Cúp Scotland, vòng 4
FT
| 10/12 | Stenhousemuir | 2 - 0 | Annan Athletic |
| 08/03 | Annan Athletic | 0 - 2 | Stenhousemuir |
| 04/01 | Stenhousemuir | 1 - 1 | Annan Athletic |
| 09/11 | Annan Athletic | 1 - 1 | Stenhousemuir |
| 31/08 | Stenhousemuir | 5 - 1 | Annan Athletic |
| 22/07 | Partick Thistle | 2 - 2 | Stenhousemuir |
| 18/07 | Brechin City | 1 - 2 | Stenhousemuir |
| 16/05 | Stenhousemuir | 0 - 1 | Alloa Athletic |
| 14/05 | Alloa Athletic | 1 - 3 | Stenhousemuir |
| 09/05 | Stenhousemuir | 1 - 1 | Queen of South |
| 14/10 | Annan Athletic | 0 - 0 | Alloa Athletic |
| 22/07 | Clyde | 4 - 1 | Annan Athletic |
| 18/07 | Airdrieonians | 3 - 0 | Annan Athletic |
| 15/07 | Annan Athletic | 0 - 5 | Dundee |
| 17/01 | Rangers | 5 - 0 | Annan Athletic |