Freckles Playboy (1973–2003, AQHA #0911588) was a sorrel Quarter Horse stallion sired by Jewel’s Leo Bars by Sugar Bars out of Gay Jay by Rey Jay. He was bred by Marion Flynt, and trained and shown in cutting horse competition by Terry Riddle. Freckles Playboy was the 1976 NCHA Futurity Co-Reserve Champion, placed 3rd in the 1977 NCHA Derby, and won the title of 1977 AQHA World Champion Junior Cutting Horse. In 1979, he developed navicular syndrome ending his career as a cutting horse.