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

Macaulay Culkin recalled his sweet reaction to brother Kieran Culkin winning Best Actor in a Supporting Role at the 2025 ...

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

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

Oscar for Best Supporting Actor, Kieran Culkin proved there's no Succession-level drama with fellow nominee Jeremy Strong.

Kieran Culkin had a priceless request for his wife Jazz Charton after the A Real Pain actor nabbed the Best Supporting Actor ...

Madison triumphed over Demi Moore for the Best Picture-winning drama "Anora," while Kieran Culkin, Zoe Saldaña, and Adrien ...

Host Conan O’Brien goes old-school with his opening monologue, which included both acknowledgement of the Southern California ...

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

Demi Moore and Bruce Willis' three daughters Rumer Willis, Scout Willis and Tallulah Willis had the ultimate girls night out ...

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 won Best Supporting Actor at the 2025 Oscars on Sunday for his role in Jesse Eisenberg’s movie, “A Real Pain,” ...