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Adam Sandler Oscars 2025: Sweatpants, Zelensky Jokes, and a Viral Conan O’Brien Roast

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Adam Sandler: The Unhinged Night That Upstaged Hollywood’s Biggest Stars

Adam Sandler didn’t just attend the 2025 Oscars—he hijacked them. The Uncut Gems star sparked outrage, laughter, and a social media meltdown by strutting the Oscars in colorful hoodie, long gym shorts, socks and sneakers, hosting a chaotic skit with Conan O’Brien, and roasting in a stunt that left the Academy scrambling. Here’s how Sandler turned the Oscars into his personal comedy special.


“Dress Code? What Dress Code?”: Sandler’s Sweatpants Scandal

Sandler arrived at the Dolby Theatre in his signature slob-chic:

  • Outfit: A trademark colorful hoodie, long gym shorts, socks and sneakers..
  • Red Carpet Roast: Told E! host Laverne Cox, “I’m here for the free shrimp. Suits are for Birdman weirdos.”
  • Fashion Backlash: Vogue called it “a war crime,” while fans dubbed him “the people’s champ” on X.

The Academy later clarified there’s no formal dress code, but insiders admit Sandler “pushed boundaries” .

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Sandler & Conan O’Brien’s Chaotic Skit: “Worst Oscars Bit Ever?”

Sandler and Conan O’Brien hosted a Happy Gilmore reunion skit that derailed fast:

  • Plot: Sandler reenacted the iconic golf scene while Conan played a heckler.
  • Unscripted Chaos: Conan ad-libbed, “you’re dressed like a guy playing video poker at 2 a.m.” prompting Sandler to toss a prop hot dog at him.

The bit trended globally, with Variety calling it “a beautiful trainwreck” .

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Timothée Chalamet’s Confused Cameo

Sandler later presented Best Actor with Timothée Chalamet, who seemed baffled by the antics:

  • Awkward Banter: Sandler joked, “Timmy’s here in a $10K suit. Kid, you’re overcompensating.”
  • Chalamet’s Response: “I… think you’re my idol?” before nervously announcing Paul Giamatti’s win.

Fans flooded TikTok with edits of Chalamet’s “panic face” .

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Social Media Erupts: “Let Sandler Host Everything”

  • X (Twitter): #AdamSandlerOscars racked up 1.2M tweets. Memes compared his Crocs to Cillian Murphy’s Oscar statue.
  • TikTok: Skit clips hit 50M views in 3 hours. Gen Z declared Sandler “the only reason to watch.”
  • Academy’s Response: “Adam embodies creative freedom,” said CEO Bill Kramer, dodging questions about future invites .

Why Sandler’s Stunt Worked
  • Nostalgia Factor: Happy Gilmore references tapped into ’90s millennial love.
  • Anti-Establishment Vibe: Contrasted with stiff speeches and designer gowns.
  • Strategic Trolling: Sandler told CNN post-show: “I’m just here to remind everyone awards are stupid. Except mine.”

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Lovedeep Kaur

Digital Marketer, Writer, and Project Management Specialist!

https://ilovedeepkaur.github.io/portfolio/

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