Rupesh Roy defeated Vivek Shokeen 6-7 6-4 6-3 in the India F1 round of 16 on hard. Rupesh Roy extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-10-05 | India F11 | R32 | hard | Rupesh Roy | 6-2 6-0 |
| 2007-11-05 | Pakistan F3 | R16 | grass | Vivek Shokeen | 6-4 7-5 |