1 | Sat 27 Jul 2013 | 1-0 v MortonAnnan Athletic 1-0 Morton | Ramsdens Cup Second Round |
2 | Sat 3 Aug 2013 | 0-3 v Queen of the SouthQueen of the South 3-0 Annan Athletic | Scottish Communities Cup First Round |
3 | Sat 10 Aug 2013 | 2-2 v PeterheadPeterhead 2-2 Annan Athletic | Scottish League Two |
4 | Sat 17 Aug 2013 | 32-1 v MontroseAnnan Athletic 2-1 Montrose | Scottish League Two |
5 | Tue 20 Aug 2013 | 33-2 v StranraerStranraer 2-3 Annan Athletic | Ramsdens Cup Quarter Final |
6 | Sat 24 Aug 2013 | 31-1 v Albion RoversAnnan Athletic 1-1 Albion Rovers | Scottish League Two |
7 | Sat 31 Aug 2013 | 32-4 v Berwick RangersBerwick Rangers 4-2 Annan Athletic | Scottish League Two |
8 | Sat 7 Sep 2013 | 34-0 v Formartine UnitedAnnan Athletic 4-0 Formartine United | Ramsdens Cup Semi Final |
9 | Sat 14 Sep 2013 | 32-0 v Stirling AlbionStirling Albion 0-2 Annan Athletic | Scottish League Two |
10 | Sat 21 Sep 2013 | 31-2 v ClydeAnnan Athletic 1-2 Clyde | Scottish League Two |
11 | Sun 13 Oct 2013 | 120-3 v Raith RoversRaith Rovers 3-0 Annan Athletic | Ramsdens Cup Semi Final |
12 | Sat 26 Oct 2013 | 123-2 v Elgin CityElgin City 2-3 Annan Athletic | Scottish League Two |
13 | Tue 29 Oct 2013 | 31-2 v East StirlingshireAnnan Athletic 1-2 East Stirlingshire | Scottish League Two |
14 | Sat 16 Nov 2013 | 113-2 v Berwick RangersAnnan Athletic 3-2 Berwick Rangers | Scottish League Two |
15 | Tue 3 Dec 2013 | 141-2 v ClydeClyde 2-1 Annan Athletic | Scottish League Two |
16 | Sat 28 Dec 2013 | 122-1 v Elgin CityAnnan Athletic 2-1 Elgin City | Scottish League Two |
17 | Sat 25 Jan 2014 | 111-1 v Stirling AlbionStirling Albion 1-1 Annan Athletic | Scottish League Two |
18 | Sat 8 Feb 2014 | 111-0 v MontroseAnnan Athletic 1-0 Montrose | Scottish League Two |
19 | Sat 15 Feb 2014 | 112-3 v East StirlingshireAnnan Athletic 2-3 East Stirlingshire | Scottish League Two |
20 | Sat 19 Apr 2014 | 41-1 v Queens ParkAnnan Athletic 1-1 Queens Park | Scottish League Two |
21 | Sat 26 Apr 2014 | 41-2 v MontroseMontrose 2-1 Annan Athletic | Scottish League Two |
22 | Sat 3 May 2014 | 42-0 v Elgin CityAnnan Athletic 2-0 Elgin City | Scottish League Two |