Marc Jacobs for Perry Ellis Grunge Collection (1992) 

In a career-defining moment, Jacobs, who was then the creative director at Perry Ellis, showed a grunge-inspired collection for spring/summer 1993 that promptly got him fired. The layered plaids, cashmere thermals, beanies, and Doc Martens that he sent down the runway were the staples of his generation, and they all still resonate today.