Swiss Journal of Research in Business and Social Sciences

Celebrity Gossip

Dating History and Past Relationships of Hollywood Star


Harry Styles' Girlfriend: Who He's Dating Now & His Past Relationships
Image Credit: Anthony Pham via Getty Images

Harry Styles is one of Hollywood’s most famous heartthrobs thanks to his handsome looks, irresistible charm, and musical talent ever since he stepped onto The X Factor stage for a televised audition of Stevie Wonder‘s “Isn’t She Lovely” in 2010. So, it’s no wonder he’s led a steady romantic life over the years. Although the contestant-turned-superstar has many admirers from all over the world, only a few women have been lucky enough to be a part of his love life since he broke onto the scene with his former band, One Direction, and later started a successful solo career.

From late English television presenter Caroline Flack and fellow superstar Taylor Swift, to his ex Olivia Wilde and former girlfriend Taylor Russell, we’re taking a look at all of the women who’ve been romantically linked to the British superstar — including his most recently rumored romance with actress Zoë Kravitz.

Key Highlights

  • Harry Styles’ Romantic Life: He has been linked to several high-profile relationships over the years.
  • Notable Partners: Some of his most notable relationships include Caroline Flack and Taylor Swift.
  • Recent Rumors: Currently, he is rumored to be dating Zoë Kravitz.
  • Cultural Impact: His relationships often attract significant media attention and public interest.

Caroline Flack

Harry Styles, Caroline Flack
Harry Styles and Caroline Flack arrive at the Shoreditch House for a private party. (Backgrid)

Harry and Caroline met when she was a presenter on The X Factor. Rumors started going around about Harry having a crush on the British beauty around 2011, and shortly after, they both made waves when reports claimed they were dating, specifically due to their age gap at the time. Harry was 17 and Caroline was 31 at the time.

Although neither confirmed nor denied a romance (Harry consistently said in interviews that they “just get on really well”), Caroline opened up about their connection years later in her autobiography, Storm in a C Cup, which was released in 2015. “I already knew that he had a crush on me, he’d made it pretty obvious,” she wrote in the book. “He’d said it in magazines and he’d said it to friends.”

“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,” she continued. “After that, anyone could say anything. In the street, people started shouting at me ‘pedophile’ and ‘pervert.’”

The two eventually split and moved on in their love lives, but sadly Caroline died by suicide at the age of 40 in Feb. 2020. Harry was spotted wearing a black ribbon as a “symbol of remembrance or mourning” to honor her at the 2020 BRIT Awards just a few days after her passing.

Emma Ostilly

Emma Ostilly
Emma Ostilly, seen here at the 3rd annual amfAR Inspiration Gala New York at The New York Public Library in 2012, reportedly dated Harry in 2012. (MEGA)

Harry was spotted kissing American model Emma Ostilly in New Zealand not too long after his split from Caroline in 2011. She later appeared in the One Direction music video for “Gotta Be You”, which premiered in November of that year.

Emily Atack

Emily Atack
Emily Atack, seen here leaving The Palace Theatre in London, reportedly dated Harry in 2012. (Mega)

Harry was rumored to be dating actress Emily Atack back in 2012 but she didn’t confirm it until 2014. “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,” she told Reveal Magazine.

Caggie Dunlop

Caggie Dunlop
Caggie Dunlop, seen here attending Fran Cutlers Halloween party at The Berners Tavern in 2019, reportedly dated Harry in 2013. (MEGA)

In 2012, Harry also reportedly dated actress Caggie Dunlop, who starred in the reality show, Made in Chelsea, for a brief time.

Taylor Swift

Harry Styles, Taylor Swift
Harry Styles and Taylor Swift, seen here during a Dec. 2012 outing, dated in the later part of 2012 into the first few days of 2013. (Backgrid)

Who can forget Harry’s romance with fellow singer Taylor Swift? The two apparently met and clicked at the 2012 Kids Choice Awards before they were later spotted on numerous outings together (often hand-in-hand) during the latter part of 2012 and even shared a kiss in New York’s Times Square on New Year’s Eve during the first minute of 2013. They apparently split just a few days into the new year; however, Taylor put the memories of the relationship to good use in songs on her highly successful album 1989, which was released in 2014.

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Many of the tracks on the musical masterpiece are reportedly about Harry, including “Style”, “Out of the Woods”, and “I Wish You Would”. It was also rumored that Harry’s song “Two Ghosts” from his self-titled debut solo album, which was released in 2017, was about their relationship.

Taylor released 1989: Taylor’s Version in October 2023 with five new vault tracks including “Is It Over Now?” which is about Taylor and Harry’s breakup. The lyrics mention the iconic January 2013 photo of Taylor alone on a boat in the Virgin Islands wearing a blue dress and black sunglasses after the couple split on vacation. Taylor even calls Harry “a lying traitor” in the song.

Nicole Scherzinger

Nicole Scherzinger
Nicole Scherzinger, seen here leaving Hakkasan restaurant in Mayfair in 2014, reportedly briefly dated Harry in 2013. (MEGA)

The Sun reported that Harry and lead singer of thePussycat Dolls, Nicole Scherzinger, briefly hooked up in 2013. She was a judge on The X Factor when Harry appeared on it in 2010.

