The White Musician: Obadiah Parker
The Rap Song: OutKast's "Hey Ya"
How'd He Do? Our first thought when we pressed play on this: Yoooooo, is that Zach Galifianakis singing "Hey Ya"? Our second: Oh, no, it's not. But this ain't half bad! Admittedly, just about any rap song played acoustically is funny the first time, but this thing took on a life of its' own and has registered almost eight million YouTube views since dropping in 2006.