Year: 1989

Flavor Flav's top hat and oversized clock necklaces are a staple in the early dawn of hip-hop fashion. Flav wasn't drapped in gold or shining in platinum, he's always had fans gawking at that big ass clock swinging from around his neck. Anyone even remotely familiar with pop culture took notice, and the look still makes for one of the greatest (and easiest) Halloween costumes in existence.