The Oscars are usually all about glitz glamour and seriously fancy outfits right? Well Adam Sandler decided to do things a little differently at the 97th Academy Awards and it led to a super funny moment thanks to host Conan O'Brien. Let's just say Sandler's comfy clothes became the unexpected highlight of the night.

Conan O'Brien vs. Adam Sandler's Wardrobe: An Epic Oscars Skit Goes Viral

Conan O'Brien who was hosting the Oscars for the first time decided to have some fun right in his opening monologue. He started talking about how everyone at the Oscars should be "properly dressed" for such a fancy event. Then the camera zoomed in on Adam Sandler sitting in the audience. And what was Sandler wearing? His signature casual look: a colorful hoodie long gym shorts socks and sneakers. Yep that's classic Sandler.

O'Brien pointedly asked "Adam what are you wearing?". Sandler played it cool at first acting like he didn't know what the fuss was about. But then he pretended to get more and more annoyed at Conan's ribbing. O'Brien joked that Sandler looked like "a guy playing video poker at 2 a.m." Sandler fired back saying he liked his style because he's a "good person" and doesn't care about clothes. He jokingly asked if his "snazzy gym shorts and fluffy sweatshirt" offended Conan so much he had to call him out in front of everyone.

The whole thing was clearly staged and hilarious. Sandler even pretended to get up and leave telling everyone they were welcome to join him for basketball later. Before "storming" out he spotted Timothée Chalamet gave him a big hug and shouted "Chalamet!" The audience ate it up with applause and the moment instantly blew up online going viral on social media platforms.

Sandler's 'Dad Style' Becomes an Unlikely Fashion Statement (and a Gen Z Obsession!)

Adam Sandler's Hoodie at the Oscars: Conan O'Brien Hilariously Calls Him Out! - MoviesMoly image 3

Adam Sandler's comfy "dad" style has actually become kind of iconic. He's known for rocking casual clothes pretty much everywhere even at fancy Hollywood events. And it turns out Gen Z is totally here for it. They love his unpretentious comfy look. There are even TikTok accounts dedicated to chronicling Sandler's various hoodie-and-shorts outfits. Who knew comfy could be so cool?

The Oscars skit played right into this whole image. It was funny because it was a playful clash between the super-formal Oscars setting and Sandler's super-casual everyday style. It just proves Sandler is comfortable enough in his own skin to not care about fitting into typical Hollywood expectations and people love him for it.

Conan O'Brien's Hosting Gig: Self-Deprecating Humor and Nailing the Oscars Vibe

Adam Sandler's Hoodie at the Oscars: Conan O'Brien Hilariously Calls Him Out! - MoviesMoly image 4

The whole Sandler skit was a perfect example of why Conan O'Brien was a great choice to host the Oscars. He brought his signature self-deprecating humor to the show and it really worked. Conan is known for not taking himself too seriously and that relaxed vibe made the whole ceremony feel lighter and more fun.

He managed to balance jokes with genuine moments of sincerity. He acknowledged the wildfires in Los Angeles and showed support for the Hollywood community. He roasted all the Best Picture nominees but in a good-natured way. Even Karla Sofia Gascón from the controversial film Emilia Pérez got a shout-out in his monologue. Conan's hosting was a hit because he was just being Conan funny engaging and not afraid to make fun of himself and the whole Hollywood spectacle.

Anora Wins Big and Chalamet's Cameo: Other Key Moments from the 97th Oscars

Adam Sandler's Hoodie at the Oscars: Conan O'Brien Hilariously Calls Him Out! - MoviesMoly image 5

While the Sandler-Conan moment stole the show the 97th Oscars did have some actual awards to give out. Sean Baker's film Anora was the big winner of the night taking home Best Picture Best Director and Best Actress for Mikey Madison among other awards. It was a big night for indie cinema.

And of course Timothée Chalamet was there as a Best Actor nominee for A Complete Unknown. He played along with the Sandler skit and was also spotted with Kylie Jenner making their Oscars debut as a couple at both the ceremony and the Vanity Fair after-party. So it was a night of both high fashion and comfy hoodies in Hollywood.

Weekend Highlight Reel: Funniest Moments from the Sandler-Conan Oscars Skit

Adam Sandler's Hoodie at the Oscars: Conan O'Brien Hilariously Calls Him Out! - MoviesMoly image 6
  • Conan's opening line: "For such a prestigious night it is important that everyone is properly dressed." (followed by the camera panning to Sandler in his hoodie and shorts)
  • Conan's question: "Adam what are you wearing?"
  • Conan's joke about Sandler's attire: "You're dressed like a guy playing video poker at 2AM Adam."
  • Sandler's defense: "I like the way I look because I'm a good person. I don't care about what I wear or what I don't wear."
  • Sandler's mock outrage: "If my snazzy gym shorts and fluffy sweatshirt offend you so much that you had to mock me in front of my peers I'm going."
  • Sandler's invitation to the audience: "You are all welcome to join me for a game of five-on-five basketball at Veteran Park tonight."
  • Sandler's shout-out to Chalamet: "CHALAMET!"

Adam Sandler: Unlikely Fashion Icon Oscar Skit Star and Always Keeping it Real

Adam Sandler's Hoodie at the Oscars: Conan O'Brien Hilariously Calls Him Out! - MoviesMoly image 7

So Adam Sandler's Oscars hoodie moment will definitely be one to remember. It was funny unexpected and perfectly showcased Sandler's down-to-earth personality. He's not afraid to be himself even at the fanciest Hollywood events and that's why fans love him. Whether he's rocking gym shorts on the red carpet or starring in hilarious Oscar skits Adam Sandler continues to be one of the most genuine and entertaining stars in Hollywood.