- Photo: Playboy/Promotional10 of 11
1. Mariah Carey
Two years ago, Mariah posed for Playboy after nearly two decades of collective male anticipation. The pictures were beautiful and surprisingly elegant, but naked were they not. The photo shoot was as disappointing for straight men as "Glitter" was for everyone else. Her pictures would have been modest even for Maxim, but this is compounded by the fact that she's worn less clothing on the red carpet than she did in this shoot.
*Sigh* What's with stars these days, guys? It's like they don't want to get naked in public anymore. Well, if nothing else, there's always sex tapes and naked cell phone pictures. Those will stand the test of time.