Sneakerheads are a rare breed–ravenous fans who evaluate footwear the way foodies do fine dining. Every year, sneaker companies pour countless hours into pushing and refining their designs, all searching for new ways to appeal to these tastemakers. They’re a subculture that’s about as old as basketball itself. We asked some sneaker connoisseurs to describe their favorite pair of all time, and what they like about them so much.

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