AceShowbiz - Kylie Jenner has given her boyfriend Timothée Chalamet a very public seal of approval after he debuted a fresh new look. The 28-year-old cosmetics mogul left a flirty comment on a TikTok video showing her partner arriving at Madison Square Garden to watch the New York Knicks take on the Cleveland Cavaliers. Her one-word reaction? "Daddy."

The video in question captured Timothée Chalamet, 30, walking out of the tunnel with a friend at game one of the NBA Eastern Conference Finals on May 19. The actor was sporting a noticeably trimmed hairdo and a clean-shaven face, a significant departure from the shaggier hairstyle and mustache he had been wearing since late 2024 while filming Marty Supreme. He took his seat alongside fellow Knicks diehards on celebrity row, which included Ben Stiller, his wife Christine Taylor, Spike Lee, Tracy Morgan, Michael J. Fox, and Tracy Pollan.

Judging by Kylie's comment, she fully approves of her partner's updated appearance. While the couple has enjoyed numerous date nights watching the Knicks—with Kylie's sister Kendall Jenner occasionally joining them—Kylie was noticeably absent from this particular matchup. The Knicks defeated the Cavaliers 115 to 104. Instead of being in New York, Kylie was in Los Angeles on May 19, posing for pictures with a bright red Ferrari and remarking, "was a cute little day."

While she was leaving playful comments for Timothée, the mother of two—she shares daughter Stormi, 8, and son Aire, 4, with ex Travis Scott—was also celebrating a professional milestone. Her brand, Kylie Cosmetics, won an InStyle Best Beauty Buys Award for her fragrance, Cosmic Intense. The Kardashians star commemorated the achievement with a red cake that matched the bottle of her perfume, writing in a post caption on May 20, "Surprise on set she's an award winner!!!"

The relationship between Kylie and Timothée has been a subject of public fascination since they first sparked romance rumors in April 2023, following her split from Travis Scott. Here is a timeline of their relationship milestones as reported by E! News.

Romance Rumors: April 2023
Kylie Jenner and Timothée Chalamet first sparked romance rumors in April 2023 after her split from Travis Scott.

Going Strong: August 2023
E! News confirmed in August 2023 that the Kardashians star and the Dune actor were still an item, despite reports claiming they'd called it quits.

Making It Official: September 2023
After packing on the PDA at Beyoncé's birthday concert in Los Angeles in September 2023, the pair attended a star-studded New York Fashion Week dinner together.

Doubles Partners: September 2023
Later that same month, the couple attended the U.S. Open in New York.

Courtside Kiss: September 2023
It was love-all at the US Open in September 2023.

Desire for Private Life: October 2023
When Kylie's level of fame was brought up during Timothée's discussion with GQ about privacy, he responded with a laugh. "This reminds me of that recent South Park episode with the Worldwide Privacy Tour," he said, referencing the show's parody of Prince Harry and Meghan Markle. "Sometimes, people are going to be hella confused when you say you're trying to live a private life."

Awards Date Night: November 2023
Though the two skipped walking the red carpet together at the WSJ. Magazine Innovator Awards, they were all smiles on their date night to the ceremony.

Live From New York: November 2023
...it's Kylie and Timothée. The pair arrived separately at the SNL after-party after the actor hosted the show in November 2023.

Table for Two: January 2024
What award show? It was only lovers in the building as the 2024 Golden Globes doubled as a Timothée-and-Kylie kiss cam. And there was nary a rumor that could puncture their blissful bubble.

Make It a Tradition: January 2025
For the second straight year, Kylie was Timothée's date to the Golden Globes. At the 2025 ceremony, the A Complete Unknown star scored a nomination for Best Actor in a Motion Picture-Drama for his performance in the Bob Dylan biopic. Though he ultimately lost to Adrien Brody, he won in the romance category with Kylie.

Vanity Fair: March 2025
While Kylie did not join Timothée at the 2025 Oscars, where he was nominated for his role in A Complete Unknown, she was by his side at Vanity Fair's after-party.

Having a Ball: April 2025
The duo enjoyed a night out at the Los Angeles Lakers vs. the Minnesota Timberwolves game in L.A. in April 2025.

Red Carpet Debut: May 2025
The couple walked their first red carpet together at the 70th David Di Donatello award ceremony in Rome, where Timothée was honored with a special prize for his acting.

Keeping Up With Family: May 2025
Kylie's sister Kendall Jenner joined the pair on their date at the New York Knicks vs. Boston Celtics game at Madison Square Garden in N.Y.C.

Romance on Set: August 2025
Kylie took a trip to Budapest in August 2025 to visit Timothée while he was filming Dune: Part Three. The couple posed for photos with fans during a trip to a local coffee shop.

Orange You Glad: December 2025
The couple matched in orange at the Los Angeles premiere of Marty Supreme. Their Chrome Hearts outfits were so iconic that they were later recreated by Hacks costars Megan Stalter and Paul W. Downs at the Critics Choice Awards in January 2026.

Awards Season Supreme: January 2026
Timothée was joined by Kylie at the 2026 Critics Choice Awards, where he professed his love to his "partner of three years" after winning Best Actor for his performance in Marty Supreme. "I couldn't do this without you," he told Kylie, who mouthed "I love you" from the crowd. "Thank you from the bottom of my heart. Thank you so much."

A Golden Moment: January 2026
The internet was sent into a frenzy at the 2026 Golden Globes, when the reality star's alleged name card from the ceremony—reading Kylie Jenner Chalamet—went viral. However, E! News confirmed from inside the Beverly Hilton ballroom that the font on the actual name cards was different from the fake image going around online. Still, it was a memorable night for the couple, with Timothée giving his girlfriend a sweet shoutout when he won Best Performance by a Male Actor in a Motion Picture-Musical or Comedy for Marty Supreme.

BAFTAs Beautiful: February 2026
The couple took their love across the pond to the 2026 British Academy Film and Television Arts Awards in London, where Timothée was nominated in the Leading Actor category.

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