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Converse Chuck Taylor
Originally Designed: 1917
The Converse All-Star comes in as the oldest sneaker on our list. During the 1960s, the Chuck Taylor was worn by ninety percent of professional, including Bill Russell and Jerry West, plus college basketball players. Since then, it has become one of the most versatile sneakers on the market, having appeared in premium leather, suede, canvas, with zippers, with velcro and with many other textures and features.