In 1991, MC Hammer established Oaktown Stables, a stable that would eventually own nineteen thoroughbred racehorses. One of MC Hammer's horses named Lite Light was a multiple Grade 1 stakes race winner. Lite Light went on to win the Kentucky Oaks against the reigning fillies at the time in 1991. MC Hammer's D. Wayne Lukas-trained horse named Dance Floor, won the Grade II Kentucky Jockey Club Stakes and the Breeders' Futurity Stakes in 1991. In 1992, Dance Floor ran in the Kentucky Derby and placed third.
Unfortunately, MC Hammer filed for bankruptcy in 1996 ending Oaktown Stables.