1945
Game 1, Oct 6th: Ashbury 05 @ Bishop's 02
1946
Game 1, Nov 2nd: Ashbury 05 @ Bishop's 10
Game 2, Nov 16th: Bishop's 09 @ Ashbury 00
1947
Game 1, Oct 11th: Ashbury 00 @ Bishop's 06
Game 2, Oct 25th: Bishop's 07 @ Ashbury 05
1948
Game 1, Oct 2nd: Bishop's 08 @ Ashbury 17
Series tied. Being that Bishop's was the last team to secure the Cup, they retained it for 1948 as well.
1949
Game 1, Oct 9th: Ashbury 06 @ Bishop's 01
Game 2, Oct 22nd: Bishop's 05 @ Ashbury 12
Game 1, Ashbury 10 @ Bishop's 12
Game 2, Oct 21st: Bishop's 17 @ Ashbury 11
1951
Game 1, Oct 6th: Ashbury 05 @ Bishop's 24
Game 2, Oct 13th: Bishop's 12 @ Ashbury 06
1952
Game 1, Oct 11th: Ashbury 00 @ Bishop's 33
Game 2, Oct 18th: Bishop's 29 @ Ashbury 07
1953
Game 1, Oct 17th: Bishop's 06 @ Ashbury 10
Game 2, Oct 31st: Ashbury 12 @ Bishop's 06
Game 1, Oct 9th: Ashbury 33 @ Bishop's 06
Game 2, Oct 16th: Bishop's 06 @ Ashbury 16
1955
Game 1, Oct 8th: Ashbury 21 @ Bishop's 06
Game 2, Oct 15th: Bishop's 00 @ Ashbury 24
1956
Game 1, Oct 6th: Ashbury 14 @ Bishop's 33
Game 2, Oct 27th: Bishop's 09 @ Ashbury 33
1957
Oct 26th: Bishop's 00 @ Ashbury 07
Only one game was played between the two this season. The earlier contest was cancelled due to the flu.
One article makes a brief mention that the above victory means that the Old Boys Cup will permanently remain with Ashbury but that doesn't appear to be the case.
1958
Game 1, Oct 11th: Ashbury 26 @ Bishop's 07
Oct 10th: Ashbury 25 @ Bishop's 00
1960
Game 1, Oct 8th: Ashbury 19 @ Bishop's 00
Ottawa Citizen, Oct 11th: "Bob Berry ran the opening kickoff 65 yards for the first major. Kev Pickens went 45 on a fake kick to pick up a second and Ian Ewing went 15 yards around the end for the third. Berry converted the second TD."
Game 2, Oct 22nd: Bishop's 07 @ Ashbury 20
Ottawa Citizen, Oct 24th: "Bill Berry was the star for the winners with a pair of touchdowns and a single. Quarterback Pickens got a third touchdown and Ewing added a single."
1961
Oct 21st: Bishop's 07, Ashbury 06
Bishop's took the cup.
1962
Oct 20th: Ashbury 48 @ Bishop's 08
1963
Nov 2nd: Bishop's 19 @ Ashbury 21
Note: Quarterback Bob Smallion hit Bob Horner with a TD pass with 30 seconds left to secure the win.
1968
Ashbury 08 @ Bishop's 08
Bishop's 06 @ Ashbury 00
1969
Oct 17th: Bishop's 14 @ Ashbury 30
Note: The brief recap of this game mentions that Ashbury had not won the Cup since 1963.
1970
Oct 18th: Bishop's 01 @ Ashbury 07
1972
Oct 16th: Ashbury 14 @ Bishop's 15
1976
Date unclear: Bishop's 00 @ Ashbury 09
1980
Oct 26th: Ashbury 22, Bishop's 17
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