7. The Notorious B.I.G. feat. Eminem, "Dead Wrong" (1999)
Even at the peak of his powers, it was a bold move for Eminem to get on a track with a posthumous Notorious B.I.G. verse. The antisocial jolt of Biggie's lines on the thunderous "Dead Wrong," produced by Bad Boy Hitmen Chucky Thompson and Mario Winans with Diddy hovering nearby, were among his most potently scathing. Yet Eminem practically matches him, sketching an antihero heel turn that scoffs at norms and good taste. Rather than reaching for Big's legendarily blunt, declarative phrasing, Em eases into his verse easily, abstractly, as if he were writing a Wikipedia page on theistic Satanism: "There's several different levels to devil worshipping. …" But it's a false sense of banality as the verse winds its way into a maze of malevolence and brutality.