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

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

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

Kieran Culkin took home the Academy Award for best supporting actor in the movie written by co-star and fellow nominee Jesse ...

The star, who nabbed the best supporting actor Academy Award, received some memorable feedback from his wife about his ...

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

Macaulay Culkin celebrated his brother Kieran Culkin’s win at the 97th Academy Awards for his supporting role in Jesse ...

Macaulay Culkin shared his sweet reaction after his brother Kieran Culkin won the Oscar for Best Supporting Actor for A Real Pain during the March 2 awards show, hosted by Conan O’Brien.

Kieran Culkin had almost walked out of his film, A Real Pain, before winning the Best Supporting Actor award at the Oscars.

Macaulay Culkin revealed at the Vanity Fair Oscars party (via Entertainment Weekly) that he cried when his younger brother ...

On Sunday Kieran Culkin won the Oscar for Best Supporting Actor for his role in the drama "A Real Pain," which premiered at ...

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