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Harry Styles One Direction

Does Harry Styles Have A New Girlfriend? Singer Spotted On Romantic Date With Mystery Girl

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Oct. 29 2020, Updated 12:53 p.m. ET

Does Harry Styles have a new girlfriend?! That seems to be the question on everyone’s minds after the singer was spotted on what appeared to be a romantic dinner date with a mystery girl.

Yep, in photos obtained by DailyMail, the former One Direction member could be seen wearing a khaki jacket and gray pants as he entered a restaurant in Los Angeles, CA, alongside the unknown blonde. She donned black jeans and a white t-shirt for the outing. They both wore face masks. 

So who is she, you ask? And is anything going on between them or are they just friends? Well, unfortunately, her identity is still unknown. We guess we’ll have to wait and see where this relationship goes — we hope we get some more info soon! 

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Over the years, the “Sign of the Times” artist has actually been linked to some of Hollywood’s biggest stars, including Taylor Swift, Kendall Jenner, Cara Delevingne and more. We went ahead and broke down each his entire love life for you. Here’s everyone he has ever dated and what went down between them…

Abigail Crawshaw

Abigail Crawford

Styles’ first romance was when he was only 12 years old! He dated one of his school friends, a girl named Abigail Crawshaw, and get this — the pop star is still in touch with his ex! They were spotted hanging out in 2015, proving there’s no bad blood between them.

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Felicity Skinner

This relationship also went down long before he was famous. Styles dated another girl from his school, Felicity Skinner, when he was 15 years old. She later opened up about their brief romance, which lasted a little under a year. She explained, “He was really sweet. He was a really good boyfriend, very romantic and, yes, shy. It was puppy love and we were definitely each other’s first loves. There was no real reason why we split up. We just drifted apart. I don’t think the distance helped and we were really young. It was sad when we first broke up but I’m happy now.”

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Caroline Flack

Styles and Caroline Flack got close on set of The X Factor in 2011, when he was a contestant and she was a presenter. The couple received a lot of backlash because of their 14-year age different, and in the end, the mass amount of scrutiny caused them to go their separate ways.

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“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,” Flack explained in her autobiography, Storm in a C Cup. “It began to go wrong when Harry was pictured coming out of my house one morning. And once that was out, it was open season. After that, anyone could say anything. In the street people started shouting at me ‘pedophile’ and ‘pervert.’”

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Emma Ostilly

Emma Ostilly

The entire internet went into a frenzy when the 26-year-old was spotted kissing American model Emma Ostilly (who appeared in 1D’s “Gotta Be You” music video) in May 2012.

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“They really seemed to have a ­connection and only had eyes for each other,” an eyewitness told Metro at the time. They must have fizzled out after that, however, because it was the last we heard of the pairing.

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Lucy Horobin

After radio DJ Lucy Horobin interviewed Styles and his bandmates, some reports claimed that they had a fling — despite Horobin having a husband at the time.

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“Lucy and Harry hit it off from the moment the boys walked into the studio – it was electric and they were flirting like crazy,” an insider dished to DailyMail. “Lucy made it quite clear she fancied him and there was a lot of banter between them both on and off air. It got a little risqué.”

A few months later, her now-ex-husband, Oliver Pope, spilled some major tea on the relationship. He told Metro, “The moment I ­discovered Harry had slept with my wife still haunts me … Realizing my wife had decided to leave me because she had fallen for a 17-year-old boy, that’s the most ­embarrassing thing. I’m a man in my thirties and she left me for him, a young lad. That’s what has ripped me of my dignity.”

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Emily Atack

Despite being caught packing on the PDA on more than one occasion in 2012, Emily Atack insisted that she and Styles never actually became boyfriend and girlfriend. The English actress explained to Reveal Magazine, “We were never boyfriend and girlfriend… 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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Caggie Dunlop

Caggie Dunlop

After that, the musician was rumored to be in a relationship with Made in Chelsea star Caggie Dunlop. They got caught smooching outside of a London nightclub, but Styles rep quickly shut down rumors that they were dating. 

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“Harry is not dating Caggie and is not romantically involved with her,” they told DailyMail.

Her friends lated claimed that the attention from the relationship was “horrible” and “freaked Caggie out.”

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Cara Delevingne

Many fans started to speculate that Styles and Delevingne were dating after they noticed that they were spending a lot of time together in late 2012.

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“Harry’s been chasing Cara nonstop. He really likes her and has been saying that he wants to be exclusive with her,” a source told E! News at the time. “Harry says he wants them to be boyfriend and girlfriend. But right now, Cara is not sure what to do,. She’s a top girl and she’s finding her feet right now. They are seeing each other though, casually, and are actually very cute together. Their friends think it could work out… He’s really chasing her, but she’s a really busy girl.”

But while speaking to MTV, the 1D heartthrob insisted they were not together. “She’s not my girl!” he said.

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Taylor Swift

Styles and Swift made headlines when they were photographed cozying up on a date at the Central Park Zoo in December 2012. In the weeks that followed, they were caught holding hands all over the city, wearing matching necklaces, going skiing together and get this — they even rang in the New Year side by side. It’s unclear what caused them to split in the end, but after they broke up in 2013, they went on to write loads of songs about each other, including “Style,” “Out of the Woods,” “Perfect” and more.

