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!
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…
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.
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.”
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.
“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.’”
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.
“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.
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.
“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.”
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.”
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.
“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.”
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.
“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.
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.
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.
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.
Rod Stewart confirmed that the “Fine Line” crooner dated his daughter, Kimberly Stewart, in 2013 during an interview with Chatty Man.
“[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”
When The Sun reported that Styles was “all over” Daisy Lowe at a party, everyone started to speculate that they were dating.
“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.