Over the years, Kendall Jenner has done her best to keep her love life private.

“If I’m not fully, fully in it with someone, why would I make it public to everyone else?” the reality star explained to Harper’s Bazaar back in 2017. “If I don’t even know what it is, why would I let the world know? I think it’s something sacred. It’s something between two people, and nobody else’s opinion needs to be involved in it. People want to start drama. If I had a boyfriend, people are going to say all this stuff that’s probably going to cause us to break up.”

Well, despite her attempt to keep her romances under wraps, Jenner has been linked to some of Hollywood’s biggest stars over the years, including Harry Styles, Nick Jonas, Justin Bieber, A$AP Rocky and more. So what went down between them, you ask? Why did they split? Who else has she dated? And is she seeing anyone at the moment? Not to worry, you guys, because CelebMagazine has got you covered. From her past relationships to her current boyfriend and everything in between, we broke it all down for you. Here’s a complete guide to the supermodel’s love life…

Kendall Jenner’s High School Sweetheart Was Julian Brooks

Jenner reportedly dated a boy from her high school, named Julian brooks, for just about a year before calling it quits in August 2013. There aren’t a lot of details on the romance, but the 25-year-old did tell Hello Magazine, “When I got to high school I used to pretend that I had work, and I would go and tell the head of school that I really needed to leave. I would just leave school and go hang out with my boyfriend and get food and do absolutely nothing.”

The Harry Styles Rumors Began In 2013

Harry Styles

The entire internet went wild when Styles and Jenner were spotted on a few dates in late 2013 and early 2014. Then, in December 2015, they sparked dating rumors once again when paparazzi caught them packing on the PDA on a yacht. At the time, Khloe Kardashian seemingly confirmed they were dating, telling Entertainment Tonight, “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.”

Since then, they’ve been spotted hanging out a few times here and there, but because they’ve stayed pretty tight lipped about the romance, it’s still unclear what exactly went down between them and why they split in the end.

In Early 2015, Fans Were Convinced Kendall Jenner Dated Justin Bieber

It was no secret that Jenner and Bieber are close friends, but in 2015 when they posted a steamy photo together on Instagram, fans started to wonder if something more was going on between them.

 

 
 
 
 
 
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The singer later confirmed to Billboard that they did have a fling, but insisted that it wasn’t serious.

She Was Also Linked To Nick Jonas

Us Weekly reported that the Keeping Up With the Kardashians alum briefly dated Jonas in 2015, after Gigi Hadid, who was dating his brother Joe Jonas, set them up. When asked about the relationship, however, Jonas told E! News that they weren’t dating, but added, “Kendall is a great girl. She’s very good friends with Gigi and since Gigi is dating Joe, we end up spending time together.”

Kendall Jenner Reported ‘Hooked Up’ With Jordan Clarkson In 2016

Jordan Clarkson

In March 2016, Us Weekly reported that Jenner and NBA player Jordan Clarkson had been hooking up for “months.”

“They are super into each other. He is super sweet and a total gentleman and Kendall loves that,” a source told them.

They were never photographed together, but an eyewitness told E! News that the two stars were packing on the PDA at Drake’s 2016 American Music Awards after-party.

“She was laughing the whole time! She was super giddy and loving every minute of it. It was obvious that they have a very playful, fun relationship,” the onlooker said. “They were extremely affectionate and sweet towards one another. It’s obvious he makes her so happy!”

They must have fizzled out after that, however, because it was the last we heard of the couple.

Kendall Jenner Entered Into A Relationship With A$AP Rocky After That

Throughout 2016 and 2017, Jenner was spotted spending a lot of time with A$AP Rocky. A source first confirmed that they were “full-on dating” to Us Weekly in August 2016, and for over a year, they seemed to be going strong. But in September 2017, news hit the web that they had split.

“Their schedules are really hard,” an insider said, when asked about the reason for the breakup.

She Dated Blake Griffin From 2017 To 2018

Blake Griffin

Rumors first started swirling that Jenner and Blake Griffin were dating in August 2017, after the brunette beauty was spotted leaving a Travis Scott concert with him by her side. At the time, a source told People Magazine, “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.”

After that, they were practically inseparable, being photographed on numerous dates. And get this — Jenner even gushed over him to Vogue in March 2018.

“I’m happy. He’s very nice,” she said. “I have someone being very nice to me.”

But one month later, reports emerged that claimed they had gone their separate ways.

“They’ve definitely cooled off and are taking things at a slower pace, but not because of any particular drama,” an insider told People Magazine. “He got traded and isn’t local anymore, so they’ve grown apart a bit just because of distance.”

Then, There Was That Mysterious Anwar Hadid Kiss

The entire internet was left shook in June 2018, when photos emerged of Jenner and Anwar Hadid kissing at a party. A source told E! News at the time, “Kendall and Anwar have known each other for years and have always been flirtatious and this is just another sign of that. The two enjoy one another’s company and things could change, but for now, it’s nothing serious.”

Kendall Jenner And Ben Simmons Were The Talk Of The Town In 2018

Speculation that Jenner and basketball player Ben Simmons were dating arose in July 2018, after her sister shared a video that showed them cuddling.

 

 
 
 
 
 
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In the months that followed, they spent a lot of time together, and were photographed packing on the PDA numerous times. But in May 2019, Page Six reported the romance “ran its course.”

But things didn’t end there. In early 2020, the model and the 76ers player were caught hanging out once again, sending fans into a frenzy.

“They both like having a no-strings-attached type of relationship with each other, for the most part,” a source told Us Weekly at the time. “They both work and travel frequently and don’t find it very realistic to be in an exclusive relationship with one another. They do really like each other though and love spending time together.”

She Was Briefly Linked To Kyle Kuzma

During her break from Simmons, Jenner was briefly linked to Kyle Kuzma, after they were spotted getting cozy on a boat together.

“The two were hanging out over the holiday as friends,” a source told Entertainment Tonight at the time. “They’ve run in the same circle for a while and there’s no romantic relationship between them. Kendall is enjoying being single after ending things with Ben.”

Most Recently, It’s Been Rumored That She Is Dating Devin Booker

Devin Booker

In April 2020, Jenner was spotted on a road trip with Devin Brooker, causing speculation that something was going on between them. They even left a few flirty comments for each other on Instagram, fueling the rumors even more.

As of October 2020, things seemed to be still going strong for the pair. How do we know? Well, Brooker was actually spotted in the background of some photos from Kim Kardashian‘s 40th birthday celebration, which means he most likely came to the lavish party as Jenner’s guest.

“Kendall and Devin are hooking up and dating,” a source told Us Weekly. “She invited him to Kim’s birthday and knew it would be easy for him to hang out with her family and friends. Kendall likes Devin, and he doesn’t want her dating anyone else, but she wants to keep her options open. He makes her laugh, and they are so cute together.”

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