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The longest tennis match ever happened during the Australian Open men’s final in 2012. Novak Djokovic and Rafael Nadal, the two greatest men's players of the era. did battle on the court for an unbelievable five hours and 53 minutes – including an exhausting 31-shot rally - in what is considered the greatest tennis match of all time. The winner? It was Djokovic for his third straight Grand Slam title.