Kylie Jenner was first linked to Timothée Chalamet in 2023 after her split from baby daddy Travis Scott. The unexpected pairing confirmed their relationship later that year by attending a Beyoncé concert together. They made their official red carpet debut in 2025. Kylie has been by his side during some of his biggest career moments, including the 2026 Oscars. But after three years of dating, she’s reportedly desperate for a proposal, especially as her sister’s romance with Jacob Elordi heats up. Keep reading for all the details on the situation.
Kylie Jenner Desperate For Proposal Amid Kendall’s Hot Romance
Kylie Jenner recently had a huge moment herself. The self-made billionaire made a surprise appearance at the Victoria’s Secret Fashion Show as she walked the runway for the first time ever. While Kylie has been a print model for years, her older sister, Kendall, is a famous runway model.

Timothée Chalamet was in the crowd, proudly cheering Kylie on. The couple has become more open about supporting each other at public events in the last year. But Kylie Jenner reportedly wants a ring and soon.
A source spilled to Page Six that Kylie Jenner is getting nervous that Kendall could get engaged first. Their older sister, Kim Kardashian, is seriously dating racecar driver Lewis Hamilton, putting all three in a race to the altar.
“Kylie is ready to get engaged and has made it pretty clear to Timothée that she sees marriage in their future,” the insider said. “She’s not giving him ultimatums or demanding a ring, but she’s definitely making her feelings known and hoping he’ll get there sooner rather than later.”

However, it may be a while until the actor is ready. “Timothee loves Kylie and is very much invested in their relationship, but he’s simply not there yet,” the source said.
Timothée Chalamet Reacts To Marriage Question
Kylie Jenner isn’t the only one curious about her future with Timothée Chalamet. During a press tour for Marty Supreme earlier this year, the actor was asked if he sees marriage in his future.
The question made him turn beet red and joke that he could get in “trouble” for his answer. However, he replied “Yes,” but didn’t elaborate on any plans.
By comparison, Kendall Jenner and Jacob Elordi have been dating less than a year and things are reportedly heating up between them. He sat front row during one of her recent modeling gigs at a fashion show.
Both relationships seem to be going well. It’s only a matter of time before one couple gets engaged. Who do you think will propose first – Jacob Elordi or Timothée Chalamet? Tell us in the comments.
