Here Are All The People That Harry Styles Has Been Romantically Linked With

By Juliet Smith 1 year ago

Aged Just 16, Harry Styles Auditioned For The X-Factor

X Factor Harry Styles

Image Source: mtv.com

11th April 2010 was the day we were all introduced to the tiny heartthrob. Harry certainly made an impression with his cover of Stevie Wonder's "Isn't She Lovely," but viewers also fell in love with his charm and sweet smile. Though he only made it to the X-Factor
bootcamp initially, a genius idea from Simon Cowell brought Harry back along with the rest of the One Direction boys to form the boy band.

But He'd Already Met His First Crush...

Harry Styles Abigail Cranshaw

Image Source: j-14.com

It seemed impossible that this cheeky teen didn't already have a girlfriend - and you were right. In fact, sly fans managed to uncover the identity of Harry Styles' very first girlfriend:
Abigail Cranshaw
. They dated when they were just 12 years old, and though they didn't stay together for very long, they did make a lasting connection. Harry and Abigail even reunited at a 1D concert in 2015!

Then, He Had His First Love

Harry Styles Felicity

Image Source: harpersbazaar.com

Just as Harry was experiencing the first throes of worldwide fame, he was also experiencing his first love. That was with
Felicity Skinner
. The two met when a friend introduced them in the summer of 2009, just before Harry auditioned for
X
-
Factor
. Over the next year, they would become close, but split up when the distance became too much.

He Found More Than Stardom On The X-Factor...

Caroline Flack Boyfriends

Image Source: Pinterest

During the seventh season of
The X-Factor
,
Caroline Flack
was the presenter for
The Xtra Factor
. When Harry Styles met her backstage, sparks inexplicably flew, and the two started going out. However, Harry's friends joked that the relationship was more physical than anything else.

And The Age Gap Got People Talking

Harry Styles Caroline Flack

Image Source: shemazing.net

However, many fans were up in arms about Harry's and Caroline's age difference (at the time, Caroline was 31 while Harry was 17). Later, Caroline
revealed
that she knew it was a "strange" relationship, but that nobody got hurt and she never regrets her time with the worldwide popstar.

Next Came A Fling With A Model...

Harry Styles Model Girlfriend

Image Source: dailymail.co.uk

It's a rite of passage for any pop star: dating a model. For Harry, his model romance came early on his career - he actually met American
Emma Ostilly
on the set of the 1D music video for 'Gotta Be You.' Things got heated quick, and paps caught pictures of the two sharing a snog not long after they met.

...And A Comedian!

Emily Atack Boyfriends

Image Source: Instagram

Yes, Harry even managed to bag an Inbetweener! In 2012,
Emily Atack
was the talk of the town, and she and Harry supposedly hit it off. While nothing was revealed at the time, Emily admitted to the relationship in 2014, saying:
“We had a short-lived thing that was just a bit of fun. Then we went off in our opposite directions."

But Wait - Did Harry Date Taylor Swift?

Harry Styles and Taylor Swift

Image Source: Elle

Actually, yes! The two met at the 2012 Kids Choice Awards and hit it off right away according to sources - but according to none other than Justin Bieber,
Swift
had been eyeing up Harry for a while. He told papers that "one of the biggest artists in the world" thought that Styles was hot. Who else would this have been but Styles?

The Relationship That Turned Into Heartbreak Songs

Taylor Swift Exes

Image Source: taylorswift.fandom.com

It's cliche but true - when two singers break up they will inevitably write heartbreak anthems about the relationship. Accordingly, when Harry and Taylor split up,  fans were eagerly looking for clues in their latest hits as to the relationship. In the end, fans agree that

From One Popstar To Another

Harry Styles and Nicole Scherzinger

Image Source: hellomagazine.com

When Harry and Tay split in 2013, it seemed Harry wasn't done with pop stars. According to sources, at the end of
The X-Factor
in 2013, Harry had a "dalliance" with
Nicole Sherzinger
, who was a judge on the show. They may have even met when Harry first joined X-Factor - she was a guest judge back in 2010.

