Orawan Wongkamalasai defeated Niki Tippins 7-6 6-1 in the Ibaraki 3 10K round of 32 on hard. Orawan Wongkamalasai extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-06 | Ibaraki 2 10K | R16 | hard | Orawan Wongkamalasai | 6-1 6-3 |
| 1999-02-27 | Warrnambool 4 10K | R32 | grass | Niki Tippins | 6-2 6-1 |