The 2025 Oscars were basically the night everyone finally stopped asking if they were "actually" serious. We've seen the grainy paparazzi shots from the car and that somewhat chaotic Beyonce concert debut, but the Kylie and Timothee Oscars moment hit different. It felt like a shift from a casual "seeing where this goes" vibe to a full-blown Hollywood power couple.
Honestly, the night started with a bit of mystery. Timothee Chalamet, 29, arrived at the 97th Academy Awards looking like a literal stick of butter—and I mean that in the most high-fashion way possible. He showed up in a custom, citrus-yellow Givenchy suit. It was bold. It was Sarah Burton’s first menswear design for the house. But the one thing missing from the red carpet? Kylie.
She skipped the carpet entirely. You might’ve thought they were dodging the cameras, but there was a much heavier reason behind it. Kylie had just lost her longtime friend and hairstylist, Jesus Guerrero, only days before. Her makeup artist, Ariel Tejada, even posted about how "hard" it was to get ready. Despite the grief, she showed up. She snuck into the Dolby Theatre to sit right by Timothee's side as he waited to see if his portrayal of Bob Dylan in A Complete Unknown would snag him the Best Actor trophy.
The PDA Nobody Saw Coming
Inside the theater, the cameras caught what the red carpet didn't. They were cozy. Like, really cozy. The couple was spotted sharing a steamy kiss during a commercial break, and at one point, Kylie was seen holding his hand while he chatted with his co-stars like Elle Fanning.
It wasn't just about the romance, though. There was a moment that went viral for being surprisingly wholesome. When it came time for the Best Actor category to be announced, Kylie actually swapped seats. She moved so that Timothee’s mother, Nicole Flender, could sit directly next to him for his big moment.
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Think about that for a second. In the world of the Kardashians, where every frame is usually calculated for maximum "main character" energy, Kylie stepped back. She sat behind him so his mom could be the one to hold his hand when the envelope opened. Timothee didn't win—Adrien Brody took it home for The Brutalist—but the gesture didn't go unnoticed. Sources later told Page Six that Timothee thought it was incredibly "sweet and thoughtful."
A Tale of Two Outfits
If the ceremony was about support, the after-party was about the "serve." The Kylie and Timothee Oscars wardrobe change was a masterclass in coordination.
Kylie shed her beaded, skin-baring Miu Miu gown for something even more daring at the Vanity Fair party. She stepped out in a black Ashi Studio lace corset dress that was essentially high-fashion lingerie. It was peak "King Kylie" energy but refined. Timothee also ditched the yellow suit for a sharp black blazer with subtle polka dots.
They weren't just there to pose. Inside the party, Timothee was seen mingling with Kim Kardashian and Kendall Jenner. It’s one thing to date a guy; it’s another thing to have him casually chatting with your sisters at the most exclusive party in the world.
Why This Night Mattered for Their Brand
- Validation: It proved they weren't just a PR stunt for Wonka or Dune.
- Integration: Seeing Timothee with the Kardashian clan suggests he’s "in" the inner circle.
- The "Dylan" Era: This was the pinnacle of Timothee's awards run for A Complete Unknown, and having Kylie there cemented her as his "awards season" partner.
What Most People Get Wrong About Them
A lot of people think this relationship is a total mismatch. You have the "indie darling" Oscar nominee and the "reality TV mogul." But if you look at their history—from the 2024 Golden Globes to their 2025 red carpet debut in Rome—they actually share a very specific trait: they are both obsessed with controlling their own narrative.
They rarely give interviews about each other. They don't do "soft launches" on Instagram every week. By the time they hit the 2025 Oscars, they had been together for nearly two years. They survived the "breakup rumors" of late 2025 by simply showing up to a movie premiere in matching neon orange outfits and saying absolutely nothing to the press.
What’s Next for Kylie and Timothee?
As we head into 2026, the momentum hasn't slowed down. Timothee just won a Golden Globe for Marty Supreme and gave Kylie a massive shout-out in his Critics Choice Awards speech, telling her, "I couldn't do this without you."
If you're following their trajectory, here is how you can keep up with the latest without falling for the tabloid bait:
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- Watch the Credits: Timothee is move-set focused. If Kylie is in the city where he's filming (like she was in Hungary for Dune: Part Three), they’re solid.
- Look for the "Internal" Shots: They almost never walk the US red carpets together. The real "couple content" always happens inside the venue or at the after-parties.
- Ignore the "Sources": Unless it’s People or E! News with a direct photo, take the "trouble in paradise" rumors with a grain of salt. They’ve proven they like to stay quiet when things are actually going well.
The Kylie and Timothee Oscars saga isn't just about a trophy or a dress. It’s about two of the most famous people on the planet figuring out how to be a "normal" couple in the most abnormal environment imaginable. Whether you love them or hate them, they’ve officially become the blue-chip couple of the 2020s.
Keep an eye on the upcoming Met Gala. Historically, this is where they’ve played peek-a-boo with the cameras before, and with Timothee’s fashion streak continuing into 2026, it’s likely to be their next big "coordinated" moment.