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50 Cent - On June 29, 1994, (Curtis Jackson) was arrested for selling four vials of cocaine to an undercover police officer. He was arrested again three weeks later, when police searched his home and found heroin, ten ounces of crack cocaine and a starter's pistol. Although Jackson was sentenced to three to nine years in prison, he served six months in a boot camp (where he earned his high-school equivalency diploma). Jackson and four members of his entourage were arrested shortly before 2 a.m. on January 1, 2003, when police found a .25-caliber handgun and a .45-caliber pistol in a parked car outside a Manhattan nightclub. The rapper was charged with two counts of criminal possession of a weapon. Jackson was sentenced to two years probation on July 22, 2005 for a May 2004 incident, when he was charged with three counts of assault and battery after jumping into an audience when he was hit by a water bottle. (Jefferson Siegel/New York Daily News/POOL)

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