Head to Head
| Scotland League Two | 2014/10/25 14:00 | Annan Athletic v East Stirlingshire | W | 4-3 |
| Scotland League Two | 2014/09/20 14:00 | East Stirlingshire v Annan Athletic | W | 0-1 |
Home History
| Scotland FA Cup | 2014/11/01 15:00 | Annan Athletic v Livingston | W | 3-2 |
| Scotland League Two | 2014/10/25 14:00 | Annan Athletic v East Stirlingshire | W | 4-3 |
| Scotland League Two | 2014/10/21 18:30 | Annan Athletic v Arbroath | L | 0-1 |
| Scotland League Two | 2014/10/18 14:00 | East Fife v Annan Athletic | D | 1-1 |
| Scotland FA Cup | 2014/10/04 14:00 | Cove Rangers v Annan Athletic | W | 1-2 |
| Scotland League Two | 2014/09/27 14:00 | Clyde v Annan Athletic | D | 1-1 |
| Scotland League Two | 2014/09/20 14:00 | East Stirlingshire v Annan Athletic | W | 0-1 |
| Scotland League Two | 2014/09/13 14:00 | Annan Athletic v Berwick Rangers | W | 2-0 |
Away History
| Scotland FA Cup | 2014/11/02 15:00 | East Stirlingshire v Dunfermline | L | 1-4 |
| Scotland League Two | 2014/10/25 14:00 | Annan Athletic v East Stirlingshire | L | 4-3 |
| Scotland League Two | 2014/10/18 14:00 | Arbroath v East Stirlingshire | L | 4-0 |
| Scotland League Two | 2014/10/11 14:00 | East Stirlingshire v Queen's Park | L | 1-3 |
| Scotland FA Cup | 2014/10/04 14:00 | Whitehill Welfare v East Stirlingshire | W | 0-1 |
| Scotland League Two | 2014/09/27 14:00 | Albion v East Stirlingshire | W | 1-2 |
| Scotland League Two | 2014/09/20 14:00 | East Stirlingshire v Annan Athletic | L | 0-1 |
| Scotland League Two | 2014/09/13 14:00 | East Stirlingshire v Clyde | W | 1-0 |