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Macaulay Culkin ‘Cried’ Over Brother Kieran Culkin's 2025 Oscar Win

Macaulay Culkin recalled his sweet reaction to brother Kieran Culkin winning Best Actor in a Supporting Role at the 2025 Oscars

( Anora ’s Yura Borisov, A Complete Unknown ’s Edward Norton, The Brutalist ’s Guy Pearce and The Apprentice ’s Jeremy Strong were also nominated in the category.) Kieran Culkin is officially an Academy Award winner after earning Best Actor in a Supporting Role at the 2025 Oscars for his performance in A Real Pain. He played the role of Benjamin “Benji” Kaplan in the film directed by “genius” Jesse Eisenberg.

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