Matthew Short defeated Anna Fitzpatrick 7-6 7-6 in the Portugal F3 round of 32 on hard. Matthew Short extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2013-04-29 | Great Britain F10 | R16 | clay | Anna Fitzpatrick | 3-6 6-2 6-1 |
| 2012-04-30 | Great Britain F7 | R32 | clay | Matthew Short | 7-6(3) 6-1 |