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Roma will face Real Madrid in the second matchday of the UEFA Champions League league phase on Wednesday 14 October at the Stadio Olimpico. The fixture carries added significance with José Mourinho returning to the ground where he spent 987 days as Roma manager, culminating in the Conference League triumph in Tirana, now in charge of the Spanish champions. Real Madrid arrived at the fixture in strong form. They won 1–0 at home against Villarreal in La Liga's eighth round, with Yan Diomande—a new arrival from Leipzig for a fee near €150 million—securing the victory. Vinícius Júnior was sent off for violent conduct in that match. In the Champions League, Madrid opened their campaign with a 2–1 victory over Inter, goals from Kylian Mbappé and Federico Valverde. Both players had carried injury concerns into the Villarreal fixture—Mbappé with a left knee problem and Valverde with a left ankle sprain—but featured in that match and will therefore be available at the Olimpico. Mourinho addressed his return in emotional terms. "My departure from Roma hurt my heart," he said, "but there will never be a word from me against Roma or its ownership: when I leave, I leave clean and with the feeling that it will be my home forever." On the reception he might receive: "I must prepare myself because it is the first time I go to Roma without the support of the giallorossi fans. What welcome do I expect? I do not expect chants or banners, only great respect." Roma and Real Madrid have met 12 times, with Madrid holding a record of eight victories, three Roma wins and one draw. The most cherished memory for Roma came in the 2007–08 Champions League round of 16, when Luciano Spalletti's side beat Madrid home and away, winning 2–1 at both the Olimpico and the Bernabéu to reach the quarter-finals. Madrid's threat centres on Mbappé's pace and ability to attack in depth, supported by Jude Bellingham's intensity and ball recovery in midfield, Arda Güler's creativity between the lines, and Vinícius Júnior's threat in one-on-one situations. Mourinho is expected to deploy a 4–2–3–1 formation with Courtois in goal, a defence of Alexander-Arnold, Konaté, Rüdiger and Cucurella, Valverde and Tchouaméni in midfield, and Arda Güler, Bellingham and Vinícius Júnior supporting Mbappé.

Roma approach their Champions League fixture against Real Madrid in confident mood despite a goalless draw at Como and the early dismissal of Donyell Malen. Playing with numerical disadvantage, Gian Piero Gasperini's side demonstrated solidity and character, underlining the strength of their defence: they have conceded just three goals in six league matches, a figure among the best in Europe's top five divisions. Pierluigi Gollini, deputising for Mile Svilar, delivered a convincing performance. Evan N'Dicka proved reliable, while Gianluca Mancini provided edge. In midfield, Marten de Roon stood out, covering 11,657 kilometres — more than any other player on the pitch — and confirming his contribution in work rate and tactical intelligence. The block of former Atalanta players delivered strong responses.

A new mural by street artist Drugi has appeared in Rome ahead of José Mourinho's return to the Olimpico on Wednesday evening, when he will lead Real Madrid against Roma in the Champions League. The artwork marks a symbolic moment as the Special One prepares to face his former club for the first time since departing the Giallorossi. Mourinho's tenure at Roma culminated in the club winning the UEFA Europa Conference League in Tirana—a trophy drought ended after decades. The bond between Mourinho and Roma supporters remains evident despite the passage of time and his subsequent move away. Wednesday's fixture represents an unusual emotional undertone for Roma fans, who must balance affection for their former manager with the competitive demands of the match. Accompanying Drugi's mural is a caption that captures the sentiment of Roma's fanbase: "We held hands on the roof of Europe. For one night we will forget the love, but we will never forget who we were." The quote references both Mourinho's years at the club and the Conference League triumph in Tirana. For ninety minutes on Wednesday, however, Mourinho will be an opponent. The memory of what was built together cannot be set aside entirely, even as the two sides prepare to compete.