My buddy over at my minutae turned me on to this:
Face Transformer. You upload a picture of yourself and see how you'd look if Botticelli or Modigliani were lucky enough to paint you. You can see yourself as a different gender or race (but only if you're a complete masochist), age (er, not quite) or anime cartoon.
Here's me. I didn't put them all here...only the pretty ones. haha