Rafael Nadal and Novak Djokovic have faced off 53 times in their FedEx ATP Head2Head rivalry, but their 2009 Mutua Madrid Open semi-final remains one of their most memorable matches.

Nadal prevailed 3-6, 7-6(5), 7-6(9) in what was the longest three-set match in ATP Masters 1000 history at four hours and three minutes. Djokovic won more points on the day (125 to 120), but the Spaniard bravely saved three match points at 5/6, 6/7 and 8/9 in the final-set tie-break.

“In a game like that with so many match points I think you need luck to win,” said Nadal after the match. “But I played with great courage and I think everything went well for me.”

The pair are in opposite halves of this year’s draw in Madrid as the top two seeds. World No. 1 Djokovic starts Bulgarian Grigor Dimitrov or a qualifier, while Nadal will face a Canadian #NextGenATP player in Felix Auger-Aliassime or 2018 semi-finalist Denis Shapovalov.

#NextGenATP Greek Stefanos Tsitsipas will try to win his third ATP Tour title on Sunday after defeating 2017 Nitto ATP Finals runner-up David Goffin 3-6, 6-4, 6-4 on Saturday to reach the final of the Millennium Estoril Open.

World No. 10 Tsitsipas, who was 44th in the ATP Rankings at this time last year, had to battle hard against the fourth-seeded wild card, breaking the Belgian’s serve five times to triumph after two hours and 18 minutes in what was a physical battle. 

“I fought very hard and gave my soul out on the court, which is the biggest pleasure in this sport,” Tsitsipas said. 

Seven of the match’s 10 service breaks came in the second set. But Tsitsipas was in danger of going down a break early in the decider, serving at 1-2. The reigning Next Gen ATP Finals champion faced a 0/40 deficit, but after hitting a big serve that elicited an error and two Goffin unforced forehand errors, he was able to hold onto his serve. And although Goffin saved two break points at 4-4 with strong aggressive play with his forehand, he missed another one to give Tsitsipas the decisive break.

“I was saying to myself while returning that I needed to stay aggressive, I needed to press as much as I could because otherwise I had no other option. I could not win this match by playing defensive tennis,” Tsitsipas said. “I had to turn the whole thing around and start playing aggressive, risking a little bit more and I think at the end it paid off.

Tsitsipas has 22 wins this season, which is second-most on the ATP Tour behind only Daniil Medvedev (25). He is the second No. 1 seed in this tournament’s history to reach the final, after Spaniard Pablo Carreno Busta triumphed two years ago. It will be Tsitsipas’ second clay-court ATP Tour final, also making it to the championship match in Barcelona last year (l. to Nadal).

“Clay is one of my favourite surfaces. It would be lovely to have a title on this surface,” Tsitsipas said. “Estoril is just an amazing place, so it would mean even more owning something here.”

Goffin falls just short of reaching his first final since the championship match at The O2 two years ago, but he will take confidence from pushing the reigning Next Gen ATP Finals champion in a back-and-forth match. The 28-year-old has lost both of his ATP Tour semi-finals this year against Tsitsipas, with his first defeat coming on an indoor hard court in Marseille.

In the final Tsitsipas will face Uruguayan veteran Pablo Cuevas, who ousted #NextGenATP Spaniard Alejandro Davidovich Fokina 3-6, 6-2, 6-2.

“It’s a special week. I finished in Budapest last Friday, took a flight early Saturday, played [here] in the afternoon. I lost on Sunday [in qualies], but had a chance to get in as a lucky loser,” Cuevas said. “I’ve had a good experience, and I’m happy to be in the final.”

Cuevas fell in the final round of qualifying to Italian Salvatore Caruso. But the six-time ATP Tour titlist avenged that defeat in the first round of the main draw and has not looked back since, reaching his first final since 2017 Sao Paulo.

It was not easy against Davidovich Fokina, though. The #NextGenATP Spaniard, who began the week without a tour-level win, pulled out his full bag of tricks, with plenty of drop shots and lobs, to take the lead. But Cuevas’ physical play began to wear the teenager down, and the Uruguayan showed his hot shot capabilities as well, hitting a behind-the-back lob in the second set to stay in a point that he eventually won to break serve.

