The White Musician: Jenny Owen Youngs
The Rap Song: Nelly's "Hot in Herre"
How'd She Do? Okay, so this one is just ridiculous. The novelty wears off after you've heard it once, but hearing Jenny sing, "I was like, good gracious, ass is bodacious/Flirtacious, tryin' to show patience," is something special. Plus, the accompanying music video? Wow. Just wow.