It was a tough day at the office for the Aussies in the round of 32 at the Monte Carlo Masters, with all three remaining players knocked out of the tournament.
Jordan Thompson was up against reigning champion Fabio Fognini, with the Italian simply too strong for the Sydneysider.
Fognini won 70% of points on his first serve and converted on four from eight break points to notch a 6-3, 6-3 win. The Italian will now face Filip Krajinovic in the third round.
John Millman also went down, falling 6-1, 6-4 to the 16th seed Cristian Garín. Millman was largely outplayed by the clay court specialist.
Alexei Popyrin put up the biggest fight of the day, narrowly losing 7-5, 2-6, 6-3 to French wildcard Lucas Pouille. Popyrin only served at 51% on his first serve and converted on four from 12 break points.
The Aussie smashed his racquet in disappointment at the end of the match, pondering what could have been. Despite the loss, the 21-year-old will rise to a new career high ranking of No. 79 next week.
Around the grounds, Rafael Nadal looked at ease with a 6-1, 6-2 win over Federico Delbonis. Novak Djokovic also looked quite comfortable with a 6-4, 6-2 victory over Italian teen sensation Jannik Sinner.
“It feels great [to be back and] also playing in Monaco, where I reside,” said Djokovic in his post-match interview.
Other notable victors included Pablo Carreño Busta, Casper Rudd, Alexander Zverev, Dan Evans, David Goffin and Andrey Rublev.
At the Charleston Open, Ajla Tomljanović looked out of sorts going down 6-1, 6-4 to Clara Tauson. Tomljanović converted on a mere one from 10 break point opportunities.
Danka Kovinić, Nao Hibino and Shelby Rogers were the other victors of the day.
On the doubles side of things, Astra Sharma and partner Naomi Broady received a walkover in the round of 16.
Arina Rodionova and partner Rosalie Van Der Hoek lost to Jamie Loeb and Erin Routliffe 6-1, 4-0 before they were forced to retire due to an injury.
On the Challenger Tour in Orlando, Aussie Matt Ebden and doubles partner Yuki Bhambri claimed a 7-6 (5), 6-2 win over Americans Thai-Son Kwiatkowski and Denis Kudla.
At the ATP Challenger in Belgrade, Serbia, John Patrick-Smith lost his doubles in three tight sets.
At the W15 Monastir ITF event, Aussie Alexandra Osborne crashed out in the opening round, going down to Anja Wildgruber 1-6, 3-6.
At the W15 Cario ITF event Tina Smith advanced to the second round with a 6-2, 6-2 win.
Olivia Gadecki was also on the winners list, advancing to the second round of the ITF event in Antalya, with a 6-3, 6-3 win over Semra Aksu.
Jumping over to the doubles, Olivia Gadecki and Partner Sada Nahimana advanced to the quarterfinals thanks to a 6-4, 6-4 win over Nuria Brancaccio and Maria Paulina Perez-Garcia.
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