Timothée Chalamet and Kylie Jenner opted for a fresh yet carefully coordinated approach to couple dressing at the Critics Choice Awards 2026, held Sunday night in Santa Monica, California. Jenner leaned into vintage glamour with an archival Versace look, while Chalamet nodded to 1950s menswear, drawing inspiration from his role in Marty Supreme.
Jenner, founder of Kylie Lip Kit and Khy, sourced her dress from Los Angeles-based archival studio Tab Vintage. The Gianni Versace couture gown dates back to the designer’s fall 1996 collection and featured thin crisscross straps with a sleek, body-hugging silhouette that echoed the era’s signature ’90s siren aesthetic.
Adding a subtle lingerie influence, the black dress included a plunging neckline with a defined bustline, along with a panel of botanical-inspired black lace running down one side. The gown was tailored by Rae Moore and 7th Bone Tailoring, while styling was handled by Mackenzie Grandquist and Alexandra Rose Grandquist.
Chalamet complemented Jenner’s archival choice by paying homage to classic 1950s tailoring. He wore a slightly oversized navy pinstripe wool double-breasted jacket with peak lapels and double-pleated trousers by Givenchy creative director Sarah Burton. The look was finished with a crisp white button-down shirt and an archive silk tie featuring a soft pink floral pattern in cool tones.
Partners for three years, Chalamet and Jenner have embraced coordinated looks before, but their 2026 Critics Choice Awards outfits highlighted their individual styles while sharing a mutual appreciation for archival fashion, creating a cohesive yet distinctly personal red carpet moment.
