#2. Dr. Dre (The Source, 1992)

Issue: November 1992
Art Direction: Chris Callaway
Photography: Shawn Mortensen

Before he became the Men's Wearhouse Casual spokesman, Dre was a gangsta ass wild card. Splitting from the N.W.A. pack to start his own label could've easily been career suicide and this cover illustrates it literally, finding the good Doctor with his pistol pon cock and aimed at his own temple. This cover caused a shitstorm with advertisers who were already dubious of The Source's content and audience to begin with.