Natalia Nemchinova defeated Nadejda Ostrovskaya 6-4 7-6 in the Sochi 25K round of 32 on hard. The upset overturned the form book — Nadejda Ostrovskaya came in leading the head-to-head 1–0. Natalia Nemchinova claimed a first win over Nadejda Ostrovskaya in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-10-28 | Minsk 10K | QF | carpet | Nadejda Ostrovskaya | 6-2 6-4 |