“He’s a good player. He’s so talented and so fast. But I think he was a little bit tired,” Cuevas said. “He’s dangerous. He hits good winners with the forehand, with the backhand, the drop shot and everything. I just stayed in the match, ran a lot and in the last set I took the opportunity.”

Some fans thought it would never happen again, but next week, Roger Federer will make his return to the European clay courts at the Mutua Madrid Open.

The 37-year-old skipped the past two clay-court seasons to give his body more time to rest and to prepare for the grass-court swing. But the Swiss will play at least two clay-court events this year, Madrid and Roland Garros, returning to the surface where, despite his lack of recent match play, he has been one of his generation’s best performers.

“I’m at a moment where I think it would be nice to do it,” Federer said in January when he announced his decision. “I can say I have missed it. I did the right thing skipping it last year, the year before as well, and the year before that I was injured. So I felt I wanted to do it again.”

Federer last played on clay on 12 May 2016 at the Internazionali BNL d’Italia in Rome, where he lost in straight sets to then No. 15 Dominic Thiem. But Federer missed Roland Garros that year due to injury after 65 consecutive Grand Slam appearances.

To mark Federer’s return to the red dirt, ATPTour.com takes a look back and remembers 10 of his key clay-court moments.

10. 2015 TEB BNP Paribas Open final, Federer d. Pablo Cuevas 6-3, 7-6(11)
The inaugural TEB BNP Paribas Open in Istanbul had the dream top seed and the dream champion. Federer swept the ATP 250 event, surviving two three-set battles with Spain’s Daniel Gimeno-Traver and Argentina’s Diego Schwartzman before beating Pablo Cuevas in the final.

His Istanbul title on 3 May 2015 remains his most recent triumph on clay. Federer has 11 clay-court titles (11-15 in finals), good enough for fourth among active players, and only two behind World No. 1 Novak Djokovic and Spanish legend David Ferrer, who is retiring after Madrid.

Active Clay-Court Title Leaders

9. 2002 Hamburg European Open final, Federer d. Marat Safin 6-1, 6-3, 6-4
Before Federer won Wimbledon or any grass-court title, he triumphed on clay and at the ATP Masters 1000 level. Federer won the Hamburg tournament when it was still a Masters 1000 event for only his third tour-level title.

The Swiss, then No. 14 in the ATP Rankings, beat No. 5 Marat Safin of Russia in the final, but in the quarter-finals, Federer gained one of his biggest clay-court wins, upsetting No. 7 Gustavo Kuerten of Brazil. It would be Federer’s only FedEx ATP Head2Head win against ‘Guga’ (1-2, all on clay), a former No. 1 and three-time Roland Garros champion.

Federer has since added 27 more Masters 1000 crowns, including his most recent at the Miami Open presented by Itau in March (d. Isner).

8. 2006 Internazionali BNL d’Italia final, Rafael Nadal d. Federer 6-7(0), 7-6(5), 6-4, 2-6, 7-6(5)
Federer and Nadal have played 32 matches since they met in the 2006 Rome final. Yet the five-set contest that lasted more than five hours remains one of their greatest clashes.

Nadal had beaten Federer three weeks earlier at the Rolex Monte-Carlo Masters, but Federer took an early lead by blanking the Spaniard in the first-set tie-break. Three sets of back-and-forth tennis followed, but Federer appeared on the rise as he led by a break, 4-1, in the fifth set. Nadal broke back but Federer still had two championship points on Nadal’s serve at 5-6, 15/40.

Read More: Rafa v. Roger: The Match That Cemented Their Rivalry

Two missed forehands, however, would help Nadal force a tie-break, where he beat Federer for the third time in 2006 and for the fifth time in six FedEx ATP Head2Head meetings.

“I had a couple of match points. I pulled the trigger too early and ended up losing the match,” Federer said in 2011. “But I think the crowds were fantastic. I definitely played some of the best attacking tennis on clay I could play. He defends so well and makes you doubt.”

Watch Highlights From The 2006 Rome Classic

7. 2009 Mutua Madrid Open final, Federer d. Nadal 6-4, 6-4
Rafael Nadal was nearly unbeatable on clay. The Spaniard had won 33 consecutive clay-court matches, and had been 150-4 during his past 154 matches on the surface.

