Macaulay Culkin revealed at the Vanity Fair Oscars party (via Entertainment Weekly) that he cried when his younger brother Kieran Culkin won the Oscar for best supporting actor at the 2025 Academy ...

Kieran Culkin graciously accepted his first Oscar win on March 2, 2025. He won Best Supporting Actor for his role as Benji in Jesse Eisenberg’s A Real Pain. During his acceptance speech ...

Did Macaulay Culkin and wife Brenda Song expect Kieran to win for ‘A Real Pain’? “Of course!” said Song. “Come on, let’s be real.” Matt Baron/BEI/Shutterstock; Stewart Cook/Disney ...

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 ...

Kieran Culkin won the Oscar for best supporting actor for "A Real Pain." Macaulay Culkin made sure not to miss his younger brother Kieran Culkin's first Oscar win Sunday. In fact, Culkin told ...

Culkin won the Oscar for best supporting actor on March 2. Kieran Culkin's wife Jazz Charton is poking fun at Culkin's acceptance speech after he won the best supporting actor award at the 2025 ...

Proud sibling Macaulay Culkin is not at all surprised that his younger brother, Kieran Culkin, won his first Oscar at the 2025 Academy Awards. Speaking to host Tan France on the red carpet of ...

LOS ANGELES (AP) — Kieran Culkin won the Oscar for best supporting actor Sunday at the 97th Academy Awards, completing a sweep of the category that followed his dominance in television awards ...

Macaulay Culkin, 44, was nothing but proud of his younger brother, Kieran Culkin, 42, after he took home the Oscar for Best Supporting Actor at the 97th annual Academy Awards on Sunday.

Kieran Culkin gave a hilarious story about asking his wife for a fourth kid while accepting Best Supporting Actor at the Oscars Kieran Culkin gave a hilarious story about asking his wife for a ...