From NBA players to pop culture's favorite musicians, the model's dating history is stacked, to say the least.

<a href="https://www.lofficielusa.com/pop-culture/kendall-jenner-plastic-surgery-no-makeup-naked-dress" target="_blank" rel="noopener">Kendall Jenner</a> may be one of the world's most recognizable models, but when it comes to her personal life, she prefers to keep it lowkey.&nbsp;
That being said, Jenner's pre-Super Bowl <a href="https://www.youtube.com/watch?v=JfLUbLIULDw&amp;rco=1" target="_blank" rel="noopener">ad campaign for Fanatics</a>, one of the sports world's most popular betting sites, saw her take a few light-hearted jabs at her own dating history. The model has dated musicians and athletes alike, but as she points out in the campaign, a pattern has emerged. Her type? Basketball players.&nbsp;
While there are a few rumors swirling about Jenner's current beau&mdash;perfume moguls, and yes, NBA players, included&mdash;the model has yet to confirm if she's dating anyone at the moment.&nbsp;
Curious to see who Jenner has been linked to over her years in the spotlight? Join&nbsp;L'OFFICIEL&nbsp;as we dive into her complete dating history, with notable romances ranging from Harry Styles to Devin Booker to most recently, <a href="https://www.lofficielusa.com/pop-culture/kendall-jenner-bad-bunny-dating-timeline" target="_blank" rel="noopener">Bad Bunny</a>.&nbsp;

<h2 style="text-align: center;">Harry Styles (2013-2016)</h2>

Kendall Jenner and Harry Styles at the 2019 Met Gala. Getty Images.

Jenner and <a href="https://www.lofficielusa.com/music/harry-styles-tour-madison-square-garden-30-night-residency-tickets-ticketmaster-price" target="_blank" rel="noopener">Harry Styles</a> were first spotted together in 2013. At the time, dating talk was shot down, but not long after, in early January of 2014, the pair was spotted once again, ramping up the romance rumors. In 2016, they took another New Year's vacation together in St. Barths. At the time, Khlo&eacute; Kardashian weighed in on the seriousness of their romance, telling Entertainment Tonight that she believed they were dating, but she was unclear on whether or not they had spoken about putting a label on their relationship.&nbsp;
After Styles was invited to Jenner's birthday party in 2016, a source told People that the "Adore You" singer was Jenner's first real relationship, but that they were now just platonic. Years later, Styles and Jenner seem to have moved on, but have stayed friends&mdash;they even made a joint appearance on The Late Show&nbsp;where they played "Spill Your Guts or Fill Your Guts".&nbsp;

<h2 style="text-align: center;">Jordan Clarkson (2016)</h2>

Jordan Clarkson in action at Madison Square Garden against the Brooklyn Nets. Getty Images,

In March 2016, Jenner appeared with New York Knicks player Jordan Clarkson, sparking rumors that they were together. They were spotted together at Coachella that year and made appearances all around Hollywood. The two were seeing each other casually, per an insider comment to Elle.&nbsp;

<h2 style="text-align: center;">ASAP Rocky (2016-2017)</h2>

Kendell Jenner and ASAP Rocky attend 'Rei Kawakubo/Comme Des Garcons: Art of the In-Between' at Metropolitan Museum of Art. Getty Images.

Jenner and <a href="https://www.lofficielusa.com/pop-culture/rihanna-asap-rocky-kids-baby-name-rocki-irish-mayers" target="_blank" rel="noopener">A$AP Rocky</a> had been friends for some time before connecting romantically in June 2016, when they were seen enjoying dinner in Paris at L'Avenue. In October of that same year, they were spotted arriving and checking into a hotel in Los Angeles together.&nbsp;
In March 2017, things seemed to get more serious; at that year's Coachella festival, Jenner was seen in the audience for his show, and they were allegedly "all over each other," per People.&nbsp;After attending the Met Gala together, it seems they grew apart. A source told&nbsp;Us Weekly&nbsp;that scheduling had a big part to play in their split.&nbsp;

<h2 style="text-align: center;">Blake Griffin (2017-2018)</h2>

Kendall Jenner watching Blake Griffin defend for the Los Angeles Clippers against the Memphis Grizzlies. Getty Images.