But Federer picked up more confidence against the Spaniard on clay by winning his first title of the season and his 15^th Masters 1000 crown, tying Nadal’s tally. The Swiss broke Nadal once in each set, and more than doubled Nadal’s winner count (25 to 12). The Spaniard fought well despite having played a four-hour semi-final with Djokovic the day prior.

Federer and Nadal’s rivalry was still in its early stages, yet it was already the 16^th time they had met in a final. Nadal led their FedEx ATP Head2Head series 13-7.

The confidence boost Federer gained in Madrid would prove vital weeks later at Roland Garros. Nadal, a four-time defending champion, fell to Swede Robin Soderling in the fourth round, and Federer, in his fourth final, won his first Roland Garros, completing the Career Grand Slam.

6. Federer’s Overall Success On Clay: Third-Best Win Percentage Among Active Players
Federer’s time on clay has been dominated by his rivalry with Nadal – and the Spaniard’s success in that FedEx ATP Head2Head series. But Nadal’s record against Federer on clay (13-2) has overshadowed the Swiss’ own impressive marks on the red dirt.

Federer has won 76 per cent of his matches on clay, third-best among active players.

Best Clay-Court Win Percentage Among Active Players

5. Federer’s Best Years On Clay: 2005-09
Federer is 214-68 lifetime on clay, but he played his best tennis on clay from 2005-09, going 86-14, which includes his 2-9 record against Nadal. If you remove those 11 matches against the all-time great, the Swiss was 84-5 (.944) against everyone else.

Federer From 2005-09
2005: 15-2 (0-1 vs. Nadal)
2006: 16-3 (0-3 vs. Nadal)
2007: 16-3 (1-2 vs. Nadal)
2008: 21-4 (0-3 vs. Nadal)
2009: 18-2 (1-0 vs. Nadal)

4. 2007 Hamburg European Open final, Federer d. Nadal 2-6, 6-2, 6-0
The odds were stacked against Federer winning his fourth Hamburg title. The 20-year-old Nadal had won 81 consecutive matches on clay, was 5-0 against Federer on the red dirt and had already celebrated four tour-level titles in 2007. Nadal also had won 13 straight clay-court crowns.

The Spaniard raced to a 6-2 lead, putting him within a set of more perfection. Nadal was pouncing on short balls and broke Federer twice. But the Swiss regained momentum by breaking early in the second, and he raced through the third to win his 13^th Masters 1000 title (fourth on clay). It was Federer’s first title in five tournaments, snapping his worst slump since becoming No. 1 in February 2004.

“If I had to lose to anyone, Roger is the man,” said Nadal said, who avenged the loss in the Roland Garros final, beating Federer in four sets for the second consecutive year.

3. 2011 Roland Garros Semi-final, Federer d. Novak Djokovic 7-6(5), 6-3, 3-6, 7-6(5)
Novak Djokovic was having one of the best starts to a season in history. The Serbian had won 43 consecutive matches, including title runs at the Australian Open (his second) and four Masters 1000 events – Indian Wells, Miami, Madrid and Rome – to bring his title tally at the elite level to nine. Wins against Federer accounted for three of his 43 victories.

Djokovic also had beaten Federer in their past two Grand Slam semi-finals. But at Roland Garros, Federer, who hadn’t reached a clay-court final yet that season, ended Djokovic’s reign to reach his fifth Roland Garros championship.

Federer faced Nadal in the final for the fourth time in six years, but the Swiss fell short of his second Paris title, losing in four. The Spaniard beat Federer for the sixth time in eight Grand Slam finals and matched Bjorn Borg’s all-time Roland Garros title haul with six.

2. Federer’s Four Consecutive Roland Garros Finals
Federer fell short in three of them, but the consistency he showed by reaching four consecutive Roland Garros finals puts him in select company. Only four other players since 1924 have reached four or more consecutive Roland Garros title matches.

Consecutive Roland Garros Final Appearances

1. 2009 Roland Garros final, Federer d. Robin Soderling 6-1, 7-6(1), 6-4
The external pressure was growing, and the questions seemed louder every year: When would Roger Federer complete the Career Grand Slam by winning Roland Garros?

The 2009 season hardly seemed like the year. Federer was moved to tears after his Australian Open final loss to Nadal, and the Swiss didn’t win a title until the Mutua Madrid Open in May, beating Nadal for the Masters 1000 crown.

