14. Little Shawn f/ The Notorious B.I.G. "Dom Perignon" (1993)
Producer: Red Hot Lover Tone
Label: Uptown Records
Little Shawn's biggest claim to fame might be that he was the rapper Tupac Shakur was going to record a verse for back when he was shot in the lobby of Quad Studios back in 1994. But prior to that Shawn had a minor hit on Uptown Records with "Dom Perignon," which sampled The Notorious B.I.G.'s "Party and Bullshit" on the hook. Biggie appeared in the video, which looked a lot of like "Juicy," and Little Shawn looked like he was on his way to having a pretty solid career. The Tupac fiasco might have derailed him, but then he went to jail in 1998 on an unrelated charge and never found his footing again.