Harry Styles’ dating history: Who has the singer dated? – The Sun | The Sun

HARRY STYLES is a world-renowned singer, performer and actor who found fame as part of boyband One Direction.

Though he has racked up countless achievements throughout his career, including Grammy Awards and an Ivor Novello, fans continue to be intrigued by his past romantic life – and who he may be dating now.

Who has Harry Styles dated?

Harry Styles' dating history includes:

Felicity Skinner

Prior to Styles' One Direction fame, he dated Felicity Skinner.

The pair dated as teenagers for almost a year but eventually parted ways for an unknown reason.

"He was a really good boyfriend, very romantic and, yes, shy," Skinner said during an interview with Mirror.

"He was good looking and obviously I found him very attractive. We were together for just under a year … We just clicked straight away and got on really well.

"He has a really cute smile. We started seeing each other when we were both about 15. He was really sweet. It was puppy love and we were definitely each other's first loves."

At this time, it is unclear what Skinner is up to now.

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Caroline Flack

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Harry dated Caroline Flack between 2011 and 2012Credit: PA

Syles' first Hollywood relationship was with television presenter and actress Caroline Flack.

The pair, who had a 14-year age gap, dated from 2011 to early 2012, according to PEOPLE.

At this time, it is unclear why they split but Styles revealed that it was a "mutual decision."

Flack later died in 2020 from suicide.

Taylor Swift

After meeting at the 2012 Nickelodeon Kids' Choice Awards, Styles began briefly dating music megastar Taylor Swift.

The pair were together from 2013 to 2014, but at this time, it is unclear why they broke up.

At first, neither of them talked about their split publically, but a few months later, Swift seemingly hinted in an interview with Rolling Stone that her songs Style and Out of the Woods were written about their relationship.

Kendall Jenner

Styles was first linked to Kendall Jenner in 2013 and while they might have never confirmed a relationship, they were spotted together several times until 2019.

At this time, details of their rumored relationship are unclear.

Tess Ward

In May 2017, it was revealed that Styles began dating London-based chef and blogger, Tess Ward after being introduced by a mutual friend.

“As soon as Harry met Tess there was an instant spark between them,” a source told The Sun.

“They really bonded over their mutual love of quirky fashion and food – and things turned romantic quickly.”

The pair were later pictured together driving around north London in his Audi but split shortly after.

Camille Rowe

After being introduced by mutual friend Alexa Chung in 2017, Styles began dating Victoria's Secret and Louis Vuitton model Camille Rowe.

The pair were spotted out and about in Los Angeles in September 2017 but their relationship came to an end in July 2018.

At this time, it is unclear why the pair split.

Olivia Wilde

Olivia Wilde and Styles began dating in January 2021- just weeks after she announced her split from Jason Sudeikis- while on the set of their film Don't Worry Darling.

Their relationship was the talk of the town for over a year and caused a lot of drama, but it was then announced in November 2022 that they were "taking a break."

"He's still touring and is now going abroad. She is focusing on her kids and her work in LA. It's a very amicable decision," a source told PEOPLE.

While they might have parted ways, the source claimed that they are "still very close friends."

Is Harry Styles single?

As far as the public knows, Harry is single.

Since Styles' 2022 split from Wilde, he has kept his dating life out of the spotlight.

In March 2023, he was reportedly caught "passionately kissing" Emily Ratajkowski in Tokyo while there for his tour, Love On Tour.

Who is Harry Styles dating now?

Taylor, who has acted opposite Timothee Chalamet and Sterling K. Brown, was spotted in the VIP section of one of the star's concerts in early July 2023.

The actress was seen in the audience in Vienna, Austria, during one of Styles' Love on Tour concerts.

The following day, videos surfaced showing the pair walking through the streets of Vienna together, per Entertainment Tonight.

Prior to the Harry and Taylor rumors, he had been linked to  influencer and fashion blogger Yan Yan Chan.

Yan Yan and Harry have reportedly followed each other on social media since 2020 but were first romantically linked to each other in March 2023.

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