| YEAR | HORSE | OWNER | RIDER |
| 2008 | Copaspepto (221.5) | Marvine Ranch LLC | Tag Rice |
| 2007 | Woody Be Tuff (226) | Lana Jill Peacock | Austin Shepard |
| 2006 | One Time Pepto (229) | Matthews Cutting Horses LLC | Matt Gaines |
| 2005 | Just Playin Smart (223) | Brazos Bend Ranch | Faron Hightower |
| 2004 | Chiquita Pistol (227) | Wallace Dorman | Tag Rice |
| 2003 | Nu I Wood (223) | Crystal Creek Ranch | Matt Gaines |
| 2002 | Purdy Aristocrat (223.5) | Jack and Susan Waggoner | Sean Flynn |
| 2001 | Cool Little Feet (220) | H.B. and Deborah Kelley Bartlett | Faron Hightower |
| 2000 | Smart Lookin Hi Brow (221) | Tom Wiens | Lloyd Cox |
| 1999 | Little Belly Dancer (223) | Lannie and Louise Mecom | Lloyd Cox |
| 1998 | Smart Little Jerry (222) | Phil and Mary Ann Rapp | Phil Rapp |
| 1997 | Moms Stylish Laddie (219) | Charles Drummond | Terry Riddle |
| 1996 | Bob Acre Lena (223) | Bobby Moses | Faron Hightower |
| 1995 | Little Badger Dulce (227) | Lonnie and Barbara Allsup | Pete Branch |
| 1994 | Lenas Playgirl (225.5) | Lonnie and Barbara Allsup | Pete Branch |
| 1993 | High Brow Cat (221.5) | Jack Waggoner | Faron Hightower |
| 1992 | Hickorys Bar Tivio (221.5) | Lonnie Allsup | Pete Branch |
| 1991 | Clays Little Peppy (222.5) | Smokey Garrett | Greg Welch |
| 1990 | Dual Pep (224) | Dogwood Farms | Pat Earnheart |
| 1989 | Docs Stylish Oak (221.5) | Charles Drummond | Terry Riddle |
| 1988 | Poco Quixote Rio (224) | Fares Ranch | Bill Riddle |
| 1987 | Playboys Foxy Gal (224) | Jim Milner | Greg Welch |
| 1986 | Doctorwood (220.5) | Larry Jeffries | Bill Glass |
| 1985 | Angelynx (221) | Mickey Murry | Pete Branch |
