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,

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,

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.