Kylie Jenner has sparked speculation about a potential split from Timothée Chalamet after she shared a playlist featuring breakup-themed songs on her Instagram Stories. The reality star and beauty mogul, who will be 28 on Sunday, posted screenshots of Jeff Buckley's "Lover, You Should've Come Over" and Labi Siffre's "Crying Laughing Loving Lying". These songs, known for their themes of love, longing, and heartache, led fans to wonder if Jenner was hinting at personal struggles within her relationship with Chalamet.

The couple has not been seen together publicly for over a month, their last appearance being on a yacht trip in St. Tropez, France. This absence, combined with the song choices, has fueled the breakup rumors. Jenner added a lighthearted note to her post, preemptively addressing any criticism about her car's audio volume settings. Earlier that day, she shared pre-birthday photos of herself in an all-black outfit, holding a glass of red wine, with the caption "last Friday as a 27 year old".

Some reports suggest that Chalamet's work commitments might be the reason for their recent separation, as he is currently filming "Dune: Messiah" in Prague. This distance could be contributing to Jenner's feelings of longing, as expressed through her song selections.

Despite keeping their relationship relatively private, Jenner recently followed Chalamet on Instagram in early July, a move that surprised fans, as she only follows 119 accounts. Chalamet, however, does not follow anyone on the platform, a habit he maintains even with close friends and former partners.

Jenner has two children, Stormi, 7, and Aire, 3, from her previous relationship with rapper Travis Scott. Chalamet's mother has reportedly spoken positively about Jenner, describing her as "lovely".

Kylie Jenner and Timothée Chalamet were first romantically linked in April 2023. Although rumors of a split circulated in August 2023, they were quickly dispelled. The couple made their relationship public in September 2023, when they were seen kissing at Beyoncé's Renaissance tour. Since then, they have been spotted on date nights, supporting each other at events like award shows, and spending time with family.

In early 2025, a source told People that the couple was "very serious" after navigating a challenging start to the year due to awards season and premieres. The source added that Jenner is Chalamet's "biggest fan" and that she would clear her schedule to attend events with him. Another source told Entertainment Tonight that Jenner and Chalamet prioritize their relationship and "spend as much time as possible together".

In May 2025, the couple attended the Knicks' final game and were seen on a Broadway date. Despite previous reports of a casual relationship, sources indicated that things had become more serious, with "everyone on both sides see[ing] definite potential for something real". A source noted that Chalamet reminds Jenner to live in the present, which she appreciates. Breakup rumors were shut down in July 2025 after they were seen together in Saint-Tropez.

While the playlist may suggest trouble in paradise, neither Jenner nor Chalamet has publicly addressed the status of their relationship. As Chalamet films "Dune: Messiah" overseas, only time will tell if the distance will impact their relationship.