Former World No. 2 Tommy Haas successfully dialed back the years on Wednesday, saving a match point to shock Roger Federer 2-6, 7-6(8), 6-4 at the Mercedes Cup in Stuttgart.

The loss is only Federer’s second of the season, and the Swiss star held match points during both of them. The 35 year old had three match points against World No. 116 Evgeny Donskoy during the second round of the Dubai Duty Free Tennis Championships in February.

“I thought it was a typical grass-court match today. Rallies weren’t very long and it was decided on a serve there or a return here. If you don’t take your chances like I didn’t, leading a set and a break, you really only have yourself to blame at the end. You’ve got to acknowledge the fact that he was a bit better. It’s quite frustrating, but that’s the way it goes sometimes,” Federer said.

“It wasn’t all bad, not at all. There were definitely some good moments, but I definitely was not as sharp as I was hoping to be in maybe the big moments, or the moment when I had the lead and where I feel I should have been cruising from that moment on. I definitely made some crucial mistakes and judgment errors.

“Tommy definitely played well when he had to. He hung around and was able to push me in the second set. In the third set I couldn’t get up to the level I wanted. I should have somehow broken him once, but I wasn’t able to do that.”

For the 39-year-old Haas, this must have been what he had envisioned when he decided to come back for one more season, following his ninth surgery in April 2016.

The two-time Halle champion, who last beat Federer in the 2012 Halle final, looked as comfortable as ever on the grass in Stuttgart, outplaying Federer in the final two sets to gain his biggest win in years.

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Haas hadn’t reached a quarter-final since the 2014 Internazionali BNL d’Italia in Rome, and the right-hander had gotten off to a 5-8 start this season. But playing in front of his home German fans, the World No. 2 rallied to beat Federer, who fell to 19-2 on the season.

“I’m a little bit speechless that I beat him today. It’s been awhile since I have won back-to-back matches and to do it today against Roger is obviously one of my career highlights. It’s a very special feeling,” Haas said.

“At the same time he’s a very close friend of mine so it doesn’t feel like such a celebration in that sense. This is my last phase, so the emotions are different from what they would have been a few years ago. This is sport. Unfortunately, one person has to lose and lately a lot of the time it has been me. I was happy to be out there in front of a German crowd playing against a friend, an idol, a legend, the greatest ever. It’s fantastic.”

Federer, a 15-time grass-court titlist, hadn’t played a tour-level match since 2 April, when he beat Rafael Nadal to win the Miami Open presented by Itau title, his third crown of the season after winning the Australian Open and the BNP Paribas Open in Indian Wells.

The 35-year-old Swiss skipped the clay-court season to rest his body and avoid any potential injuries to his back and knees on the clay. But the top seed started strong in his Stuttgart opener.

Federer deployed his entire array of shots – aces that kissed off the chalk, off-balance forehand winners and service returns that Haas could only watch. Federer, who finished with 23 aces, raced through the first after only 23 minutes.

But Haas, a 15-time ATP World Tour titlist, was not to be swept off the court during what he has said will be his final stop in Stuttgart. The German raised his level in the second set, breaking for the first time to get back on serve at 2-2.

At 7/8 in the tie-break, Haas had to deliver a second serve but fought off the match point when Federer lifted a backhand long. The 39-year-old German converted his fourth set point when Federer double faulted for the first time in the match.

Haas commanded the third set, battling Federer and coming out on top in the tight moments. The German erased three break points while serving at 1-2 and broke Federer in the very next game to gain the upper hand. Haas would erase four more break points in the set before converting his second match point. He improves to 4-13 against Federer in their FedEx ATP Head2Head series.

The second-round contest between the 39-year-old Haas and 35-year-old Federer was the oldest singles contest on the ATP World Tour since 1982 Vina del Mar where Ricardo Cano, 30, beat Luis Ayala, 49. Federer next heads to Halle, where he will look to win his ninth title at the Gerry Weber Open.

Haas will try to become oldest player to reach an ATP World Tour semi-final since 40-year-old Jimmy Connors in 1993 in San Francisco. He next faces compatriot Mischa Zverev, who saved 10 of 11 break points to beat qualifier Yannick Hanfmann 7-6(1), 6-2 in 83 minutes. Zverev also reached the Stuttgart quarter-finals in 2009 (on clay, l. to Chardy) and 2015 (on grass, l. to Cilic). 

German and 2016 finalist Philipp Kohlschreiber also advanced, beating Steve Johnson of the U.S. 7-6(3), 5-7, 7-6(8) in two hours and 39 minutes. The 33-year-old Kohlschreiber, who fell to Dominic Thiem in last year’s final, has won five of his seven titles in Germany. He is 110-58 in Germany (.655) and 295-257 elsewhere (.534).

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Second seeds Jamie Murray and Bruno Soares fought off a potentially miraculous comeback from Brian Baker and Nikola Mektic on Wednesday at the Mercedes Cup in Stuttgart, converting on their 11th match point to reach the semi-finals 6-4, 6-7(8), 10-8.

Baker/Mektic fought off a match point in the second at 4-5, three more at 5-6 and rallied from 3/6 down in the tie-break. They survived an eighth match point at 6/7 before converting on their second set point at 9/8 to even the score.

But Murray/Soares refused to fold, racing to a 9/6 lead in the Match Tie-break. Two more match points came and went before the second seeds finally wrapped up the contest in one hour and 39 minutes. Next up for Murray/Soares in the final four are Marcin Matkowski and Max Mirnyi or wild cards Tommy Haas and Florian Mayer.

Joining Murray/Soares are fourth seeds Oliver Marach and Mate Pavic, who defeated Nicholas Monroe and Artem Sitak 6-4, 7-6(4). Marach/Pavic are looking to reach their first ATP World Tour doubles final of 2017 after semi-final finishes in Memphis, Acapulco and Lyon.

In first-round doubles action, Marcus Daniell and Marcelo Demoliner won the first five games, but eventually edged past Serbians Viktor Troicki and Nenad Zimonjic 6-1, 3-6, 10-7 in 61 minutes. Zimonjic is two match wins shy of 700 career victories. Awaiting them in the quarter-finals are top seeds Bob Bryan and Mike Bryan or Bernard Tomic and Mischa Zverev.

Brian Baker of the U.S. and Nikola Mektic of Croatia kicked off their grass-court season with success on Tuesday, beating Frenchmen Lucas Pouille and Gilles Simon 7-5, 6-3 to move into the quarter-finals of the Mercedes Cup in Stuttgart.

Baker and Mektic, champions on the indoor hard courts in Memphis and the outdoor clay courts of Budapest already this season, won 82 per cent of their first-serve points to advance in 64 minutes.

They will next face second seeds Jamie Murray and Bruno Soares, who advanced by walkover. Treat Huey and Robert Lindstedt had to withdraw because of a back problem for Huey, and no alternate doubles team was available to take their place.

In other doubles action, fourth seeds Oliver Marach and Mate Pavic advanced 7-6(3), 6-7(9), 10-6 against German wild cards Andre Begemann and Jan-Lennard Struff. Marach/Pavic will meet Nicholas Monroe of the U.S. and Artem Sitak of New Zealand, who edged Steve Johnson of the U.S. and Feliciano Lopez of Spain 7-5, 7-6(4).