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 Awards.

The proud sibling admittedly only tuned in to his brother's category during the live telecast.Proud sibling Macaulay Culkin is not at all surprised that his younger brother, Kieran Culkin, won his first Oscar at the 2025 Academy Awards.

Macaulay Culkin couldn't be prouder of his brother Kieran's big Oscar win – even if he was left out of his acceptance speech. Per People, Macaulay and wife Brenda Song shared their thoughts on Kieran's victory in the Best Supporting Actor category at the 2025 Vanity Fair Oscar party on Sunday. March 2. The actor won for his role in A Real Pain.