Aged Just 16, Harry Styles Auditioned For The X-Factor
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11th April 2010 was the day we were all introduced to the tiny heartthrob. Harry certainly made an impression with his cover of Stevie Wonder's "Isn't She Lovely," but viewers also fell in love with his charm and sweet smile. Though he only made it to the X-Factor bootcamp initially, a genius idea from Simon Cowell brought Harry back along with the rest of the One Direction boys to form the boy band.But He'd Already Met His First Crush...
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It seemed impossible that this cheeky teen didn't already have a girlfriend - and you were right. In fact, sly fans managed to uncover the identity of Harry Styles' very first girlfriend: Abigail Cranshaw. They dated when they were just 12 years old, and though they didn't stay together for very long, they did make a lasting connection. Harry and Abigail even reunited at a 1D concert in 2015!Then, He Had His First Love
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Just as Harry was experiencing the first throes of worldwide fame, he was also experiencing his first love. That was with Felicity Skinner. The two met when a friend introduced them in the summer of 2009, just before Harry auditioned for X-Factor. Over the next year, they would become close, but split up when the distance became too much.He Found More Than Stardom On The X-Factor...
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During the seventh season of The X-Factor, Caroline Flack was the presenter for The Xtra Factor. When Harry Styles met her backstage, sparks inexplicably flew, and the two started going out. However, Harry's friends joked that the relationship was more physical than anything else.And The Age Gap Got People Talking
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However, many fans were up in arms about Harry's and Caroline's age difference (at the time, Caroline was 31 while Harry was 17). Later, Caroline revealed that she knew it was a "strange" relationship, but that nobody got hurt and she never regrets her time with the worldwide popstar.Next Came A Fling With A Model...
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It's a rite of passage for any pop star: dating a model. For Harry, his model romance came early on his career - he actually met American Emma Ostilly on the set of the 1D music video for 'Gotta Be You.' Things got heated quick, and paps caught pictures of the two sharing a snog not long after they met....And A Comedian!
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Yes, Harry even managed to bag an Inbetweener! In 2012, Emily Atack was the talk of the town, and she and Harry supposedly hit it off. While nothing was revealed at the time, Emily admitted to the relationship in 2014, saying: “We had a short-lived thing that was just a bit of fun. Then we went off in our opposite directions."But Wait - Did Harry Date Taylor Swift?
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Actually, yes! The two met at the 2012 Kids Choice Awards and hit it off right away according to sources - but according to none other than Justin Bieber, Swift had been eyeing up Harry for a while. He told papers that "one of the biggest artists in the world" thought that Styles was hot. Who else would this have been but Styles?The Relationship That Turned Into Heartbreak Songs
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It's cliche but true - when two singers break up they will inevitably write heartbreak anthems about the relationship. Accordingly, when Harry and Taylor split up, fans were eagerly looking for clues in their latest hits as to the relationship. In the end, fans agree thatFrom One Popstar To Another
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When Harry and Tay split in 2013, it seemed Harry wasn't done with pop stars. According to sources, at the end of The X-Factor in 2013, Harry had a "dalliance" with Nicole Sherzinger, who was a judge on the show. They may have even met when Harry first joined X-Factor - she was a guest judge back in 2010.More Secret Flings
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At the end of 2013, we finally got evidence of another Harry Styles fling. In October, pictures were leaked to Twitter which showed having what we can only describe as a very good time with a blonde in a New York apartment. The girl turned out to be Paige Reifler, a model, and she and Harry Styles would reconnect a few times through to 2014.Harry and a Kardashian?!
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Yep, you heard that right - Harry Styles has even been linked to one of the Kardashians! Or, to be more precise, a Jenner. Harry and Kendall were pictured getting dinner together in 2013, and they hung out again in late 2014 at the British Fashion Awards in London. They were both quick to deny the rumours, saying they were just friends. But this isn't the last we'll see of Kendall...More Famous Daughters
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Also in 2013, Harry attended a fancy dinner with none other than Rod Stewart and his daughter Kimberly. The family left the restaurant and returned to Rod's home, and we have Rod to thank for revealing this little snippet of information later on. He said: "[Harry’s] car was here in the morning. Let’s put it that way. But he may just have come round to pick something up … Bollocks, I’ve let the cat out of the bag. Harry couldn’t be kinder. He is very funny guy."And A Few Other Flings in 2014
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Next came a string of flings in 2014. First off, Harry dated the TV producer Erin Foster, the daughter of the famous record producer David Foster. It's unclear how they met, but it makes sense seeing as Harry is also in the music business. In one famous set of paparazzi shots, the two went pumpkin picking - aw!Including Quite A Few Models
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The 1D man didn't waste any time after his breakup with Erin Foster, though. Between 2014 and 2015, he was romantically linked with Victoria's Secret model Nadine Leopold, even getting her initials tattooed on his arm! After he and Nicole split, he found romance with another model, this time with Sara Sampaio.Did This Model Influence One Of Harry's Songs?
