A detailed look at Harry Styles' dating history

If you don't already know, we're kind of obsessed with dating timelines. From Timothée Chalamet to Jennifer Aniston and Pete Davidson, the nosey side of us wants to know *everything* about famous people's relationship histories.

And Harry Styles is no exception. Since his X Factor days with One Direction way back in 2010, the singer/actor has been linked to a whole host of people. Here's a look at who.

Harry Styles relationship history

Caroline Flack, 2011

After meeting while Harry was a contestant on X Factor and Caroline was presenting The Xtra Factor, the pair dated for a few months. The presenter later confirmed the romance in her biography Storm In A C Cup, writing, "I already knew that he had a crush on me, he’d made it pretty obvious. He’d said it in magazines and he’d said it to friends."

Emily Atack, 2012

The Inbetweeners actor and the One Direction singer were linked for a time, with Emily confirming the rumours two years later. She told Reveal Magazine (via Hello) in 2014, "We had a short-lived thing that was just a bit of fun. Then we went off in our opposite directions."

Taylor Swift, 2012 - 2013

News that the pair were dating spread in November 2012 when Taylor was spotted swearing a paper airplane necklace that Harry often wore. They were then papped in Central Park over Christmas, before the pair reportedly split on New Year's Day following a row on the British Virgin Islands.

Fans speculated that Harry had inspired much of Taylor's album 1989, with songs including 'Style', and references to the necklace in 'Out Of The Woods.'

Kendall Jenner, 2013 - 2014, again in 2015 - 2016

Harry and Kendall were surrounded by dating speculation in 2013 when they were spotted on a series of dinner dates in LA. Reports suggested they were set up by their managers. They were photographed skiing together in early 2014, before things appeared to cool off.

Later in late 2015, they were seen together again, before things were officially back on the cards when they were photographed kissing on a yacht in January 2016.

While it didn't work out, the pair did appear on The Late Late Show with James Corden in 2019 to play a game of Fill Your Guts Or Spill Your Guts. Harry ate cod's sperm instead of telling Kendall which of his songs were about her.

Nadine Leopold, 2014 - 2015

The model and singer were photographed on various frozen yoghurt trips, while also pictured getting into his car together. A source told The Sun at the time, "Harry has spent virtually all his free time in Los Angeles with Nadine. They're infatuated with each other and can't stand being apart. There's nobody else he'd rather be with on his birthday."

But it wasn't to be - news of their split broke in March 2015.

Georgia Fowler, 2015

The pair reportedly dated in late 2015 and spent time staying at Babington House hotel in Somerset, England. Georgia sent the internet wild by sharing a photo of them playing Scrabble to social media, while a source said at the time, "Harry wanted to spend some quality time with Georgia away from prying eyes. They kept to themselves and mostly spent their time in their room and garden, ordering food to the room instead of eating in the restaurant”.

Tess Ward, 2017

Harry and chef Tess apparently hit it off straight away, with a source telling The Sun at the time, "They really bonded over their mutual love of quirky fashion and food – and things turned romantic quickly. They’ve been on a number of dates while Harry has been in London and he’s already introduced Tess to some of his close friends including his personal stylist Lou Teasdale."

The pair were spotted sharing clothes, before eventually calling time on their relationship. "I'm not the kind of person who's interested in fame and if you're put in an environment which you don't understand and you can't control and you don't want, it's horrible," she later told The Times.

Camille Rowe, 2017 - 2018

Harry and model Camille started dating in mid-2017, and broke up around a year later. A source at The Sun said in January 2018, "Camille’s come along at exactly the right point in Harry’s life. He’s had plenty of fun but seems to be content hanging out with her. They get on great.

"She’s laid back and cool, plus she’s been really supportive of his career. The relationship is still fairly relaxed, he’s hardly at the stage where they see each other every day."

News of their breakup came a few months later in July 2018. In 2019, Harry confirmed that not only was her voicemail included on 'Cherry' from his album Fine Line, but that the song was about their break up. "When we listened back to the album, I asked her to add it in," he told Zane Lowe when prompted about whose voice is in the song. "I think she liked it."

"'Cherry' is about… I wanted it to reflect how I felt then. I was feeling not great. It’s all about being not great. Because you get petty when things don’t go the way you want it. There’s parts that’s so pathetic."

Kiko Mizuhara, 2019

The model and star were linked after they were spotted enjoying karaoke in Japan with the cast of Queer Eye. But she later denied they knew each other, taking to Twitter to write, "It has been reported that Harry Styles and I have been in a relationship with him, but I have no relationship with him, and I have never met him... People believe what they want to believe rather than questioning reality."

Olivia Wilde, 2021 - present

In September 2020, Olivia announced Harry had been cast alongside Florence Pugh in the upcoming movie Don't Worry Darling, which she is directing.

Harry and Olivia's relationship was all but confirmed after photos emerged of the pair holding hands at his manager's wedding (see pics here) in January 2021, while a source later told The Sun, "It was one of those things where straight away everyone could see they had a spark. It’s no surprise something has happened, but now they’re quite open about it and out and about as a couple."

In December 2021, Olivia covered Vogue US and opened up about her relationship with Harry, revealing that she's "happier" than she's ever been. She added that some of the reporting around their relationship (namely about the timing of her split from Jason Sudeikis) has been frustrating.

"It’s obviously really tempting to correct a false narrative," she said. "But I think what you realise is that when you’re really happy, it doesn’t matter what strangers think about you. All that matters to you is what's real, and what you love, and who you love."

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