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"How Deep Is Your Love" is an R&B single by group Dru Hill. It is the first single from the group's second album, Enter the Dru. The song was released on September 22, 1998. It spent three weeks at number-one on the US R&B chart, and peaked at number three on the US Billboard Hot 100 chart. The song, in its single version with rapper Redman, was also used in the end credits and is featured on the ... Wikipedia