The late Biggie Smalls is notable for many reasons, and his fashion sense is one. Undoubtedly, the revered artist left his mark on the world through his timeless music that was ahead of its time, but he was so much more. As one of the most prolific storytellers of his generation who paved the way for artists today, he was a true griot who told stories in a variety of ways.

His style, a mix of splendor, decadence, grit and uniqueness, automatically puts him in the category of some of the best-dressed MCs. Before we had Fabolous, Lil Baby and Kanye West being recognized for their contributions to fashion, we had the Notorious B.I.G. As we celebrate Biggie’s birthday on May 21, let’s celebrate some of his most iconic looks.