Tihomir Grozdanov defeated Tzvetan Mihov 6-3 6-2 in the Bulgaria F7 round of 32 on clay. The result followed the form book — Tihomir Grozdanov came in leading the head-to-head 2–0. Tihomir Grozdanov extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-25 | Bulgaria F4 | R32 | clay | Tihomir Grozdanov | 6-4 7-5 |
| 2009-05-18 | Bulgaria F3 | R16 | clay | Tihomir Grozdanov | 7-5 6-0 |