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

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

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

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

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 ...

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

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.

Best Supporting Actor Oscar winner “A Real Pain’s” Kieran Culkin was censored during his speech when he shouted out his ...

Oscars winners Kieran Culkin, Zoe Saldana, Mikey Madison and Adrien Brody reflected on their film careers, making history at the 97th Academy Awards and more.

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.

A case of cold feet. Kieran Culkin won Best Supporting Actor at the 2025 Oscars on Sunday for his role in Jesse Eisenberg’s movie, “A Real Pain,” a victory that wouldn’t have been achieved ...