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Kylie Jenner fans spot awkward blunder with boyfriend Timothée Chalamet after first red carpet appearance together

Home> Entertainment> Celebrity

Updated 14:15 2 Jun 2025 GMT+1Published 17:14 8 May 2025 GMT+1

Kylie Jenner fans spot awkward blunder with boyfriend Timothée Chalamet after first red carpet appearance together

Jenner and Chalamet have been dating for roughly two years now

Britt Jones

Britt Jones

Kylie Jenner and her beau Timothée Chalamet suffered an awkward moment at this year’s David Di Donatello Awards in Italy shortly after making their long-awaited red carpet debut.

The pair stepped out onto the red carpet together at the ceremony, where Chalamet was honoured with the David Speciale award.

This blunder comes just days after the actor left fans disappointed when he shared that he and Jenner would not be attending the Met Gala.

So many people were excited to see them at the big fashion event, and thought that this would be their couple debut on the red carpet.

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But it was not meant to be.

Kylie Jenner and Timothée Chalamet experience an awkward moment (Allen Berezovsky/Getty Images)
Kylie Jenner and Timothée Chalamet experience an awkward moment (Allen Berezovsky/Getty Images)

Even thought the pair have been to high profile events together, such as this year's BAFTAs, their red carpet serve was saved for Italy.

While celebrities were busy getting their garments on, Chalamet posted a video on Instagram showing he was sat in front of his TV watching 'French NBA analysis' instead.

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He then shared a selfie with friends, signalling he was not going to the event.

Pop Base re-shared the photo on Twitter, stating: "Timothée Chalamet shares new photo not at the Met Gala."

"'Not at the Met Gala,'" one person quoted and added two crying emojis.

"He would’ve ate this theme," another said.

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Anyway, in Italy, when Chalamet's name was announced on stage at the awards do, he and Jenner kissed, but then an awkward moment seemingly happened when he 'missed' her second kiss.

Fans who saw the exchange immediately took to social media to call it out and air out their thoughts.

The pair have become a topic of conversation online (Dave Benett/VF25/WireImage for Vanity Fair)
The pair have become a topic of conversation online (Dave Benett/VF25/WireImage for Vanity Fair)

On TikTok, a user uploaded a clip of the exchange, with people writing: "Awkward double kiss"

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Someone else wrote: "Hahaha she wanted more"

Another said: "Someone was talking to Timothee at back, he didn't noitce the second kiss."

A user commented: "He didn't care about the second kiss, awkward at this moment."

However, this is not the first time the couple have had an awkward kiss as in March of this year at the BNP Paribas Open tennis tournament in California, he missed a photo opportunity.

It was when he was focused on the game in front of him that Jenner was trying to get a selfie together, but he was too engrossed in the game in front of him.

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Then, when fans saw that Jenner kept her eyes open when she kissed Chalamet, they were baffled.

One person wrote: "him not kissing her back and her kissing him w her eyes open is making me cringe."

Another said: "This is me kissing my cat.

"But this also comes across a bit yikes because he is clearly into the match and not her in that moment so she looks a bit performative. But I say in that moment because who knows how he was otherwise. Moments in time don’t a story tell.

"I'm having second hand embarrassment watching this."

Featured Image Credit: Elisabetta A. Villa/Getty Images

Topics: Kylie Jenner, Timothée Chalamet, Celebrity, Social Media

Britt Jones
Britt Jones

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