Sebastian Telfair, the former Cleveland Cavaliers guard, got caught up twice with illegal gun possession, ruining the longevity of his career. First, he was busted in 2005 when Telfair boarded the Portland Trail Blazers charter flight with a handgun inside a pillow case. Two years later, Telfair was pulled over in New York City while driving with a suspended license and a handgun in his Range Rover.