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In October 2015, Harry was also seen hanging out with New Zealand model Georgia Fowler. She posted a cute video on her Snapchat of the two playing Scrabble together, with Harry looking very happy and comfortable. Fans also point out that Harry has a song called 'Kiwi', which could be a reference to the New Zealand girl.Running Back To Kendall
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It seems that Harry just couldn't stop thinking about his connection with Kendall Jenner, as the two were pictured together at three successive New Year's Eve parties: 2014, 2015, and 2016! Paps spotted the couple getting very cosy on a boat together, but they were still secretive over the exact nature of their relationship.Could It Be Love?
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By September 2016, friends and family were all but confirming that Harry and Kendall were a thing - Kim Kardashian said she believed the two were definitely dating. However, by 2017 they were over, with Harry subtly confirming that songs on his first solo album were influenced by the relationship and breakup.Caught Leaving A Girls' House
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In early 2016, Khloé Kardashian seemed to suggest that Harry and Kendall were no more, meaning Harry was totally free to go off and date - which is exactly what he did, apparently. In January 2016, paparazzi spotted him leaving fashion stylist Pandora Lennard's house after spending the night. Of course the visit could have been platonic - but it's not likely!Harry's First Relationship With a Blogger
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"The Naked Diet" author was the next of Harry's secret loves. The 27-year-old met Harry through mutual friends in early 2017, and they kept their relationship extremely under wraps. This included Tess leaving gigs secretly and subtle displays of love including sharing a wardrobe!Tess Calls It Quits
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Sadly, after dating for just a few months, Tess was the one to call time on their relationship as she supposedly still had feelings for her ex! However, the backlash against the relationship may have also come into it. According to Tess, she was receiving major hate from 1D fans, which included mass negative reviews of her cookbook on Amazon.Harry Meets His Love
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Harry Styles met French Victoria's Secret model Camille Rowe in 2017 after none other than model Alexa Chung introduced them. Things got heated quickly, as they were spotted looking very cosy at a Fleetwood Mac concert in July 2017. Earlier that month, Harry appeared on Radio 1 for a game where he was hooked up to a heart monitor and showed pictures of people, including Camille. He might have said "I don't know her," but off-camera he laughed and added, "I hate you all so much."...And Heartbreak
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However, Harry's relationship with Camille only lasted a year, and by mid-2018 the pair had broken up. The split came just a few weeks after Camille was spotted at one of Harry's shows at The Forum in Inglewood, California. We don't really know what happened between them, but according to some of Harry's friends, he was very cut up about it.But He Channelled It Into Another Album
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In fact, Harry was so affected by the break-up that he channelled some of his feelings into a new album. Fine Line was released in 2019 and has many subtle references to Camille in the lyrics. For example, in 'Falling', he says "I’m in my bed / And you’re not here / And there’s no one to blame but the drink in my wandering hands." Camille's voice even appears as a short voice note at the end of 'Cherry' - you can hear her say 'coucou', a French word for hello.Meeting Another Model
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In 2019, Harry once again sparked relationship rumours after he was spotted hanging out with Japanese-American model Kiko Mizuhara. She claimed that she had never met the 1D singer, but the pair were definitely spotted enjoying a night out in karaoke bar with some of the hosts of Queer Eye.Focusing On His Career
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In 2020, Harry Styles' romantic trail goes cold for a little bit. During this time, he was busy promoting his latest (Camille break-up...) album Fine Line and likely didn't get much time for casual dating or relationships. He was also busy at awards ceremonies, picking up accolades at the American Music Awards, Grammy Awards, and Brit Awards.Picking Up a Major Movie Role
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In September of 2020, Harry Styles picked up his acting career again as he was cast in a major role in Olivia Wilde's psychological thriller movie Don't Worry Darling alongside Florence Pugh. This was Harry's first acting role since 2017's Dunkirk, and Olivia sounded very excited about getting him on board. She said: "[Arianne Phillips, stylist] and I did a little victory dance when we heard that we officially had Harry in the film, because we knew that he has a real appreciation for fashion and style."But Finding Unexpected Love Again
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Don't Worry Darling started filming in late 2020, and it seemed like Harry and Olivia's time on set had developed into a firm friendship. And then, into something more. In January 2021, the pair were pictured attending a wedding in Cali together, even holding hands in public.Their Relationship Gets Stronger
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Though the pair weren't ready to talk in public about their relationship (likely owing to Olivia's recent divorce from actor Jason Sudeikis), the two appeared very happy together. In late 2021, Olivia cheered on her beau at one of his concerts; she was seen clapping, dancing, and screaming along with all of his songs at the sidelines. Cute!Harry Even Wrote About Olivia on Harry's House
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In 2022, Harry released his third studio album, Harry's House, and the lyrical references to his girlfriend Olivia aren't subtle. In 'As It Was', Harry says "Leave America, two kids follow her/I don't wanna talk about who's doin' it first" (Olivia has two kids with ex Jason Sudeikis). Despite Harry detailing his relationship anxieties on Harry's House, as of June 2022, Harry and Olivia are still together - in January they marked the big one-year anniversary. If you need proof, Harry was recently pictured giving Olivia a sweet goodbye kiss as he left London for tour dates in the north of England. So, could their relationship last?