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Macaulay Culkin Reveals His Reaction to Brother Kieran Culkin’s Oscar Win

‘I Cried’

The “Home Alone” star said he cried at brother Kieran Culkin’s Oscar win—but he saw it coming.

Macaulay Culkin and Kieran Culkin.
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Macaulay Culkin revealed he got emotional watching his little brother Kieran Culkin win Best Supporting Actor at the Oscars.

“I cried,” he told Queer Eye fashion expert Tan France, who interviewed him and his partner, actress Brenda Song, at the Vanity Fair Oscars Party after Sunday’s awards ceremony.

The Home Alone star, who didn’t attend the event, admitted the Best Supporting Actor category was the only part of the broadcast he made sure to watch.

When asked if the brothers were planning to meet up at the Vanity Fair party, Culkin wasn’t sure.

“I don’t know, he’s busy, he’s a busy man,” Culkin, who is two years older than Kieran replied, quipping, “He’s Academy Award-winning actor, Kieran Culkin, he’s the guy.”

Macaulay Culkin and Brenda Song attend the 2025 Vanity Fair Oscar Party.
Macaulay Culkin and Brenda Song attend the 2025 Vanity Fair Oscar Party. Chad Salvador/Getty Images

A veteran of awards ceremonies himself, Culkin said he had a strong feeling Kieran would win based on his seating placement.

“He was front row, aisle, closest to the stairs. There was no way he was not going to win,” he declared with a grin.

Kieran Culkin took home the Oscar for Best Supporting Actor for his role in A Real Pain, starring alongside writer-director Jesse Eisenberg. The win marked a major career milestone for Kieran, who began acting in Home Alone as the younger cousin of Macaulay’s Kevin McCallister before rising to prominence with his Emmy-winning turn in Succession in 2018.

To win the Oscar on Sunday night, he beat competitors—including his Succession co-star Jeremy Strong—who was nominated for his role in Donald Trump biopic The Apprentice.

Kieran’s acceptance speech Sunday night continued his reputation for making offbeat, personal remarks in his speeches. Thanking his wife, Jazz Charton, he referenced his 2024 Emmy speech, where he’d asked for a third child, reminding Charton of her promise to have a fourth child if he ever won an Oscar.

“Let’s get cracking on those kids. What do you say?” he proposed before leaving the stage.

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