Francesca Guardigli defeated Clelia Anfuso 6-1 6-2 in the Camucia 10K round of 32 on hard. The result followed the form book — Francesca Guardigli came in leading the head-to-head 1–0. Francesca Guardigli extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-17 | Pesaro 10K | R32 | clay | Francesca Guardigli | 6-2 3-6 6-2 |