19. Nike Air Flightposite 

Year: 1999 

A work of art. The Flightposite picked up where the Foamposite One left off, streamlining the composite upper further and concealing the laces under a Swooshed cover. Worn by players as disparate as Tim Duncan and Allan Houston (a purple pair was even famously made up for Kobe Bryant), the Flightposite was a do-everything shoe for everyone, ushering in the future.