Kendall Jenner chipped one of her teeth while flying to watch the New York Knicks game with sister Kylie Jenner. Luckily, she still made it to the game, where they were joined by Timothée Chalamet.
Kendall Jenner’s sister trip to New York may have been a slam dunk—but it wasn’t without its hiccups.
Indeed, days after Kylie Jenner and Kendall join Timothée Chalamat in watching the New York Knicks take on the Boston Celtics at Madison Square Garden May 12, Kylie shared a pic of their private jet flight to the Big Apple, during which the model chipped her front tooth.
In the clip posted to Instagram May 13, the two sisters are heard laughing as the Kylie Cosmetics founder films Kendall sitting in her seat as she zooms in on something white on her fingertip.

One of them says, “Did my nail come off, or was it my tooth?” Before Kylie proclaims, “B—h, you are not going to the Knicks game today!”
The Khy founder—who shares kids Stormi, 7, and Aire, 3, with ex Travis Scott—then brings the camera closer to Kendall’s teeth, which showed that one of her front two teeth had indeed chipped off.
After one of Kylie’s kids, who joined them on the flight, asks “what?” off camera, she replies by saying, “Kendall’s tooth fell off!”
Throughout the whole ordeal, the 818 Tequila founder could be heard hysterically laughing, so she clearly took the mishap in stride—and she did end up going to the Knicks game.
Elsewhere in Kylie’s Instagram carousel post documenting their trip, Kylie and Kendall posed in Knicks hats and matching leather pants and cheered on the basketball team after their big win. Kylie also shared a video of Stormi helping Aire open a tray of fried chicken in their hotel room, a couple of selfies and more.

Kylie Jenner/Instagram
The sister duo made headlines by sitting front row at the basketball game with Kylie’s boyfriend Timothée. While he didn’t appear in any of his girlfriend’s social media activity documenting her trip to New York, he did sit between Kylie, 27, and Kendall, 29, during the game, which signaled to many that their relationship has the approval of Kylie’s older sister.
The rare high-profile outing for the couple—who started dating in 2023—came after Timmy and Kylie recently made their red carpet debut as a couple at the 70th David di Donatello award ceremony in Rome.

Kylie Jenner/Instagram
When the A Complete Unknown star, also 29, was honored a Special David prize for his achievements in acting during the award show, he shared a kiss with Kylie before taking the stage to accept his prize.
Despite the back-to-back public outings, Kylie and Timothée have remained extremely tight-lipped about their romance as it continues to blossom.
One person who has spoken about their relationship? The Wonka actor’s mom.
“I have to say she’s lovely,” Nicole Flender told Curbed in an interview published April 21. “She’s very nice to me.”
Keep reading for more about Kylie and Timothée’s relationship…
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