Jordan is smirking because he knows he kept Barkley from ever winning a ring.
Sneaker: Nike Air Jordan VIII
Charles Barkley's sneaker game is not to be passed up. Even to this day, people are going crazy for a pair of Chuckposites. But don't get it twisted, Jordan wearing VIIIs in '93—along with a John Paxson jumpshot—shut the Round Mound of Rebound out of ever dining in the victor's hall. Sorry, Chuck.