Year It First Dropped: 2006

Brian Donnelly, better known as KAWS, was a graffiti writer who came into prominence for subverting ads in New York, but his work in the urban vinyl designer toy movement in the late '90s, specifically involving his X-eyed, bone-headed "Companion" character, garnered him a huge Japanese fanbase. What followed were collaborations with the likes of A Bathing Ape, Undercover, and Medicom, who also owned prominent streetwear label OriginalFake. KAWS' work with OF resulted in some of the most memorable graphics of the mid-2000s era of streetwear, everything from the severed arms with the X hands, the "Chompers" teeth motif, and a variety of pop culture flips on "Companion," from Astro Boy to the Michelin Man, to Boba Fett. Although the collabo draws to a close in May 2013, it will always be a testament to the glory days of graphic tees and hoodies.