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 ...

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 left his wife, Jazz Charton, open-mouthed in shock when he announced on stage at the Oscars that he wanted not one, but two more children. The actor won his first-ever Academy Award ...

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 might shocked viewers when he told the whole world at the Oscars that he wanted to have two more kids, but his wife Jazz Charton doesn't seem too phased by his public request.

Macaulay Culkin had an emotional reaction to brother Kieran Culkin taking home a trophy at the 2025 Oscars. While at the Vanity Fair Oscar party on Sunday, March 2, Macaulay, 44, and fiancée ...

Don’t be greedy now. Kieran Culkin won Best Supporting Actor at the 2025 Oscars on Sunday for his role in Jesse Eisenberg’s movie “A Real Pain” — and used his acceptance speech to hold ...

Kieran Culkin might shocked viewers when he told the whole world at the Oscars that he wanted to have two more kids, but his wife Jazz Charton doesn't seem too phased by his public request.

Kieran Culkin isn’t celebrating alone. The A Real Pain star, who won the Oscar for Best Supporting Actor during the March 2 ceremony, was being cheered on by his brother Macaulay Culkin, who ...

Kieran Culkin on Sunday won the Oscar for Best Supporting Actor in Los Angeles, but his acceptance speech caused a stir with Jeremy Strong mention. Kieran Culkin on Sunday won the Oscar for Best ...