Edgardo Massa defeated Cipriano Pommies 6-1 6-1 in the Paraguay F1 round of 32 on clay. The upset overturned the form book — Cipriano Pommies came in leading the head-to-head 1–0, but Edgardo Massa had been the form player, winning 2 of their last 5 on clay. Edgardo Massa claimed a first win over Cipriano Pommies in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-29 | Argentina 1 Masters 3 | R32 | clay | Cipriano Pommies | 3-6 7-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.