East Stirling 1-2 Annan Athletic 2016-10-29 14:00
Stadium: Ochilview Park Round: 8
Home Manager: John Coughlin Away Manager: Jim Chapman
Head to Head
| Scotland FA Cup | 2016/10/22 14:00 | Annan Athletic v East Stirlingshire | D | 0-0 |
| Scotland League Cup | 2016/07/30 14:00 | East Stirlingshire v Annan Athletic | L | 0-2 |
| Scotland League Two | 2016/04/16 14:00 | Annan Athletic v East Stirlingshire | W | 1-3 |
| Scotland League Two | 2016/02/20 15:00 | East Stirlingshire v Annan Athletic | L | 0-1 |
| Scotland League Two | 2015/12/12 15:00 | Annan Athletic v East Stirlingshire | L | 3-1 |
| Scotland League Two | 2015/08/22 14:00 | East Stirlingshire v Annan Athletic | W | 3-1 |
| Scotland League Two | 2015/03/21 15:00 | Annan Athletic v East Stirlingshire | L | 3-2 |
| Scotland League Two | 2015/01/17 15:00 | East Stirlingshire v Annan Athletic | L | 1-3 |
| Scotland League Two | 2014/10/25 14:00 | Annan Athletic v East Stirlingshire | L | 4-3 |
| Scotland League Two | 2014/09/20 14:00 | East Stirlingshire v Annan Athletic | L | 0-1 |