Jenner and NBA player Blake Griffin went on dates throughout the summer of 2017, then things got more serious in the fall, and by October, they had defined their relationship. The pair attended Halloween Horror Nights, and Jenner was seen cheering him on at a Clippers game.&nbsp;
In March 2018, she seemingly denied the existence of any romantic relationship in her life. Based on her history, the model is someone who enjoys keeping her private life private. Ultimately, the relationship did not work out because Griffin was transferred from the LA Clippers to the Detroit Pistons, and unfortunately, their love did not survive the distance.&nbsp;

<h2 style="text-align: center;">Ben Simmons (2018-2019)</h2>

Ben Simmons and Kendall Jenner arrive to Marquee New York on Feb. 14, 2019. Getty Images.

In May 2018, Jenner and NBA player Ben Simmons were seen on a lunch date together at the Beverly Hills Hotel, and they dated on and off throughout the year, until Jenner made their relationship public on The Ellen DeGeneres Show.&nbsp;In May 2019, when asked by Vogue about marriage, Jenner sounded pretty serious. She told the outlet: &ldquo;Definitely not now, but maybe one day&rdquo;.
That same month, the couple reportedly took a break that was later confirmed as a break-up.&nbsp;

<h2 style="text-align: center;">Devin Booker (2020-2022)</h2>

Kendall Jenner and Devin Booker at the USTA Billie Jean King National Tennis Center. Getty Images.

In April 2020, Jenner was road-tripping with Phoenix Suns player <a href="https://www.lofficielusa.com/pop-culture/kendall-jenner-devin-booker-celebrity-dating-relationship-timeline" target="_blank" rel="noopener">Devin Booker</a> through Arizona. In September that year, they were on a lake trip with Jenner&rsquo;s friends Justin and Hailey Bieber. 
It wasn't until almost a year later, in February 2021, that Jenner made a rare move and posted about him for Valentine's Day. She posted more pictures of him for their anniversary in June 2021, and the pair continued dating for another year until briefly splitting in 2022. At the time, per Entertainment Tonight,&nbsp;Jenner felt that they were on different paths. However, she was celebrating him on Instagram only a month later, sharing pictures of them together at the US Open.&nbsp;
In October 2022, they broke up again&mdash;this time for real. Unfortunately, their schedules were not lining up, and the relationship had run its course. While rumors were circulating regarding their quality time together in 2023, Jenner confirmed in 2026 that she was single and had been for a while.&nbsp;

<h2 style="text-align: center;">Bad Bunny (2023-2024)</h2>

Bad Bunny and Kendall Jenner are seen at Gucci Ancora during Milan Fashion Week on September 22, 2023. Getty Images.

In 2023, Jenner and rapper Bad Bunny were seen leaving a restaurant together. A source told <a href="https://www.etonline.com/kendall-jenner-and-bad-bunny-are-attracted-to-each-other-and-have-flirty-vibe-source-says-199479" target="_blank" rel="noopener">Entertainment Tonight</a> that&nbsp;&ldquo;Kendall and Bad Bunny are attracted to each other and definitely have a flirty vibe. It is still new, but they&rsquo;re enjoying each other&rsquo;s company and like each other. They have mutual friends and had dinner with Hailey, Justin, and friends at Wally&rsquo;s in Beverly Hills on Saturday night. It&rsquo;s been fun for both of them so far... Bad Bunny recently bought a new home in Los Angeles and has spent a lot more time there. Kendall met him through a mutual friend, and they hit it off. As of now, it&rsquo;s not serious and the two are having fun.&rdquo;
A month later, Bad Bunny was allegedly sneaking lines about Jenner in his song "Coco Chanel", even referencing her ex, Booker, saying that "the sun in Puerto Rico is hotter than in Phoenix, and she knows it." 
The couple spent the summer together before going public in September and even starring in a Gucci campaign, before splitting up in December 2023. However, their romantic chapter was far from over, as they were seen getting cozy at a Met Gala after-party in May of 2024. She then attended his Orlando concert a few weeks later and was seen dancing to the music in the VIP section while wearing his merch. By the end of May, People&nbsp;confirmed they were back together.
By September, they had gone their separate ways. While they were more serious after a short break, it didn't work out long-term, but the two are on friendly terms.&nbsp;

A Look Into Kendall Jenner's Dating History

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