Sorana Cirstea beat world number 12 Beatriz Haddad Maia in the longest WTA Tour match of the year so far at the Dubai Tennis Championships.
Liudmila Samsonova ousted Paula Badosa on Sunday in a three-set victory that lasted three hours and 22 minutes.
That record was exceeded by eight minutes a day later – Cirstea prevailing 4-6 7-6 (9-7) 7-5 in her first-round encounter with 11th seed Haddad Maia.
Cirstea, ranked 70th in the world, fended off two match points in the second-set tie-break and took that momentum into the decider.
Haddad Maia has lost four of her five meetings with Cirstea, though had defeated the Romanian in Adelaide in January.
"I fought really hard today. I really think I gave it all," Cirstea said.
"I have nothing left. Sometimes you just have to stay in there. Bia played amazing. You know, tennis is not fair sometimes. You play for three hours and a half, and it's a difference of a point.
"I wasn't planning to break the record! But Bia's been in great form, and I knew coming in she's a great fighter.
"I think this is what tennis is about, where all the work pays off. Sometimes it doesn't matter if it's a first round or a final, the joy is the same."
Another marathon encounter was played out between Veronika Kudermetova and Anhelina Kalinina, with the latter winning 6-3 5-7 7-5 in three hours and three minutes.
Karolina Muchova will face Cirstea in the next round after she saw off Bernarda Pera 6-1 6-4, with her victory including an early contender for shot of the tournament.
Muchova was scampering back towards the baseline as she looked set to lose a thrilling rally, only for the Czech to execute a perfect tweener lob.
Australian Open champion Aryna Sabalenka received a bye to round two, where she will face Lauren Davis after the American's victory over Jil Teichmann.
Jelena Ostapenko dispatched Katarina Zavatska 6-1 6-4 with the minimum of fuss, while Victoria Azarenka overcame Anastasia Pavlyuchenkova in straight sets.
Azarenka has won 135 WTA-1000 main-draw matches in straights sets, at least three more than any other player.
Karolina Pliskova defeated Marketa Vondrousova to set up a meeting with Yulia Putintseva, with Ana Bodgan, Aliaksandra Sasnovich and Shelby Rogers also victorious.
Alcaraz's pursuit for third straight Madrid Open crown continues
Carlos Alcaraz boosted his hopes of a third straight Madrid Open title as he comfortably beat Thiago Seyboth Wild to reach the fourth round on Sunday.
Back in his home country of Spain, Alcaraz eased to a 6-3 6-3 triumph to set up a fourth-round clash with Jan-Lennard Struff, whom he beat in last year's final.
The first six games of the opening set went to serve, but Alcaraz found a crucial break in the seventh and ninth games of the set to put him in pole position for victory, a lead he would not relinquish as he overcame being broken in the seventh game of the second set to seal his safe progression.
Holger Rune was a surprise casualty as the world number 12 was defeated 6-4 4-6 6-3 by Tallon Griekspoor, though world number eight Andrey Rublev eased through with a straight-sets win over Alejandro Davidovich Fokina.
Data Debrief
With his triumph over Seyboth Wild at the Madrid Open, Alcaraz has now won 93.3 per cent of his games at the tournament. That is the highest win percentage of any player with at least 10 games played in a single ATP-1000 event since the format was introduced in 1990.
Against Seyboth Wild, Alcaraz won 27 of his 31 first-serve points, also recording 19 winners to his opponent's 10 as he dominated the contest on his way to victory.
Sabalenka goes the distance again to progress at Madrid Open
Aryna Sabalenka was forced to go the distance again at the Madrid Open as she battled past Robin Montgomery on Sunday.
Sabalenka, the reigning Madrid Open champion, needed three sets to win her second-round tie against Magda Linette on Friday, and the second seed did not have an easy ride against American Montgomery.
However, she eventually got over the line, triumphing 6-1 6-7 (5-7) 6-4 to tee up a last-16 meeting with Danielle Collins, who defeated Jaqueline Cristian 3-6 6-4 6-1.
Collins has now reeled off 15 straight wins, having won the Miami Open and Charleston Open in recent weeks, and has progressed to the last 16 in Madrid for the first time in her career.
The American said: "I've been doing so well the last couple of weeks, I think the girls know that when they come out and play me, they've got to go for it.
"That certainly was taking place the last two matches, some big shots that I've had to counter, and be able to react quickly."
Data Debrief: Sabalenka up there with Serena
Sabalenka has now won 14 of her 17 matches at the Madrid Open, which she won in 2023 and 2021.
Since the inception of the tournament, only Serena Williams (15) has won more of her first 17 matches at the event.
Alcaraz's pursuit for third straight Madrid Open crown continues by defeating Seyboth Wild
Carlos Alcaraz boosted his hopes of a third straight Madrid Open title as he comfortably beat Thiago Seyboth Wild to reach the fourth round on Sunday.
Back in his home country of Spain, Alcaraz eased to a 6-3 6-3 triumph to set up a fourth-round clash with Jan-Lennard Struff, whom he beat in last year's final.
The first six games of the opening set went to serve, but Alcaraz found a crucial break in the seventh and ninth games of the set to put him in pole position for victory, a lead he would not relinquish as he overcame being broken in the seventh game of the second set to seal his safe progression.
Holger Rune was a surprise casualty as the world number 12 was defeated 6-4 4-6 6-3 by Tallon Griekspoor, though world number eight Andrey Rublev eased through with a straight-sets win over Alejandro Davidovich Fokina.
Data debrief
With his triumph over Seyboth Wild at the Madrid Open, Alcaraz has now won 93.3 per cent of his games at the tournament. That is the highest win percentage of any player with at least 10 games played in a single ATP-1000 event since the format was introduced in 1990.
Against Seyboth Wild, Alcaraz won 27 of his 31 first-serve points, also recording 19 winners to his opponent's 10 as he dominated the contest on his way to victory.
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