Kieran Culkin won the Oscar for best supporting actor Sunday at the 97th Academy Awards, completing a sweep of the category that followed his dominance in television awards last season. The award, for portraying the chaotic but endearing Benji in Jesse Eisenberg’s “A Real Pain,

Macaulay Culkin shared his reaction to his brother Kieran Culkin's Oscar win during the Vanity Fair Oscar Party livestream.

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.