6. Andre Agassi

Sneaker Company: Nike

Years: 1988-2005

Tennis was in no way ready for Andre Agassi, but like it or not, here he was, in neon sneakers and acid-washed denim shorts, not to mention a mullet that would give NHL players pause. Agassi's Tech Challenge line was as bold and brash as he was, and it brought tennis shoes all the way back to the forefront in the early '90s. Killer stuff.