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Paige Reifler

Paige Reifler

When a photo of Styles and model Paige Reifler kissing started to circulate the web in September 2013, fans were left pretty shook. She even confirmed that they were dating in an interview with The Mirror a few weeks later! When the relationship ended, however, it was not pretty. The blonde beauty’s friends were seemingly caught bashing the singer and his bandmates on a podcast, and fans were not happy with it.

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Kendall Jenner

The entire internet went wild when Styles and Jenner were spotted on a few dates in 2014. They even jetted off to New York City together during November of that year. Then, in December 2015, they sparked dating rumors once again when paparazzi caught them packing on the PDA on a yacht. Since then, they’ve been spotted hanging out a few times here and there, but because they’ve stayed pretty tight lipped about the romance, it’s still unclear what exactly went down between them.

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Kimberly Stewart

Rod Stewart confirmed that the “Fine Line” crooner dated his daughter, Kimberly Stewart, in 2013 during an interview with Chatty Man.

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“[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,” he said. “Harry couldn’t be a kinder. He is very funny guy.”

Sources told E! News, “They were introduced by a mutual friend who set them up. Kim is very strong willed, she goes for what she wants and Harry appreciates that. It is a very new thing and we’ll see where it goes. She is exactly his type”

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Daisy Lowe

Daisy Lowe

When The Sun reported that Styles was “all over” Daisy Lowe at a party, everyone started to speculate that they were dating. 

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 “When Harry met Daisy there was a real spark. When they see each other they make sure it’s in private at night or with a group of friends,” a source revealed to the outlet. 

And despite going their separate ways a few months later, it looks like Styles still has his sights set on the model! In June 2020, another inside told The Sun that the star had privately messaged her in an attempt to get back together.

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“He still holds a torch for Daisy. They met years ago through mutual friends and regularly hang out in the same circles. Not only does he think she’s really cool, with her rock and roll background, but he really fancies her too and loves her style,” the source explained. “He’s slid into her DMs quite a bit and is open about appreciating her sexy Instagram pics. Sadly, she’s five years older than him and while he can more than handle himself with older women, she’s always seen him more as a little brother than a lover.”

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Erin Foster

When Styles was spotted on a pumpkin picking date with Erin Foster, fans quickly went into a frenzy. At the time, a source told E! News, “It’s unlikely it will ever become serious, but they are casually dating whenever they are in the same place at the same time and it works for both of them.”

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“They’ve been hanging out in LA.,” another insider said. “After visiting the pumpkin patch, they went for dinner. It’s nothing serious, but they’re both having fun.”

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Nadine Leopold

All throughout 2015, Styles and Victoria’s Secret model Nadine Leopold were spotted hanging out. They were photographed kissing on numerous occasions, and fans were living for the relationship! But in March 2015, the couple reportedly called it quits.

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“Nadine wanted a more serious commitment from Harry,” a source revealed at the time. “She felt like he needed to make more of an effort to see her. She just didn’t feel like he was taking their relationship seriously enough, and basically she doesn’t have time for any games in her life.”

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Sara Sampaio

Sara Sampaio

Sara Sampaio was briefly linked to Styles after she was photographed leaving his New York City hotel in 2015 after reportedly spending the night together, and he gave her a kiss goodbye. There’s not a lot of info on their relationship, but it seemed to be short lived because that was the last time they were spotted together.

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Georgia Fowler

In October 2015, model Georgia Fowler sent fans into a frenzy when she posted a video of her and Styles playing Scrabble together in bathrobes. Some people even think their relationship was the inspiration behind his song “Kiwi,” since she is from New Zealand and “Kiwi” is actually another word for people from the country!

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Nicole Scherzinger

Onlookers claimed they saw the 1D member and Pussycat Dolls singer Nicole Scherzinger “all over each other” at a Brit Awards after party in 2015. An eyewitness told The Sun, “They were sitting next to each other, having lots to drink and wildly flirting. It was very clear there was an electric chemistry between them and something had gone on.”

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Another source claimed that they “hooked up” and that he was “very taken” by Scherzinger. 

“She was a guest judge on X Factor at the time One Direction were formed and has always claimed credit for putting the band together, even though Simon Cowell says it was his idea,” they dished. “But they hooked up over three years later when Harry had matured and was a member of the world’s biggest band. Harry was 19 at the time but had an old head on his shoulders because he’d already been in a relationship with Caroline Flack who was 14 years older than him.”

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Tess Ward

Tess Ward

The musician and Tess Ward, who is a food blogger, sparked dating rumors after they were photographed driving together in 2017. A source told The Sun at the time, “As soon as Harry met Tess there was an instant spark between them. 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.”

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It was reported that they split a few months later because she “still had feelings for her ex.”

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Camille Rowe

Styles started dating Camille Rowe in September 2017, and their relationship is probably one of his longest and most public relationships to date. They were together for almost a year, and throughout their time as a couple, they were definitely not afraid to show off their love! They reportedly split in July 2018, but it looks like there’s no bad blood between them now. How do we know? Well, they were spotted grabbing lunch together in November 2018, and get this — Styles even featured a clip from a Voicemail she left him in one of his songs!

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Kiko Mizuhara

Rumors started to circulate that Styles and Kiko Mizuhara were an item in January 2019. At the time, the pop star was living in Tokyo and spending a lot of time with the model. But the relationship seemed to end after he returned home to the U.K.

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