Tatsuma Ito advanced when Tasuku Iwami retired 4-1 in the Japan F7 round of 32. Tatsuma Ito narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-06-16 | Japan F5 | R32 | carpet | Tasuku Iwami | 7-6(5) 6-4 |
| 2008-03-17 | Japan F1 | SF | hard | Tatsuma Ito | 6-3 3-6 6-4 |
| 2006-10-16 | Japan F11 | QF | hard | Tasuku Iwami | 6-2 7-6(3) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.