Kylie Jenner Suffers 'Embarrassing' Moment As She Tries To Kiss Timothée Chalamet At Award Show

Kylie Jenner and Timothée Chalamet finally made their red carpet debut as a couple at Italy's David di Donatello Awards.

However, it is an awkward missed kiss moment between the duo that has gone viral and has fans questioning their chemistry.

According to reports, Timothée Chalamet and Kylie Jenner chose not to attend the Met Gala together, prioritizing privacy and personal interests.

Jenner recently experienced an awkward moment that quickly went viral after being captured on live television.

She was in Rome supporting boyfriend Chalamet, who was being recognized at the 70th David di Donatello Awards, often referred to as Italy's equivalent of the Oscars.

While the couple has attended major events together, this marked their official red carpet debut as a couple. At the event, Chalamet, 29, received the prestigious David for Cinematic Excellence, celebrating his entire body of work, particularly his recent roles in "Dune: Part Two" and "A Complete Unknown."

However, Jenner found herself in a slightly uncomfortable situation during Chalamet's big moment at the awards ceremony. As his name was announced and the crowd erupted in applause, the couple shared a quick celebratory kiss.

But when she leaned in again for a second one, Chalamet caught up in the excitement and turned his attention instead to greeting friends seated nearby.

Left hanging, the makeup mogul quietly sat back down as Chalamet made his way to the stage, unintentionally leaving her momentarily sidelined.

Fans were quick to react to the awkward moment, with many taking to Reddit to share their secondhand embarrassment. One user wrote, "The ICK I felt during this video."

Others echoed the sentiment, suggesting a lack of spark between the couple. "No chemistry whatsoever. And he can't even fake it," one commenter said, per The U.S. Sun.

Another noted, "Ah, the kiss pull-away moment is so embarrassing for her." A different user chimed in with, "Literally and forced to kiss her, and the fact he rejected the second kiss lmaoooo."

Despite the awkward moment, Jenner turned heads in a stunning floor-length black gown featuring her signature plunging neckline and shimmering crystal embellishments woven into the fabric. She wore her hair in a sleek, tight bun.

Chalamet complemented her effortlessly, opting for a sharp black velvet double-breasted blazer paired with tailored pants, polished leather loafers, and a statement floral brooch.

Earlier this week, fans wondered if Jenner and Chalamet would make their official red carpet debut at the Met Gala, given they've only been seen together at private events and after-parties so far.

According to Daily Mail, Chalamet had considered attending but ultimately chose to skip the glamorous evening in favor of watching his beloved New York Knicks play.

"Timothée did consider going to the Met Gala," a source shared. "But he is a huge Knicks fan, and Kylie knows this. Kylie didn't bother him to go with her, and that's something he appreciates about her. She allows him to do his own thing."

The Insider added that while the couple did entertain the idea of attending together, they ultimately felt it wasn't the right setting.

"They didn't want to do the whole song and dance of it all together because it would have felt more like a chore over a fun date night," the source explained. "If it was Kylie's first Met Gala, or an event where she was being honored for something, then he would have been there 100 per cent, but they decided to do their own thing."

Last week, insiders revealed that Jenner and Chalamet's relationship, which has been going strong since 2023, thrives thanks to some carefully set boundaries, especially regarding public exposure.

A source told the Daily Mail that the couple's success largely stems from mutual respect for privacy, with Chalamet drawing a firm line when it comes to Jenner's reality TV world.

"Timothée made his intentions clear early [on] that he didn't ever want to be a prop," the source shared.

They added, "That is why he doesn't want to be on the Kardashians show and is only seen with Kylie at events."

Focused on being recognized for his talent rather than his personal life, Chalamet is reportedly keen on building a legacy as "one of the Hollywood greats."

The actor "wants to avoid falling into the trap of being known simply for who he is dating."

"It would be gut-wrenching. They both know that if he started appearing on the family show, then they wouldn't work," a source said of the couple.