Key Pieces: Thom Browne Shirt

Thom Browne's red, white, and navy band is an immediate signifier of wealth and class, something Biggie held in spades. Whether he'd be ballin' in Milan or burning Ls in Brooklyn, staying draped in Thom Browne would be a must. Of course, there's very little chance Biggie's suit game would include the ultra-slim kits from Browne.