37. Nike Air Tailwind
This is the first sneaker to implement Nike Air. That's why it's here really, because it looks like an LDV, and that sole unit was cautiously chunky compared to what dropped shortly after. The metallic mesh on the prototypes made the shoes rip apart during testing — not, as rumor has it, exploding airbags — but that was fixed with a material change. There's better looking shoes out there, but few would have such a vast impact on pop culture (but Anthony Michael Hall's Nike Internationalists in 'The Breakfast Club' were pretty awesome). R.I.P. Frank Rudy.