Are Kylie Jenner and Timothée Chalamet on the Brink of a Breakup?

Fans are playing amateur detective after Kylie Jenner posted a cryptic playlist to her Instagram, fueling speculation about her relationship with the Oscar-nominated actor amid a month of no public appearances.

August 9, 2025: The relationship between Kylie Jenner and Timothée Chalamet, a pop culture fixation since they went public in 2023, is now the subject of intense speculation after Jenner posted a cryptic playlist to her Instagram Stories on August 9. The song choices, which include Jeff Buckley’s “Lover, You Should’ve Come Over” and Labi Siffre’s “Crying Laughing Loving Lying,” have been widely interpreted by fans as a subtle hint of a split.

The rumor mill has been churning for over a month, with the couple not having been photographed together since a relaxed yacht vacation in St. Tropez. The physical distance between them—with Chalamet currently in Prague filming Dune: Messiah—is seen as a potential factor in the rumored separation.

The playlist, rife with themes of absence and emotional turmoil, was not the only clue. Hours earlier, Jenner posted a series of confident photos of herself with a glass of red wine, captioned “last friday as a 27 year old,” a nod to her 28th birthday. Fans have taken this post as a symbol of her reasserted independence.

Despite the growing social media frenzy, neither Jenner nor Chalamet has made an official statement. The couple has always maintained a high level of privacy, and the current speculation is largely circumstantial, based on fan sleuthing and the perceived symbolism of Jenner’s posts.