Valentine Confalonieri defeated Anastasia Grymalska 7-5 6-2 in the Florence 25K round of 32 on clay. The upset overturned the form book — Anastasia Grymalska came in leading the head-to-head 1–0. Valentine Confalonieri claimed a first win over Anastasia Grymalska in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-02-02 | Mallorca 10K | R32 | clay | Anastasia Grymalska | 6-2 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.