1985 Wimbledon Championships – Men's Singles record would eventually be broken by Michael Chang at the 1989 French Open. John McEnroe "(Quarterfinals)" 1985 Wimbledon Championships – Men's Singles John McEnroe was the defending champion but lost in the quarterfinals to Kevin Curren. Curren also defeated Jimmy Connors in the semifinal and became the first player ever to defeat both Connors and McEnroe in the same Grand Slam tournament. Boris Becker defeated Curren in the final, 6–3, 6–7, 7–6, 6–4 to win the Gentlemen's Singles tennis title at the 1985 Wimbledon Championships. Becker became the first unseeded player and the first German to win the Wimbledon singles
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