Tihomir Grozdanov defeated Petar Trendafilov 6-2 6-4 in the Bulgaria F6 round of 32 on clay. Tihomir Grozdanov extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-08-30 | Bulgaria F6 | R16 | clay | Tihomir Grozdanov | 7-6(2) 6-3 |
| 2007-08-27 | Bulgaria F6 | R16 | clay | Petar Trendafilov | 7-6(4) 6-4 |