Maki Arai defeated Anastasia Malhotra 7-5 6-2 in the Tokyo 10K round of 32 on carpet. The upset overturned the form book — Anastasia Malhotra came in leading the head-to-head 1–0. Maki Arai claimed a first win over Anastasia Malhotra in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Kyoto 10K | QF | carpet | Anastasia Malhotra | 6-3 6-3 |