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Calloway County |
| | Date | Site | Winner | Score | Record |
| 11/04/1994 | Bowling Green | Bowling Green | 60-7 | 1-0-0 | |
| (Region Quarterfinals) | |||||
| 11/15/1996 | Bowling Green | Calloway County | 7-10 | 1-1-0 | |
| (Region Semifinals) | |||||
| 11/03/2000 | Calloway County | Bowling Green | 10-7 | 2-1-0 | |
| (Region Quarterfinals) | |||||
| 08/28/2004 | Franklin-Simpson High School | Bowling Green | 55-0 | 3-1-0 (Bowling Green has won 2 straight) | |
| Bowling Green longest streak: 2 straight | Calloway County longest streak: 1 straight | |||