Kylie Jenner and Timothée Chalamet may be getting more serious than their courtside smiles let on.
The couple has spent the Knicks’ playoff run turning NBA games into full-blown date nights, but a new report claims the relationship is also deepening behind the scenes. According to an insider, Jenner has even told her mother, Kris Jenner, where she stands if Chalamet ever decides to propose.
“Kylie is the happiest she has ever been in any relationship,” the source said.
Then came the real hook. The insider claimed Kylie told Kris that she “would say YES” to a future proposal from Chalamet. The source added that Jenner is “not pressuring him.”
Kylie And Timothée Are Reportedly A ‘Perfect Fit’
The relationship reportedly works because Chalamet does not seem intimidated by Jenner’s fame, fortune, or business success.
The source claimed the ‘Dune’ actor is constantly supporting her and reminding her what he admires most.
“He is always telling her what a great mom she is and how incredible she is with her kids,” the insider said. “They feel like best friends and their personalities are a perfect fit.”
That may be why this romance has continued to draw so much attention. Jenner has lived much of her adult life in the spotlight, while Chalamet built his image around prestige films, fashion, and a slightly more low-key public persona.
Their Knicks Date Nights Keep Getting Louder
Jenner and Chalamet have also become regular courtside fixtures during the New York Knicks’ playoff run.
On Monday night, they attended Game 4 of the Eastern Conference Finals in Cleveland, where the Knicks beat the Cavaliers 130-93. The win completed a four-game sweep and sent the Knicks to their first NBA Finals appearance in 27 years.
Chalamet dressed like a longtime fan, wearing a vintage 1999 Knicks Eastern Conference Finals Championship T-shirt. Jenner matched the theme in her own vintage Knicks tee and jeans, adding a black Chanel bag and diamond earrings.
The couple drew boos from Cleveland fans after their courtside appearance was announced. That part was hardly shocking. They were openly rooting for the visiting team on elimination night. Both appeared to laugh it off.
Chalamet’s Knicks Loyalty Runs Deep
Chalamet’s Knicks fandom has become part of the couple’s public storyline.
The actor has attended several games throughout the playoffs and even skipped the Met Gala earlier this month to watch a first-round Knicks game. Jenner walked the carpet solo for the second year in a row.
After the Knicks’ 2025 Eastern Conference Finals victory over the Indiana Pacers, Jenner reposted a TikTok featuring a famous ‘Sex and the City’ joke about the team winning.
Now, with the Knicks heading to the NBA Finals on June 3, Jenner and Chalamet may have more courtside moments ahead.
For now, the marriage talk remains only a report. But the claim that Kylie would say yes adds a new layer to a romance that already has fans watching every public move.
