On 11 November 2008, Spanish third division side Real Unión Club de Irún lost away to Real Madrid, 3-4, in the Round of 32 of the Copa del Rey. Thanks to their 3-2 win in the first leg, however, Irún advanced on an aggregate 6-6 score with a 3-2 advantage in away goals.Irún had already been tested in the cup with early-round wins over CD Lugo (0-3), UE Sant Andreu (2-1), and Barakaldo CF (2-1). Real Madrid, on the other hand, was playing their first match of the tournament, entering the competition in the Fourth Round.
The match was even at 2-2 in the second half, when Real Madrid substitute Alberto Bueno put his team ahead with a goal in the 69th minute. Real Madrid captain Raúl appeared to secure the Blancos' advancement with an 85th-minute strike--his third of the match--but a defensive miscue gave Irún another chance and midfielder Arangoa Eneko Romo scored the decisive goal in the 90th minute.
It was the first time in Real Madrid's history that they were eliminated by a third division side at home. History soon repeated itself, however, as the Blancos were eliminated from the 2009-10 Copa del Rey in the Fourth Round by third division side AD Alcorcón.
Irún's moment of glory was fleeting, as they were eliminated by Real Betis in the Fifth Round, 2-0. In 2009, they were knocked out in the Second Round by second division side RC Celta de Vigo, 2-1.
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