#25. Nike Air Max Penny I
PLAYER: Anfernee "Penny" Hardaway
• Nike laced Penny Hardaway in classic sneakers during his first two seasons in the NBA, and when it finally supplied him with a signature model during the 1995-96 NBA season, it was a hit. The Nike Air Max Penny kicked off one of the more well-respected sneaker lines ever. This Eric Avar-designed sneaker was backed by the Lil' Penny ad series, some of the greatest basketball sneaker commercials ever.