I think I've mentioned her previously that Larry Wachowski - the co-creator of The Matrix - is rumored to be on the verge of a sex change operation, and has been cross-dressing for a while now. Well, the photos below show his transformation so far (all pre-op as far as I know). Larry seems to have started off as Michael Keaton in Mr. Mom, flew right thru his Janet Reno phase, and is currently, well, I can't pin down who he looks like currently.

Anyway, in addition to getting the sex change op, Larry has also taken up residence with a dominatrix named Karin Winslow. Karin also goes by the name Ilsa Strix and has appeared in a whole slew of fetish porn videos. Here's an interview with her also.