Timothée Chalamet misses kiss from Kylie Jenner and the internet is screaming
Kylie Jenner and Timothée Chalamet made their red carpet debut at the David di Donatello Awards,but it was not the glam moment fans expected. A blink-and-you’ll-cringe PDA mishap had Kylie leaning in for a second kiss… and Timmy totally missing the memo. Cue the internet’s collective secondhand embarrassment.

Kylie Jenner and Timothée Chalamet just made their long-awaited red carpet debut, but it is a kiss that did not happen that has everyone talking. The stylish duo rocked up hand-in-hand to the David di Donatello Awards in Rome this week, exuding couple goals energy in matching all-black designer looks. Kylie stunned in a figure-hugging floor-length Schiaparelli gown, while Timothée looked dapper in a velvet suit that screamed "effortlessly chaotic art boy." All was going smoothly, until it was not.
Timothée Chalamet misses kiss from Kylie Jenner | Credit: X
Camera caught Timothée Chalamet missing the kiss at an award show
When Chalamet’s name was announced as the winner of the David Award for Cinematic Excellence, he stood up, beaming, and leaned in for a quick kiss. So far, so cute. But as Kylie leaned in for what looked like a second peck… he totally missed it. Like, fully leaving her hanging.
Kylie and Timothée shared a kiss before he claimed his award, so sweet! pic.twitter.com/Jv7cjVt3AC
— cinemasenthusiast (@cinemaaddixt) May 7, 2025
Fans are going insane, call it, ‘so awkward’
And yes, it was all caught on camera. Fans were quick to share their secondhand embarrassment online, dubbing the moment “icky” and “so awkward.” One Reddit user said it gave them the “ick,” while another added, “There’s no chemistry, and he can’t even fake it.”
Timothée Chalamet misses kiss from Kylie Jenner | Credit: X
It was not exactly the Hollywood kiss moment we are used to. Especially considering Kylie missed out on that iconic Oscar-night kiss earlier this year, when Chalamet lost the Best Actor award to Adrien Brody. Maybe the award show PDA curse is real?
Despite the hiccup, the couple still looked smitten during their debut, whispering to each other, holding hands, and smiling for the cameras. At one point, Kylie turned away from the flashing bulbs to whisper something into Timothée’s ear. The man stayed locked in, arm wrapped firmly around her waist.
Timothée Chalamet misses kiss from Kylie Jenner | Credit: X
Timothée Chalamet and Kylie Jenner’s relationship
The pair have been going strong since April 2023, when Kylie’s car was spotted outside Timmy’s house. Their relationship was confirmed a few months later when they were caught kissing at Beyoncé’s Renaissance World Tour. A source at the time said Kylie was loving how different this relationship felt from her previous ones, exciting, new, and lowkey in the best way.
Timothée Chalamet and Kylie Jenner’s relationship | Credit: X
But honestly, no matter how famous you are, no one is immune to an awkward moment, especially when the whole world is watching.