18. Air Jordan VIII "White/Black-True Red"

When: 2004 

Who: Elton Brand 

In the early 90's, Nike was all about the dual straps, Jordan Brand borrowed a page from the book and switched the style up drastically from the first seven models of his Airness' kicks. The Clippers first All-Star since D. Manning in '94 took some of his $82 million contract and dropped it on the OG colorway of the VIIIs. Random fact: the most owner Don Sterling had committed to a player up until then — Eric Piatowski in '98 for five years, $15 million. Eric Piatowski ladies and gentlemen.