I smiled when Kieran Culkin won the 2025 Oscar Award for Best Supporting Actor for his performance in A Real Pain. As it turns out, the actor’s brother, Macaulay Culkin, had a much more emotional reaction.

Did Macaulay Culkin and wife Brenda Song expect Kieran to win for ‘A Real Pain’? “Of course!” said Song. “Come on, let’s be real.”Macaulay Culkin is celebrating his brother Kieran Culkin’s big night at the Oscars.

The proud sibling admittedly only tuned in to his brother's category during the live telecast.Proud sibling Macaulay Culkin is not at all surprised that his younger brother, Kieran Culkin, won his first Oscar at the 2025 Academy Awards.