Roland Garros started rough as well. Federer fell behind two sets to none against German Tommy Haas in the fourth round, but recovered in a sprint to the finish 6-7(4), 5-7, 6-4, 6-0, 6-2. In the semi-finals, Federer faced more trouble, going down two sets to one against Juan Martin del Potro before again finding his way out of danger.

Federer had reached his fourth consecutive Roland Garros final. But for the first time, someone other than Rafael Nadal was waiting, and Federer seized his moment. The Swiss beat Nadal’s conqueror, Sweden’s Robin Soderling, becoming at the time only the sixth player to complete the Career Grand Slam, joining Fred Perry (1935), Don Budge (1938), Rod Laver (1962), Roy Emerson (1964) and Andre Agassi (1999).

The missing hardware in his trophy case was no more, and the questions about when or if Federer would win Roland Garros ended.

It is still early in 2019, but with the top of the ATP Race To London as tight as ever at this point of the year, ‘moving season’ will be even more important.

World No. 1 Novak Djokovic, who is trying to finish year-end No. 1 in the ATP Rankings for a record-tying sixth time (also Pete Sampras), currently leads the Race with 2,405 points, mostly thanks to his victory at the Australian Open (2,000 points). But with a maximum of 6,000 points available at four tournaments alone from the Mutua Madrid Open through Wimbledon (Madrid, Rome, Roland Garros, Wimbledon), there will be plenty of opportunities for players to stake their claim for the top spot or make a move to position themselves to qualify for the Nitto ATP Finals.

The gap between first-placed Djokovic (2,405) and sixth-placed Daniil Medvedev (1,555) is just 850 points. In recent years, it has not been nearly that close.

ATP Race To London Standings

^{*Standings as of 29 April 2019}
Last year before Madrid, Race leader Roger Federer led second-placed Juan Martin del Potro by 990 points. In 2017, first-placed Federer led No. 2 Nadal by 2,455 points. In 2015 and 2016 the gap between the first two players in the Race was 2,715 and 2,690 points, respectively. So whereas there is typically a bigger gap at the top of the Race, one big tournament can make a major difference for a number of the ATP Tour’s stars.

Closely following current Race leader Djokovic are Miami champion Federer (2,280), Monte-Carlo and Barcelona semi-finalist Nadal (2,145), Indian Wells titlist Dominic Thiem (1,735), reigning Next Gen ATP Finals champion Stefanos Tsitsipas (1,595) and Medvedev (1,555).

A year ago, three of those players made a significant charge during ‘moving season’ from Madrid through Wimbledon. Nadal added 3,900 points to climb from third place to top spot in the Race. Djokovic, who entered Madrid 76th in the Race, earned 3,065 points to ascend to fifth place. Thiem, who made the final at Madrid and Roland Garros, added 1,980 points to charge from 11th to sixth.

Notable Points Earned From Madrid Through Wimbledon (2018)

What will give some of the Race’s leaders confidence is that not only are there a lot of points up for grabs over the next two months, but they are already significantly ahead of where they were last year.

Djokovic might not have advanced past the quarter-finals in his past three tournaments, but he still has 2,405 points in the Race, which is 2,115 points more than he had at this point last season. Thiem has 720 more points compared to last year and Tsitsipas has 914 more points.

Federer will also have a big chance to make a move as he gets set to compete on clay for the first time since 2016. The Swiss is scheduled to play clay-court events at Madrid and Roland Garros instead of just competing on grass ahead of the North American hard-court swing.

This stretch will also give players who are off to a slower start this season a chance to claw their way back into Race contention. Reigning Nitto ATP Finals champion Alexander Zverev, after losing in the Munich quarter-finals, has just 690 points this year. But in 2018 he claimed 2,050 points from Madrid through Wimbledon. Marin Cilic is trying to reach London for the fifth time, but he is currently 82nd in the Race with 245 points.

The top of the Race may be open now. But after ‘moving season’, the charge for year-end No. 1 should become clearer.

Get your popcorn ready for the Mutua Madrid Open; you’ll need it early and often. ATPTour.com takes a look at the five matches to watch in the first round of the clay-court ATP Masters 1000 tournament held at the Caja Magica in Spain.

Denis Shapovalov vs. Felix Auger-Aliassime
These two #NextGenATP stars have taken the ATP Tour by storm, and they will battle for the right to face five-time Madrid champion Rafael Nadal.

