Keeping up with Kylie Jenner and Timothée Chalamet at the 2025 Oscars.
The makeup mogul supported her boyfriend during Hollywood’s biggest night at the Dolby Theatre in Los Angeles, California, on Sunday night.
The two shared a kiss in one photo, while another image showed Jenner laughing alongside Chalamet. The reality star stayed close to the actor’s side as the couple chatted with others.
Timothée Chalamet and Kylie Jenner kiss. REUTERS
Chalamet and Jenner at the Oscars. Getty ImagesJenner wore a dazzling black dress while Chalamet donned a custom yellow Givenchy suit.
Although the duo keeps their relationship largely out of the spotlight, Jenner is no stranger to the award show circuit. She accompanied Chalamet to the Golden Globes, where the 29-year-old was nominated for best actor for “A Complete Unknown.”
Chalamet’s mom, Nicole Flender, was also in attendance on Sunday night. The “Wonka” actor took his mom as his date to the Screen Actors Guild Awards, where he won for best actor, in which he also became the youngest male star to win the category. Nicolas Cage previously held the record, winning in 1995 at age 32 for “Leaving Las Vegas.”
Chalamet and Jenner at the Oscars. REUTERSAt the Oscars, Chalamet is up against Ralph Fiennes (“Conclave”), Adrien Brody (“The Brutalist”), Sebastian Stan (“The Apprentice”) and Colman Domingo (“Sing Sing) for the trophy.
The drama musical followed a 19-year-old Bob Dylan (Chalamet) arriving in New York in the early 1960s. The flick also starred Edward Norton as Pete Seeger, Monica Barbaro as Joan Baez and Elle Fanning as Sylvie Russo.
In order to portray Dylan, 83, Chalamet prepped for the feat for half a decade.
“It was something I would go to sleep panicked about, losing a moment of discovery as the character — no matter how pretentious that sounds — because I was on my phone or because of any distraction,” he told Rolling Stone in November 2024. “I had three months of my life to play Bob Dylan, after five years of preparing to play him. So while I was in it, that was my eternal focus.”
Chalamet and Jenner at the Oscars. Chris Pizzello/Invision/AP“He deserved that and then more,” said Chalamet. “God forbid I missed a step because I was being Timmy. I could be Timmy for the rest of my life!”
The SAG Award winner added: “I had to push the preparation, the bounds, almost to psychologically know I had pushed it.”
Chalamet reflected on the parallels between his career and Dylan’s, and how he could relate to the musician’s journey.
“If he couldn’t become Elvis or Buddy Holly immediately, he found Woody Guthrie and stuff that was a little more accomplishable, and happened to be really good at it,” he recounted of the music legend.
Chalamet and Jenner at the Oscars. Getty ImagesThat part of Dylan’s life “immediately hit a bone with me,” said Chalamet.
“I was knocking on one door that wouldn’t open. So I went to what I thought was a more humble door [with indie roles], but actually ended up being explosive for me.”






