Kenny was a running back for 7 years before attending Kathleen Senior High. He ended being one of the top players in the county as well as the state at wide receiver and defensive back. Kenny signed a football scholarship to Albany State College in Georgia, where he became an All-American at Defensive Back. He was later drafted in the 9th round of the 1990 NFL Draft by the Dallas Cowboys and won two Super Bowls with the Dallas Cowboys in 1992 and 1993 in 5 years. Kenny finished his career with The Tampa Bay Buccaneers where he played for three years.