Jeroen Masson defeated Fred Hemmes 7-5 4-6 6-4 in the France F8 round of 32 on clay. The upset overturned the form book — Fred Hemmes came in leading the head-to-head 1–0, but Jeroen Masson had been the form player, winning 3 of their last 4 on clay. Jeroen Masson claimed a first win over Fred Hemmes in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | South Africa Masters 3 | R16 | hard | Fred Hemmes | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.