28. Air Jordan IV
Where do you even begin with the Air Jordan IV. Plastic mesh on the side panel, an exaggerated tongue that seems to be designed as much for off the court as on, plastic reinforced eyelets, an extended heel tab to pull the shoes on and off, and that's just the start of how the Jordan IV changed the game. Not to mention off the court, the Air Jordan IV became an icon on the big screen, solidifying it as one of the coolest sneakers ever.