I thought it'd be fun to list movies transsexual characters. I KNOW I'm missing plenty, so if there is one you know of, please let me know. I'm not including Transgendered characters, as that would include cross dressing for about any reason, and they list would be very long indeed. One such movie is Tootsie, where he only dressed as a woman to further his career.
Most of these I have not actually seen, and a few are some I just stumbled across during searches (The Badge, Hedwig and the Angry Inch) that seem to be about a real drama plot line involving transsexuals. Ok, Rocky Horror was all about sexuality, but it's still a fun movie. And if you're not up on Monty Python, yes, they do have a Transsexual in Life of Brian, not just their usual cross dressing antics.
I just came across this Wikipedia entry, which is pretty good too
