Myles Wakefield defeated Michael De Jongh 6-3 6-4 in the South Africa Masters 3 round of 32 on hard. The upset overturned the form book — Michael De Jongh came in leading the head-to-head 1–0. Myles Wakefield claimed a first win over Michael De Jongh in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-10-28 | Central Africa Masters 1 | SF | clay | Michael De Jongh | 7-6 6-2 |