Timothee Chalamet dodges GF Kylie Jenner’s kiss at award show in awkward live TV moment

Timothee Chalamet and Kylie Jenner shared an awkward moment at the David di Donatello Awards after debuting as a couple on the red carpet
UPDATED MAY 9, 2025
The awkward moment with Kylie Jenner unfolded as Timothee Chalamet made his way to the stage to accept his award (Daniele Venturelli/WireImage, @cinemaaddixt/X)
The awkward moment with Kylie Jenner unfolded as Timothee Chalamet made his way to the stage to accept his award (Daniele Venturelli/WireImage, @cinemaaddixt/X)

ROME, ITALY: Timothee Chalamet and Kylie Jenner’s glamorous night out at the 70th David di Donatello Awards in Rome took an unexpected turn when a clumsy on-stage moment sparked buzz.

The 'Dune' star, 29, was honored with the David for Cinematic Excellence when cameras caught an awkward interaction between him and his girlfriend, Kylie Jenner, 27, as she leaned in for a second kiss only to be visibly snubbed, reports TMZ.



 

Timothee Chalamet’s missed kiss with Kylie Jenner goes viral

With her hair neatly slicked into a tight bun, Kylie Jenner looked content supporting her boyfriend, that is, until an unexpected slip-up on live TV left her momentarily stunned.

Things took an awkward turn when Chalamet headed to the stage to accept his award.

ROME, ITALY - MAY 07: Kylie Jenner and Timothée Chalamet attend the photocall during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025 in Rome, Italy. (Photo by Daniele Venturelli/WireImage)
Kylie Jenner and Timothee Chalamet attend the photocall during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025, in Rome, Italy (Daniele Venturelli/WireImage)

As the crowd erupted in applause, he leaned in toward Jenner for what seemed like a celebratory kiss, but the moment didn’t quite land as smoothly as expected.

But when Jenner leaned in for a second kiss, aiming for a sweet moment, Chalamet turned his attention to the applauding audience and those seated nearby, unintentionally leaving her hanging.

ROME, ITALY - MAY 07: Kylie Jenner and Timothée Chalamet attends the show during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025 in Rome, Italy. (Photo by Daniele Venturelli/WireImage)
Kylie Jenner and Timothee Chalamet attend the show during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025, in Rome, Italy (Daniele Venturelli/WireImage)

Jenner, clad in a sleek black Schiaparelli gown, appeared momentarily flustered as the live broadcast captured the missed connection.

Kylie Jenner and Timothee Chalamet make romantic red carpet debut as couple in Rome

ROME, ITALY - MAY 07: Kylie Jenner and Timothée Chalamet attend the photocall during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025 in Rome, Italy. (Photo by Daniele Venturelli/WireImage)
Kylie Jenner and Timothee Chalamet attend the photocall during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025, in Rome, Italy (Daniele Venturelli/WireImage)

After two years of keeping their romance largely private, Kylie Jenner and Timothee Chalamet finally stepped into the spotlight together, making their official red carpet debut at the 70th David di Donatello Awards in Rome on May 7, Wednesday.

The couple arrived hand-in-hand, drawing widespread attention as they made a stylish entrance at Italy’s prestigious film awards ceremony.

Jenner dazzled in a plunging black corset gown paired with sleek heels, while Chalamet brought timeless sophistication in a black velvet suit, marking a major personal moment as he accepted the Special David prize recognizing his cinematic achievements.

ROME, ITALY - MAY 07: Kylie Jenner and Timothée Chalamet attend the photocall during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025 in Rome, Italy. (Photo by Daniele Venturelli/WireImage)
Kylie Jenner and Timothee Chalamet attend the photocall during the 70th David Di Donatello at Cinecitta Studios on May 07, 2025, in Rome, Italy (Daniele Venturelli/WireImage)

Just two days after Timothee Chalamet skipped the 2025 Met Gala, fueling chatter about a possible red carpet debut. According to insiders, Chalamet skipped the fashion event to enjoy a low-key night with friends and catch an NBA playoff game between the Knicks and Celtics.

Until now, Jenner and Chalamet had only been spotted together at exclusive after-parties and behind closed doors as a couple.

GET BREAKING U.S. NEWS & POLITICAL UPDATES
STRAIGHT TO YOUR INBOX.

MORE STORIES

The post Khloe Kardashian liked featured Charlie Kirk speaking with a fan at an event about his devout Christian faith
Sep 13, 2025
Whitney Cummings sparked widespread outrage after posting a controversial tweet about the killing of conservative activist Charlie Kirk
Sep 13, 2025
Prince Harry was spotted entering King Charles’s London residence, months after saying his father had ignored his calls
Sep 11, 2025
Rosie O'Donnell said Ellen DeGeneres’ friendship denial hurt so much she printed T-shirts for her staff reading, 'I don’t know Rosie, we’re not friends'
Sep 10, 2025
A post alleged that Karoline Leavitt called Patti LaBelle 'just a singer,' leading LaBelle to deliver a seven-word response that froze the studio
Sep 10, 2025
Jennifer Lopez feels free channeling emotions into music, but Ben Affleck is embarrassed and sees it as crossing a line, according to the source
Sep 9, 2025
Howard Stern added that he missed last week’s show due to illness, not contract talks, and addressed rumors of being fired from his own show
Sep 9, 2025
Taylor Swift and Travis Kelce’s engagement in August 2025 triggered a wave of pregnancy chatter after an ultrasound photo went viral
Sep 9, 2025
Ed Sheeran, 34, revealed that he was leaving Suffolk with his wife Cherry Seaborn and their two daughters, Lyra and Jupiter
Sep 9, 2025
From Ice Spice’s chaotic corset to Paris Hilton’s flame dress, see the celebs who landed on the worst-dressed list at the 2025 VMAs
Sep 8, 2025