Matteo Marrai defeated Stephan Fransen 6-3 6-4 in the Portugal F4 round of 16 on clay. The upset overturned the form book — Stephan Fransen came in leading the head-to-head 1–0, but Matteo Marrai had been the form player, winning 2 of their last 4 on clay. Matteo Marrai claimed a first win over Stephan Fransen in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-11-16 | Iran F8 | R32 | clay | Stephan Fransen | 6-4 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.