Proud sibling Macaulay Culkin is not at all surprised that his younger brother, Kieran Culkin, won his first Oscar at the 2025 Academy Awards. Speaking to host Tan France on the red carpet of Vanity Fair 's annual Oscars afterparty in Los Angeles on Sunday,

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 Macaulay Culkin and his partner, fellow actor Brenda Song, watched.

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.