Year: 1986
Sneaker: adidas Superstar

When Run-DMC recorded "My Adidas," their 1986 paean to their laceless sneakers, they weren't on adidas's payroll. Not yet, anyway. But when execs from the company saw thousands of fans holding up their own shoes at a show at NYC's Madison Square Garden, they didn't hesitate to sign the Queens trio to a deal. The intersection between hip-hop and sneakers-officially anyway-came here.