Bryanne Stewart defeated Desislava Topalova 7-5 6-1 in the Dalby 25K round of 32 on hard. The upset overturned the form book — Desislava Topalova came in leading the head-to-head 1–0, but Bryanne Stewart had been the form player, winning 4 of their last 8 on hard. Bryanne Stewart claimed a first win over Desislava Topalova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-22 | Nurioopta 25K | R16 | hard | Desislava Topalova | 6-4 6-2 |