38. Perry Ellis
Marc Jacobs was at the helm of Perry Ellis from 1988-1993, and so the brand entered the '90s while considered to be one of the best American brands of its time. Through the decade, the edgy designer stuck to the original designer's mission "to design clothes that are more obtainable, more relaxed, but ultimately more stylish and witty." But he also gave Perry Ellis a relevant edge that resonated with any guy looking for a classic brand that was taking risks. The brand was popular enough to be spotted Perry both in the hood and at the suburban mall.