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West Jessamine |
| | Date | Site | Winner | Score | Record |
| 12/04/1997 | East Jessamine | West Jessamine | 58-64 | 0-1 | |
| 12/22/2004 | Wayne County | Warren Central | 74-63 | 1-1 | |
| 12/29/2022 | Lexington Catholic | Warren Central | 81-60 | 2-1 (Warren Central has won 2 straight) | |
| Warren Central longest streak: 2 straight | West Jessamine longest streak: 1 straight | |||