Timothée Chalamet has been the talk of awards season, earning nominations and accolades at the Golden Globes, Critics Choice Awards, BAFTAs, SAG Awards, and the upcoming Oscars for his portrayal of Bob Dylan in ‘The Complete Unknown.’

But while the world celebrates his achievements, Kylie Jenner reportedly struggles with anxiety and feelings of inferiority at these high-profile events.

Anxiety at Hollywood’s biggest nights

According to The US Sun, Kylie enjoys supporting Timothée at major ceremonies but battles self-doubt and anxiety in an industry she feels disconnected from.

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"Kylie always has stage fright at the big Hollywood events. She gets really anxious about having to hold conversations about things she doesn’t know about, like the film industry and acting," an insider revealed.

Despite being a business mogul and reality TV icon, Kylie reportedly fears being judged by Hollywood elites, believing they see her as just a product of "trash TV."

Avoiding the spotlight

While Kylie has attended events like the Golden Globes and BAFTAs by Timothée’s side, she has noticeably avoided walking the red carpet with him, allowing him to have his moment.

"She worries that appearing on the red carpet might trigger a backlash from those who think she doesn’t belong at these events," the source added.

At the 2025 SAG Awards, Kylie was absent due to the death of her hairstylist, and Timothée was instead accompanied by his mother. It remains unclear if she will attend the Oscars on March 2, 2025.

Relationship in the spotlight

Kylie and Timothée’s romance has remained largely private, but their public appearances together have delighted fans. However, insiders claim Kylie still wrestles with the fear that people think she doesn’t deserve to be in Timothée’s world.

"There’s still a huge part of her that lives in fear of having that rug pulled out from under her," the insider shared, hinting at her ongoing battle with self-worth in Hollywood.

Despite her anxieties, Kylie has been a supportive presence at Timothée’s premieres, afterparties, and festival appearances. Whether she attends the Oscars or not, one thing is clear—her love for Timothée remains strong, even in an industry where she sometimes feels like an outsider.