Kylie Jenner’s ‘embarrassing’ and ‘cringe’ moment caught on live TV as Timothee Chalamet wins at Italian awards show

KYLIE Jenner suffered an ‘embarrassing’ and ‘cringe’ moment which was caught on live TV.

Her boyfriend Timothee Chalamet won a prestigious gong at an Italian awards show.

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Last night, the star duo packed on the PDA as they made their red carpet debut at the 70th David di Donatello Awards in Rome.

Although they have appeared alongside one another at various high-profile events, they have never been side by side on the red carpet.

Kylie, 27, accompanied her boyfriend as he was honored at the 70th David di Donatello Awards.

These are essentially considered as the Italian Oscars and the prestigious event celebrates films from around the world.

Timothee, 29, was honoured with Italy’s David for Cinematic Excellence at the 2025 gala.

Although the gong honoured all of Chalamet’s filmography, it focused mainly on his most recent box office successes of the past year.

He reprised his role as Paul Atreides in Dune: Part Two and he received critical acclaim playing playing Bob Dylan in A Complete Unknown.

However, the reality TV star was caught up in an awkward moment when her A-list actor partner was announced as the winner.

Although the pair did go in for one congratulatory kiss, Kylie seemed to want a second smacker from her man as she leapt up towards him.

However, Timmy was far more interested in shaking the hands of his friends who sat behind him.

She was forced to sink back down into her seat as he appeared to snub her for a second snog before he made his way onto the stage.

Fans couldn’t help but notice the apparent gaffe as one Reddit user posted: “The ICK I felt during this video.”

Other users also seemed to agree, as one wrote: “No chemistry whatsoever. And he can’t even fake it.”

“Ah the kiss pull away moment is so embarrassing for her,” stated a second fan.

While a third noted: “Literally and forced to kiss her, and the fact he rejected the second kiss lmaoooo.”

And a fourth added: “Did she really think he would kiss her spontaneously? She was upset about the second missed kiss poor star.”

Kylie dazzled onlookers in a floor-length black gown with her signature plunging neckline. 

The Kardashians star had her tresses styled in a tight bun as her dress contained crystal pattern embellishments throughout the fabric.

Timothee looked dapper in a black velvet double-breasted blazer, matching pants, leather loafers and a bright floral broche.

Throughout the evening, they were seen regularly cozying up to one another for the cameras as they held hands in a warm embrace.

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