Leighton Meester loves to take fashion risks, but the "Gossip Girl" baddie truly missed the mark in this '90s-inspired combo, which consisted of a belly-baring top, splatter-painted skirt, and hoof-like heels. John Parra/WireImage.com - September 15, 2010
What Were They Thinking?!
Jennifer Lopez and Heidi Klum don bow-adorned disasters.