First matches The first match between both teams was played on 5 March 1950 at
Fiesta Alegre fronton, as part of the CAVE Cup. Real Madrid won the match by 51–38. Five days later, Real Madrid won again by 35–30. Estudiantes won their first derby on 14 January 1952, by beating the
merengues 31–29. On 6 May 1962, Real Madrid defeated Estudiantes in the final of the
Copa del Generalísimo, played in
Barcelona, by 80–66. However, Estudiantes took revenge in the next edition and achieved their first title with a 64–60 win at Frontón Urumea in
San Sebastián. Real Madrid lost the
1966–67 Liga Nacional in favour of
Juventud de Badalona, after losing in the last round against Estudiantes, with a buzzer-beater by Emilio Segura. Another cup match played on 16 March 1972, became the first draw in a derby as it ended 73–73. Estudiantes and Real Madrid would meet in two more finals played in 1973 and 1975. Real Madrid defeated
Estu widely in both matches by 123–79, the highest win in a final at that moment, and 114–85 respectively. The second draw took place on 9 November 1980, a 94–94 game in the
1980–81 season, where Estudiantes finished as runner-up. On 14 September 1996, Real Madrid signed Estudiantes' captain
Alberto Herreros by paying 230 million
pesetas.
Estu supporters started to refer to him as a "traitor", after he said he left the club "to be able to win titles". New European derbies were played during the
1997–98 EuroLeague. Real Madrid won the first match by 75–64 and Estudiantes the second by 68–65, finally achieving the blues the qualification to the round of 16 two weeks later.
2000s: League semifinals and the brawl in 2004 On 3 October 2004, Real Madrid won an opening league match by 86–77. That match was famous due to a brawl where
Rubén Garcés kicked
Alberto Herreros. ==Head-to-head statistics==