Timothée Chalamet cheered from the audience as Kylie Jenner made her runway debut wearing a $50 million Fantasy Bra during the Victoria’s Secret Fashion Show 2026 on Sunday night, pagesix.com reported.
The Runway Debut and the $50 Million Fantasy Bra
Jenner walked the runway for the iconic lingerie brand for the first time on Sunday, wearing a pair of trademark angel wings and the most expensive Fantasy Bra in Victoria’s Secret history. According to Vogue, the $50 million piece of fashionable art marks the brand’s first Fantasy Bra since 2018. The jeweler stated that the center yellow diamond alone is worth an estimated $22 million and features “every cut to exist.”
Timothée Chalamet and Kylie Jenner attended Ryan Friedkin’s wedding yesterday in Saint-Tropez, France 🇫🇷 pic.twitter.com/bFFVkI4Zy2
Chalamet watched from his seat wearing sunglasses, smiling and clapping for the “Kardashians” star. He was seated alongside Jenner’s mother, Kris, who filmed the moment on her iPhone next to beau Corey Gamble.
Years of Supporting Each Other at Major Career Milestones
The couple quietly began dating in 2023 and have rarely addressed their relationship publicly, though they frequently attend high-profile events to support one another. In March 2026, Jenner joined Chalamet at the Academy Awards, where he was up for Best Actor and Best Picture for the film “Marty Supreme.” That appearance capped off an awards season run that included stops at the Critics Choice Awards, Golden Globes, and BAFTA Film Awards throughout early 2026.
During the recent NBA season, Jenner joined Chalamet at several New York Knicks games. While Chalamet attended the team’s championship-clinching win against the San Antonio Spurs—marking the franchise’s first title in 53 years, having last taken home the trophy in 1973—and the subsequent New York City parade, Jenner did not join him for those specific milestones.
Future Plans and Family Dynamics
Chalamet discussed his relationship in a November 2025 Vogue cover story, noting that children “could be on the radar” and explaining that his silence on the romance stems simply from not having anything to say rather than fear. Jenner shares two children, daughter Stormi, 8, and son Aire, 4, with ex Travis Scott. In an August episode of “The Girls,” Jenner stated that she does not want to add to her brood.
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