| 27 Jul 22 | r02        | University of StirlingUniversity of | 1 - 1 | East StirlingshireEast Stirling |
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| 30 Jul 22 | r03        | Edinburgh UniversityEdinburgh Uni | 1 - 1 | East StirlingshireEast Stirling |
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| 03 Aug 22 | r04        | East StirlingshireEast Stirling | 2 - 3 | Cumbernauld ColtsCumbernauld C |
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| 06 Aug 22 | r05        | East StirlingshireEast Stirling | 1 - 1 | Caledonian BravesCaledonian Br |
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| 13 Aug 22 | r06        | Berwick RangersBerwick Range | 3 - 0 | East StirlingshireEast Stirling |
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| 26 Aug 22 | r07        | East StirlingshireEast Stirling | 0 - 2 | Hearts BHearts B |
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| 30 Aug 22 | r08        | East KilbrideEast Kilbride | 1 - 1 | East StirlingshireEast Stirling |
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| 03 Sep 22 | r09        | East StirlingshireEast Stirling | 2 - 2 | Tranent Juniors F.C.Tranent Junio |
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| 24 Sep 22 | r10        | Boness UnitedBoness United | 6 - 0 | East StirlingshireEast Stirling |
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| 28 Sep 22 | r11        | East StirlingshireEast Stirling | 1 - 4 | The SpartansThe Spartans |
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| 01 Oct 22 | r12        | CowdenbeathCowdenbeath | 5 - 0 | East StirlingshireEast Stirling |
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| 04 Oct 22 | r13        | Civil Service StrollersCivil Service | 2 - 2 | East StirlingshireEast Stirling |
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| 08 Oct 22 | r14        | East StirlingshireEast Stirling | 3 - 1 | Gretna 2008Gretna 2008 |
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| 18 Oct 22 | r16        | Rangers BRangers B | 4 - 1 | East StirlingshireEast Stirling |
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| 29 Oct 22 | r15        | East StirlingshireEast Stirling | 1 - 0 | BroomhillBroomhill |
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| 04 Nov 22 | r17        | East StirlingshireEast Stirling | 0 - 1 | Gala Fairydean RoversGala Fairydea |
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| 09 Nov 22 | r18        | East StirlingshireEast Stirling | 0 - 3 | Celtic BCeltic B |
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| 12 Nov 22 | r19        | Dalbeattie StarDalbeattie St | 2 - 2 | East StirlingshireEast Stirling |
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| 03 Dec 22 | r20        | Caledonian BravesCaledonian Br | 1 - 1 | East StirlingshireEast Stirling |
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| 07 Dec 22 | r21        | East StirlingshireEast Stirling | 0 - 2 | University of StirlingUniversity of |
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| 10 Dec 22 | r22        | East StirlingshireEast Stirling | 1 - 3 | Civil Service StrollersCivil Service |
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| 23 Dec 22 | r24        | BroomhillBroomhill | 0 - 2 | East StirlingshireEast Stirling |
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| 31 Dec 22 | r25        | East StirlingshireEast Stirling | 2 - 1 | Boness UnitedBoness United |
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| 04 Jan 23 | r26        | Cumbernauld ColtsCumbernauld C | 2 - 0 | East StirlingshireEast Stirling |
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| 07 Jan 23 | r27        | Tranent Juniors F.C.Tranent Junio | 3 - 1 | East StirlingshireEast Stirling |
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| 14 Jan 23 | r28        | Gretna 2008Gretna 2008 | 1 - 0 | East StirlingshireEast Stirling |
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| 28 Jan 23 | r29        | East StirlingshireEast Stirling | 0 - 4 | Berwick RangersBerwick Range |
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| 08 Feb 23 | r30        | East StirlingshireEast Stirling | 1 - 0 | East KilbrideEast Kilbride |
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| 11 Feb 23 | r31        | Gala Fairydean RoversGala Fairydea | 0 - 2 | East StirlingshireEast Stirling |
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| 17 Feb 23 | r32        | East StirlingshireEast Stirling | 3 - 0 | Edinburgh UniversityEdinburgh Uni |
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| 25 Feb 23 | r33        | The SpartansThe Spartans | 3 - 1 | East StirlingshireEast Stirling |
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| 11 Mar 23 | r34        | East StirlingshireEast Stirling | 5 - 1 | Dalbeattie StarDalbeattie St |
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| 25 Mar 23 | r23        | East StirlingshireEast Stirling | 0 - 0 | CowdenbeathCowdenbeath |
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| 08 Apr 23 | r36        | Hearts BHearts B | 5 - 0 | East StirlingshireEast Stirling |
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| 15 Apr 23 | r37        | Celtic BCeltic B | 2 - 1 | East StirlingshireEast Stirling |
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| 22 Apr 23 | r38        | East StirlingshireEast Stirling | 2 - 3 | Rangers BRangers B |