2009 Wimbledon vs. Andy Roddick — 5-7 7-6 (8-6) 7-6 (7-5) 3-6 16-14

Federer leaped into the air with joy as a epic match with a determined Andy Roddick came to a close, after the longest fifth set in Wimbledon history. The Swiss won a record 15th Grand Slam title, defeating Roddick in four hours and 16 minutes to claim his sixth Wimbledon crown. For much of the match, it seemed that Roddick would rule the day, but Federer fought back brilliantly, eventually prevailing and in the process returning to number one in the world rankings.

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