Watch: Oscars 2025: Kieran Culkin Makes Another Pregnancy Pact With Jazz Charton After Win
For Kieran Culkin, timing was a real pain.
After winning Best Supporting Actor at the 2025 Oscars March 2, he shared insight into his initial decision to quit A Real Pain ahead of production.
“It wasn’t for any creative reason,” Kieran—who shares kids Kinsey, 5, and Wilder, 3, with wife Jazz Charton—explained to reporters in the press room after leaving the stage at the Dolby Theater. “It was just the way the schedule changed right before we started, it was taking me away from my kids for almost a month.”
He continued, “I was like, ‘Well, I don’t want to do that.’ Then I got talked into it, which, obviously, I’m very glad that I was.”
The 42-year-old revealed that playing the charismatically brash Benji Kaplan in the film—which was shot in Warsaw, Poland—was “the first time I ever read something and went, ‘I fully understand this guy.'”
“It felt like I knew who this guy was, but I couldn’t identify it,” he reflected. “I didn’t want to analyze it because right away upon reading it, I went, ‘I know who this guy is.’ I’m just gonna leave it and just do it.”
As for the person to keep Kieran in the project? It was producer (and ex) Emma Stone.
“She goes, ‘If you don’t do it, the entire movie falls apart. But that’s not your responsibility. You shouldn’t feel that burden at all,'” he told Vogue in September. “She was nice enough to let me off the hook.”
And with the win at the 97th annual Academy Awards, Kieran might’ve also won a bigger family.
“About a year ago, I was on a stage like this and I very stupidly, publicly said that I wanted a third kid from her because she said if I won the award, she would give me the kid,” Kieran, who won Outstanding Lead Actor In A Drama Series for Succession at the 2023 Emmys, said onstage. “Turns out she said that because she didn’t think I was going to win.”
“After the show, we’re walking through a parking lot,” he recalled. “She’s holding the Emmy. We’re trying to find her car. And she goes, ‘Oh God, I did say that! I guess I have to give you a third kid.'”
However, Kieran admitted to her that he really wanted four kids.
Photo by Michael Buckner/Penske Media via Getty Images
“She turned to me,” he continued, “and she said, ‘I will give you four when you win an Oscar.’ I held my hand out. She shook it, and I have not brought it up once until just now. You remember that, honey?”
Before leaving the stage, Kieran concluded, “No pressure. I love you. I’m really sorry I did this again and let’s get cracking on those kids. What do you say? I love you!”
Read on to see all the winners at the 2025 Oscars.
WINNER: Anora
The Brutalist
A Complete Unknown
Conclave
Dune: Part Two
Emilia Pérez
I’m Still Here
Nickel Boys
The Substance
Wicked
Cynthia Erivo – Wicked
Karla Sofía Gascón – Emilia Pérez
WINNER: Mikey Madison – Anora
Demi Moore – The Substance
Fernanda Torres – I’m Still Here
Monica Barbaro – A Complete Unknown
Ariana Grande – Wicked
Felicity Jones – The Brutalist
Isabella Rossellini – Conclave
WINNER: Zoé Saldaña – Emilia Pérez
WINNER: Adrien Brody – The Brutalist
Timothée Chalamet – A Complete Unknown
Colman Domingo – Sing Sing
Ralph Fiennes – Conclave
Sebastian Stan – The Apprentice
Yura Borisov – Anora
WINNER: Kieran Culkin – A Real Pain
Edward Norton – A Complete Unknown
Guy Pearce – The Brutalist
Jeremy Strong – The Apprentice
WINNER: Sean Baker – Anora
Brady Corbet – The Brutalist
James Mangold – A Complete Unknown
Jacques Audiard – Emilia Pérez
Coralie Fargeat – The Substance
Mike Marino, Dave Presto and Crystal Jurado – A Different Man
Julia Floch Carbonel & Simon Livet – Emilia Pérez
Traci Loader, Suzanne Stokes-Munton & David White – Nosferatu
WINNER: Pierre-Olivier Persin – The Substance
Frances Hannon, Sarah Nuth, Laura Blount – Wicked
A Lien
WINNER: I’m Not a Robot
Anuja
The Last Ranger
The Man Who Could Not Remain Silent
WINNER: I’m Still Here
The Girl with the Needle
Emilia Pérez
The Seed of the Sacred Fig
Flow
WINNER: Anora
The Brutalist
Conclave
Emilia Pérez
Wicked
Arianne Phillips – A Complete Unknown
Lisy Christy – Conclave
Janty Yates – Gladiator II
Linda Muir – Nosferatu
WINNER: Paul Tazewell – Wicked
WINNER: Sean Baker – Anora
Brady Corbet & Mona Fastvold – The Brutalist
Jesse Eisenberg – A Real Pain
Tim Fehlbaum & Moritz Binder – September 5
Coralie Fargeat – The Substance
Jay Cocks & James Mangold – A Complete Unknown
WINNER: Peter Straughan – Conclave
Jacques Audiard, Thomas Bidegain, Nicolas Livecchi – Emilia Pérez
Joslyn Barnes & RaMell Ross – Nickel Boys
Clint Bentley & Greg Kwedar – Sing Sing
Alien: Romulus
Better Man
WINNER: Dune: Part Two
Kingdom of the Planet of the Apes
Wicked
A Complete Unknown
WINNER: Dune: Part Two
Emilia Pérez
Wicked
The Wild Robot
Judy Becker – The Brutalist
Suzie Davies & Roberta Federico – Conclave
Zsuzsanna Sipos, Shane Vieau & Patrice Vermette – Dune: Part Two
Beatrice Brentnerova, Paul Ghirardani & Craig Lanthorp – Nosferatu
WINNER: Nathan Crawley – Wicked
WINNER: “El Mal” written by Clement Ducol, Camille & Jacques Audiard, performed by Zoé Saldaña and Karla Sofía Gascon – Emilia Pérez
“The Journey” written by Diane Warren, performed by H.E.R. – The Six Triple Eight
“Like a Bird” written by Adrian Quesada and Abraham Alexander- Sing Sing
“Mi Camino” written by Clement Ducol & Camille, performed by Selena Gomez & Edgar Ramirez – Emilia Pérez
“Never Too Late” written by written by Elton John, Brandi Carlile, Bernie Taupin, and Andrew Watt, performed by Elton John – Elton John: Never Too Late
WINNER: The Brutalist
Conclave
Emilia Pérez
Wicked
The Wild Robot
WINNER: Lol Crawley – The Brutalist
Greig Fraser – Dune: Part Two
Paul Guilhaume – Emilia Pérez
Edward Lachman – Maria
Jarin Blaschke – Nosferatu
WINNER: Flow
Inside Out 2
Memoir of a Snail
Wallace & Gromit: Vengeance Most Fowl
The Wild Robot
Beautiful Men
WINNER: In the Shadow of the Cypress
Magic Candies
Wander to Wonder
Yuck!
Black Box Diaries
WINNER: No Other Land
Porcelain War
Soundtrack to a Coup d’Etat
Sugarcane
I Am Ready, Warden
Death By Numbers
Incident
Instruments of a Beating Heart
WINNER: The Only Girl in the Orchestra
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