Read More
Kylie Jenner’s Diamonds Keep Getting Bigger and Better
From the 2026 Critics Choice Awards to the Golden Globes and the Academy Awards, Kylie Jenner has used her role as a plus-one this season to show off a series of major natural diamonds.
Kylie Jenner at the Academy Awards on March 15, 2026. (Getty Images)
First romantically linked in April 2023, Kylie Jenner and Timothée Chalamet have been the ultimate power couple, walking red carpets and attending awards shows together beginning with the 2024 Golden Globes.
Three years into their relationship, Jenner and Chalamet have become an awards season staple, celebrating press runs like A Complete Unknown and Marty Supreme in style. This season, Jenner used each appearance to showcase extraordinary natural diamonds by Lorraine Schwartz and Moussaieff.
Meet the Author
- Hannah Militano covers diamond jewelry trends, the fashion industry, pop culture, and celebrity news.
- She holds a Bachelor’s degree from the Fashion Institute of Technology.
- As a journalist, her work has been featured in publications such as Editorialist, Carine Roitfeld’s CR Fashion Book, L’Officiel USA, Grazia USA, Coveteur, and more.
From statement diamond necklaces to oversized earrings and stacks of dazzling rings, explore Kylie Jenner’s most impressive diamond jewels from the awards show circuit.
Kylie Jenner Wore Black Diamond Jewelry at the 2026 Vanity Fair Oscar Party
Timothée Chalamet and Kylie Jenner attended the 2026 Vanity Fair Oscar Party, hosted by Mark Guiducci at the Los Angeles County Museum of Art.
While Chalamet sported a white suit with a natural diamond Cartier Panthère necklace, Jenner posed in a black beaded custom Alexander McQueen gown with romantic shoulder-dusting black diamond chandelier earrings by Lorraine Schwartz, gracefully peeking out from behind her raven tresses.
Completing her look, Jenner wore a striking pear-shaped black diamond ring from the beloved celebrity jeweler.
Kylie Jenner Wore Nearly 200 Carats of Lorraine Schwartz Diamonds to the 2026 Oscars
Kylie Jenner stunned in a bright red Schiaparelli keyhole gown by Daniel Roseberry, with nearly 200 carats of Lorraine Schwartz diamonds in her necklace, earrings, and rings, at the 2026 Oscars to complete her Jessica Rabbit-inspired ensemble. Styled by Alexandra Rose and Mackenzie Grandquist, the beauty mogul wore giant earrings with multiple pear-shaped diamond pendants, as well as an awe-inspiring necklace, featuring a substantial central marquise-cut diamond, set akimbo, with two pear-shaped diamond pendants dangling from either end.
Kylie Jenner Wore Moussaieff Diamond Jewelry to the 2026 BAFTA Awards
Jenner attended the 2026 BAFTAs alongside Chalamet, who was nominated that evening for Leading Actor thanks to his role in Marty Supreme. The Kylie Cosmetics founder donned a vintage Thierry Mugler black bejeweled gown from Tab Vintage, styled by the Grandquist sisters. Jenner wore gob-smacking high jewelry diamond drop earrings from Moussaieff, featuring two pear-shaped diamonds on each ear, totaling 71.94 carats, and a matching 15.51-carat diamond ring.
Kylie Jenner Wore Lorraine Schwartz Diamonds to the 2026 Golden Globes
Ever the supportive girlfriend, Jenner attended the 2026 Golden Globes with her partner of three years, Timothée Chalamet. Jenner wore a champagne-colored custom Ashi Studio gown with bespoke Lorraine Schwartz diamond earrings. Styled by Alexandra Rose and Mackenzie Grandquist, Jenner’s diamond cluster earrings totaled a whopping 75 carats. She added a huge emerald-cut diamond ring to her left index finger, while sporting a hefty pear-shaped diamond pinky ring on her opposite hand.
Kylie Jenner Wore a Diamond Pinky Ring at the 2026 Critics’ Choice Awards
Jenner attended the 2026 Critics Choice Awards in a sultry black sheer lace and chainmail vintage Gianni Versace Couture gown from the Fall / Winter 1996 collection. The reality star wore pear-shaped diamond stud earrings with a matching pear-shaped diamond pinky ring, with the tip of the diamond pointing downward, towards her knuckle.
That evening, Chalamet took home the Best Actor award for his performance as an aspiring ping-pong champion, Marty Mouser. In his acceptance speech, he professed his love for his long-time girlfriend. “Thank you to my partner of three years. Thank you for our foundation,” he said. “I love you. I couldn’t do this without you.”
Kylie Jenner Wore Her Signature Pear-Shaped Diamonds at the Palm Springs International Film Festival
Just one day before, Jenner kicked off this year’s run of awards looks with an orange-tinted copper chainmail Ludovic de Saint Sernin gown, in honor of the Marty Supreme color scheme. She attended the 2026 Palm Springs International Film Festival Film Awards to support Chalamet, who was honored with the Spotlight Award for his role in the Josh Safdie project.
Jenner sported the same pear-shaped diamond stud earrings for the occasion, along with her matching pear-shaped diamond pinky ring. This time, she wore it with the tip pointing towards her nail. A noted fan of the shape, Jenner has worn similar pear-shaped diamond stud earrings to the 2025 Met Gala, the 2024 Vanity Fair Oscar Party, and more.
Get the Newsletter
Sign up for the latest diamond news, delivered directly to your inbox.
