1. Notorious B.I.G.
Why He Made The Cut: His style was the reason he always saw some ladies that could be havin' his baby.
Biggie Smalls is the '90s. For many reasons, but music and larger-than-life personae aside-Coogi sweaters, Kangol hats, gold jewelry, Versace shades, and big man swag that couldn't be matched. He even rocked turtle necks, newsboy caps, and gigantic white suits with admirable aplomb. Plain and simple, he's the king. All hail B.I.G.