In the pair’s only previous FedEx ATP Head2Head meeting, the Canadians were locked in a battle in the first round of last year’s US Open, at one-set apiece, when Auger-Aliassime was forced to retire due to a reoccurring heart condition.

“I told him to keep his head up. We’re going to have so many matches together. Obviously it’s never easy playing against him because he’s such a close friend of mine. There’s a lot of noise going on, a lot of hype whenever these matches come around. Obviously that’s great for Canadian tennis, raising the level,” Shapovalov said that day. “It’s not easy when you know the person. It’s actually a pretty tough match for both of us. Yeah, it’s been a crazy ride with him. Hopefully it continues.”

Shapovalov reached his second Masters 1000 semi-final in Madrid last year, beating former World No. 3 Milos Raonic and British No. 1 Kyle Edmund en route to the last four. On the other hand, Auger-Aliassime has broken out in 2019, reaching his first ATP Tour final in Rio de Janeiro and advancing to the Miami semi-finals, just like Shapovalov.

Daniil Medvedev vs. Guido Pella
Perhaps no two first-round opponents in Madrid are in better combined form on clay than Medvedev and Pella. Medvedev began the year with just two clay-court wins, but the Russian, who’s at a career-best No. 14 in the ATP Rankings, advanced to the semi-finals in Monte-Carlo and the championship match in Barcelona.

Pella leads the ATP Tour with 19 clay-court wins in 2019, making the quarter-finals or better in five of his six tournaments on the surface this year. The Brasil Open champion, ranked a career-high 26th, beat Medvedev in their only previous FedEx ATP Head2Head meeting three years ago in Nice in a final-set tie-break, but Medvedev was only 20 at the time.

This should present an interesting stylistic clash between Medvedev, who serves well and excels at neutralising opponent’s aggression — especially off the backhand wing — and Pella, who not only could track down many balls, but likes to dictate play with his heavy lefty forehand. Both players are inside the Top 10 on the ATP Tour this year in return games won. 

David Ferrer vs. Roberto Bautista Agut
This could be the final match of Ferrer’s illustrious career. The former World No. 3 would likely want it no other way than competing against another tough player in Bautista Agut.

Ferrer, who owns a 2-1 FedEx ATP Head2Head series lead against his countryman (all four-setters at the Australian Open, Wimbledon and the US Open), has shown signs of his vintage form in recent months despite slipping from the Top 100, eliminating reigning Nitto ATP Finals titlist Alexander Zverev in Miami. Ferrer also cruised past Frenchman Lucas Pouille in Barcelona.

But Bautista Agut has shown a good level in 2019, winning in Doha to start the year and advancing to three more quarter-finals. The winner of this match will face defending champion and third-seeded Zverev in the second round.

Fabio Fognini vs. Kyle Edmund
Rolex Monte-Carlo Masters champion Fognini makes his return for the first time since his breakthrough victory in Monaco. The Italian showed his best tennis in the Principality, playing attacking tennis to stun 11-time champion Rafael Nadal in the semi-finals before defeating Dusan Lajovic for his biggest trophy yet.

But the 10th seed will not have it easy against Edmund, who made the semi-finals on clay in Marrakech last year. The Brit won two matches apiece in Indian Wells and Miami this year, and also won the ATP Challenger Tour event at Indian Wells.

Fognini beat Edmund in their only previous FedEx ATP Head2Head meeting last year at Roland Garros, coming from behind for a 6-3, 4-6, 3-6, 6-4, 6-4 victory. Both players like to step into the court to control play, so the battle will likely be determined by which competitor could more consistently attack first in the rally and dictate from there.

Borna Coric vs. Lucas Pouille
If you are looking for a baseline battle, get ready for this match between the 13th-seeded Croatian and the Frenchman, who cracked the Top 10 last March.

Coric has won two of the pair’s three FedEx ATP Head2Head meetings, with Pouille earning his lone victory earlier this year in the fourth round of the Australian Open. The eventual Melbourne semi-finalist needed three hours and 15 minutes to win in four sets.

Coric has reached the quarter-finals at two of this year’s three Masters 1000 tournaments (Miami and Monte-Carlo), while Pouille will be keen to overcome a six-match losing streak with a confidence-boosting win.

