Oscar Martinez Dieguez defeated German Puentes 6-4 6-4 in the Spain 3 Masters 4 qualifying round on clay. The upset overturned the form book — German Puentes came in leading the head-to-head 3–1, but Oscar Martinez Dieguez had been the form player, winning 5 of their last 9 on clay. Oscar Martinez Dieguez narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-02-04 | Spain 2 Masters 4 | R16 | clay | German Puentes | 6-3 6-3 |
| 1997-10-17 | Spain 9 Masters 4 | QF | clay | German Puentes | 6-1 6-2 |
| 1993-08-13 | Spain 6 Masters 4 | SF | clay | Oscar Martinez Dieguez | 4-6 7-5 6-3 |
| 1993-05-14 | Spain 4 Masters 1 | R16 | clay | German Puentes | 3-6 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.