Kylie Jenner may be ready for a proposal from Timothee Chalamet, but their engagement could reportedly come down to one major achievement. Sources claim that the Golden Globe winner wants to propose to Jenner if he reaches the biggest goal in his career and wins an Academy Award, pointing to his recent public praise of Jenner as a sign that things have changed behind the scenes. A source noted, “It was a big deal that Timmy decided to shout his love for Kylie from the rooftop.”
Timothee Chalamet might propose to Kylie Jenner if he wins ‘academy award,’ per source
Star exclusively reported that an engagement ring might be Kylie Jenner’s future, but the proposal from Timothee Chalamet might not come easily. While the pair come from very different worlds, the source claimed he respects what she has built. They claimed, “He’s seen how incredibly smart, accomplished and driven to succeed she is,” adding that he’s “in awe” of her business mindset.
Moreover, the source maintained that Chalamet values how Jenner shows up for the people closest to her, especially as a mom to Stormi and Aire, whom she shares with ex Travis Scott. They gushed, “Kylie is not the vapid, superficial type. She’s sincere, loyal and is all about family.” The source added, “He says she’s a fabulous mom and a real deep thinker, which is a big reason why they match so well.” And when it comes to the kids, the source noted Chalamet “is very mindful” that Scott is their dad and “at the forefront of their lives.”
Hence, if a proposal and engagement are in the cards, the source suggested Jenner’s family would fully get behind it, claiming Kris Jenner considers Chalamet her “dream son-in-law,” adding that a wedding “can happen this summer,” in case everything works out. Notably, though, as the source put it: “Winning an Academy Award and sealing the deal with the girl of his dreams would be the icing on the cake for Timmy and a perfect way for him to kick off 2026.”