More Secret Flings

Paige Reifler and Harry Styles

Image Source: mirror.co.uk

At the end of 2013, we finally got evidence of another Harry Styles fling. In October, pictures were leaked to Twitter which showed having what we can only describe as a
very
good time with a blonde in a New York apartment. The girl turned out to be
Paige Reifler
, a model, and she and Harry Styles would reconnect a few times through to 2014.

Harry and a Kardashian?!

Harry Styles Kendall

Image Source: eonline.com

Yep, you heard that right - Harry Styles has even been linked to one of the Kardashians! Or, to be more precise, a Jenner. Harry and
Kendall
were pictured getting dinner together in 2013, and they hung out again in late 2014 at the British Fashion Awards in London. They were both quick to deny the rumours, saying they were just friends. But this isn't the last we'll see of Kendall...

More Famous Daughters

Harry Styles Rod Stewart Daughter

Image Source: mirror.co.uk

Also in 2013, Harry attended a fancy dinner with none other than Rod Stewart and his daughter
Kimberly
. The family left the restaurant and returned to Rod's home, and we have Rod to thank for revealing this little snippet of information later on. He
said
:
"[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. Harry couldn’t be kinder. He is very funny guy."

And A Few Other Flings in 2014

Harry Styles and Erin Foster

Image Source: eonline.com

Next came a string of flings in 2014. First off, Harry dated the TV producer
Erin Foster,
the daughter of the famous record producer David Foster. It's unclear how they met, but it makes sense seeing as Harry is also in the music business. In one famous set of paparazzi shots, the two went pumpkin picking - aw!

Including Quite A Few Models

Harry Styles Nadine Leopold

Image Source: mirror.co.uk

The 1D man didn't waste any time after his breakup with
Erin Foster,
though. Between 2014 and 2015, he was romantically linked with Victoria's Secret model
Nadine Leopold,
even getting her initials tattooed on his arm! After he and Nicole split, he found romance with another model, this time with
Sara Sampaio.

Did This Model Influence One Of Harry's Songs?

Georgia Fowler Harry

Image Source: dailymail.co.uk

In October 2015, Harry was also seen hanging out with New Zealand model
Georgia Fowler
. She posted a cute video on her Snapchat of the two playing Scrabble together, with Harry looking very happy and comfortable. Fans also point out that Harry has a song called 'Kiwi', which could be a reference to the New Zealand girl.

Running Back To Kendall

Kendall Jenner Ex

Image Source: eonline.com

It seems that Harry just couldn't stop thinking about his connection with
Kendall Jenner,
as the two were pictured together at three successive New Year's Eve parties: 2014, 2015, and 2016! Paps spotted the couple getting very cosy on a boat together, but they were still secretive over the exact nature of their relationship.

Could It Be Love?

Kendall and Harry

Image Source: people.com

By September 2016, friends and family were all but confirming that Harry and Kendall were a thing - Kim Kardashian said she believed the two were definitely dating. However, by 2017 they were over, with Harry subtly confirming that songs on his first solo album were influenced by the relationship and breakup.

Caught Leaving A Girls' House

Pandora Lennard Harry

Image Source: mirror.co.uk

In early 2016, Khloé Kardashian seemed to suggest that Harry and Kendall were no more, meaning Harry was totally free to go off and date - which is exactly what he did, apparently. In January 2016, paparazzi spotted him leaving fashion stylist
Pandora Lennard'
s house after spending the night. Of course the visit could have been platonic - but it's not likely!

Harry's First Relationship With a Blogger

Tess Ward Harry Styles

Image Source: thesun.co.uk

"The Naked Diet" author was the next of Harry's secret loves. The 27-year-old met Harry through
mutual friends
in early 2017, and they kept their relationship extremely under wraps. This included Tess leaving gigs secretly and subtle displays of love including sharing a wardrobe!

Tess Calls It Quits

Harry Styles Tess

Image Source: mirror.co.uk

Sadly, after dating for just a few months,
Tess
was the one to call time on their relationship as she supposedly still had feelings for her ex! However, the backlash against the relationship may have also come into it. According to Tess, she was receiving major hate from 1D fans, which included mass negative reviews of her cookbook on Amazon.

