The 50 Greatest Fashion Moments in Rap Video History

36. Jay-Z with the wifebeater in "Big Pimpin."

Year: 2000

Hip-hop has a storied history with what are supposed to be undergarments. Artists are notorious for exposed boxers above sagging pants, and, wifebeaters-formally known as A-shirts. Hov wasn't the first to wear one in public, but he was the first to wear one in a rap video, on a yacht, with models, and Cristal. Suddenly casual was the new luxe.

Tags: music-videos
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