Kieran Culkin thanks Jesse Eisenberg's sister Hallie, the iconic '90s Pepsi girl, in SAG Awards speech for casting him in 'A Real Pain.'

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 if the star had his way.

The actor was presented with the Oscar for Best Supporting Actor by Robert Downey Jr. for his performance in Jesse Eisenberg's A Real Pain during the ceremony held at the Dolby Theatre in Los Angeles on Sunday night.

Kieran Culkin and Jesse Eisenberg both stopped separately on the 2025 Oscars red carpet and each chatted with Access Hollywood’s Mario Lopez and Kit Hoover. They were offered shots, and had different ways of drinking them!

The star, who nabbed the best supporting actor Academy Award, received some memorable feedback from his wife about his performance in 'A Real Pain.'

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.

She said, ‘I will give you four when you win an Oscar,’” Culkin, who has two kids with Charton, said to a chorus of laughs from the audience. “Jazz, love of my life, ye of little faith. No pressure. I love you.

Kieran Culkin took home the Oscar for Best Supporting Actor at the 2025 Academy Awards for his role as Benji Kaplan in Jesse Eisenberg's A Real Pain.