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Macaulay Culkin shared his sweet reaction after his brother Kieran Culkin won the Oscar for Best Supporting Actor for A Real Pain during the March 2 awards show, hosted by Conan O’Brien.

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Macaulay Culkin became emotional after his younger brother, Kieran Culkin, won the Oscar for Best Supporting Actor at the 2025 Academy Awards. Speaking at the Vanity Fair Oscars party, Culkin ...

Kieran Culkin’s Oscars victory for A Real Pain got tainted by the weirdest debate that ensued from his heartfelt acceptance speech.

Culkin, who won the 2025 Oscar for best supporting actor, then described winning an Emmy in 2024 and how he’d spent part of that acceptance speech talking about how his wife, Jazz Charton, promised a ...