Sean Kingston

One of the newest generation of celebrities to generate buzz before their first single is even released, Sean Kingston (born Kisean Anderson) got his first break on MySpace. The 17-year-old was visiting Dr. Dre's page one day and saw that American producer J.R. Rotem had started a new label and was looking to sign artists. Several instances of online harassment later, Kinsgston had secured an audition with Rotem, who found himself impressed by Kingston's croon and his heartfelt, G-rated lyrics. He signed him on the spot. Kingston's bicultural upbringing informs his sound: born in Miami and raised both there and in Jamaica, the singer is equally versed in mainstream rap and dancehall, though his first hit owes a debt, amazingly, to doo-wop. But Kingston, for all his fresh-faced appearance, isn't without connections: his grandfather was Jamaican producer Jack Ruby. Despite his pedigree, Kingston has seen his share of difficulties as well: his mother and sister were thrown in jail for tax evasion when he was just 14-years-old, leaving the boy temporarily homeless.