5. Jeff Gordon
Jeff Gordon is living proof that even rednecks can land a hot chick once in a while. Gordon was married to former Ms. Winston Cup Brooke Sealey. The couple married in 1994 and divorced in 2003. At the time of the divorce, Sealey received a paltry $9 million in settlement and an undisclosed amount in monthly alimony. She also drove two cars right out of Gordon's garage and is allowed "periodic use" of their boats and airplane.