19. Jay-Z "Who You Wit II" (1997)
Better Than Original?: Toss-up
"Who You Wit" originally came out as a single from the soundtrack for Sprung; the second version was the one that appeared on In My Lifetime, Vol. 1. The beat is the same, but the final verse is switched up to a more specific instance of Jay's player-iffic ways, rather than the big-picture balling described in the original: "I tell you somethin' new, if you don't hop down off that / butter soft shit with your shoes, I'mma step on the gas."