Kylie Jenner dating history: She’s ‘never been in love’ like she is with Timothée Chalamet

Kylie Jenner has been dating actor Timothée Chalamet since around April 2023. They’ve kept their whole romance pretty low-key, but on occasion have attended some high-profile events together like the 2024 Golden Globes. Even though they don’t go out of their way to flaunt their relationship publicly, they appear to be going strong. So strong that the Wonka star joined Kylie and friends while she celebrated her birthday, which was on August 10, in the Bahamas.

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According to one source, Kylie is full-on in love Timothée, like big time. That source was even bold enough to state that Kylie has “never been in love” like she is with Timothée and that’s saying a lot since the makeup mogul has been in serious relationships before including one with rapper Travis Scott that resulted in her two children, Stormi and Aire Webster. Let’s dish about her love life a bit.

There was a ‘birthday bash’ in the Bahamas.

Kylie turned 27 this year and celebrated with a “small group of close friends,” a source shared with People. According to the source, one of the people in attendance at the “birthday bash in the Bahamas” was Timothée.

Supposedly, she is really into him.

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"It was a nice break for her. She's incredibly happy with him. She's never been in love like this before," the source blabbed. "He's great for her."

And it’s not just Kylie who’s into him. "Her family loves him," the source continued. "He's so discreet and always has her back. He's very much a gentleman and everything that Kylie deserves."

"They are very serious," the source added. But how serious? Like more serious than she’s been in past romances? Let’s take a look at her past relationships for comparison’s sake, even though apparently nothing compares to Tim.

In 2011, she was linked to singer Cody Simpson.

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Kylie was still in her early teens back then and the Australian singer explained years later why they never really got serious. "The whole K-O-D-Y thing didn't really work out for me," he said on E!'s Hello Ross about his relationship with Kylie.

There was some gossip about Jaden Smith.

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Neither Kylie nor Jaden have ever confirmed being in a romantic relationship, but tongues did wag about them circa 2013 because they were spending time together. "She's one of my best friends. It's pretty awesome," Jaden told Wonderland Magazine in April 2013.

Her first long-term relationship was with Tyga.

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Tyga and Kylie met at Kendall Jenner’s 16th birthday party. That would have made Kylie 14. At the time, he was engaged to Blac Chyna, who would eventually get together with Kylie’s brother Rob Kardashian and birth Kylie’s niece Dream, but that’s a whole other story.

Anyway, it wasn’t until Kylie turned 17 in 2014 that she and Tyga started dating. By that time, he had broken things off with Blac Chyna, but they remain in each other’s lives because they welcomed son King Cairo in 2012. So, Kylie and Tyga did a whole on-again, off-again thing before breaking up for good in April 2017.

Then came Travis Scott.

Travis, born Jacques Bermon Webster II, and Kylie were seen getting cozy with each other in 2017 at Coachella. They got really close, really fast, and by September 2017, Kylie was pregnant with their first child together.

Their daughter, Stormi Webster, was born on February 4, 2018. Somehow, they managed to keep Kylie’s pregnancy a secret and announced the birth of their daughter via a video on YouTube.

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Kylie a Travis also did a whole on-again, off-again thing. During one of their on-again moments, they conceived son Aire, originally named Wolf, who was born on February 2022. Less than a year after he was born, Kylie and Travis broke up for good.

Was there a blip with Drake?

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During one of the off-again moments with Travis in 2019, Kylie was spotted hanging out with Drake. A source went on record saying that Kylie and Drake were hanging out, but it could have just been as friends. “She has known Drake for a while. They are not in a relationship. It mostly seems like they have chemistry, flirt and hang out. Nothing too complicated,” the source relayed.

Cut to Timothée!

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Kylie and Timothée first sparked romance rumors in April 2023. They confirmed the rumors in September of that year by making out at the final performance of Beyonce’s Renaissance Tour. As far as sources can be trusted, they seem to be happy to continue locking lips.