Timothée Chalamet and Kylie Jenner reportedly spent Valentine’s Day apart. According to Radar Online, a source claimed, “The fact Timothée didn’t arrange to spend Valentine’s Day with Kylie is being seen as a huge red flag.”
“Timothée could have easily arranged to do the promo with Fanning and have Jenner along with him,” they added.
“The fact that he didn’t is a huge deal and very hurtful, no matter how much he tries to blame it on work commitments,” the source added.
Chalamet reportedly spent Valentine’s Day attending a film retrospective event instead of celebrating it with the Keeping Up With the Kardashians star.
The actor participated in a special screening series featuring some of his films, where Elle Fanning moderated a discussion during a screening of Beautiful Boy. The event also included other movies such as A Complete Unknown and Dune.
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Meanwhile, Jenner appeared to spend Valentine’s Day with her family and shared a social media post referring to her mother, Kris Jenner, as her Valentine.
Earlier, the couple had been spotted together at the Los Angeles premiere of Marty Supreme in December 2025. The duo was seen in matching tangerine Chrome Hearts outfits, grabbing significant media attention.
Chalamet and Jenner were also seen together at the 2026 Critics’ Choice Awards, where the former won the Best Actor award for his film Marty Supreme. He portrayed the character of Marty Reisman, a celebrated table tennis champion.
As Chalamet walked up to the stage to accept the honor, he acknowledged his girlfriend and said, “Thank you to my partner of three years. Thank you for our foundation. I love you. I couldn’t do this without you. Thank you from the bottom of my heart.” Cameras panned towards an emotional Jenner as she mouthed the three words, ” I love you.”
Jenner previously dated rapper Tyga from 2014 to 2017 and then began a relationship with rapper Travis Scott. Jenner and Scott welcomed their first child, Stormi Webster, on February 1, 2018.
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Even though the pair split in September 2019, during the COVID-19 pandemic, they quarantined together for the sake of their daughter. On September 7, 2021, after weeks of speculation, Jenner revealed that she and Scott were expecting their second child.
On February 2, 2022, the Kylie Cosmetics founder gave birth to their second child, Aire Webster. Despite several attempts at reconciliation in January 2023, it was reported that the couple had split up for good.
In September 2023, Chalamet and Jenner were first spotted in the VIP section of Beyoncé’s highly publicized birthday concert in Los Angeles.
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They held hands and had a great time alongside other members of the Kardashian-Jenner family, including Kim Kardashian, Kendall Jenner and other A-list stars. As rumors began spiraling in the industry, the duo was once again spotted at the U.S. Open final in New York, sharing kisses and enjoying their time together.
