Nike Air Max 2 CB 94

Released: 1994
Complex Says: "How do you capture one of the most aggressive basketball players of all-time in shoe form? By way of a restricting straitjacket inspiration, of course. With Air Max 2 cushioning and an inner bootie, the CB 94 is definitely one of the most well-known kicks from the '90s, as well as the shoes that Sir Charles scored a career-high 56 points in."