This year has already been historic for Carlos Alcaraz—youngest champion in ATP 500 history by winning in Rio de Janeiro, youngest man ever to win Miami and youngest man to break into the Top 10 in 17 years, to name a few of his achievements.

And on Friday, he created a little more history.

With his 6-2, 1-6, 6-3 victory over Rafael Nadal in the quarterfinals of the Masters 1000 event in Madrid, he became the first teenager ever to defeat Nadal on clay.

Nadal had been 20-0 in his career against teenagers in tour-level matches on clay going into the match against his 19-year-old countryman on Friday.

Alcaraz is actually the first teenager to beat Nadal on any surface in almost five years, the last one to achieve the feat before this being an 18-year-old Denis Shapovalov at the Masters 1000 event in Canada in August of 2017.

And there’s one more streak that Alcaraz snapped: Nadal had been on a 25-match winning streak against fellow Spaniards going into this match, his last loss to one of his countrymen having come to Fernando Verdasco at the Australian Open in 2016.

Awaiting Alcaraz in the semifinals: No. 1-ranked Novak Djokovic.