Nina Duebbers defeated Vanessa Henke 7-5 3-6 7-6 in the Vaihingen 25K round of 32 on clay. The upset overturned the form book — Vanessa Henke came in leading the head-to-head 1–0. Nina Duebbers claimed a first win over Vanessa Henke in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-01 | Buchen 10K | QF | carpet | Vanessa Henke | 6-7 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.