Akon

Akon (real name: Aliaune Damala Thiam) opted for a preppy look when he posed for the above mug shot in upstate New York in December 2007. The 34-year-old R&B singer was photographed by Town of Fishkill police after he appeared in court to enter a not guilty plea to a misdemeanor charge of endangering the welfare of a child. The arrest stemmed from a June incident at Dutchess Stadium where Akon tossed a 15-year-old fan off the stage after the boy was apparently fingered for throwing something at the performer.