Maki Arai defeated Ryoko Takemura 6-4 6-1 in the Kofu 10K round of 32 on carpet. The upset overturned the form book — Ryoko Takemura came in leading the head-to-head 1–0. Maki Arai claimed a first win over Ryoko Takemura in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-15 | Haibara 10K | R32 | carpet | Ryoko Takemura | 7-6 6-4 |