Round: 25 Ground: Clay
| ITF Japan F7 | 2016/06/06 04:40 | Yusuke Watanuki v Shunrou Takeshima | 7-5,6-4 |
| ITF Japan F7 Qual | 2016/06/05 01:00 | Shunrou Takeshima v Ryotaro Matsumura | 5-7,1-6 |
| ITF Japan F7 Qual | 2016/06/04 01:00 | Shunrou Takeshima v Tomohiro Masabayashi | 6-2,6-2 |
| ITF Japan F6 Qual | 2016/05/29 01:00 | Renta Tokuda v Shunrou Takeshima | 3-6,6-2,6-2 |
| ITF Japan F6 Qual | 2016/05/28 01:00 | Daisuke Sumizawa v Shunrou Takeshima | 3-6,2-6 |
| ITF Guam F1 | 2016/05/26 02:25 | Gengo Kikuchi v Shunrou Takeshima | 6-1,6-1 |
| ITF Guam F1 | 2016/05/24 02:00 | Hiromasa Oku v Shunrou Takeshima | 3-6,2-6 |
| ITF Guam F1 | 2016/05/22 01:00 | Shunrou Takeshima v Takahiro Kubo | 6-1,6-1 |
| ITF Japan F7 | 2016/06/09 02:30 | Chan-Yeong Oh v Keisuke Watanuki | 6-3,6-7,6-4 |
| ITF Japan F7 | 2016/06/07 01:00 | Keisuke Watanuki v Takuto Niki | 6-4,7-6 |
| ITF Japan F6 | 2016/05/31 05:25 | Yusuke Takahashi v Keisuke Watanuki | 6-3,6-4 |
| ITF Japan F6 Qual | 2016/05/29 04:00 | Keisuke Watanuki v Sho Shimabukuro | 6-1,6-0 |
| ITF Japan F6 Qual | 2016/05/28 01:00 | Keisuke Watanuki v Shin Yoshida | 6-1,6-4 |
| ITF Japan F5 | 2016/04/06 03:40 | Keisuke Watanuki v Sho Katayama | 2-6,5-7 |
| ITF Japan F4 | 2016/03/29 05:10 | Keisuke Watanuki v Shintaro Imai | 3-6,6-3,1-6 |
| ITF Japan F4 | 2016/03/28 01:00 | Gengo Kikuchi v Keisuke Watanuki | 2-6,7-5,6-7 |