Year Introduced: 2000

For obvious reasons-least of all being shape and function-the Nike Air Woven is a cult classic. More aptly, it's a niche shoe. Introduced in 2000, the design quickly caught attention in fashion circles. While the shoe may now stand as Nike's greatest slip-on, the most popular application of the Woven technology is certainly in the distinct Footscape models. Honoring pioneers, as we do, the Woven lands on this list for breaking new ground.