Macaulay Culkin; Kieran Culkin at the Academy Awards on March 2. Photo:
Matt Baron/BEI/Shutterstock; Stewart Cook/Disney via Getty
Macaulay Culkin is celebrating his brother Kieran Culkin’s big night at the Oscars.
At the Vanity Fair Oscar party on Sunday night following the 97th Academy Awards, Macaulay and wife Brenda Song spoke to red carpet correspondent Tan France about Kieran’s victory in the Best Supporting Actor category.
“Just Best Supporting Actor, that’s the only thing I watched. True story, true story,” quipped Macaulay, 44, when asked about tuning into the Oscar ceremony. “I cried,” he said of his reaction to Kieran’s win, the first of the evening. “And I was like, ‘I’m gonna see you later.’”
First-time nominee and winner Kieran, 42, earned the statuette for his work in Jesse Eisenberg’s A Real Pain, beating out nominees Yura Borisov for Anora, Edward Norton for A Complete Unknown, Guy Pearce for The Brutalist and Jeremy Strong for The Apprentice.
Brenda Song and Macaulay Culkin at the 2025 Vanity Fair Oscar Party on March 2. Amy Sussman/Getty
Did Song, 36, and Macaulay expect the award to go to Kieran? “Of course!” said Song. “Come on, let’s be real. We’re allowed to say that.”
“Yeah, absolutely,” added Macaulay. Kieran (who earned a Golden Globe, Critics Choice Award, BAFTA and Screen Actors Guild Award for the performance) was sitting at the Oscars “front row, aisle, closest to the stage,” said the Home Alone star. “There was no way he was not going to win.”
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Jazz Charton and Kieran Culkin at the Searchlight Pictures Post Oscars Celebration on March 2. David Jon/Getty
Kieran and his Oscar date, wife Jazz Charton, attended the Governors Ball at the Ray Dolby Ballroom upstairs from the ceremony’s Dolby Theatre, and were later photographed partying with Eisenberg, A Real Pain producer Emma Stone and more at Searchlight Pictures’ post-Oscars celebration at Cipriani Beverly Hills.
Asked if he would be seeing Kieran on the big night, Song and Macaulay said they didn’t know. “I don’t know, he’s a busy man!” said Macaulay. “He’s Academy Award-winning actor Kieran Culkin.”
The 97th Academy Awards, hosted by Conan O’Brien, gave the biggest awards of the night to Sean Baker’s Anora. A Real Pain was also nominated for Eisenberg’s original screenplay.
