Boro have enjoyed many memorable cup clashes over the years, but few games matched our triple-header with Saturday's opponents Everton, which culminated this week in 1988.
Bruce Rioch's Boro side were Division Two newcomers, with the club having famously escaped liquidation in 1986 and won promoted the following season. Howard Kendall's Everton, meanwhile were Division One heavyweights, having clinched the league title the previous campaign.
The Teessiders earned the fourth round tie by beating Sutton United, for many the big success story of the current FA Cup competition, and what followed was a remarkable series of fixtures.
EVERTON 1 BORO 1 January 30 1988
Graeme Sharp opened the scoring for Everton, but Boro came out fighting after the break and Stuart Ripley hit the post. Minutes later, Gary Hamilton drilled in a low cross for Paul Kerr to score.
Everton then dominated the play and Boro were forced to defend, Gary Pallister blocking a last-minute Dave Watson shot on the line.
BORO 2 EVERTON 2 (AET) February 3 1988
Over 25,000 packed into our old home just four days later. Watson had given Everton the lead, but with the game seemingly over, Boro skipper Tony Mowbray popped up to score a dramatic last-minute equaliser.
When Alan Kernaghan scored nine minutes into injury time it looked as though Boro were on the verge of a major upset, but Everton hit back to make it 2-2 with the last kick of the game.
EVERTON 2 BORO 1 February 9 1988
The tie went to a second replay at Goodison Park the following midweek, but after Stuart Ripley cancelled out another Sharp effort, the outcome was settled seven minutes from time when Mowbray put through his own goal.