Norikazu Sugiyama defeated Masashi Tokumaru 7-6 6-4 in the Japan 2 Masters 3 round of 32 on hard. The upset overturned the form book — Masashi Tokumaru came in leading the head-to-head 1–0, but Norikazu Sugiyama had been the form player, winning 1 of their last 4 on hard. Norikazu Sugiyama claimed a first win over Masashi Tokumaru in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-30 | Japan F3 | R16 | carpet | Masashi Tokumaru | 6-3 1-6 6-3 |