17. Nike Air Force 1 Low "Skylines"
From a time when, if your shoe had a nickname it was probably going to be worth some money, JD Sports playing with the Skyline shade of blue paid off in a major way, looking as good as any hype AF1 colorway on the market. The best part was that they were available locally and could be swapped for some unattainable gems by Air Force oddballs wanting to triple up and sold to NYC stores looking for something different to their local releases. Those who bought multiple pairs and mastered their box flattening game indulged in a little export to hungry retailers and made some significant dough as a result.