Anastasia Grymalska defeated Andreea Roxana Vaideanu 6-2 6-3 in the Pomezia 10K qualifying round on clay. The result followed the form book — Anastasia Grymalska came in leading the head-to-head 2–0. Anastasia Grymalska extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-07 | Casale 10K | QF | clay | Anastasia Grymalska | 6-3 6-1 |
| 2009-08-10 | Pesaro 10K | R32 | clay | Anastasia Grymalska | 3-6 7-6(5) 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.