Kylie Jenner and Timothée Chalamet continued their reign as Hollywood’s most unexpected (but totally adorable) couple at the 2025 Vanity Fair Oscar Party—because what’s an A-list event without a little high-fashion PDA?
The 27-year-old lip kit queen once again pulled her signature move: avoiding the red carpet like it owes her money. But don’t worry, she still graced the inside of the event with her presence, alongside her Oscar-nominated boyfriend, aka Hollywood’s favorite brooding prince.
And because one show-stopping look per night simply isn’t enough, Kylie decided to switch things up from her Oscars ensemble. Earlier, she was seated next to Timothée at the main event, where they were caught sharing a kiss—as if their relationship status wasn’t already making the internet collectively short-circuit.
💋 That’s right. If you missed it, they actually kissed. In public. At an awards show. Somewhere, Kris Jenner is already drafting the “we’re so happy for them” Instagram caption.
Meanwhile, Kylie’s sisters Kendall Jenner and Kim Kardashian were also at the after-party, probably alternating between sipping champagne and texting in the group chat about Timmy’s Oscar chances.
Speaking of Oscar contenders, Timothée’s A Complete Unknown co-stars Elle Fanning and Monica Barbaro also pulled a quick-change moment for the after-party. Because let’s be honest, nothing says “I’m famous” like having multiple outfits per evening.
And even though Kylie and Timothée still haven’t made their red carpet debut together, Kylie has been in full-on supportive girlfriend mode all awards season. Forget Best Actor—Timmy’s real win is having Kylie hyping him up in custom couture.
Fashion Breakdown (Because We Know You’re Curious):
👗 Kylie: A custom Ashi Studio couture black corset with a long skirt, delicate lace, and—because she’s Kylie Jenner—garters.
🤵 Timothée: A Tom Ford by Haider Ackermann ensemble, accessorized with Cartier jewelry and the smoldering gaze of a man who knows he’s dating a billionaire beauty mogul.
Hollywood’s most talked-about duo continuing their stylish reign, one exclusive party at a time. Stay tuned for their inevitable couple’s photoshoot that will have Instagram in shambles. 📸✨
