Lil Wayne's "Lollipop (Remix)" (2008)
Album: Tha Carter III
Producer: Jim Jonsin
Label: Cash Money/Universal Motown
Kanye and Weezy F. Baby have had a number of collaborations over the years, but none more potent than this. By the time this song was released, Weezy was the undisputed cameo killer, a beast who laid waste to any instrumental thrown into his grimy labyrinth of bars and hooks. Rival rappers had best be aware before they got murdered on their own shit. Kanye even admitted as much on his verse rhyming, "This a song with Wayne so you know it gon' melt/But you ain't gon' murder me like everybody else." In the end, Mr. West held his own alongside Weezy, proving that his steady growth as an MC had carried him to the upper echelons of rap.