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.

LOS ANGELES (AP) — Kieran Culkin won the Oscar for best supporting actor Sunday at the 97th Academy Awards, completing a sweep of the category that followed his dominance in television awards last season. The award, for portraying the chaotic but endearing Benji in Jesse Eisenberg’s “A Real Pain," marked his first win and nomination.

Kieran Culkin won the best supporting actor Oscar on Sunday for playing a motor-mouthed American tourist in "A Real Pain."

Macaulay Culkin is not at all surprised that younger brother Kieran Culkin won his first Oscar at the 2024 Academy Awards: 'I cried.'

LOS ANGELES -- Kieran Culkin has won the award for Best Supporting Actor at the 97th Academy Awards. Culkin was nominated for his role as Benji Kaplan in "A Real Pain."

Macauley and Song share sons Dakota, 3, and Carson, 2, while Kieran and Charton share two children, daughter Kinsey, 5, and son Wilder, 3. Keeping their young families close is no easy task but the brotherly love is there!

Ariana Grande sang ''Somewhere Over the Rainbow'' and Cynthia Erivo sang Diana Ross' ''Home'' to kick off the 97th Academy Awards in a tribute to Los Angeles following wildfires that devastated the Southern California metropolis.

By Lisa Richwine LOS ANGELES (Reuters) - "A Real Pain" star Kieran Culkin won best supporting actor at the Academy Awards on Sunday where "Anora," "The Brutalist" and "Conclave" were competing for the coveted best picture trophy.

This marked Kieran Culkin's first Oscar nomination and win, and true to form, he turned his speech into a mix of gratitude, charm and humor.

Kieran Culkin says his wife promised him 4 kids if he won an Oscar — and he just did Some Oscar winners use their acceptance speech to thank God or their director or their parents. But when Kieran Culkin won Best Supporting Actor for his role in “A Real Pain,” he used his speech to bring up a little family matter.

Sunday’s Academy Awards, at the Dolby Theatre in Los Angeles, will bring to a close one of the most unpredictable Oscar races in recent memory.