (1996)

16. Dog Day Afternoon (1975)

17. Dressed to Kill (1980)

18. Dude, Where's My Car? (2000)

19. Ed Wood (1994)

20. Flawless (1999)

21. Glen or Glenda (1953)

22. Hairspray (1988)

23. Hairspray (2007)

24. Hedwig and the Angry Inch (2001)

25. I Want What I Want (1972)

26. Junior (1994)

27. Kiss of the Spider Woman (1985)

28. Just Like a Woman (1992)

29. Mrs. Doubtfire (1993)

30. Mulan (1998)

31. Ma Vie En Rose (1997)

32. Orlando (1992)

33. Rent (2005)

34. The Rocky Horror Picture Show (1975)

35. Myra Breckinridge (1970)

36. Shakespeare in Love (1998)

37. En soap (2006)

38. Pink Flamingos (1972)

39. Some Like It Hot (1959)

40. Sorority Boys (2002)

41. Stage Beauty (2004)

42. Stardust (2007)

43. Sweet November (2001)

44. Switch (1991)

45. Tootsie (1982)

46. Torch Song Trilogy (1988)

47. To Wong Foo Thanks for Everything, Julie New... (1995)

48. Transamerica (2005)

49. Twelfth Night (1996)

50. Victor/Victoria (1982)

Posted : 1 year, 2 months ago at Aug 28 5:03

I recommend Connie and Carla. Two women who pretend to be drag queens must fit in here somewhere. :P

And for minor cross-dressing you could consider Sorority Boys and Ed Wood. Nice list! :)

Posted : 1 year, 2 months ago at Aug 28 5:14

How about Zerophilia. From wikipedia .. "Zerophilia" is a fictional condition affecting less than 1000 people in the world, who have an extra "Z" chromosome. Following their first experience of sexual intercourse, zerophiliacs begin to change gender whenever they are sexually aroused.

Posted : 1 year, 2 months ago at Aug 28 11:22

Flawless (http://www.imdb.com/title/tt0155711/)

Posted : 1 year, 2 months ago at Aug 28 21:59

If you don't mind having some animated works on your list Revolutionary Girl Utena has some gender roles switching.

Also
Enchanted Princess saving her prince?
Billy Elliot Boxing lessons turn to ballet lessons?
Velvet Goldmine Lots of guys who look like girls and sing and stuff?
Camp A straight guy into theater?
Shakespeare in Love Female actress pretends to be male in order to get part?
A League of Their Own Girls play professional baseball since all the men are at war?
Miss Congeniality Tomboy FBI agent infiltrates beauty pageant?

And that's all I can think of at the moment. I hope I was of help.

Posted : 5 months, 3 weeks ago at May 21 4:28

http://www.imdb.com/title/tt0190473/