55. Nossa "Che Biggie"

Released: 2005

If any rapper was to be compared to Che Guevarra, we'd go with Tupac Shakur, but Nossa seemed to think Biggie was more befitting of the comparison. The Che-on-a-T-shirt thing has been played for a minute now, but this imagery is too striking to ignore, kinda like Biggie himself.

This Brazilian streetwear brand is more recently known for its Latin political messages, like their new Pablo Escobar "Los Pepes" tee.