Kieran Culkin is on cloud nine after winning the Oscar for Best Supporting Actor for his performance in A Real Pain.

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 ...

Did Macaulay Culkin and wife Brenda Song expect Kieran to win for ‘A Real Pain’? “Of course!” said Song. “Come on, let’s be ...

Macaulay Culkin had an emotional reaction to brother Kieran Culkin taking home a trophy at the 2025 Oscars. While at the ...

The proud sibling admittedly only tuned in to his brother's category during the live telecast.Proud sibling Macaulay Culkin ...

Culkin won Best Supporting Actor for his role in "A Real Pain" The post Macaulay Culkin Says He Cried When Brother Kieran Won ...

Brenda Song and Macaulay Culkin have a laugh, Plus Kylie Jenner, Timothée Chalamet, Ariana Grande and more. From L.A. to ...

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

Macaulay Culkin couldn't be prouder of his brother Kieran's big Oscar win – even if he was left out of his acceptance speech.

Macauley and Song share sons Dakota, 3, and Carson, 2, while Kieran and Charton share two children, daughter Kinsey, 5, and ...

Macaulay Culkin revealed he got emotional watching his little brother Kieran Culkin win Best Supporting Actor at the Oscars. ...