The 27-year-old was playing against close friend, Grigor Dimitrov.
Dimitrov beat Andy 6-1 7-6 (7-4) 6-2 on Centre Court in the sweltering summer heat as the Duke and Duchess of Cambridge look on.
Kate and Wills took a sharp intake of breath as it Andy was officially knocked out of the world famous tournament. Andy’s girlfriend Kim Sears also looked on as he crashed out of the competition.
Gracious loser Andy shook hands with his friend and opponent Dimitrov before signing autographs for fans on his way off the court.
Andy’s loss comes a year after he celebrated winning the men’s Wimbledon final after years of training. He is the first British man to win Wimbledon since Fred Perry 77 years ago.
He was then crowned BBC Sports Personality of the Year in 2013 on the back of his jubilant win.
He had previously won gold at the 2012 Olympics.
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Andy split with his coach earlier this year and has been blighted with injury.
The Scotsman and his friend kept their distance as they walked of the court.
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