Your tip
Your tip
RadarOnlineRadarOnline
or
Sign in with lockrMail
Exclusive

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

Kylie Jenner
Source: MEGA

Kylie Jenner is pressuring Timothée Chalamet for a proposal after two years of dating, stirring attention.

Sept. 24 2025, Published 6:30 a.m. ET

Jittery Kylie Jenner is pressuring Timothée Chalamet to get more serious about their 18-month romance and move in with her – but he's loving his freedom as a footloose movie star, RadarOnline.com can reveal.

L.A.-based Kylie, 28, and A Complete Unknown actor, 29, spent weeks apart this summer while Chalamet filmed Dune: Part Three in Budapest, Hungary – causing the needy reality TV babe to fly nearly 6,000 miles for a face-to-face showdown about their future, sources shared.

Article continues below advertisement
Travis Scott shares two children with Kylie Jenner, who now wants Timothée Chalamet to move in.
Source: MEGA

Travis Scott shares two children with Kylie Jenner, who now wants Timothée to move in.

Article continues below advertisement

"They had an entire month apart, and it was tough on Kylie – especially as rumors were circulating that Timmy was having a fine time without her and partying with the crew during breaks," an insider confided.

"She's very affected by social media rumors, which is why she insisted on flying out when he had a break and asking for some reassurances about where they're at and how things will work when he's back in the States."

According to the insider, the makeup mogul — who shares two young kids with rapper ex Travis Scott – isn't pressuring Chalamet to propose, but she's desperate to shack up with her stud and is even willing to foot the bill.

"He's caught between a rock and a hard place because he does like his independence, but the last thing he wants to do is to drive Kylie away by being too noncommittal," the insider explained.

Article continues below advertisement
Chalamet filmed 'Dune: Part Three' in Budapest while spending weeks apart from Jenner.
Source: MEGA

Chalamet filmed 'Dune: Part Three' in Budapest while spending weeks apart from Jenner.

Article continues below advertisement

But sources said Timothée has seen his family turn up their noses over him dating a member of the Kardashian clan — and he's also struggling to keep up with his galpal's lavish lifestyle as her $670 million purse dwarfs his $25 million fortune.

The insider noted: "Timmy and Kylie have bonded on these expensive trips and vacations they've taken. But he does feel the pinch when he's splurging on Kylie, who demands and gets only the best.

"They both love high-end experiences and luxury accommodations, and Timmy's fame can open doors to the finer things in life – but somebody has to pay for all of this, and it's usually Timmy.

"He's just too proud of his own success to ever want to ride Kylie's coattails financially, and that's been the dynamic between them from the beginning."

Article continues below advertisement
Family of Chalamet reportedly disapproves of his relationship with Jenner.
Source: MEGA

Family of Chalamet reportedly disapproves of his relationship with Jenner.

Radar Logo

Never Miss an

Exclusive

Daily updates from the heart of Hollywood, right to your inbox

By entering your email and clicking Sign Up, you’re agreeing to let us send you customized marketing messages about us and our advertising partners. You are also agreeing to our Terms of Service and Privacy Policy.

READ MORE ON EXCLUSIVES

According to the source, the young couple's uneven assets are a "big test" of Timothée's "ego and self-esteem," but the smitten star knows that "this relationship is done if he ever shows any insecurity."

© Copyright 2025 RADAR ONLINE™️. A DIVISION OF MYSTIFY ENTERTAINMENT NETWORK INC. RADAR ONLINE is a registered trademark. All rights reserved. Registration on or use of this site constitutes acceptance of our Terms of Service, Privacy Policy and Cookies Policy. People may receive compensation for some links to products and services. Offers may be subject to change without notice.