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.

Macaulay Culkin is celebrating his brother Kieran Culkin’s Supporting Actor win at the Oscars on Sunday. At the Vanity Fair Oscar party, Macaulay and wife Brenda Song spoke to Tan France about their emotional reaction.

After sweeping through Oscar season and running the table — including last week at the SAG Awards and the Indie Spirits — Kieran Culkin was never going to lose the Academy Award for his performance as the spirited but tortured Benji Kaplan in Jesse Eisenberg's seriocomic buddy pic A Real Pain.