Best: "It's Hard Out Here for a Pimp" ('Hustle & Flow,' 2005)
Sure, go ahead and goof on how Three 6 Mafia's triumph gifted us with the unlikely but true phrase "the Academy Award–winning composers of ‘Slob on My Knob.'" But "It's Hard Out Here for a Pimp" – co-written by DJ Paul, Juicy J, and Frayser Boy, and performed in the film by future Empire headliners Taraji P. Henson and Terrence Howard — is so much more than the novelty element. (Or Three 6's infectious excitement after winning.) This song enabled the single most uncompromisingly underground act ever to take the Oscar stage to win the film industry's top honor – bringing long-overdue recognition to Black hip-hop artists in general and the Dirty South in particular.