Defending champion Roger Federer lost 6-7 (5-7) 7-6 (7-5) 7-5 7-6 (7-5) to world number 116
Sergiy Stakhovsky in the second round at Wimbledon.
Seven-time winner Federer, 31, was made to look sluggish by his Ukrainian opponent, who played inspired serve-and-volley tennis on Centre Court.
It is Federer's earliest exit at Wimbledon since 2002, when he was beaten in the first round.
Federer's defeat is further good news for Britain's second seed Andy Murray.
Fifth seed and two-time champion Rafael Nadal was also on Murray's side of the draw but lost in the first round.
And sixth seed Jo-Wilfried Tsonga withdrew from his second-round match because of an injury, meaning the highest seed left in Murray's half is 15th.
Federer's defeat meant it was also his earliest Grand Slam exit since losing in the first round of the French Open in 2003.
It also ended the 17-time major champion's run of 36 consecutive quarter-final appearances in Grand Slam events, which started at Wimbledon in 2004.
"When you play Federer at Wimbledon it's like you're playing two people," said Stakhovsky, "Federer and his ego.
"I hoped he wouldn't get too far away from me and I hung in there every game on my serve, trying to play for a tie-break.
"It was magic, I couldn't play any better today. Every important point I played well and I served and volleyed incredibly well."
The 27-year-old Stakhovsky's previous best display at Wimbledon was reaching the second round in 2011 while he has never gone beyond the third round at a Grand Slam event.
It was Federer's first defeat by a player ranked outside the top 100 since losing to 101-ranked Richard Gasquet at Monte Carlo in 2005.
It was also the earliest defeat for a defending Wimbledon men's singles champion since Lleyton Hewitt lost to Ivo Karlovic in the first round in 2003.
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