1949
 
Monday, 10 October 1949
F.A. Cup - 1Q 2R
Attendance: 4,300
 
Kingstonian
?
6 - 3
Wimbledon
Freddie Gauntlett, Doug Munday, Charlie Smith

Two days later Wimbledon returned to Richmond Road for another attempt to earn the right to play Epsom in the next round. They were without Vic Bird and Jack Wallis, Harry Bull stepping in to partner Jim Smith at outside-right and Charlie Smith coming in alongside Freddie Gauntlett on the other wing. Pat Field continued to deputise for Ron Head. Kingstonian brought back Scott and Drawwater.

Whing opened the scoring in the eighth minute, but Wimbledon were dominant and Charlie Smith scored a clever equaliser seven minutes later, and a minute after that Doug Munday sent in a long shot that evaded Hounslow and put them in the lead. Only sound defensive play from the home backs, with Stoker again prominent, prevented further goals before the interval.

Four minutes after the break astute passing between Harry Stannard and Munday set up Freddie Gauntlett for Wimbledon’s third goal and it looked a certainly that they would progress to the next round, but there was a rapid turn of event, starting in the fifty-second minute when Jack Haydock was beaten by a long range drive from Stoker and, two minutes later, Holding levelled the scored. The effect of those two quick goals was to demoralise the visiting defence and they noticeably crumbled, although it later transpired that Haydock had also been injured. Haydock misjudged a cross from Scott that went through his out-stretched arms and into the net, and there were further goals from Holding and Church to add to the Dons’ discomfiture. Wimbledon had to be content with a share of the 22,700 combined gate over the three games.