Kylie Jenner’s life has been scrutinized from every angle, thanks to her upbringing in the spotlight on “Keeping Up With the Kardashians.” Her romantic journey has been no exception, with media coverage spanning her teenage flings with Jaden Smith and Cody Simpson to her journey into motherhood with Travis Scott, with whom she shares two children.
Her most recent relationship with actor Timothée Chalamet, which is said to have started in April 2023, has also made headlines. Let’s take a stroll down memory lane to explore Kylie Jenner’s dating history.
In 2013, the Kylie Skin founder allegedly began dating Will Smith and Jada Pinkett Smith’s son, Jaden Smith.
Although they were seen holding hands after a movie date in June of that year, she also slammed rumors of a romantic relationship on Twitter.
“The media always portrays me as dating everyone I’m seen with… It doesn’t make sense to me. “Don’t believe everything you see, people,” Kylie said at the time.
While she was still linked to Jaden, Kylie was also seen out with rapper Lil Twist on a one-on-one movie date in Calabasas, Calif., in July 2013.
The pair shared flirty exchange on Twitter the following year, though nothing further appeared to happen with their connection.
Her first high-profile romance was with rapper Tyga, whom she began dating two years after meeting at her 16th birthday bash.
He also hosted her 17th birthday party at his mansion in Los Angeles.
Because they went public with their relationship around Kylie’s 18th birthday in August 2015, when the rapper was 25, their age difference quickly became a topic of conversation.
Tyga is also a father to his son, King Cairo, whom he shares with his ex-fiancée Blac Chyna
The “Kardashians” star first sparked dating rumors with Travis Scott in April 2017 when they were spotted kissing at Coachella. They made several public appearances together over the next few weeks.
Kylie reflected on the early stages of their romance the following year, telling GQ, “He said, ‘I’m going back on tour — what do we want to do about this?’” “Because we clearly liked each other.”
“And I was like, ‘I guess I’ll go with you…’” “Then we rode off into the sunset,” she continued.
When Page Six revealed in September 2017 that Kylie was pregnant with their first child, their relationship quickly became serious.
After keeping the pregnancy a secret for months, she and the “Sicko Mode” musician welcomed daughter Stormi Webster in February 2018.
“I’m sorry for keeping you in the dark through all of the assumptions,” the reality star said at the time. “I knew for myself I needed to prepare for this role of a lifetime in the most positive, stress free, and healthy way I knew how.”
Kylie and Timothée Chalamet first became linked in April 2023, when her luxury Range Rover was spotted in the “Dune” star’s driveway.
“It’s been really fun for her because it feels a lot different than her past relationships,” an insider told “Entertainment Tonight” at the time, amid the romance rumors.
“It’s new and exciting for Kylie, and she’s having a lot of fun.”
The actor and the Khy founder went public with their romance in September 2023 at Beyoncé’s Renaissance World Tour concert, where they cozied up even passionately made out.
Days later, they were photographed kissing at the US Open.
Kylie proved that she was all in with Chalamet when she accidentally revealed that he was her iPhone background.
In October 2023, fans theorized that the “Wonka” star gave the makeup mogul his Cartier Love Necklace ($4,950), which she seemingly wore as a bracelet in a series of sizzling bikini shots.