28. Matt Groening

Label: Comme des Garcons

Year: 2011

Creative director of Comme des Garcons, Rei Kawakubo, is known for her unexpected decisions and impeccably unpredictable style. However this 2011 collaboration with famed animator, Matt Groening (of the Simpsons and Futurama) and a slightly more obscure project Life in Hell, came as a large surprise to just about everyone. Kawakubo's business partner and husband, Adrian Joffe, told Style.com that after he had discovered Life in Hell, "I told Rei about it, because [as a fashion designer] your life is hell; to do a new collection every six months is hell." The collaboration at a glance does not take on as disenchanted a tone as the comic, but even if it did wouldn't you still wear it?