Harry Meets His Love

Camille Rowe Boyfriend

Image Source: teenvogue.com

Harry Styles met French Victoria's Secret model
Camille Rowe
in 2017 after none other than model Alexa Chung introduced them. Things got heated quickly, as they were spotted looking very cosy at a Fleetwood Mac concert in July 2017. Earlier that month, Harry appeared on Radio 1 for a game where he was hooked up to a heart monitor and showed pictures of people, including Camille. He might have said  "I don't know her," but off-camera he laughed and added, "I hate you all so much."

...And Heartbreak

Harry Styles and Camille Rowe

Image Source: lifeandstylemag.com

However, Harry's relationship with
Camille
only lasted a year, and by mid-2018 the pair had broken up. The split came just a few weeks after Camille was spotted at one of Harry's shows at The Forum in Inglewood, California. We don't really know what happened between them, but according to some of Harry's friends, he was very cut up about it.

But He Channelled It Into Another Album

Harry Styles Camille

Image Source: pinterest.com

In fact, Harry was so affected by the break-up that he channelled some of his feelings into a new album.
Fine Line
was released in 2019 and has many subtle references to Camille in the lyrics. For example, in 'Falling', he says "I’m in my bed / And you’re not here / And there’s no one to blame but the drink in my wandering hands." Camille's voice even appears as a short voice note at the end of 'Cherry' - you can hear her say 'coucou', a French word for hello.

Meeting Another Model

Harry Styles and Kiko Mizuhara

Image Source: standard.co.uk

In 2019, Harry once again sparked relationship rumours after he was spotted hanging out with Japanese-American model
Kiko Mizuhara.
She claimed that she had never met the 1D singer, but the pair were definitely spotted enjoying a night out in karaoke bar with some of the hosts of
Queer Eye
.

Focusing On His Career

Harry Styles 2020

Image Source: harpersbazaar.com

In 2020, Harry Styles' romantic trail goes cold for a little bit. During this time, he was busy promoting his latest (Camille break-up...) album
Fine Line
and likely didn't get much time for casual dating or relationships. He was also busy at awards ceremonies, picking up accolades at the American Music Awards, Grammy Awards, and Brit Awards.

Picking Up a Major Movie Role

Harry Styles Don't Worry Darling Casting

Image Source: Instagram

In September of 2020, Harry Styles picked up his acting career again as he was cast in a major role in
Olivia Wilde's
psychological thriller movie
Don't Worry Darling
alongside Florence Pugh
.
 This was Harry's first acting role since 2017's Dunkirk, and Olivia sounded very excited about getting him on board. She said:
"[Arianne Phillips, stylist] and I did a little victory dance when we heard that we officially had Harry in the film, because we knew that he has a real appreciation for fashion and style."

But Finding Unexpected Love Again

First Pictures Harry Styles Olivia Wilde

Image Source: hollywoodlife.com

Don't Worry Darling started filming in late 2020, and it seemed like Harry and Olivia's time on set had developed into a firm friendship. And then, into something more. In January 2021, the pair were pictured attending a wedding in Cali together, even holding hands in public.

Their Relationship Gets Stronger

Olivia Wilde Harry Concert

Image Source: dailymail.co.uk

Though the pair weren't ready to talk in public about their relationship (likely owing to Olivia's recent divorce from actor Jason Sudeikis), the two appeared very happy together. In late 2021, Olivia cheered on her beau at one of his concerts; she was seen clapping, dancing, and screaming along with all of his songs at the sidelines. Cute!

Harry Even Wrote About Olivia on
Harry's House

Olivia Wilde Harry Styles Kiss

Image Source: metro.co.uk

In 2022, Harry released his third studio album,
Harry's House
, and the lyrical references to his girlfriend Olivia aren't subtle. In 'As It Was', Harry says "Leave America, two kids follow her/I don't wanna talk about who's doin' it first" (Olivia has two kids with ex Jason Sudeikis). Despite Harry detailing his relationship anxieties on
Harry's House
, as of June 2022, Harry and Olivia are still together - in January they marked the big one-year anniversary. If you need proof, Harry was recently pictured giving Olivia a sweet goodbye kiss as he left London for tour dates in the north of England. So, could their relationship last?

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