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Tiffany Cobb was born in Providence, Rhode Island in 1979 to a mother who had been a beauty queen, actress, and jazz vocalist. In the late '90s, she was a professional backup singer for artists such as Sean Combs. In 1999, she menteed under Teddy Riley and sang in the girl group 8th Avenue. The group recorded several songs and appeared on Blackstreet's 1999 album Finally but their material was shelved when Riley left Blackstreet to reform his previous group Guy. Music producer Tricky offered to develop Tiffany's solo career, and she moved in with him and his girlfriend and signed with L.A. Reid. Her 2001 debut under the name Blu Cantrell, So Blu, was commercially and critically successful. Her one hit, "Hit 'Em Up Style (Oops!)", fantasizes about exacting revenge on a cheating boyfriend by draining their available assets. The song samples Frank Sinatra's "Boys' Night Out", the title song to a 1962 movie with James Garner, Tony Randall, and Kim Novak.