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Conan O'Brien Mocks Timothée Chalamet, More in Oscars Monologue

1 year ago 97

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Oscars 2025: How to Watch the Ceremony and Live From E! Red Carpet

Unsurprisingly, hosting the 2025 Oscars fit Conan O'Brien like a golden glove.

The perennially youthful 61-year-old had a plethora of topics to choose from to kick off the funny March 2 at the Dolby Theatre in Los Angeles—Best Actor nominee Timothée Chalamet channeling Bob Dylan, Emilia Pérez drama, drastic lengths to prevent aging as seen in The SubstanceThe Brutalist's 215-minute running time (really long movies, always a classic)—and sure enough he touched on all of it.

He started, in a pre-taped bit, by crawling out of Demi Moore in a nod to The Substance, then joking about his lack of plastic surgery. The Best Actress nominee agreed, once O'Brien got to the stage, that their intimate action was indeed a bit "awkward." (See all the stars from the 2025 Oscars red carpet.)

And as O'Brien ticked through the most honored and talked about movies of the year, he acknowledged that Emilia Pérez star Karla Sofía Gascón, a history-making Best Actress nominee, was in attendance after her awards season hit a snag.

"Loved Anora, I really did," the host noted. And FYI, Anora used the F-word 479 times," only "three more than Karla Sofía Gascón's publicist." Miming an outraged rep, he exclaimed, "'You tweeted what?!'"

"Karla Sofía Gascón is here tonight," O'Brien added. "Karla, if you are going to tweet about the Oscars, my name is Jimmy Kimmel."

Gascón was all smiles in the audience, acknowledging the shout-out with a quick bow and prayer hands from her seat, but she appeared to lean over to ask someone for a repeat of what O'Brien had just said.

Moving on to Chalamet, was sitting hand-in-hand with date Kylie Jenner, O'Brien complimented the actor's "amazing" bright-yellow Givenchy suit, assuring him, "You will not get hit on your bike tonight. Safe."

And "Bob Dylan wanted to be here tonight," O'Brien added, "but not that badly." 

O'Brien likes to have a running ruse, and for this ceremony it was the threat of constant cuts to Conclave star John Lithgow "looking disappointed" if an acceptance speech ran too long. (The night's first winner, Best Supporting Actor Kieran Culkin, took note.)

The host also got an assist from Adam Sandler, clad in signature sweatshirt, shorts and sneakers to recruit for a pickup basketball game and offer an enthusiastic "Chalamet!," closing the comedic arc that began with a similarly quirky Golden Globes shout-out.

O'Brien helmed the Emmys in 2002 and 2006, but the 97th Academy Awards marks his first time steering what, at the end of the Internet-splintered day, is still Hollywood's biggest night.

In fact, the late-night talk show veteran and host of the podcast Conan O'Brien Needs a Friend had never even attended the Oscars before.

"This was the only way I could get invited," he quipped to the New York Times in a Feb. 25 interview.

But he said yes, he shared, because "to be a part of it is meaningful to me. I don’t think of it as a thankless task—even if I just do it once, and no one’s interested in me doing it again, it will have been a meaningful experience for me. My parents aren’t here to see it, but I know it would have been a huge deal to them."

Mike Coppola/Getty Images

His hosting gig was announced back in November, and he lost both of his parents the following month, his 95-year-old dad Thomas O'Brien and 92-year-old mom Ruth O'Brien dying within three days of each other.

O'Brien also acknowledged having to throw out the usual ba-dum-dum playbook once wild fires tore through L.A.'s Pacific Palisades and Altadena neighborhoods in January, destroying thousands of structures. He has been living in a hotel since his family was forced to evacuate from their home in the Palisades, while his longtime assistant and podcast sidekick Sona Movsesian lost her house in the Eaton fire.

“The strategy is my writers and I and the team that I’m working with at the Oscars, who are fantastic, the producers, everyone, we’ve got all of our sensors out,” O'Brien told The Hollywood Reporter toward the end of January. “I couldn’t tell you right now what the show is going to be. We have a million ideas, but which ones will we use? What’s going to be appropriate? What’s the right tone? Like I said, the tone might shift somewhat. You never know one way or the others."

Of course, that's where being in show business for almost 40 years comes in handy.

"Nothing’s in stone,” he told the NY Times less than a week before the Oscars. “I’m leaving every possibility on the table. I have choices right now, and we’ll see what happens.”

Conan O'Brien kept it classic in a simple black tuxedo to kick off the show, and keep scrolling to see the all the red carpet fashion at the 2025 Oscars:

Arturo Holmes/WireImage

Ariana Grande 

In Schiaparelli. 

David Fisher/Shutterstock

Zoe Saldaña

In custom Saint Laurent and Cartier jewelry. 

Chelsea Lauren/Shutterstock

Selena Gomez

In custom Ralph Lauren and Stuart Weitzman heels. 

Chelsea Lauren/Shutterstock

Cynthia Erivo

In custom Louis Vuitton. 

John Salangsang/BEI/Shutterstock

Lily-Rose Depp

In Chanel. 

Kevin Mazur / Contributor / GETTY IMAGES

Scarlett Johansson

In Thierry Mugler and De Beers jewelry. 

David Fisher/Shutterstock

Gal Gadot

In Tiffany & Co. jewelry. 

Arturo Holmes / Staff / GETTY IMAGES

Mikey Madison

In Christian Dior and Tiffany & Co. jewelry. 

David Fisher/Shutterstock

Andrew Garfield

In Gucci, David Yurman jewelry, and Jaeger- Le Coultre watch. 

Chelsea Lauren/Shutterstock

Halle Berry

In Christian Siriano and Pomellato Jewelry. 

Arturo Holmes / Staff / GETTY IMAGES

Rita Wilson

In Valentino. 

David Fisher/Shutterstock

Monica Barbaro

In custom Dior. 

Arturo Holmes / Staff / GETTY IMAGES

Penelope Cruz

In Chanel. 

Arturo Holmes / Staff / GETTY IMAGES

Samuel L. Jackson

David Fisher/Shutterstock

Da'Vine Joy Randolph

Arturo Holmes / Staff / GETTY IMAGES

Gayle King

David Fisher/Shutterstock

Colman Domingo

Mike Coppola / Staff / GETTY IMAGES

Sterling K. Brown

Stephen Lovekin/BEI/Shutterstock

Ben Stiller

Arturo Holmes/WireImage

Jeremy Strong

In custom Loro Piana. 

Kevin Mazur/Getty Images

Michelle Yeoh

In Balenciaga. 

Stephen Lovekin/BEI/Shutterstock

Kieran Culkin

Monica Schipper/Getty Images

Amy Poehler

David Fisher/Shutterstock

Meg Ryan

David Fisher/Shutterstock

Isabella Rossellini

In Dolce & Gabbana. 

Frazer Harrison / Staff / GETTY IMAGES

Emma Stone

In custom Louis Vuitton. 

Chelsea Lauren/Shutterstock

Miley Cyrus

In Alexander McQueen. 

Chelsea Lauren/Shutterstock

Doja Cat

In custom Balmain, Messika High Jewelry, and Amina Muaddi shoes. 

Frazer Harrison/WireImage

Adrien Brody

David Fisher/Shutterstock

Margaret Qualley

In Chanel.

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