10 most painful Grand Slam defeats for Roger Federer

#9 2018 Wimbledon quarter final: Anderson beat Federer 2-6 6-7(5) 7-5 6-4 13-11

Roger Federer trudges disappointingly off the court following a fifth set defeat to Kevin Anderson

Defending champion and top seed, Roger Federer, arrived at Wimbledon in imperious form. Continuing from his eight title run in 2017 when he didn't drop a set, Federer reeled off four consecutive straight set victories before facing South African, Kevin Anderson, in the quarters.

The Swiss eked out a two-set lead and another straight set win looked on the anvil. Federer though stood to massively rue an unconverted match point on the Anderson serve deep in the third set as he went on to lose 11-13 in the fifth, for only his third Grand Slam defeat from two sets up (2011 Wimbledon QF vs Tsonga, 2011, US Open semifinal against Djokovic).