71. Jay-Z f/ Kanye West "The Bounce" (2003)
Album: The Blueprint 2
Label: Roc-A-Fella/Def Jam
“The Bounce” was Kanye’s first appearance as a rapper on any Roc-A-Fella release ever. The feature was super understated, as the new kid from Chicago was only given a few bars on a record that was tacked on to the end of disc one on The Blueprint 2. If you blinked you might’ve missed it. Never one to shun an opportunity, Kanye took this feature in stride, kicking an inspired verse that sounded more Bacdafucup than College Dropout.
While you might not have been sold on Kanye (or Kayne as you probably pronounced it at the time) as a rapper, there’s no denying he had a few quotables: “Chi-Town Go-Gettin’ pimps, we mobsters/Gingerbread Man even said ‘You’re a monster.’” However, you’re lying if you say you predicted these two would make an entire album together 10 years later.