| 1 | Sat 3 Aug 2013 | 120-3 v Queen of the SouthQueen of the South 3-0 Annan Athletic | Scottish Communities Cup First Round |
| 2 | Sat 10 Aug 2013 | 152-2 v PeterheadPeterhead 2-2 Annan Athletic | Scottish League Two |
| 3 | Sat 2 Nov 2013 | 82-2 v StenhousemuirStenhousemuir 2-2 Annan Athletic | Scottish FA Cup Third Round |
| 4 | Tue 5 Nov 2013 | 82-0 v PeterheadAnnan Athletic 2-0 Peterhead | Scottish League Two |
| 5 | Sat 9 Nov 2013 | 80-2 v Albion RoversAlbion Rovers 2-0 Annan Athletic | Scottish League Two |
| 6 | Tue 12 Nov 2013 | 82-4 v StenhousemuirAnnan Athletic 2-4 Stenhousemuir | Scottish FA Cup Third Round |
| 7 | Sat 16 Nov 2013 | 83-2 v Berwick RangersAnnan Athletic 3-2 Berwick Rangers | Scottish League Two |
| 8 | Sat 23 Nov 2013 | 84-4 v Stirling AlbionAnnan Athletic 4-4 Stirling Albion | Scottish League Two |
| 9 | Sat 1 Mar 2014 | 64-0 v Berwick RangersAnnan Athletic 4-0 Berwick Rangers | Scottish League Two |
| 10 | Tue 4 Mar 2014 | 61-3 v PeterheadPeterhead 3-1 Annan Athletic | Scottish League Two |
| 11 | Sat 5 Apr 2014 | 63-0 v ClydeClyde 0-3 Annan Athletic | Scottish League Two |
| 12 | Sat 12 Apr 2014 | 61-2 v East StirlingshireEast Stirlingshire 2-1 Annan Athletic | Scottish League Two |
| 13 | Sat 19 Apr 2014 | 61-1 v Queens ParkAnnan Athletic 1-1 Queens Park | Scottish League Two |
| 14 | Sat 26 Apr 2014 | 61-2 v MontroseMontrose 2-1 Annan Athletic | Scottish League Two |
| 15 | Sat 3 May 2014 | 62-0 v Elgin CityAnnan Athletic 2-0 Elgin City | Scottish League Two |
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