From Kendall Jenner To Olivia Wilde: Harry Styles’ Complete Relationship History

Unfortunately, Harry is currently off the market.

harry styles relationship history

by Bonnie McLaren |

Over the years, we've watched in awe as Harry Styles has transformed from lovable boyband member to certified rock and roll star/Gucci posterboy. But while the 26-year-old might be one of the most recognisable people in the world, Harry has always kept his relationships fairly low-key and out of the spotlight, even though he has often dated other fellow A-Listers . and a string of Victoria's Secret models.

Though he might not feel the need to announce every relationship on Instagram, we do know that he is currently in one. Most recently, he has been linked to Olivia Wilde, 36, who is directing the upcoming film he's starring in, Don’t Worry Darling. New reports claim that the pair have got 'serious' lately, which will break a few hearts across the world.

If you’ve any interest in Harry, then you can probably remember some of his most famous exes: the A-list likes of Taylor Swift and Kendall Jenner. But you might not know who else the singer has dated - read on to find out more.

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From Kendall Jenner To Olivia Wilde: Harry Styles' Relationship History

Harry Styles' Relationship History
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During his time on X Factor, when One Direction were first put together, Harry dated the late Caroline Flack, who was then a presenter on The Xtra Factor.

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A year later, and the boyband star was briefly linked to Australian model Emma Ostilly, who then appeared in One Direction's Gotta Be Yoooou music video.

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The same year, and Harry was linked to Inbetweeners' Charlotte, AKA Emily Atack. It wasn't all too serious though, according to Emily, who said they were never official. Speaking about the dalliance in 2014, she said, 'We had a short-lived thing that was just a bit of fun. Then we went off in our opposite directions.'

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Remember Made In Chelsea's singing socialite Caggie Dunlop? Remember that Harry was briefly linked to her? Throwback!

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Their romance might not have lasted very long, but it is definitely one of his most memorable - thanks to the paparazzi pics of their second date in New York's Central Park. Their split also inspired their music, as Taylor's Ready For It is reportedly about Harry, while many say Harry's Two Ghosts is about her, with the lyrics 'Same lips red, same eyes blue.' We'll let you decide.

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Nicole was a guest judge on the X-Factor in 2010 when One Direction was formed - but, reportedly, the pair hooked up three years later.

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The Keeping Up With The Kardashians star and Mr Styles were (first) linked in 2013. It also sparked a line of dalliances with Victoria's Secret models.

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The pair were spotted at a pumpkin patch in 2014 - but the romance with the producer didn't last very long. At the time, there was a 12-year-age gap, with Erin being older.

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Another VS model... Harry was spotted kissing the Portuguese model in New York back in 2015. (And Sara was spotted leaving Harry's hotel in the same clothes from the night before.)

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New Zealand model Georgia - yes, another VS model - posted a video of the pair playing Scrabble online during their short lived romance. Some even believe that Harry's Kiwi is about her, because she's from NZ.

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His romance with Kendall Jenner was reignited in 2016, with the pair dating for a year this time round. The pair are still on friendly terms, as can be seen from this cute pic of the former couple together at the 2019 Met Gala.

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Harry reportedly dated the food blogger in 2017, but their romance is thought to have ended when she got back with her ex.

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Another Victoria's Secret model, Camille and Harry dated for a year. Their break-up is thought to have had a big impact on Harry and it's believed to have inspired his second album, Fine Line. A voicemail from the French model was also included on track Cherry.

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Say hello to 2021's most stylish couple: Olivia Wilde and Harry Styles. The pair appeared to confirm their romance at the beginning of the year by attending Harry's agent's wedding, where they were spied holding hands. It's said to be pretty serious, and that Harry has met her kids, who she shares with ex Jason Sudekis.

READ MORE:I Became A Journalist To Interview One Direction - Here's The Story Of When I Met Niall Horan

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