Timothée Chalamet lost Best Actor at the 98th Academy Awards, but he clearly enjoyed a date night with his girlfriend, Kylie Jenner. The two were spotted at the annual ceremony, smiling and holding hands as the night went on.
The Oscar-nominated actor and the “Kardashians” star also attended an afterparty for the award show, where the couple appeared happy in love.
Timothée Chalamet and Kylie Jenner Cuddled Up at the Vanity Fair Oscars Afterparty
Timothée Chalamet and Kylie Jenner attended the 2026 Vanity Fair Oscars afterparty together on March 15, 2026.
For the party, the actor appeared to keep his all-white suit on from the Oscars ceremony. However, Jenner changed into a sleek, fitting black dress, which was a more low-key fashion choice from her bold red gown earlier in the evening.
The 2026 Vanity Fair Oscar Afterparty, hosted by Mark Guiducci, was held at the Los Angeles County Museum of Art on March 15, 2026, per The New York Times. Plenty of other celebrities — including Jenner’s older sisters, Kim Kardashian and Kendall Jenner — were in attendance.
Chalamet and Jenner have been private about their relationship since being linked in 2023. However, they have been spotted together at different events, including awards shows like the Oscars.
GettyIn one photo, Chalamet gave Jenner a kiss on the cheek, holding her tightly around the waist. Jenner smiled happily for the camera.
Timothée Chalamet Suffered a Big Loss at the 2026 Oscars
GettyAlthoughTimothée Chalamet appeared in good spirits at the Vanity Fair afterparty, he did lose big at the 2026 Oscars.
While Chalamet was initially favored to win Best Actor, Michael B. Jordan ended up taking home the trophy for his roles in “Sinners,” per Variety. Jordan played identical twins Smoke and Stack in the film.
According to USA TODAY, Chalamet seemed to take a few seconds to process the loss as Jordan took the stage.
The outlet shared that the actor remained in his seat for about 10 seconds before slowly standing to applaud Jordan.
The loss also apparently cost his “Marty Supreme” co-star Kevin O’Leary $1,000.
According to Variety, O’Leary bet $1,000 on the online prediction market, Kalshi, that Chalamet would win Best Actor. O’Leary also shared ahead of the award show that Chalamet’s recent controversial remarks about opera and ballet wouldn’t keep him from winning.
“I know the voting stopped long before that controversy happened. That kid is a great kid,” O’Leary told Variety.
In spite of the loss, Chalamet was all smiles at the Vanity Fair afterparty, putting his attention on Jenner.
