Culkin nabbed his first-ever Oscar for his performance in 'A Real Pain,' beating out Yura Borisov, Edward Norton, Guy Pearce and Jeremy Strong

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.

Brotherly love! Macaulay Culkin, 44, was nothing but proud of his younger brother, Kieran Culkin, 42, after he took home the Oscar for Best Supporting Actor at the 97th annual Academy Awards on Sunday.