You know who I think could have made an interesting, daring choice for the Joker in the 1989 movie?
Seriously. She's quite androgynous looking, as is The Joker. In Damages, she looks very like the Joker is often drawn. You can imagine her doing the voice. She can do mad, maniacal and evil. She can do funny. And it might add a whole level of subtext to the Batman Joker relationship.
Women have played men in movies before - Linda Hunt, in The Year of Living Dangerously, or Tilda Swinton (who could also probably do a good Joker).
Fanboys would have been up in arms, but I reckon her performance would have silenced them.