She’s a billionaire and he’s a multimillionaire , but even Kylie Jenner and Timothee Chalamet go dutch – at least when it comes to flying. Thanks to her cosmetics company, Kylie owns her own private jet that she and Timmy usually use on their various worldwide travels. According to my source, Kylie was picking up the tab for the pilots, flight attendants , and fuel ( which can run hundreds of thousands of dollars depending on the itinerary). Even though she’s far wealthier , Kylie recently asked Timothee to start splitting the cost and he agreed. As my source explains it, they travel constantly and a recent trip to Japan cost them close to $250,000 just in expenses for the plane.
TIMOTHEE CHALAMET ENJOYS HAVING A WEALTHY GIRLFRIEND
Sunday, August 9, 2026
Mary
Part of Mama Kardashian’s strategy to make Timmee realize that they wouldn’t need to go “dutch” if he would just marry Kylie before she turns 30. Kylie is DESPERATE to be a Mrs. She has no education so it’s the only letters she’ll ever have after her last name.
Judie
Which one doesn’t want to get married?
FBI
Does anybody remember those FBI gambling busts from a year ago? One article said that one of those rings used Kylie’s old nyc townhouse. The gambling rings worked by luring the marks in with a celebrity, making them feel safe. They used x-ray tables, marked cards and wired rooms. In unrelated news, Timmy is doing poker nights now. Kylie got her own poker tables and cards for her last birthday.
Daisy
Is this based on him being spotted at a Japan store recently? IJBOL, that was literally in LA. His trip to Japan earlier this year was not with her and was covered by the studio as it was for promotion for his film. It’s very possible he’s contributing to their own private travel but your “source” is on this is laughable.
Dennis J Cermak
Isn’t it nice when both agree to share the expenses
Randy
Is this lifestyle really necessary? What is wrong with just taking first class to your Destination? If they keep this up they will just become one of the countless celebrity couples who go broke when the fame .subsides.
CoCoJoe
I know they are rich, but do all rich people waste their money this way? It seems excessive and ultimately unnecessary to me.
pokerface
There have been lots of wedding bells this season. All the news was about Taylor Swift, Zendaya, Dua Lipa, and more. Big splashy glamorous weddings. But not for Kylie and her partner of 4 years as her PR team was forced to humiliatingly tell all the press that there was no plans for marriage for her. That rat is never planning to marry her. He hides at all her events and pretends to not be there and cuts her out his instagram and forbids her to post about him. He wants the smallest footprint of evidence of them ever being a couple for his planned exit. He is a user and a rat.
pokerface
Kylie’s birthday resolution must have been to stand up for herself, finally. She is a young, desirable billionaire and can do a whole lot better than a greedy rat.
Dierdre Daniel
Maybe she’ll buy him a normal sized chin.
tutu
It is put up or shut up time. Kris and Kylie have been paying for everything, from maids to clean his pigsty, to using private jets as his weekend taxi, and two full award season campaigns, including Globe and Critics Choice: 2 famously pay-to-win award bodies, and marketing his last 2 “indie” films which weren’t indie at all since they cost $75 million to $90 million to make, but A24 could do that because the marketing was all on Kris and Kylie. Time to pay up Shallowman.
Fess
They were supposed to be engaged by now, or so the leaks from months ago said. But now People mag is saying their is no engagement or wedding forthcoming. Were all the gushing gossip of wedding and him taking parenting lessons (lol what) from false sources or did circumstances change? If so, which side’s circumstances changed? Who became dissatisfied?
Terms
He is in debt up to his eyeballs to PMK. Even his house is in hock to her. The deeper the debt piles the more the noose tightens and the greater the public acts required of him.
Arby the cat
Just think Woody Allen gave Timmy his big break out career. wink wink