James Franco in Drag
Franco donned his best French whore look in 2010 for the magazine Candy, and dude does not a pretty woman make.
Candy is touted as "the first fashion magazine ever completely dedicated to celebrating transvestism, transexuality, cross dressing and androgyny, in all its manifestations." Which certainly explains why Franco looks like a drunken Liza Minelli who put her makeup on in dim light.
For once, we'd prefer if he stuck to acting and left the cross-dressing to the professionals.