Girlfriend
  • News
  • Beauty
  • Fashion
  • Life and Advice
  • Entertainment
  • Role Model Search
  • Dolly Doctor
  • Video
Girlfriend
  • News
  • Beauty
  • Fashion
  • Life and Advice
  • Entertainment
  • Role Model Search
  • Dolly Doctor
  • Video
  1. Home
  2. Celebrity

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

Is she the hardest Kardashian-Jenner to keep up with? - by Catie Powers
  • 01 Nov 2021

When it comes to keeping up with the Kardashians, Kendall Jenner doesn't make it all that easy.

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).

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.

harry-styles-kendall-jenner

RIP Hendall.

Getty

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. 

jordan-clarkson

Kendall reportedly dated Lakers player Jordan Clarkson.

Getty

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.

kendall-jenner-asap-rocky

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

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.

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

kendall-jenner-blake-griffin

Fan behaviour 😍.

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.

kendall-jenner-ben-simmons

Kendall and Aussie B-baller Ben Simmons reportedly dated for almost a year.

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”.  

kendall-jenner-devin-booker

We stan a COVID safe couple 😍.

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". 

kendall-jenner-devin-booker

Kendall and Devin share a rare PDA moment in the LA STAPLES Center.

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.

kendall-jenner-devin-booker

Kendall posted an adorable birthday tribute to Devin on her Insta story.

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."

Hey girl! Want more fashion, beauty, health and pop culture news from Girlfriend?

Follow us on Instagram @girlfriendmag & turn ON our post notifications in the top right-hand corner of our IG profile so you never miss a post

Remember to add our homepage to your favourites https://www.girlfriend.com.au/

& click here for our newsletter link for all your GF updates!

  • Kendall Jenner
  • Celebrity
Catie Powers

Subscribe to our sister mag and save up to 35% -

Subscribe Now
Subscribe to our sister mag and save up to 35%

Subscribe to our sister mag and save up to 35% -

Subscribe Now
Subscribe to our sister mag and save up to 35%

Recommended to you

Sophie Monk drops another epic Love Island trailer
Watch 1:00

Sophie Monk drops another epic Love Island trailer

{headline}

{headline}

J'adore! Here are some of our fave street style looks from Paris Fashion Week

J'adore! Here are some of our fave street style looks from Paris Fashion Week

The 10 Most Iconic Looks From The Met Gala

The 10 Most Iconic Looks From The Met Gala

Kendall Jenner Has Joined TikTok And This Is How Much She's Earning

Kendall Jenner Has Joined TikTok And This Is How Much She's Earning

Here Are Your Faves' Most *Iconic* Halloween Costumes From Over The Years

Here Are Your Faves' Most *Iconic* Halloween Costumes From Over The Years

{headline}

{headline}

Kim Kardashian's Met Gala After Party Photos Are Iconic & Chaotic

Kim Kardashian's Met Gala After Party Photos Are Iconic & Chaotic

Sleep, Meditation... And Pizza: This Is Kendall Jenner's Rounded Approach To Wellness

Sleep, Meditation... And Pizza: This Is Kendall Jenner's Rounded Approach To Wellness

Celebs Are Obsessed With Summer's Hottest Trend: Caps

Celebs Are Obsessed With Summer's Hottest Trend: Caps

{headline}

{headline}

Just Sayin', Kendall Jenner & Boyf Devin Booker Are Couple Goals

Just Sayin', Kendall Jenner & Boyf Devin Booker Are Couple Goals

A Breakdown Of All The Kardashian-Jenners' Rumoured Plastic Surgery Procedures

A Breakdown Of All The Kardashian-Jenners' Rumoured Plastic Surgery Procedures

12 Celebrities With And Without Their Signature Eye Makeup

12 Celebrities With And Without Their Signature Eye Makeup

What 20 Iconic Brunettes Look Like As Blondes

What 20 Iconic Brunettes Look Like As Blondes

The 26 Best Naked Dresses Of 2019

The 26 Best Naked Dresses Of 2019

Inside The Kardashian/Jenner Family Homes

Inside The Kardashian/Jenner Family Homes

Actually, Miley Cyrus has better things to do than deal with petty celebrity drama

Actually, Miley Cyrus has better things to do than deal with petty celebrity drama

Girlfriend
  • About Us
  • Contact Us
  • Terms
  • Privacy Policy
  • About Us
  • Contact Us
  • Terms
  • Privacy Policy

Brands

  • New Idea
  • Practical Parenting
  • That’s Life
  • Who

Our Network

  • Better Homes and Gardens
  • BHG Shop
  • marie claire
  • Beauty Crew
  • Home Beautiful
  • Hard to Find
© 2023 Are Media PTY LTD
All products are independently selected, tested or recommended by our team of experts. If you buy something, we may earn an affiliate commission. Are Media and its brands may have generated text partially using generative AI. Upon generating draft language, our editors review, edit, and revise it to their own liking. We take ultimate responsibility for the content of our publications.
Get more from Girlfriend

Magazine Subscription Offer

Subscribe to our sister mag and save up to 35% -

Shop This Offer
Subscribe to our sister mag and save up to 35%