Akira Matsushita defeated Masashi Tokumaru 7-5 6-4 in the Japan 1 Masters 2 round of 16 on hard. The result followed the form book — Akira Matsushita came in leading the head-to-head 2–0. Akira Matsushita extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-18 | Japan F5 | R16 | carpet | Akira Matsushita | 6-3 4-6 6-1 |
| 1998-11-18 | Japan F5 | R32 | hard | Akira Matsushita | 7-5 6-1 |