Busta Rhymes, 1997

Busta Rhymes made a bold statement at the 1997 Video Music Awards, stepping out in a full-length kimono-style outfit. Why? Because he could — he’s Busta Rhymes, after all! It’s a lesser-known fact that Rhymes himself was the creative mind behind the attire, a piece from his high-end fashion collection, Bushi Sport. He has consistently been daring, never hesitating to push boundaries, whether in his musical expressions or fashion choices.

His red maxi shirt, pants, and jacket combination from the 1997 VMAs continues to be a topic of discussion. With this ensemble, the rapper introduced the concept of gender-neutral apparel way before it gained its contemporary popularity or social acceptance.