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.

Macaulay Culkin revealed at the Vanity Fair Oscars party (via Entertainment Weekly) that he cried when his younger brother Kieran Culkin won the Oscar for best supporting actor at the 2025 Academy Awards. It turns out that category was the only part of the Oscars telecast that Culkin and his wife, fellow actor Brenda Strong, watched.

Macaulay Culkin is not at all surprised that younger brother Kieran Culkin won his first Oscar at the 2024 Academy Awards: 'I cried.'