Kylie Jenner is making a stylish splash on the film festival circuit as she lends her unwavering support to her beau, Timothée Chalamet. On February 12th, the 27-year-old Kardashian sensation took to Instagram to unveil her enchanting ensemble from the Santa Barbara International Film Festival, which transpired on Tuesday evening.
In a mesmerizing series of snapshots, Jenner flaunted her sleek, black halter gown with a daring low back, a timeless piece meticulously revived from Azzedine Alaïa’s spring 1998 collection by her stylists Mackenzie Grandquist and Alexandra Rose. (Jenner is renowned for her penchant for pulling archival gems.) Various frames captured the reality TV star striking poses in a bedroom doorway, her curvaceous figure accentuated by the skin-tight gown, complemented by a relaxed, blowout hairstyle.
Another captivating image depicted the mother-of-two lounging in bed with her hairstylist, Jesus Guerrero, draped in a cozy robe before donning her glamorous attire. She also indulged in a bathroom mirror selfie, flaunting her exquisite makeup look, and posed for an intimate close-up alongside the influencer Victoria Villarroel.
Captioning her post with the playful remark, "sprinted too hard last night," Jenner also included a snapshot of a box of Sprinter Vodka Soda.
On Tuesday, the Kylie Cosmetics executive stole the spotlight with a massive, square-cut ring adorning her pointer finger as she sat in the audience at the Arlington Theater, witnessing Chalamet, 29, receive this year’s Arlington Artist of the Year Award for his outstanding performance in the Bob Dylan biopic, A Complete Unknown. She accessorized further with another, albeit slightly less grand but equally impressive ring on her pinky, as evidenced by a close-up of her hand shared on Instagram Stories. The chunky, sparkling jewels served as a dazzling contrast to her soft, pink-nude manicure, standing out against her striking festival attire.
Photos snapped of Jenner and Chalamet that evening in Santa Barbara captured the reality TV star enthusiastically applauding her boyfriend as he was honored with the prestigious award. The couple could also be seen sharing a cozy moment in the audience, sitting side by side as they attentively listened to other speakers at the event.
Jenner and Chalamet sparked romance rumors in April 2023 and have since made numerous public appearances together, with Jenner being a steadfast supporter of her boyfriend’s quest for the Best Actor Oscar for A Complete Unknown.
Earlier, Kylie Jenner suffered a wardrobe malfunction at the 2025 Golden Globes in an Elizabeth Hurley-inspired Versace gown from 1999. The duo also attended the Golden Globes, where Chalamet was nominated for Best Actor in a Motion Picture, as well as an afterparty following Chalamet's hosting gig on Saturday Night Live in January.
A source recently revealed to PEOPLE that Jenner is "having fun supporting" her boyfriend as awards season kicks into high gear and has thoroughly enjoyed accompanying him to each premiere and event. "She enjoys attending the events with him," the source said. "She knows that his career is incredibly important to him, and she wants to be by his side throughout it all."
"Kylie is over the moon," the source added, noting that the couple is "very serious" and that "everyone in her family adores him."
