Most Celebrities choose to keep their dating lives private and the more they are private the more controversial they get. Harry Styles and Kendall Jenner have kept their relationship notoriously private. Despite being immensely popular with their respective careers, Harry Styles and Kendall Jenner keep the world guessing with their flirtatiousness around each other, although these two stars make it look like they are a close friend, the fans desperately want to see some real-life Harry Styles and Kendall Jenner romance. So, do you also stan the relationship between Harry Styles and Kendall Jenner? Well, we all desperately do!! 

The British singer Harry Styles and the supermodel Kendal Jenner have been close friends from a very long time. Due to their “closeness”, they keep the fans and media guessing about their actual relationship. Last year on The Late Late Show, the fans speculated about their relationship once again as the pair got along very well. Harry Styles and Kendall Jenner were known to date each other in 2014 but they did not confirm the same. The secret pair met in 2013, introduced by their managers. 

When did Harry Styles and Kendall Jenner Start Dating? 

After their meeting, Harry Styles and Kendall Jenner began dating the same year they met each other, 2013 until 2014. They were spotted many times going out and skiing together. They are thought to have had an on and off relationship. After they split up, both the stars still remained close friends. In 2015, the controversial pair travelled to Anguilla together where they got a little extra cosy together which made their fans’ eyes and hearts filled with curiosity. 

Harry Styles and Kendall Jenne
Harry Styles and Kendall Jennr

The PDA filled yacht vacation truly made the fans believe the rumors. In 2017, Harry Styles told ‘Rolling Stones’ that his solo album at the time had some songs inspired by Kendall Jenner. 

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Kendall Spills The Tea

Kendall Jenner confirmed their relationship on The Late Late Show when she and Harry played a game called ” Spill Your Guts or Fill Your Guts” in which you get asked a question and have to either answer it or eat something disgusting. Kendall asked Harry if any of the songs on his last albums were about her. Harry ate the cod sperm rather than answering the question. Her question and Harry’s reaction got the fans questioning about their relationship once again. 

However, they still didn’t ‘officially’ comment on their relationship. They spent their 2016 dodging the dating questions by the fans and media while constantly being spotted shopping and outings. 

Kendall Spills The Tea
Kendall Spills The Tea

In 2016, Kendall’s sister Khloe Kardashian let the rumor become a statement when asked by the ET if Harry Styles and Kendall’s rumours are actually true or if the two are dating? She answered the question like this, ” Do I think they’re dating? Yes. I don’t know if they are like boyfriend and girlfriend. Nowadays, I don’t know, people are weird with stuff. So I don’t know their ‘Title’ but they were in St. Barts together hanging out, so to me, that’s dating, I would call that dating.” 

This statement made a little apparent that they both were dating back in 2015. The rumors once again ignited when they were spotted having dinner together in Los Angeles in April 2016. It’s like they never stopped dating but who knows?

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The Mystery Continues

Harry Styles and Kendall Jenner
Harry Styles and Kendall Jenner

Harry Styles and Kendall Jenner rumors once again seemed to be true when they were caught having a moment at BRIT Awards, enjoying the after-party in 2020. Kendall and Harry were clicked together being close at the Standard Hotel in London. In early April, the two close exes were caught having a joyous side around the streets of Los Angeles together but in separate vehicles. 

Harry Styles and Kendall Jenner romance was first linked in 2013 and it looks like their chemistry is still very much alive. While the two never confirmed officially about their relationship, the chemistry between the two still persists and the mystery continues.

Kendall and Harry’s Dating History

It’s obvious that the two did have a lot of dating rumors after 2013, yet Kendall and Harry have a dating history besides each other. Kendall Jenner is extremely private when it comes to love relationships and her personal life. Apart from her first public relationship with  Harry Styles, she has dated many people. 

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Kendall and Harry’s Dating
Kendall and Harry’s Dating

She has dated many athletes including Devin Booker in 2018 who is still her rumoured boyfriend,  Ben Simmons, who she dated in 2018, she had a lot of public moments with him which confirmed their relationship. 

She has also dated Anwar Hadid, the brother of supermodels, Bella and Gigi Hadid who she dated right before Ben Simmons. She is also known to have had a link with Nick Jonas. However, he denied the rumours. 

On the other side, Harry styles who is a literal all-time heartthrob, no surprise, has a long dating list. Right now, Harry Styles is dating Olivia Wilde, and the couple confirmed it in early 2021. 

Apart from Kendall Jenner, Harry Styles has dated Taylor Swift (2012-2013), Erin Foster (2014), Sara Sampaio (2015), Nadine Leopold (2014-2015), Georgia Fowler (2015), Tess Ward (2017), Pandora Lennard (2016), Kiko Mizuhara (2019) and Camille Rowe (2017-2018). No doubt that’s a lot of names. Despite this long dating list, Harry has dated Kendall Jenner two times and we know why! The perfect chemistry between the two is no doubt long-lasting!

Kendall and Harry’s Dating
Kendall and Harry’s Dating

No doubt, Harry Styles and Kendall Jenner romance looked absolutely charming, we can’t deny that! Yet, the two had a complicated past. Harry Styles and Kendall Jenner have been friends since 2013, even after they split up. Jenner is currently rumored to be dating Devin Booker. She posted a picture on Instagram with the professional athlete getting close. However, she did not really confirm the same. That was all about the relationship between Harry Styles and Kendall Jenner. They always kept their fans guessing and truly we couldn’t get over their chemistry! 

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