He was a member of the infamous Wimbledon "Crazy Gang" that reached the 1988 FA Cup Final. On 12 March 1988, he provided the free-kick from which Brian Gayle headed in the clinching goal against Watford to secure passage to the semi-finals of the FA Cup. In Wimbledon's semi-final match against Luton Town on 9 April, he scored the winner as they reached the final with a 2–1 victory. In the final on 14 May, he played an influential role in defeating heavy favourites Liverpool at Wembley, containing winger John Barnes and supplying the cross from a free kick from which Lawrie Sanchez headed home the winning goal. Wimbledon were unable to compete in the 1988–89 European Cup Winners' Cup, due to the ongoing ban on English teams from European competitions, following the actions of a group of Liverpool supporters in the 1985 European Cup Final Heysel disaster.