1989 Wimbledon Championships – Men's Singles a Grand Slam tournament since the 1985 US Open final. The tournament also featured the first appearances of future champions Pete Sampras and Michael Stich in the main draw. Mats Wilander was about to complete the career Grand Slam in his career and losing to McEnroe in the quarterfinals. Ivan Lendl "(Semifinals)" 1989 Wimbledon Championships – Men's Singles Boris Becker defeated the defending champion Stefan Edberg in the final, 6–0, 7–6, 6–4 to win the Gentlemen's Singles tennis title at the 1989 Wimbledon Championships. The semi-final match between Ivan Lendl and eventual champion Becker became at the time the longest
2008 Wimbledon Championships – Men's Singles Bozoljac. 2008 Wimbledon Championships – Men's Singles Rafael Nadal defeated the five-time defending champion Roger Federer in the final, 6–4, 6–4, 6–7, 6–7, 9–7 to win the Gentlemen's Singles tennis title at the 2008 Wimbledon Championships. It was the longest championship match in Wimbledon history with play lasting four hours and 48 minutes, and with two rain delays. The event stretched over seven hours ending just before nightfall, and is widely considered to be the greatest match in tennis history. Roger Federer "(Final)" Gaël Monfils withdrew due to a shoulder injury. He was replaced in the draw by Lucky Loser