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R. Kelly
His sound helped define what came to be known as hip-hop soul, and the forever-controversial singer-songwriter remains one of the most impactful artists of the 1990s and 2000s, melding hip-hop brazenness to the sultriness of contemporary R&B. Multplatinum albums like 12 Play and The Chocolate Factory made the Chicago-born crooner a superstar, and his personal life has consistently threatened to overshadow his musical legacy.
