As one of the most popular artists in the world, Harry Styles‘ ever-changing dating life seems to always be of public interest.
The public discourse, of course, reached new heights last year when he entered into a long-term relationship with his Don’t Worry Darling director Olivia Wilde. When they began dating, Wilde was not only his director but her breakup with ex-husband Jason Sudeikis had not gone public yet. Talk about messy! In the end, Styles and Wilde broke things off in November 2022.
Though Styles’ relationship with Wilde was definitely the most universally talked about, it wasn’t his first relationship with a fellow celebrity. Among the other familiar faces are Taylor Swift (who he dated for about four months at the end of 2012) and Kendall Jenner (who he reportedly dated on and off over the years).
Check out the full list of women Styles has dated below!
A version of this article was originally published on March 2023.
On May 2023, rumors started to swirl that Candice Swanepoel and Harry Styles are getting rather cozy with one another, making her the seventh Victoria’s Secret model he’s been linked to over the years.
On March 26, Harry was spotted with Emily Ratajowski in Tokyo. According to the Daily Mail, the pair were seen dancing at a party before they shared a passionate kiss on the streets.
After sparking a connection on set while filming Don’t Worry Darling, Wilde and Styles were first spotted a wedding together in January 2021. During their relationship, the pair seemed really strong together, with Wilde attending many of his concerts and packing on plenty of PDA in public sightings. But, at the end of 2022, the two broke things off. “He’s still touring and is now going abroad,” a source explained to People. “She is focusing on her kids and her work in L.A…. It’s a very amicable decision.”
Model Kiko Mizuhara and Styles were also rumored to be dating in early 2019. Though she was quick to deny their romance on social media, they were later spotted together at Styles’ 25th birthday party in Tokyo.
French model Camille Rowe and Styles were together for reportedly almost a full year before calling things off in July 2018. Fun fact: Styles included an audio message from Rowe in his song “Cherry.”
In 2017, Styles was rumored to be dating chef and food blogger Tess Ward. They were reportedly together for about two months before Ward ended things to get back together with her ex-boyfriend, per Elle.
Jenner and Styles were first romantically linked in 2014 when the two went on a trip together in Mammoth, CA. After a three-month fling, the two reportedly split due to busy schedules.
A year later, in December 2015, rumors of them reignited as they were photographed getting ultra-cozy on a yacht on New Year’s Eve in St. Barts. Though the details as to when are still hazy, the two reportedly broke things off sometime in 2016 and remain good friends.
Model Nadine Leopold and Styles were spotted mutiple times together during their brief four-month reported fling in 2015.
Styles and former Victoria’s Secret model Georgia Fowler were rumored to be seeing each other briefly in 2015 after she posted a video of them playing Scrabble together on social media.
Back in 2013, Styles was rumored to be briefly dating Kimberly Stewart, Rod Stewart’s daughter. The pair, who shared a 14-year age gap, was also seen on a double date with Rod and his wife, Penny Lancaster. A source told People at the time, “age doesn’t really matter in the Stewart family,” per Elle.
Swift and Styles rocked the world when pictures of them hanging out at Central Park Zoo in New York City hit the stands. Though the two only dated from October 2012 to January 2013, it appears that their spark might’ve inspired some well-known pop songs from each of them, Swift’s “Trouble,” for example, being one of them.
After starring in One Direction’s video clip for “Gotta Be You,” model Emma Ostilly was photographed kissing Styles. Though the pictures made waves, it appears their connection was quite brief.
British actress Emily Atack and Styles has a brief relationship in 2012. “We had a short-lived thing that was just a bit of fun,” Atack admitted years later, per Entertainment Tonight. “Then we went off in our opposite directions.”
In 2011, Styles dated the late TV host Caroline Flack. Given their 14-year age gap at the time, their fans openly criticized them when their relationship went public. “We were both single, we got on well and we had a laugh,” she wrote in her autobiography Storm in a C Cup, per Elle. “It was only when it became public knowledge that things turned sour.”
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