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American Focus > Blog > Celebrities > EXCLUSIVE: Kylie Jenner is Demanding a Ring! Why the Billionaire Makeup Mogul is ‘Pressuring’ Boyfriend Timothée Chalamet to Propose After Two Years of Dating
Celebrities

EXCLUSIVE: Kylie Jenner is Demanding a Ring! Why the Billionaire Makeup Mogul is ‘Pressuring’ Boyfriend Timothée Chalamet to Propose After Two Years of Dating

Last updated: September 24, 2025 5:33 pm
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EXCLUSIVE: Kylie Jenner is Demanding a Ring! Why the Billionaire Makeup Mogul is ‘Pressuring’ Boyfriend Timothée Chalamet to Propose After Two Years of Dating
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In a whirlwind of emotions, Kylie Jenner is feeling the pressure to elevate her relationship with Timothée Chalamet after an intense 18-month romance. Kylie, the 28-year-old beauty mogul, is eager for them to take the next step and move in together, while Timothée, at 29, is cherishing his independence as he enjoys his blossoming career, RadarOnline.com has learned.

Recently, the couple faced a significant challenge as they spent weeks apart. Timothée was filming Dune: Part Three in Budapest, Hungary, which led Kylie to take a drastic step. Sources confirm she flew nearly 6,000 miles to confront him about their future, seeking clarity during a much-needed face-to-face meeting.

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An insider shared, “After being apart for a month, Kylie found it incredibly tough. With rumors circulating that Timothée was enjoying a carefree time without her, she felt the need for reassurance about their relationship status and what the future holds once he returns to Los Angeles.”

Despite not pushing for a proposal, Kylie, a mother of two with rapper ex Travis Scott, is eager to cohabit with Timothée and is even prepared to cover the expenses. An insider noted, “She wants more closeness and is ready to make it happen financially.”

However, Timothée finds himself in a bit of a conundrum. While he enjoys his independence, he is also acutely aware that his reluctance to commit could push Kylie away.

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Additionally, sources revealed that Timothée’s family has displayed apprehension regarding his relationship with a member of the Kardashian clan. He is grappling with the challenges of keeping pace with Kylie’s extravagant lifestyle, her $670 million net worth significantly eclipsing his own $25 million fortune.

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According to the insider, “Timothée and Kylie have created memories with lavish trips and experiences, yet he feels the financial strain when trying to keep up. Kylie expects nothing but the best, and the onus often falls on him to pay for these high-end escapades.”

While Timothée’s rising fame does bring opportunities for luxury experiences, he is steadfast in his desire to avoid living off Kylie’s financial success. “He takes pride in his achievements and never wants to feel like he’s taking advantage of Kylie,” the source added.

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As their relationship evolves, the disparity in their financial situations poses a “big test” for Timothée’s “ego and self-esteem.” The insider concluded, “He knows that if he shows any signs of insecurity, it could jeopardize what they have built together.”


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