After representing England at Youth, Under 21 and "B" level, Dyer's debut for the senior team came on 4 September 1999 when he started in England's 6–0 win against Luxembourg. He was deployed out of position at right back, and was replaced by Gary Neville at half-time after injuring himself while setting up Alan Shearer's third goal of the match. The injury was not serious and he was able to make his second England appearance four days later, coming on as a late substitute for Steve McManaman in a 0–0 draw with Poland. England qualified for the Euro 2000 competition but Dyer was not selected for the squad for the tournament, though he had recovered from injury and taken part in pre-tournament friendlies against Argentina and Ukraine. Along with a number of other young players who failed to make the squad – including Rio Ferdinand, Frank Lampard, Michael Duberry, Jody Morris and Jonathan Woodgate – Dyer took a drunken holiday to the Cypriot resort of Ayia Napa. The holiday hit the headlines when a video of Dyer, Ferdinand and Lampard having sex with a number of women was leaked to "The News of the World". Shortly after the story broke, it was revealed that Dyer had spent a night in hospital after being glassed in the face during a fight in an Ipswich night club.