Paris Gemouchidis defeated Ivaylo Traykov 6-2 6-4 in the Bulgaria F5 round of 32 on clay. The upset overturned the form book — Ivaylo Traykov came in leading the head-to-head 1–0. Paris Gemouchidis claimed a first win over Ivaylo Traykov in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2007-06-11 | Macedonia F2 | R16 | clay | Ivaylo Traykov | 6-3 6-2 |