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

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 ...

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

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

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 ...

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

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

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

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.

Adrien Brody's five-minute acceptance speech at the 2025 Oscars ignored a warning shot from fellow winner Kieran Culkin at the 2025 SAG Awards a week prior.