All About Harry Styles’ Dating History

At only 16 years old, musical artist Harry Styles skyrocketed to fame as a member of the massively popular boy band One Direction. In 2010, Styles initially auditioned as a solo artist for The X Factor. He was eliminated, then brought back to form the band. He’s now back to being a solo artist and much more popular.

Growing up within the highlight amongst all the opposite beautiful celebs, Styles has had a plethora of dating prospects. Previously 10-plus years, he has had a number of notable relationships and a variety of dalliances. Here’s what’s known of Harry Styles’ dating history.

2009: Felicity Skinner

Just before he went big, Styles had a comparatively normal first girlfriend experience with a gal named Felicity Skinner, who he met through a mutual friend. They were together for a couple of yr before it ended, but his fame made Skinner a goal of his fans for some time.

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“He was a extremely good boyfriend, very romantic and, yes, shy,” Felicity said in an interview. “He was good looking and clearly I discovered him very attractive. We were together for just below a yr… We just clicked right away and got on very well. He has a extremely cute smile. We began seeing one another once we were each about 15. He was really sweet. It was puppy love, and we were definitely one another’s first loves.”

2011: Caroline Flack

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Television presenter Caroline Flack met Styles on the set of the X Factor. They began dating when he was just 17, and she or he was in her 30s. In her autobiography Storm in a C Cup, Flack wrote in regards to the teen being thinking about her, 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.”

Their age gap eventually became a conflict of their relationship.

2012: Emily Atack

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Inbetweener’s star Emily Atack didn’t discuss her relationship with Styles, only telling Reveal Magazine about it in 2014.

“We had a short-lived thing that was only a little bit of fun,” said Atack. “Then we went off in our opposite directions.”

2012: Emma Ostilly

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Model Emma Ostilly was featured in One Direction’s “Gotta Be You” music video.

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One Direction – Gotta Be You

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In April 2012, they were romantically linked when Styles and Ostilly were seen kissing in Auckland, Latest Zealand, while Styles was on his world tour. They were seen together one other time, however it appeared to be a temporary affair.

2012-2013: Taylor Swift

While Styles’ relationship with Swift was not the longest, it resonated across the pop music world and inside Swift’s fandom and her music specifically. They met on the Nickelodeon Kids’ Selection Awards in March 2012, and fans began to think something more was occurring when Styles was seen wearing a paper plane necklace that Swift had worn previously.

They were photographed together in December of that yr in Central Park, and Swift joined him at an after-party the following night following a One Direction concert at Madison Square Garden. They were seen out on several more dates, and things gave the impression to be fairly serious. He met her family, and she or he took a visit with him to England.

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Then, they went skiing in Utah with Justin Bieber and Selena Gomez, who were dating on the time, and kissed in Times Square on Latest Yr’s Eve after Swift’s performance. But things took a turn while they were on a visit to the British Virgin Islands. The couple reportedly broke up on January 4, and Swift headed home alone in some memorable paparazzi photos.

They didn’t talk much about their relationship, but a lot of songs on Swift’s album 1989 are purported to be in regards to the Harry’s House musician. In a Rolling Stone feature in 2017, Styles said he learned loads from his relationship with Swift, particularly about being photographed in public.

“After I see photos from that day I feel: Relationships are hard, at any age,” he said. “And adding in that you simply don’t really understand exactly how it really works once you’re 18, attempting to navigate all that stuff didn’t make it easier. I mean, you are a bit bit awkward to start with. You are on a date with someone you actually like. It needs to be that easy, right? It was a learning experience of course. But at the guts of it—I just wanted it to be a standard date.”

He also said he wasn’t bothered by Swift writing songs about their relationship, and so they have been seen together being friendly since.

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2013: Kimberly Stewart

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Styles reportedly dated Kimberly Stewart, the daughter of musician Rod Stewart, for a number of months after his break up with Swift. Thirty-three-year-old Stewart was seen with 19-year-old Styles while out with Rod and his wife, Penny Lancaster. They were then seen together at SoHo House, and a source told Folks that “age doesn’t really matter within the Stewart family.”

2013: Nicole Scherzinger

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After Stewart, he moved on to The Pussycat Dolls singer Nicole Scherzinger, who was 35 on the time. A source told The Sun in 2015 that they “had a dalliance at the tip of the X Consider 2013 and met up again early last yr,” and continued to see each other through the years.

