Kylie Jenner’s kiss rebuffed by Timothée Chalamet in cringe-worthy awards show moment

Kylie Jenner and Timothée Chalamet’s red carpet romance hit an awkward bump this week after a viral moment at Italy’s prestigious David Di Donatello Awards showed the actor dodging a second kiss from the reality star and cosmetics mogul.

Chalamet, 29, was being honoured with the David Speciale award — celebrating his contribution to innovative and high-quality films — when the couple’s public display of affection took a turn for the clumsy. As his name was called, he kissed Jenner once… but appeared oblivious when she leaned in for a second smooch, instead turning to shake hands with other attendees.

The moment, captured on TikTok and dissected frame-by-frame by fans, drew no shortage of commentary. “Awkward double kiss,” one user wrote, while another quipped, “She wanted more, he was gone.” Others gave Chalamet the benefit of the doubt, noting he was possibly distracted by someone speaking behind him.

But this isn’t the couple’s first brush with PDA gone wrong. A similar moment was caught in March at the BNP Paribas Open in California, where body language — and lipreading — told a story of mismatched moods. Jenner, 27, reportedly urged Chalamet for a kissing selfie, while the Call Me By Your Name star, eyes fixed on the court, muttered, “Wait a minute, love,” before offering a lackluster kiss. Jenner allegedly responded with “Eye contact!” to which Chalamet deadpanned, “Go on… yum, yep.”

Social media reactions ranged from cringes to chuckles. One user described the interaction as, “Me kissing my cat.” Others speculated whether Jenner’s gestures were more performative than affectionate, particularly in high-profile settings.

Adding fuel to the fire, some fans revived chatter around the so-called “Kardashian Curse” — the internet-fueled myth suggesting men who date into the famous family are doomed to personal or professional decline. While Chalamet recently lost out to Adrien Brody in the Best Actor race at the Oscars, he wasn’t widely considered the frontrunner.

Neither Chalamet nor Jenner has commented publicly on the award-show awkwardness, but the internet certainly has. And in true celebrity couple fashion, the world will likely keep watching — kiss by kiss, cringe by cringe.