Nick Kyrgios turned in a patchy performance to exit the Toronto Masters 7-6 (7/2), 3-6, 6-3 on Monday at the hands of Wimbledon junior champion Denis Shapovalov.
In his first match since losing to eventual champion Andy Murray in the Wimbledon fourth round, Kyrgios at times showed little interest in his on-court duties, serving at lightning speed with only a few seconds between points.
I just played pretty bad, but he played great and he earned it.
Shapovalov, playing in only his second ATP event, will take on Former top 10 contender Grigor Dimitrov, who is trying to claw his way back in what has been a disappointing season.
The Bulgarian reached the second round with a 5-7, 7-6 (7/5), 6-4 win over Yuichi Sugita.
Australian 12th seed Bernard Tomic beat Alejandro Gonzalez 6-4, 7-6 (7/0) while Jack Sock, the No 16, defeated Denis Kudla 6-2, 6-2.
Dimitrov said he finally turned the corner in the match while trailing 4-1 in the second-set tiebreaker, standing just a handful of points from a first-round exit.