Most stylish moment: His brown-and-orange Cleveland Browns–inspired get-up in the video "Young'n Holla Back"

Never underestimate the power of meticulous color-matching. Or at least not if Fabolous is doing the matching. When he released his 2001 debut, Ghetto Fabulous, Fab perfected the flawlessly color-coordinated combination of throwback jersey (whether baseball, football or basketball), fitted hat over a do-rag, and Air Forces. It's game time.

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