Ryuso Tsujino defeated Masayuki Ando 6-3 5-7 6-4 in the Japan Masters 4 round of 32 on hard. The result followed the form book — Ryuso Tsujino came in leading the head-to-head 1–0. Ryuso Tsujino extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-25 | Japan F6 | R32 | carpet | Ryuso Tsujino | 2-6 6-1 6-2 |