Kylie Jenner shares a lot of her life with the public (sometimes too much), but her relationship with Timothée Chalamet is kept away from the media! Despite their relationship reportedly starting in April 2023 (although they were only spotted together for the first time in September 2023), little is known about their coupling. For some, this makes it even more fascinating.
In the following months, fans have been desperate for an update and a glimpse into their romance, and we get it, on occasion, thanks to the award shows. Chalamet is one of Hollywood’s hottest talents, and he has been invited to multiple televised award shows, where Jenner often accompanies him as his date. We have seen the pair at the Oscars, Golden Globes, and BAFTAs in 2025, and they looked completely in love!
This allows fans to see what they are like as a pair (and dissect their body language and interactions with each other). But having their relationship thrust into the spotlight can also be challenging, as a source recently shared with Life & Style that Jenner is looking forward to the end of the award season for one big reason: getting some alone time with her man!
Why Is Kylie Jenner Waiting For Award Season To End?

Chalamet has been in demand as his acting star rises, and promoting his film, A Complete Unknown (nominated for multiple awards) is a time-consuming task. “As soon as his schedule allows it, Kylie is going to whisk Timothée off to Turks and Caicos on her private jet,” the source said. “She’s dying to have him all to herself.”
The insider also claims other holidays are in the works and that Jenner is looking forward to getting away from everything: “She’s dreaming of a total escape from reality and all the pressure they’ve been under.”
The pair has enough money to plan a fancy getaway and can take several months off, if they want. Will they jet away someone private? Will they opt for a romantic beach holiday? Or maybe a trip on a super yacht is just what they need to unwind? “She’ll probably rent a super yacht and cruise the Mediterranean for a few weeks with him and a bunch of their friends,” a source revealed how they allegedly plan to spend the summer. This means that fans will no longer be able to see photos of the pair, and when award season ends, so will our access to the pair. Well, unless the paparazzi decide to hang out in the Med all summer, too!