There's no question about it, Andre Agassi had one of the greatest signature sneaker lines of all time. His Nike Tech Challenges more or less redefined what a tennis shoe could be, and were as different as the sneakers worn by the previous generation as Agassi was from the players who wore them. This pair of size 10.5s from 1991 would be risky to wear—but what fun is life without a little risk?

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