9. Ralph Lauren
We've crowned him the king of menswear before, and Ralph Lauren was definitely holding court in the '90s. Besides launching Polo Sport and developing a lifestyle brand that infiltrated the livelihoods of people of all walks of life, Ralph created a world of "classic America" that grabbed ahold of everyone in the '90s. We all know the tales of Lo Life in the '90s, and frankly, we're not that at all mad at those dudes' obsession.