The Rapper: will.i.am
What He Wore: An all-black leather body suit, black face paint, and a shiny hair piece
WTF Was He Thinking? We like to imagine that Will got a look at what Nicki Minaj was going to wear to the 2010 MTV Video Music Awards and thought, "I have to keep up with that? Okay, let me see what I can do…" And then, he came up with this look that actually managed to make Nicki's outfit like, dare we say, normal. We still can't decide which part of will's outfit was the worst.
Photo Credit: New York Daily News