Kendall Jenner’s Love Life: Nick Jonas, Harry Styles, Devin Booker and More

Keeping things casual! Kendall Jenner has been linked to many famous musicians and athletes over the years and has managed to keep most of her romances private.

From singers Harry Styles and Nick Jonas to basketball stars Ben Simmons and Devin Booker, the Keeping Up With the Kardashians star’s dating history is made up of high-profile men.

“I think you learn different lessons in every relationship,” the model said in a behind-the-scenes video for her Calvin Klein campaign in February 2020. “So I think I’ve learned so many different things from so many different relationships.”

She added: “A lot of the relationships have taught me more about myself, which is the most valuable. And like, what I want from a person or from a relationship.”

The Kendall + Kylie cofounder’s first public romance was with Styles, to whom she was linked in 2013 before sparking reconciliation rumors two years later on a trip to Anguilla with the former One Direction singer.

Despite going their separate ways, the pair have remained close — which Jenner has done with more than one of her exes.

“Harry and Kendall are great friends and always have been,” a source exclusively told Us Weekly in December 2019. “It’s an easy, super chill friendship.”

While the reality star rarely speaks out about her personal life, she has clapped back at haters who’ve wrongfully commented on her dating past.

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“This is a playoff team lmao,” a social media user wrote in July 2019 alongside an image titled “Starting 5 of NBA Players Kendall Jenner Dated,” insinuating Jenner’s been linked to an entire starting lineup.

The five athletes in the meme were D’Angelo RussellJordan Clarkson, Simmons, Kyle Kuzma and Blake Griffin.

“2 out of 5 accurate, thanks,” Jenner fired back, referencing her relationships with Simmons (whom she dated on and off from May 2018 to May 2019) and Griffin (whom she romanced from September 2017 to March 2018).

A year later, Jenner again corrected a troll who poked fun at her romantic history with basketball players after she was spotted looking cozy with Booker in April 2020.

“Nba players passing around Kendall Jenner,” a social media user captioned a video of three men playfully tossing a little girl in a circle. A second user replied, “Maybe she passing them around.”

The E! personality shot back: “They act like I’m not in full control of where I throw my cooch!”

Scroll down to take a look back at the model’s star-studded romances through the years:

Kendall Jenner Love Life Harry Styles


Harry Styles

Jenner and the former One Direction member were first linked in January 2014 after they had dinner together and went skiing at Mammoth Mountain in California. They were spotted getting cozy and kissing once more in December 2015 aboard yachts in Anguilla and St. Bart’s. Though their romance didn’t last long, the pair have maintained a close friendship: Jenner even cheered on Styles in the audience at one of his concerts at The Forum in Inglewood, California, in July 2018.

Kendall Jenner Love Life Nick Jonas

Credit: Gilbert Carrasquillo/FilmMagic; Michael Loccisano/Getty Images

Nick Jonas

The Keeping Up With the Kardashians star and the “Jealous” crooner had a brief fling in the summer of 2015 after being set up by her friend Gigi Hadid and his brother Joe Jonas, who were dating at the time. “Nick was single and looking to date, and there was an obvious attraction,” a source told Us Weekly at the time. “He absolutely thinks she’s hot.”

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