Raekwon

Image via raekwon on Instagram

Go-to sneakers: New Balance 574

An OG fashion icon, Raekwon etched his name into the hip-hop stylebook when he rocked the Snow Beach Polo jacket in the “Can It All Be So Simple” video. Since that moment, Rae has been regarded as one of the more fashion-forward and trendsetting rappers in the game. While more and more rappers turn to high-end footwear, “The Chef” holds it down for those who prefer substance over style, and rocks a rotation of classic New Balance 574s.