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| Home | GH | - | GA | Away |
| Monday 03 March 2014 |
| Fatzio FC | 2 | v | 3 | Real Old Boys |
| Monday 10 February 2014 |
| The Mobb | 0 | v | 5 | Real Old Boys |
| Monday 03 February 2014 |
| Real Old Boys | 3 | v | 0 | First & Fifteenth |
| Monday 27 January 2014 |
| Real Old Boys | 2 | v | 2 | One hit Wounders |
| Monday 20 January 2014 |
| Bramptonians | 1 | v | 0 | Real Old Boys |
| Monday 13 January 2014 |
| Real Old Boys | 0 | v | 6 | Illegals Fc |
| Monday 06 January 2014 |
| Cool Cat | 0 | v | 4 | Real Old Boys |
| Monday 16 December 2013 |
| 2 Goal 1 cup (Skyrim) | 1 | v | 3 | Real Old Boys |
| Monday 09 December 2013 |
| Real Old Boys | 0 | v | 1 | The Mobb |
| Monday 02 December 2013 |
| Illegals Fc | 1 | v | 0 | Real Old Boys |
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