67. Nike Half Cent

Released: 2009

Because Penny Hardaway's career was injury-plagued, it didn't pan out like everyone expected. That didn't stop Nike from combining all of Anfernee's signature shoes into one as an homage to the shooting guard, though. Nike even brought back the hilarious Lil' Penny character for the marketing roll-out.

Hardaway got the nickname "Penny" (which happens to be the name of his first shoe with Nike) because his grandmother used to call him "Pretty" in a southern accent.