Estelle made a successful U.S. debut -- and won a Grammy for it -- when she wrote an ode to more than one "American Boy." The lady from London spanned the States as she celebrates guys from Cali, New York and Miami, but Estelle forgot to slip in a note about fellas from the Midwest. She made up for it, however, by making room for 16 bars by Chicago's own Kanye West. "Kanye basically just brought his own cheeky self to the track, his own sense of humor," Estelle said of West's contribution. "At first he was like, 'How can you rap over a dance beat?' -- and now he's done it!"
“Make My” was the first single on the Roots' Undun album, which was centered around the story of a fictitious man named Redford Stephens who died at the age of 25. “The very first song is this person at the end of his life at the moment he pretty much gets murdered,” Questlove explained. “So when we were listening to the song, I said, ‘Well, I don't get the feeling that his spirit is leaving his body. I want to know that he is really dying.’” Hip-hop artists Big K.R.I.T. and Dice Raw collaborated on this tune.