Kylie Jenner and Timothée Chalamet made headlines on May 7 by finally stepping out for their official red carpet debut as a couple at the 70th David Di Donatello Awards in Rome. While the couple appeared confident and stylish, their romantic moment took an unexpected turn. During the ceremony, when Chalamet was announced as the recipient of the David Award for Cinematic Excellence, he shared a brief kiss with Jenner. However, an awkward moment followed when Jenner leaned in for a second kiss, only to find her boyfriend had already turned away to greet others nearby.
Jenner Beams with Pride as Couple Stuns in Coordinated Red Carpet Looks
Despite the missed kiss, the event continued smoothly. Chalamet proceeded to the stage to deliver his speech while Jenner looked on supportively from the audience. Her presence didn’t go unnoticed, as one of the evening’s hosts even acknowledged her during the live broadcast. Jenner beamed with pride, clapping and waving enthusiastically, clearly thrilled to celebrate Chalamet’s achievement.

For their red carpet debut, the couple opted for coordinated, elegant looks. Jenner turned heads in a stunning curve-hugging black Schiaparelli gown, paired with statement earrings and an embroidered black and gold clutch. Chalamet complemented her ensemble with a sleek velvet suit, creating a picture-perfect fashion moment. Their chic appearance was widely praised and marked a stylish milestone for their public outings.
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Following the event, Jenner gave fans an intimate look into her getting-ready process. Posting on Instagram, she shared a carousel of photos showing herself applying her own makeup, sipping champagne, and taking a few mirror selfies. With the caption “Rome in Schiaparelli” and a playful nod to her DIY glam with “Makeup by meeeee 🥰,” she showcased her signature mix of glamour and relatability. The post even drew a comment from her mom, Kris Jenner, who showed her support with black heart emojis.
Jenner and Chalamet were first linked romantically in April 2023 but managed to keep their relationship relatively low-profile until September, when they were seen kissing at a Beyoncé concert. Since then, Jenner has become a regular presence at major awards shows alongside Chalamet, attending high-profile events like the Golden Globes, BAFTAs, and Oscars. However, the David Di Donatello Awards marked the first time they officially posed together on the red carpet, further cementing their status as one of Hollywood’s newest power couples.