Virginie Razzano defeated Valentina Sassi 6-1 6-2 in the Deauville 10K round of 32 on clay. The upset overturned the form book — Valentina Sassi came in leading the head-to-head 1–0, but Virginie Razzano had been the form player, winning 3 of their last 7 on clay. Virginie Razzano claimed a first win over Valentina Sassi in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-08 | Le Havre 10K | F | clay | Valentina Sassi | 6-1 2-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.