The Artist: Drake
Why Lauryn Hill Should Collaborate With Him: A few years ago, Raekwon referred to Drake as "the male version of Lauryn Hill." And we think that description fits Drizzy pretty well. He's mastered both singing and rapping, just like Lauryn has. So there's really no telling what would come out of a song featuring this duo. An R&B classic? A hip-hop masterpiece? Some combination of the two? It would be interesting, to say the least.