Kylie Jenner kisses nominee boyfriend Timothee Chalamet at Oscars in sexy black gown despite ‘anxiety’ over event

KYLIE Jenner has made her Academy Awards debut with nominee boyfriend Timothee Chalamet despite having ‘anxiety’ over attending the A-list event. 

Timothee, 29, has emerged as a frontrunner to take home the Best Actor in a Leading Role Oscar for his role as Bob Dylan in the Best Picture nominee, A Complete Unknown. 

Getty Images - Getty

Reuters

Reuters

Fresh off his win at the Screen Actor Guild Awards, Timothee looked sharp in a classic Hollywood tux. 

He won the SAG trophy last week where he took his mom, Nicole Flender, as his plus one – although Kylie had attended numerous film festivals and awards as Timothee’s date in the past year. 

It was suspected that Kylie, 27, would skip the Oscars ceremony despite wanting to attend.

“Kylie always has stage fright at the big Hollywood events,” a source previously told The U.S. Sun.

“She gets really anxious about having to hold conversations about things she doesn’t know about, like the film industry and acting.

“It just makes her uncomfortable. She’s always battling that inferiority complex of ‘They think I’m just trash TV.’

“There’s still a huge part of her that lives in fear of having that rug pulled out from under her, or people saying she doesn’t deserve to be somewhere like the Oscars.

“There is part of her that is worried that by appearing on the red carpet, she triggers some sort of ‘hate reaction’ from people who think she’s not entitled to be on the red carpet or with him.”

Instagram/makeupbyariel

Despite her anxiety, Kylie attended the Golden Globes and the BAFTAs with Timothee this year.

A source told The U.S. Sun that Kylie felt out of place at the Globes, as many Hollywood stars snubbed her and instead only greeted her superstar boyfriend.

“Kylie seemed very uncomfortable all night, just so tense and awkward most of the night,” the source said.

“You’d see brief moments where she connected with Timothee or bonded with the girls at her table [Elle Fanning, Monica Barbaro]. 

“Those three really did to seem to have a fun time at that table together. But everyone was coming up constantly to talk to Elle and Timothee. No one knew who Kylie was ,and if they did, they basically didn’t acknowledge her.”

Kylie is also still mourning the loss of her close friend and glam team member.

Last week, the tragic news was revealed that her hairstylist, Jesus Guerrero, died unexpectedly

Jesus’ death was announced just weeks after the pair’s trip to Paris.

Kylie is reportedly shocked by Jesus’ passing, with the beauty mogul even said to be taking care of expenses.

An insider told People: “Jesus’ death hit her hard. She is shocked and very upset. Still, she’s doing everything she can to be supportive and aid his family, including financially.”

The source added how Kylie doesn’t want his family to stress about money so is “taking care of expenses, including those associated with his funeral.”

Getty

Kylie Jenner, Timothée Chalamet during the 82nd Annual Golden Globes[/caption]

Getty

JANUARY 05: (L-R) Kylie Jenner and Timothée Chalamet attend the 82nd Annual Golden Globe Awards at The Beverly Hilton in January 2025[/caption]

Getty

Timothée Chalamet and Kylie Jenner at the 81st Golden Globe Awards held at the Beverly Hilton Hotel on January 7, 2024 in Beverly Hills, California[/caption]