[Backwoods]

Male Manual 1892, Paducah Tilghman Mayfield 1911, St X Trinity 1956. I know through research Williamsburg Pineville have played since 1951. Can't find out about 48,49,50 but did not play 46,47. Williamsburg Lynn Camp have played since at least 70. What was Whitley's 1st year of football?
The 1st three games I listed are recorded and listed on Wikipedia.
The longest recorded rivalry is Norwich Free Academy CT vs New London CT 1875.

HDE might know more about it but the Harlan paper reported that year before last was the 90th year of the Harlan/Pineville rivalry. I don't know if they have had any off years or not. But is still a long rivalry. I think they reported the first game was in 1920 which was also,if I'm not mistaken,was the first year that the state began keeping game records. I know the Male/Manual game was recorded but not by the state until 1920. Someone who knows more might can attest to the accracy of my statements.