Macaulay Culkin was confident his brother Kieran was going to win an Oscar and he still cried when it happened.

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

Macaulay Culkin shared his reaction to his brother Kieran Culkin's Oscar win during the Vanity Fair Oscar Party livestream.

Macaulay Culkin is not at all surprised that younger brother Kieran Culkin won his first Oscar at the 2024 Academy Awards: 'I ...

Kieran Culkin tried to quit the role of a lifetime. The actor took home the Academy Award for Best Supporting Actor on Sunday ...

She said, ‘I will give you four when you win an Oscar,’” Culkin, who has two kids with Charton, said to a chorus of laughs ...

Kieran Culkin won the best supporting actor Oscar on Sunday for playing a motor-mouthed American tourist in "A Real Pain." ...

Kieran Culkin is taking home his first Oscar for his performance in the Jesse Eisenberg film “ A Real Pain .” Culkin, who was ...

Though Kieran Culkin won Best Supporting Actor for A Real Pain at the 2025 Oscars, he originally tried backing out of the ...

Following his wins at the Golden Globes, the SAG Awards, the BAFTAs, and more, Culkin was the surefire favorite of the ...

The first and most widely predicted result of the night came to pass with Kieran Culkin’s win for his performance in “A Real ...

Selena Gomez and fiancé Benny Blanco made an early exit, and Kieran Culkin continued his quirky jokes. Here's what you didn't ...