In 1992, Sweat discovered the group Silk and they released their debut album Lose Control. It hit #7 on the Billboard 200 album chart. The album's single Freak Me hit #1 on the Billboard Hot 100 on May 1, 1993. A little over a year later, Sweat released his fourth album Get Up On It, however, the three singles from the album did not fair well on the Billboard Hot 100: How Do You Like It went as high as #48, Get Up On It went to #62, and When I Give My Love only hit #85. Two years later in 1996, he once again faired well on the charts with his self-titled album. It hit #5 on the Billboard 200; Twisted hit No. 2 on the Billboard Hot 100, and Nobody hit No. 3.
His success on the charts started to diminish in 2000 when he released Didn't See Me Coming. None of the singles managed to make the Top 40 of the charts. On August 13, 2002, Keith Sweat released his ninth album, Rebirth. Only one single, One on One, charted on the Billboard Hot 100 (#75) and the R&B charts (#44).