Sean John Combs was born on November 4, 1969 in Manhattan's Harlem neighborhood in New York City, and was raised in Mount Vernon, New York. His mother, Janice (Smalls), was a model and teacher's assistant, and his father, Melvin Earl Combs, served in the U.S. Air Force and was an associate of convicted New York drug dealer Frank Lucas. At age 33, Melvin was shot to death while sitting in his car on Central Park West, when Combs was 2 years old. Combs graduated from the Roman Catholic Mount Saint Michael Academy in 1987.

In April 1999 Combs was charged with assault as a result of an incident with Steve Stoute of Interscope Records. Stoute was the manager for Nas, with whom Combs had filmed a video earlier that year for the song "Hate Me Now". Combs was concerned that the video, which featured a shot of Nas and Combs being crucified, was blasphemous. He asked for his scenes on the cross to be pulled, but after it aired unedited on MTV on April 15, Combs visited Stoute's offices and injured Stoute. Combs was charged with second-degree assault and criminal mischief, and was sentenced to attend a one-day anger management class.  Forever, Combs' debut solo studio album, was released by Bad Boy Records on August 24, 1999, in North America, and in the UK on the following day. It reached number two on the Billboard 200 and number one on the Top R&B/Hip-Hop Albums chart, where it remained for one week before being knocked off by Mary J. Blige's fourth album, Mary. The album received positive to mixed reviews from music critics and spawned three singles that have charted on the Billboard charts. It peaked at number four on the Canadian Albums Chart, Combs' highest-charting album in that country.  On December 27, 1999, Combs and his then-girlfriend Jennifer Lopez were at Club New York in Manhattan when gunfire broke out. After a police investigation, Combs and fellow rapper Shyne were arrested for weapons violations and other charges. Combs was charged with four weapons-related charges and bribing his driver, Wardel Fenderson, to claim ownership of his gun.  With a gag order in place, the highly publicized trial began. Combs' attorneys were Johnnie L. Cochran Jr. and Benjamin Brafman. Combs was found not guilty on all charges; Shyne was convicted on five of his eight charges and sentenced to ten years in prison. Combs and Lopez broke up shortly after. A lawsuit filed by Fenderson, who said he suffered emotional damage after the shooting, was settled in February 2004. Lawyers for both sides, having agreed to keep the settlement terms secret, said that the matter was "resolved to the satisfaction of all parties".

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