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Here Is A Complete Timeline Of Kendall Jenner’s Love Life

Is she the hardest Kardashian-Jenner to keep up with?
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When it comes to keeping up with the Kardashians, Kendall Jenner doesn’t make it all that easy.

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Out of all the Kardashian-Jenner sisters, the 25-year-old is arguably the most private when it comes to her relationships.

WATCH: Kendall Jenner asks Harry Styles which song of his is about her

Think about it… there’s not much we don’t know about Kim Kardashian and Kanye West (AKA Kimye). Kylie Jenner and Travis Scott’s on-again-off-again relationship is constantly brought into the spotlight (thanks Stormi).

We will also never forget the whole Khloe Kardashian/Tristan Thompson/Jordyn Woods love triangle. Even Kourtney’s dating history has been largely publicised (courtesy of Scott Disick and his chaotic DM slides).

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And then there’s Kendall. Yes, her relationships have been broadcasted… (when you’re the highest paid supermodel in the world, we suppose it’s hard for people not to be curious)… but the 25-year-old has refrained from saying much herself about who she is dating.

And yet, people have figured it out anyway because… you know… famous supermodel + the internet. 

So here it is… Kendall Jenner’s entire dating history. Enjoy.

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RIP Hendall. (Credit: Getty)
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Harry Styles | 2013 to… sort of… 2016

Kendall Jenner and British musician Harry Styles first sparked dating rumours in 2013 when they went on a dinner date in West Hollywood. At the time, they claimed they were just friends.

A year later, the best buds went on a ski trip, and then a year after that “Hendall” sent Twitter into a meltdown after they were spotted kissing on a yacht in St. Barts. Just pals being pals.

Things died down between the pair, but they did reunite at the Met Gala where they reportedly hosted an impromptu after party together. Sick invite, guys. 

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Kendall reportedly dated Lakers player Jordan Clarkson. (Credit: Getty)
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Jordan Clarkson | 2016

A year after the whole Hendall in St Barts incident, Kendall had moved on to Lakers player Jordan Clarkson, according to Us Weekly.

Unlike her on-and-off again relationship with Harry, her time with Jordan was apparently short and sweet, with no pictures of the pair even being snapped.

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Kendall and A$AP Rocky made headlines after the rapper was spotted grabbing her butt at the Met Gala. (Credit: Getty)

A$AP Rocky | 2016 to 2017

Let’s not forget when American rapper A$AP Rocky grabbed Kendall’s butt at the 2017 Met Gala.

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These two were reportedly dating for over a year, though things were never really official. Now, A$Ap Rocky is dating Rihanna. 

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Fan behaviour 😍. (Credit: Getty)

Blake Griffin | 2017 to 2018

Basketball fanatic Kendall was spotted with NBA player Blake Griffin shortly after he broke up with his fiancée and mother of his children, Brynn Cameron.

Apparently it was Blake’s move to Detroit that ended his relationship with the Keeping Up With The Kardashians star.

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Kendall and Aussie B-baller Ben Simmons reportedly dated for almost a year. (Credit: Getty)

Ben Simmons | 2018 to 2019

A win for the Aussies. In 2018, Kendall and Australian NBA player Ben Simmons were spotted getting cosy in Khloe Kardashian’s Fourth of July Instagram post.

The 25-year-old was spotted at the b-baller’s games and the pair even attended Drake’s party together, even with the athlete’s ex in attendance.

Kendall and Ben reportedly dated for almost a year before a source told People in May 2019 that “the relationship ran its course”.  

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We stan a COVID safe couple 😍. (Credit: Getty)

Devin Booker | 2020 to… right now

Here we are. First linked in 2020, Kendall is currently dating NBA star Devin Booker. While she still chooses to stay tight-lipped about her relationship, the supermodel has been a bit more forthcoming about Devin, confirming that the the pair were dating during the KUWTK reunion.

“He’s my boyfriend,” the 25-year-old told Andy Cohen. 

A source even told E! that the pair are “getting more and more serious” and it’s the “happiest Kendall has been in a relationship”. 

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Kendall and Devin share a rare PDA moment in the LA STAPLES Center. (Credit: Getty)

In a rare moment for Kendall, the supermodel was spotted on October 22nd sharing an adorable PDA moment with Devin after his team, the Phoenix Suns, defeated the LA Lakers. The b-baller planted a kiss on Kenny’s cheek, who had been watching her beau from the stands.

Just over a week later, the reality star shared a sweet tribute to Devin for his birthday via her Instagram story.

“Happy birthday best friend ❤️@dbook,” Kendall captioned a photo of herself and the athlete.

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Kendall posted an adorable birthday tribute to Devin on her Insta story. (Credit: Instagram)

In the KUWTK reunion episode, Kendall explained why she has chosen to gatekeep her relationships in the past.

“Kylie and I have had the opportunity to watch our older sisters go through marriages and relationships and breakups and all these things, and do them pretty publicly,” she said.

“And no offence to you guys at all, but I think it was personal preference from a really young age that I didn’t want to. [It] makes my life a lot easier and our relationship a lot better, to be completely honest.”

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