Chuck Taylors
I admit, I had a pair in high school. I thought I was the bomb. They were black, but I grew tired of how dark they were and tried to bleach them. The result was kind of a splotchy army green, but hey - that was cool too.
In celebrating college game day today (go Purdue!) with jeans and tennies permitted, product development guy Don - ever the bargain hunter - is sporting a pair of Chucks with the Jackass logo <insert joke here> found on clearance for 10 bucks. I wish I could find wearable shoes for 10 bucks.