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The 50 Most Iconic Celebrity Sneaker Shots of All Time

29. Bobby Brown — Air Jordan V

When: Early '90s

Where: Hanging Out with the Clique

This was R&B? New Jack Swing was in full form, and in photographs it was almost indistinguishable from hip-hop. The crews were large, the pants were baggy, the caps were crisp, and the ones that knew rocked Jordans.

Tags: top-25-sneakers, tupac, kanye-west, air-jordan, spike-lee, run-dmc
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