Honourable Mentions:
Marco Cecchinato vs. Diego Schwartzman (Cecchinato leads 1-0)
Karen Khachanov vs. Jaume Munar (First meeting)

Five-time Mutua Madrid Open champion Rafael Nadal will face a blockbuster opening-match against Denis Shapovalov or Felix Auger-Aliassime at La Caja Magica this year.

Aiming to clinch his 50th tournament victory in the Spanish capital (49-11), the 80-time tour-level titlist will meet the winner of the all-Canadian #NextGenATP clash for a place in the third round . Nadal is bidding to reach his ninth championship match in Madrid this year (5-3), but will be well aware of the immediate threat that both potential second-round opponents pose.

Shapovalov has enjoyed success in Madrid already, having defeated Milos Raonic and Kyle Edmund en route to the semi-finals last year. The 20-year-old Canadian also has experience of beating the Spaniard at a Masters 1000 event, defeating Nadal in a final-set tie-break at the 2017 Coupe Rogers.

Fellow Canadian Auger-Aliassime is currently playing the best tennis of his career. The World No. 30, who has risen 78 positions in the ATP Rankings this year, reached his first ATP Tour final at the Rio Open presented by Claro (l. to Djere) in February and advanced to his maiden Masters 1000 semi-final at the Miami Open presented by Itau (l. to Isner) in March.

Nadal shares his quarter of the draw with 2014 final opponent Kei Nishikori, former World No. 3 Stan Wawrinka and Daniil Medvedev, who reached the Rolex Monte-Carlo Masters semi-finals last month (l. to Lajovic). Medvedev will meet in-form Guido Pella in one of the picks of the first-round matches. Pella leads the ATP Tour with 19 victories on clay this year.

Novak Djokovic and Roger Federer were both drawn into the top half of the draw. Following a first-round bye, World No. 1 Djokovic will meet Grigor Dimitrov or a qualifier for a spot in the third round. At that stage, the 2011 and 2016 champion could face Marco Cecchinato of Italy in a repeat of their quarter-final at Roland Garros last year. Djokovic also shares the top quarter of the draw with US Open runner-up Juan Martin del Potro and ninth seed Marin Cilic.

Three-time Madrid titlist Federer’s highly anticipated return to clay will see the Swiss open his campaign against Richard Gasquet or Millennium Estoril Open semi-finalist Alejandro Davidovich Fokina. Competing on the red dirt for the first time since the 2016 Internazionali BNL d’Italia, Federer will be eager to improve on his 35-8 record in the Spanish capital.

Federer has had an impressive start to the 2019 season, with title runs at the Dubai Duty Free Tennis Championships (d. Tsitsipas) and the Miami Open presented by Itau (d. Isner). The 37-year-old is one of only two players, alongside Dominic Thiem, to have lifted multiple ATP Tour trophies in 2019. Federer could meet Thiem at the quarter-final stage, with Monte-Carlo champion Fabio Fognini also featuring in a packed section of the draw.

Defending champion Alexander Zverev headlines the third quarter of the draw. The German did not drop his serve en route to the title last year, defeating John Isner, Shapovalov and Thiem in consecutive matches to lift the trophy and improve his tournament record to 8-1.

Zverev will meet Roberto Bautista Agut or David Ferrer in the second round. The Masters 1000 event will be the final tournament of Ferrer’s career, which has seen the Spaniard lift 27 ATP Tour titles and reach a career-high No. 3 in the ATP Rankings. Zverev shares the third quarter of the draw with fellow seeds Stefanos Tsitsipas, Karen Khachanov and Borna Coric.

Read Ferrer: “In The End, All You Have Left Is The Person”

The Mutua Madrid Open is the second of three clay-court ATP Masters 1000 tennis tournaments, following the Rolex Monte-Carlo Masters and ahead of next week’s Internazionali BNL d’Italia in Rome.

Rafael Nadal will look to add to his record haul of five titles in Madrid and 33 at ATP Masters 1000 tournaments. Novak Djokovic, who has a 2-0 mark in Madrid finals, can match the Spaniard’s Masters 1000 titles mark with victory this coming week. Alexander Zverev enters as the defending champion, while three-time Madrid titlist Roger Federer makes his first appearance on clay since 2016. Dominic Thiem will look to win his second clay-court title of the season following his recent triumph at the Barcelona Open Banc Sabadell.