Kendall Jenner is very private about her personal life and has rarely opened up about her relationships, but that hasn’t stopped her from being linked to some very famous stars

Kendall Jenner might be part of one of the most famous families in the world, but she tries to keep her life as private as possible.

When it comes to dating, the 28-year-old model has some strict rules, including not introducing her partner to fans until she’s been with them for at least a year and can work out their “intentions”. She’s previously opened up about her decision, explaining how life in the public eye can make things “so much messier”.

Nevertheless, Kendall has still been linked to some very famous celebrities over the years, including Harry Styles and A$AP Rocky. Here is everyone Kendall has dated over the years.

Harry Styles

Kendall Jenner was a teenager when she dated Harry Styles ( Image: Getty Images for The Met Museum/)
After splitting from Taylor Swift in early 2013, Harry Styles sparked romance rumors with Kendall when they were spotted hanging out that November. However, a source at the time insisted they were “just friends”.

Their relationship seemed to have heated up by January 2014, however, as they were snapped on a ski trip with friends. “They were very cute together. There was a lot of flirting and smiling going on,” a source told People at the time.

Harry and Kendall then spent New Year’s together in St Barts in 2016 and were photographed getting very close on a private yacht. Days later, Kendall’s big sister Khloe Kardashian spilled all about their relationship.

“They were hanging out together. Do I think they’re dating? Yes. I don’t know if they’re like boyfriend-girlfriend. Nowadays, I don’t know, people are weird with stuff. So I don’t know their ‘title.’ But I mean, they were in St. Barts together hanging out, so to me that’s dating,” she told Entertainment Tonight.

Harry then attended Kendall’s birthday party in November 2016, but by the time they appeared on The Late, Late Show together in 2019, their relationship had fizzled out.

Jordan Clarkson

Jordan Clarkson was first linked with Kendall in March 2016 ( Image: Getty Images for Fashion Nova)

They were seen together at Coachella ( Image: Getty Images)
Kendall was first seen hanging out with NBA star Jordan Clarkson in March 2016. Soon after, the pair were seen hanging out in a number of Hollywood clubs and they even attended Coachella together.

“They keep things low-key when they’re in public, but in private they’re very much together and affectionate,” a source said in April that year. Jordan was also said to be “really into her” and made an effort to get close to Kendall’s friends.

Just two months later, however, it was revealed Jordan was still seeing other girls and a source said his relationship with Kendall wasn’t serious. The pair ended their romance later that year.

A$AP Rocky

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A$AP Rocky was friends with Kendall ( Image: GC Images)

They never commented on the romance rumors ( Image: Getty Images)
Kendall was friends with A$AP Rocky for a long time before fans became convinced there was something more going on. The two were first seen together in Paris in June 2016 and just months later, they were photographed arriving together at a hotel in Los Angeles.

The pair started spending more and more time together and in April 2017, Kendall supported A$AP at his Coachella performance. Onlookers said they were “all over each other” at an afterparty.

Blake Griffin

Kendall tried to keep quiet about her relationship with Blake Griffin ( Image: GC Images)

The two didn’t want to do long distance ( Image: Getty Images for Chopard)
Blake Griffin was first spotted with Kendall in the summer of 2017, with the pair enjoying plenty of parties and double dates together. They even went on a double date with Kendall’s sister Kylie Jenner and her then-boyfriend Travis Scott at Halloween Horror Nights.

As their romance heated up, a source told People: “Kendall is very happy with Blake. They started out more like friends, and then it was very casual. But it seems more serious lately.

“When they are not together, they keep in touch over the phone. Her family has accepted Blake. They are spending time getting to know him.”

Kendall tried to keep her relationship on the down low and refused to admit if she was dating Blake. Speaking to Vogue in 2018, she said: “He’s very nice. I have someone being very nice to me.”

Not long after Kendall shut down talk of her relationship, a source revealed she and Blake had “cooled off”. Their split was blamed on long distance after he was traded to a different team.

Ben Simmons

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Ben Simmons has remained friends with his ex-girlfriend ( Image: GC Images)
After splitting from Blake, Kendall was linked to basketball player Ben Simmons. They were first seen together in May 2018 as they enjoyed lunch together at the Beverly Hills Hotel.

However, neither of them commented on the relationship until February 2019 when Kendall confirmed she was dating Blake during an episode of The Ellen DeGeneres Show. “So obviously you’re dating this guy who’s on the 76ers. How long have you been dating him?” the host asked. Kendall remained coy as she replied: “For a bit now.”

The reality star even thought about the possibility of getting married during their relationship. Speaking to Vogue Australia in May 2019, Kendall said: “Definitely not now, but maybe one day.”

Sadly, the pair called it quits later that month. Their split was believed to be amicable and it was revealed their relationship had simply “run its course”. The pair remained friends after their break-up and were even seen hanging out together that New Year’s.

Devin Booker

Kendall seemed very happy with Devin Booker ( Image: Getty Images)
Kendall first sparked romance rumors with Devin Booker when the pair were spotted enjoying a getaway with the model’s close pals Justin and Hailey Bieber in September 2020. Kendall then went Instagram official with the Phoenix Suns player in February 2021 for Valentine’s Day.

In the sweet post, Kendall and Devin were seen lying on a kitchen countertop as the reality star smiled widely. She captioned the post with a single white heart emoji.

Devin and Kendall celebrated their first anniversary in June 2021 and shared a series of loved-up snaps on Instagram. However, the pair split shortly after their second anniversary in June 2022.

Their split didn’t last long and they were seen enjoying a sunny vacation together in July 2022. By September of that year, they seemed to be back on track as they were pictured laughing and kissing at the US Open.

However, Kendall and Devin broke up for a second time the following month. It was reported that they split due to their busy schedules, with both of them wanting to focus on their careers.

Bad Bunny

Bad Bunny hit out at Kendall’s ex-boyfriend ( Image: Getty Images)
Kendall and Bad Bunny were surrounded by romance rumors for months before making their couple debut. Speculation started back in February 2023 when the pair were spotted on a double date with Hailey and Justin Bieber.

A source told People at the time that Kendall had “recently started hanging out” with Bad Bunny. They added: “They were introduced by friends. He moved to LA a few weeks ago and bought a house.

“She likes him and is having fun. He is different from guys that she dated in the past. He is very charming.” Bad Bunny then seemed to confirm their romance when he hit out at her ex-boyfriend Devin in a feature on Eladio Carrión’s song Coco Chanel.

“Yo no soy malo, nah, bebé, eso e’ un gimmick / Pero el sol de PR calienta má’ que el de Phoenix / Ella lo sabe,” Bad Bunny sang. The lyrics translate as: “I’m not bad, baby that’s a gimmick / But the sun in Puerto Rico is hotter than in Phoenix / She knows it.”

It seems as though Devin wasn’t happy with the lyrics. In a now-deleted Instagram comment, he said: “He worried about another MAN again.”

In September last year, Bad Bunny sat down for an interview with Vanity Fair. He was asked about his relationship with Kendall but said he didn’t want to “clarify anything” because he has “no commitment to clarify anything to anyone.”

The musician added: “There are people who say that artists have to put up with it. I don’t have to accept anything and everything because I wanted to be an artist. At the end of the day, you listen to me because you want to. I don’t force you to.”

Bad Bunny and Kendall Jenner split in December 2023. At the time, neither of them commented on the split.

In February, it was reported that Kendall had reunited with her ex-boyfriend Devin Booker. A source said they were “slowly navigating a restart” and working on their relationship.