Kendall Jenner

Harry Styles, Kendall Jenner
Harry Styles and Kendall Jenner, who reportedly dated on and off until 2016, are seen leaving Craig’s Restaurant. (Backgrid)

Harry was first spotted having dinner in Los Angeles with Kendall Jenner in Nov. 2013. They were rumored to be dating until a split in Feb. 2014 but seemed to be on again by 2015 and were seen canoodling on a yacht during the first days of 2016. Although they never confirmed their relationship, Kendall’s sister, Khloe Kardashian, admitted she thought they were “dating” in a 2016 interview with ET Online.

“Do I think they’re dating? Yes,” she told the outlet. “I don’t know if they’re like boyfriend-girlfriend. Nowadays I don’t know. People are weird with stuff. So, I don’t know their title.”

Erin Foster

Erin Foster
Erin Foster, seen here at the 2017 Baby2Baby Gala, reportedly dated in 2014. (MEGA)

Harry and writer Erin Foster were first spotted getting pumpkins at a pumpkin patch in 2014 and dating rumors started swirling right away. The blonde beauty was known for being Gigi and Bella Hadid‘s (now ex) stepsister and her romance with Harry seemed to be short-lived.

Nadine Leopold

Nadine Leopold
Nadine Leopold, seen here at the CFDA Fashion Awards in 2019, reportedly dated Harry in 2014. (MEGA)

Nadine Leopold was reportedly the first Victoria’s Secret model Harry ever dated. They were first seen together in Nov. 2014 and followed that outing up with some frozen yogurt dates but by March 2015 things seemed to be over.

Sara Sampaio

Sara Sampaio
Sara Sampaio , seen here at the ‘2020 Vanity Fair Oscars party , reportedly dated Harry ‘in ’20’.(MEGA)

Harry was seen kissing another Victoria’s Secret model , Sara Sampaio , ‘in ‘New York ‘in ’20’.The Portuguese pretty lady was also spotted leaving Harry’s hotel ‘the following day .

Georgia Fowler
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Harry and model Georgia Fowler , who is from New Zealand , reportedly dated for a brief time ‘in Oct .20’.He was seen playing board game Scrabble with her Snapchat video she posted around same time .
Tess Ward
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Harry reportedly had brief relationship with chef food bloggerTess Ward in spring of ‘.But by June same year things ended she soon seen back with ex .
Camille Rowe
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The third Victoria’s Secret supermodel Harry romantically linked toCamille Rowe in ‘.Fans first started speculating they were dating when voice sounded like Harry could be heard one French-American beauty’s Instagram stories.They were seen together multiple occasions but split up after year.One Camille’s voicemails can be heard Harry’s heartbreaking song “Cherry “from his sophomore album,’Fine Line.’
Olivia Wilde
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Before rumors Emily , Harry’s last love interest actress directorOlivia Wilde who started romance after hired star her film,’Don’t Worry Darling’.Their relationship caused some controversy as timeline Olivia’s split from fiancé seven years,Jason Sudeikis late ‘.and start relationship is bit blurry.Olivia Harry first seen holding hands agent’s wedding Jan.’and photographed luggage Los Angeles home next day .
Over next months , they were seen cruising around Europe together,kissing streets New York City,hitting gym together.Olivia also spotted several times backstage Harry’s Love Tour shows fall ‘.
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viability their relationship however heavily speculated amid chaotic promotion Don’t Worry Darling fans convinced they broke following drama surrounding movie relationship which caused issues set.A source close couple revealed HollywoodLife that doing fine time.”Despite rumors suggesting trouble relationship this entire experience has fact made them stronger ever,” source divulged.”They both really wanted keep out spotlight when promoting this film think did this.Love share unbreakable bond supportive each other’s careers would never do anything let come way relationship.”
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That’s why shock fans when reported pair went separate ways November year.”He’s still touring now going abroad,” insider told PEOPLE.”She focusing kids work L.A.It very amicable decision.”Another source added,”Right now have different priorities keeping apart.”
Emily Ratajkowski
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Harry modelEmily Ratajkowski were spotted kissing Tokyo Japan late March’.moment captured camera went viral online soon after took place.It first time they were seen together so quite surprising instantly sparked romance rumors.It not clear whether or not they’re new couple but all eyes them now,time sure tell.
Taylor Russell
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‘class=aligncenter’>Taylor Russell BAFTA Tea Party Four Seasons Hotel Los Angeles Jan.'(Matt Baron/B EI/Shutterstock)
Romance rumors surrounding actorTaylor Russell’‘first sparked when they were spending time together June’.Since speculation about young stars began,pair have been vacation Vienna July canoodling after debut play Effect London August.Taylor also watching some European tour dates rest Harry’s Love On Tour.’
October reported Us Weekly that head over heels Taylor loves spending time her much as can.An insider told outlet things very serious between couple “and definitely sees future Taylor.”However seemed their romance eventually fizzled out by ‘.
Zoe Kravitz
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‘class=aligncenter’>(Photo Pascal Le Segretain/Getty Images)
In late August fans noticed linked arms while walking through Rome Italy while wearing sunglasses keep outing low key.It still unclear if they’re actually dating though.Zoë newly single following split ex-fiancé‘Channing Tatum’.



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Sarah Parker
Sarah Parker is a research analyst and content contributor with a strong interest in business strategy, organizational behavior, and social development. With a background in sociology and public policy, she focuses on exploring the intersection between research and real-world application. Sarah regularly contributes articles that bridge academic insights and practical relevance, aiming to foster critical thinking and innovation across sectors.