Kylie Jenner and Timothée Chalamet were spotted enjoying another stylish date night, attending Game 5 of the Knicks vs. Pacers playoff series at Madison Square Garden in New York City. The couple, who have been romantically linked since 2023, showcased their coordinated fashion choices while cheering for the Knicks, who were down three games to one in the series.
On May 29, Jenner, 27, turned heads in a striking orange leather jacket over a white crop top, paired with black leather pants. After taking their courtside seats, she removed the jacket to fully reveal her stylish ensemble. Chalamet, 29, complemented her look in a bomber jacket featuring orange and blue, a nod to the Knicks’ colors, along with a black tank top and dark jeans.
As they attended the game alongside fellow celebrities Miles Teller and his wife Keleigh, they also shared the spotlight with Ben Stiller, who was seen animatedly cheering during the match. The night became even more memorable for Chalamet as he had a chance encounter with NBA legends Charles Barkley and Kenny Smith, who warmly greeted him during a broadcast moment.
Chalamet, an avid Knicks fan, has been seen courtside at several games throughout this NBA playoffs season, including a previous outing with Jenner at the Knicks-Celtics playoff matchup earlier in May. The couple made headlines earlier this month as they celebrated their relationship, making a glamorous red carpet appearance at the 70th David Di Donatello Awards, where Jenner wore an elegant black dress.
Highlighting her fashion choices, Jenner recently spoke about her preference for black dresses when attending events with Chalamet. “A black dress is kind of like, not too attention grabbing in the best way. You can never go wrong with a black dress,” she shared in an interview, emphasizing her refined style.
This appearance not only showcased their love for each other but also painted a picture of a thriving relationship amid their busy careers in the spotlight. Their presence at the game brings a sense of excitement and glamour to the NBA playoffs, creating a buzz among fans and followers alike.