1999 Wimbledon Championships – Men's Singles 1999 Wimbledon Championships – Men's Singles Pete Sampras successfully defended his title, defeating Andre Agassi in the final, 6–3, 6–4, 7–5 to win the Gentlemen's Singles tennis title at the 1999 Wimbledon Championships. With this win, his sixth at Wimbledon, Sampras broke Björn Borg's then open era record of five Wimbledon titles, and equalled Roy Emerson's then record of twelve Grand Slam titles. Sampras' victory over Agassi in the final is often cited as one of the greatest performances in a Wimbledon final. However, despite his victory, Sampras lost his No. 1 ranking when the ATP rankings were updated a
2014 Wimbledon Championships – Men's Singles 2014 Wimbledon Championships – Men's Singles Andy Murray was the defending champion, but was defeated by Grigor Dimitrov in the quarterfinals. Novak Djokovic defeated Roger Federer in the final in five sets, 6–7, 6–4, 7–6, 5–7, 6–4 to win the Gentlemen's Singles tennis title at the 2014 Wimbledon Championships. It was his second Wimbledon and seventh Grand Slam title; it was also his first win at a major since the 2013 Australian Open. 19-year-old Nick Kyrgios became the first player to reach the quarterfinals on his Wimbledon debut since Florian Mayer in 2004. Kyrgios also became the lowest-ranked player to