2013-2014: Kendall Jenner

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Model Kendall Jenner was first romantically linked to Styles in November of 2013. They were seen getting dinner in Los Angeles, but they said they were just friends and Jenner even tweeted she was single. In an interview with Piers Morgan, Styles said he “didn’t know if things would turn romantic” with Jenner but she denied romance rumors again on the American Music Awards soon after.

“We’re friends. He’s cool, yeah, he’s cool. You exit with one person, you are mechanically dating them,” Jenner said.

In early 2014, they went on a winter sports vacay in Mammoth, California, after which celebrated Styles’ birthday together in February. Seventeen reports they broke up shorty afterwards.

2014: Erin Foster

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Actress Erin Foster was rumored to be dating Styles when she was seen with him at a pumpkin patch, in line with the Every day Mail. Foster is the daughter of musician David Foster, and so they met through a mutual friend.

2014-2015: Nadine Leopold

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After Jenner, Styles romanced Australian model Nadine Leopold, and so they were seen at The Nice Guy restaurant in Los Angeles. They were seen together in late 2014 after which early 2015, and celebrated Styles’ twenty first birthday together. They then split in March 2015.

2015: Sara Sampaio

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After Leopold, Styles had a brief reference to Victoria’s Secret model Sara Sampaio.

2015: Georgia Fowler

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Model Georgia Fowler put her relationship with Styles on blast when he was along with her in Latest Zealand. She posted quite a variety of their time together on Snapchat. She shared a video playing Scrabble with Styles, but when he headed home that appeared to be the tip of their connection—though he did write a song called “Kiwi.”

“Ah, don’t really know anything about it. I definitely do not have a baby! The song’s all about [having a baby] so I feel it’s highly unlikely [it’s about me],” Fowler said of the rumor on The Morning Show.

2015-2016: Kendall Jenner … again

Breaking the rule to never date your ex, Styles and Jenner gave it one other shot. Page Six reported that they were seen getting touchy at a Latest Yr’s Eve party. They made it almost a yr before breaking up a second time but have remained friends.

2017: Tess Ward

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Taking a break from models, Styles very privately dated British blogger and chef Tess Ward. They were first seen together in May 2017 in London, but by June the pair had split. Soon after, Ward was supposedly back together along with her ex.

2017-2018: Camille Rowe

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Styles was introduced to a different Victoria’s Secret model, Camille Rowe, though he denied knowing who she was when asked about her during an interview with BBC1 Radio. His knowing smirk, nevertheless, told a distinct story. Over the following yr, Rowe was seen at a lot of Styles’ concert events within the U.S. and Europe, and their last public sighting was in July of 2018 during his show in Los Angeles.

Though they broke up, they remained friends, and Styles included a voicemail from the model along with her permission at the tip of his song “Cherry.”

2019: Kiko Mizuhara

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Model Kiko Mizuhara denied knowing Styles, but they were spotted together at his twenty fifth birthday celebration.

2020: Olivia Wilde

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Olivia Wilde solid Styles in her film Don’t Worry Darling, and so they connected on set in late 2020. Wilde broke things off several months later along with her ex-fiancé, Jason Sudeikis, with whom she shares two children, Otis and Daisy. Wilde has said that she only made their breakup public after they’d been privately separated for some time.

Styles and Wilde were seen at a marriage in Montecito, California, in January 2019 and were photographed holding hands. They traveled together quite a bit over the next months, and Wilde attended a lot of his concert events. Press around the discharge of Don’t Worry Darling attracted loads more attention to the couple, which Wilde said she didn’t wish to feed into.

“It’s obviously really tempting to correct a false narrative,” she told Vogue. “I feel what you realize is that once you’re really comfortable, it doesn’t matter what strangers take into consideration you. All that matters to you is what’s real, and what you’re keen on, and who you’re keen on. I’m happier than I’ve ever been. And I’m healthier than I’ve ever been, and it’s just wonderful to feel that.”

Styles was also fairly private about his relationship with Wilde, though they appeared to be fairly serious. But in late 2022, they decided to “take a break” as Styles began his international tour and Wilde returned home to spend time along with her kids.

A source told People, “He’s still touring and is now going abroad. She is specializing in her kids and her work in L.A…. It’s a really amicable decision.”

“They’re still very close friends,” the source added.

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Aimée Lutkin is the weekend editor at Her writing has appeared in Jezebel, Glamour, Marie Claire and more. Her first book, The Lonely Hunter, might be released by Dial Press in February 2022.

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