1985 Wimbledon Championships – Men's Singles 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 title, as well as the youngest ever male Grand Slam singles champion at . This latter
2009 Wimbledon Championships – Men's Singles last time where an American male player reached the semifinals of a Grand Slam until Sam Querrey reached the semifinals of the 2017 Wimbledon Championships eight years later. Rafael Nadal "(Withdrew)" 2009 Wimbledon Championships – Men's Singles Rafael Nadal was the defending champion, but withdrew from the tournament due to knee tendinitis. In a repeat of the 2004 and 2005 finals, Roger Federer defeated Andy Roddick in the final, 5–7, 7–6, 7–6, 3–6, 16–14 to win the Gentlemen's Singles tennis title at the 2009 Wimbledon Championships for the sixth time. It became the longest men's singles final (in terms of