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.

Macaulay Culkin and Brenda Song are truly made for each other and their Oscars video is proof. The two served couple goals on the red carpet of the 2025 Vanity Fair Oscars after-party. A new video showcased the “Home Alone” actor making quirky poses on the red carpet,

Macaulay Culkin had all the faith in the world his brother Kieran would win an Oscar. While talking with Vanity Fair Spain following the show on Sunday night, Culkin was asked if he had seen his brother since he won the Best Supporting Actor Oscar for his role in "A Real Pain.