Kentaro Masuda defeated Ryuso Tsujino 6-2 6-3 in the Japan Masters 4 qualifying round on hard. The upset overturned the form book — Ryuso Tsujino came in leading the head-to-head 3–0. Kentaro Masuda claimed a first win over Ryuso Tsujino in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1995-06-19 | China Masters 2 | R32 | hard | Ryuso Tsujino | 4-6 6-1 6-2 |
| 1991-11-04 | Japan Masters 3 | R16 | hard | Ryuso Tsujino | 6-3 1-6 6-2 |
| 1991-05-20 | Korea Masters 4 | R16 | clay | Ryuso Tsujino | 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.