Kieran Culkin ended this awards season at Sunday's Oscars the way he began it — with an outrageous speech — this time with a hilarious callback to a bet with his wife to have more children.

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. It turns out that category was the only part of the Oscars telecast that Macaulay Culkin and his partner, fellow actor Brenda Song, watched.