Real Madrid won the first leg at White Hart Lane 1-0 when Tottenham's Steve Perryman turned Emilia Butragueno's cross from the right into his own net after only 15 minutes.
It was the first time Tottenham had lost at home in European competition. Up until that point they had won 35 and drawn seven of their 45 matches.
Flashback: Perryman and Camacho exchange pennants prior to their UEFA Cup quarter-final 2nd leg at the Bernabeu
It was also the first time they had failed to score at home in European games. That goal was enough to settle the tie as the second leg at the Bernabeu finished goalless with Perryman having another howler - getting sent off in the 78th minute for a body check on Jorge Valdano.
Madrid went on to win the trophy that year with a 3-2 victory over Inter Milan in the semi-finals and a 3-1 aggregate win over the Hungarian side Videoton in the final.
Seeing red: Perryman is sent-off by referee Bruno Galler for a foul on Valdano
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Source: Daily Mail
Source: Daily Mail