Timothee Chalamet and Kylie Jenner at the Vanity Fair Oscar Party 2026
OConnor-Arroyo / AFF-USA.com / MEGA

Kylie Jenner and Timothée Chalamet could barely contain their excitement as the New York Knicks punched their ticket to the NBA Finals for the first time in nearly three decades. 

The celebrity couple turned Madison Square Garden into their own romantic backdrop Monday night, celebrating the historic victory with courtside kisses, embraces, and animated reactions throughout the intense matchup. 

While Chalamet soaked in the emotional sports milestone, Jenner appeared just as invested in the action, cheering loudly beside her boyfriend during the unforgettable evening.

Kylie Jenner Celebrates Knicks Victory With Courtside Kiss

Kylie Jenner and Timothée Chalamet were front and center as the Knicks secured a long-awaited trip to the NBA Finals after sweeping the Cleveland Cavaliers. 

The pair erupted with excitement the moment the final result became official, immediately embracing courtside before sharing a passionate kiss in front of the roaring crowd.

The win marked the Knicks’ first appearance in the NBA championship series since 1999, making the atmosphere inside the arena electric. 

Photos obtained by the Daily Mail showed Jenner wrapping her arms around Chalamet as the actor celebrated his beloved team’s major milestone. 

Throughout the game, the beauty mogul kept her focus firmly on the court, at times appearing even more emotionally invested in the nail-biting matchup than the “Dune” star himself.

Jenner also leaned fully into the basketball spirit for the occasion, rocking a blue Knicks T-shirt while cheering beside her boyfriend. 

The reality star paired the sporty top with blue denim pants, black heels, and a black Chanel bag, blending casual style with courtside glamour.

Jenner Continues Supporting Chalamet’s Basketball Obsession

Kylie Jenner has attended several basketball games with Chalamet in recent weeks, embracing the 30-year-old’s deep love for the Knicks. 

Monday’s outing was simply the latest stop in what has become a recurring courtside routine for the couple.

Meanwhile, Timothée Chalamet matched the laid-back energy in a vintage-inspired black leather jacket embroidered with New York’s logo. As the game intensified, cameras repeatedly caught the pair laughing, celebrating, and whispering to each other from their premium seats.

Later in the evening, the duo’s excitement reached another level as they animatedly celebrated beside “30 Rock” star Tracy Morgan. 

The courtside reactions quickly circulated online, with fans obsessing over the affectionate moments between the Oscar nominee and the Kylie Cosmetics founder.

The latest outing also comes shortly after Jenner and Chalamet packed on the PDA during another Knicks game earlier this month when New York faced the Philadelphia 76ers. 

During that appearance, the lovebirds shared multiple kisses while taking brief breaks from watching the action unfold on the court.

Kylie Jenner Faced Met Gala Buzz After Timothée Chalamet Stayed Away

Despite Jenner’s unwavering support at Chalamet’s basketball outings, the “Marty Supreme” actor recently faced criticism online after skipping the Met Gala while Jenner attended alone. 

Rather than joining his girlfriend at fashion’s biggest night, Chalamet chose to stay focused on the NBA playoffs and watch the Knicks instead.

Jenner walked the Met Gala carpet solo in a dramatic flesh-colored Schiaparelli gown featuring a nipple-teasing bodice, while her man spent the evening courtside. 

On social media, the actor made no mention of the glamorous event and instead posted a photo of his baby blue Adidas Samba sneakers from the basketball game.

The decision divided social media users. Some praised Chalamet’s choice as relatable and authentic, while others believed he should have supported Jenner during one of the fashion industry’s biggest nights. 

The debate only intensified because that was not the first time Chalamet skipped the Met Gala in favor of basketball.

Jenner Went Solo At The Met Gala For A Second Straight Year

Kylie Jenner
C Flanigan/imageSPACE / MEGA

This year’s Met Gala marked the second consecutive year Kylie Jenner attended the event without Timothée Chalamet by her side. 

Last year, the Oscar nominee also skipped the high-profile fashion event to watch the Knicks play, fueling ongoing chatter about his priorities whenever basketball season collides with celebrity obligations.

Still, Jenner has consistently shown support for Chalamet’s interests, particularly his loyalty to the New York franchise. 

Their relationship has continued growing steadily over the years, with the pair now dating for more than three years. 

After keeping much of their romance relatively private in the beginning, Jenner and Chalamet officially stepped into the spotlight together when they made their red carpet debut at the 70th David Di Donatello Awards in May 2025.

Since then, the couple has become increasingly comfortable showing affection publicly, whether at glamorous award ceremonies or intense playoff games.

Kylie Jenner’s ‘Jealousy’ Nearly Derailed Romance With Timothée Chalamet

Timothee Chalamet and Kylie Jenner at the Vanity Fair Oscar Party 2026
OConnor-Arroyo / AFF-USA.com / MEGA

Although Jenner and Chalamet appear all lovey-dovey, recent reports suggest that the socialite nearly lost the actor due to jealousy and trust issues that created major tension behind the scenes of their relationship. 

According to The Blast, insiders claimed Jenner initially struggled with Chalamet’s need for independence and became uncomfortable with the amount of time he spent away filming movies and maintaining friendships outside their romance. 

One source alleged the reality TV star “wanted to be around him all the time,” which reportedly made Chalamet feel “claustrophobic.” 

The insider added that Chalamet eventually became direct about needing more personal space, leading to serious friction between the pair during late 2025 while he filmed “Dune: Part Three” overseas and promoted “Marty Supreme.”

Reports also claimed Jenner’s insecurities intensified whenever Chalamet spent long periods away working, though the couple allegedly worked through the issues by improving communication and becoming more private about their relationship.