Womanizer!Harry Stylestemmuch donesince he rose to stardom - and had some very famous faces by his side along the way.
A year after participating in The X Factor UK as a member of One Direction in 2010, Styles had a brief relationship with Caroline Flack, who hosted the singing competition in a twist of fate. Then he started seeing one of the biggest stars in the world,Taylor Swift, but they also had a short-lived romance.
"I think relationships are tough enough, so I think you should completely ignore appearances," the former boybander said.us weeklyexclusively following her 2013 split from the Grammy Award-winning actress. “In the early stages of a relationship, there is still pressure to know everything about a person. When a bunch of outsiders tell you what it is, and they don't even know you, tell you what your relationship is, that's weird. So I think you kind of have to hide that.”
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Swift, in turn, turned life into art. For her 2014 album, 1989, she co-wrote several songs that fans speculated were about Styles, namely "Out of the Woods" and the not-so-subtle title "Style," which the English-native not upset.
"I mean, I don't know if it's about me or not...Rolling Stoneyears later. “I write from my experiences; everyone does it. I'm happy that everything we went through helped create these songs. That beats in your heart. That's the hardest thing to say, and the least I say. That's the part about the two people. I won't tell anyone everything."
Styles dated after SwiftKendall Jenner, who remains one of his close friends to this day and was briefly linked to models, includingNadine Leopoldo,Sara SampaioeGeorgia Fowler. He then dated the French actressCamille Rowe, who lent her voice to her 2019 album,thin line, for the song "Cherry".
"When we heard the album, I asked her to add it," the singer said over Rowe's voicemail. "I wanted ['Cherry'] to reflect how I felt at the time. I wasn't feeling very well. It's about not being awesome. Because you get stingy when things don't go your way.
Scroll down for a look at Styles' dating history:
Credit: Humberto Carreno/Startraks; Terence Patrick/CBS; MEGA
Harry Styles Dating-Geschichte: Taylor Swift, Kendall Jenner, Camille Rowe & More
Womanizer!Harry Stylestemmuch donesince he rose to stardom - and had some very famous faces by his side along the way. A year after participating in The X Factor UK as a member of One Direction in 2010, Styles had a brief relationship with Caroline Flack, who hosted the singing competition in a twist of fate. Then he started seeing one of the biggest stars in the world,Taylor Swift, but they also had a short-lived romance. "I think relationships are tough enough, so I think you should completely ignore appearances," the former boybander said.us weeklyexclusively following her 2013 split from the Grammy Award-winning actress. “In the early stages of a relationship, there is still pressure to know everything about a person. When a bunch of outsiders tell you what it is, and they don't even know you, tell you what your relationship is, that's weird. So I think you kind of have to hide that.” [jwplayer hYgjlgX7-zhNYySv2] Swift, on the other hand, turned life into art. For her 2014 album, 1989, she co-wrote several songs that fans speculated were about Styles, namely "Out of the Woods" and the not-so-subtle title "Style," which the English-native not upset. "I mean, I don't know if it's about me or not...Rolling Stoneyears later. “I write from my experiences; everyone does it. I'm happy that everything we went through helped create these songs. That beats in your heart. That's the hardest thing to say, and the least I say. That's the part about the two people. I won't tell anyone everything." Styles dated after SwiftKendall Jenner, who remains one of his close friends to this day and was briefly linked to models, includingNadine Leopoldo,Sara SampaioeGeorgia Fowler. He then dated the French actressCamille Rowe, who lent her voice to her 2019 album,thin line, for the song "Cherry". "When we heard the album, I asked her to add it," the singer said over Rowe's voicemail. "I wanted ['Cherry'] to reflect how I felt at the time. I wasn't feeling very well. It's about not being awesome. Because you get stingy when things don't go your way. Scroll down for a look at Styles' dating history:
Credit: David Fisher/Shutterstock; Richard Young/Shutterstock
Caroline Flack
The Brits, who had a 14-year age difference, were in a relationship from 2011 to 2012. Styles tweeted at the time that the split "was a mutual decision," and called Flack "one of the kindest, sweetest people I know." . The host of Love Islanddied by suicide2019 at the age of 40.
Credits: Picture Perfect/Shutterstock; David Fisher/Shutterstock
Emma Ostilly
Styles was spotted snogging the model in April 2012, but their affair was never a big deal.
Credit: Humberto Carreno/Startraks
Taylor Swift
The artists were pictured strolling through Central Park in New York City on their second date in December 2012. A month later, Swift split from Styles over an argument they had during a trip to the Caribbean. A source told us at the time that the 1D member"Said something I shouldn't have said."
Credit: Nick Harvey/Shutterstock
Kendall Jenner
Styles and the Keeping Up With the Kardashians star were first linked in 2013 andsparked rumors of reconciliationtwo years later as they snuggled up to each other on a yacht in Anguilla. shereunites no Met Gala 2019and again months later on The Late Late Show With James Corden. “Harry and Kendall aregreat friends and always have been' a source told us at the time.
Credit: Javier Mateo/Startraks; Kristina Bumphrey/Starpix/Shutterstock
Nadine Leopoldo
Styles and the Australian model wereseen together in Los Angelesseveral times from 2014 to 2015, but they never spoke publicly about their love rumors.
Credit: Gregory Pace/Shutterstock; Jordan Strauss/Invision/AP/Shutterstock
Sara Sampaio
The 'Ever Since New York' singer was spotted hugging and kissing the Portuguese model in June 2015 after they reportedly spent the night together in a New York hotel.
Credit: Gregory Pace/Shutterstock; Shutterstock
Georgia Fowler
After the New Zealand model shared a Snapchat video of her and Styles playing Scrabble together in October 2015, they convinced fans they were dating. Some people even speculated that the musician's 2017 hit "Kiwi" was about Fowler, which she laughed at. “[I] definitely didn't have a baby. That's what the song is about, so I think it's highly unlikely," she told Australia's The Morning Show.
Credit: Richard Young/Shutterstock; Beretta/Sims/Shutterstock
Tess Ward
We exclusively reported in May 2017 that Styles and the London-based food blogger "see each other casuallyand [had] attended several dates” after meeting through mutual friends. They split just a few weeks later.
Credit: MEGA; Laurent VU/SIPA/Shutterstock
Camille Rowe
The Dunkirk star sparked dating rumors with the French model in July 2017Attend a Fleetwood Mac concertin NYC. An eyewitness told us at the time: “They looked very comfortable. They looked like they were having fun and enjoying each other's company." The couple dated for a year before calling it quits. Style contributorTom Hulltold Rolling Stone in August 2019 that theThe split "had a huge impact on him."
Photo credit: Shutterstock (2)
Olivia Wilde
Stile NoPhotographed hand in handwith the actress who directed him in the upcoming film Don't Worry Darling via her managerJeffrey Azoff's wedding in January 2021 in Montecito, California. The news came months after Wilde andJason Sudeikis broke off their seven-year engagementThe pair spent some time in Styles' hometown of London in April and vacationed in Italy the following July.
„Oliviareally in love with harry' a source exclusively told us after the couple were spotted packing on a PDA on a yacht off the Italian coast. "He makes her very happy. It's like he brought out that goofy side of her. What works for them is that they don't hide their relationship from the public. They don't care who is around and watching them on the PDA.
We confirmed in November 2022 that the couple had split after less than two years of dating.
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FAQs
Did Harry Styles and Kendall Jenner had a relationship? ›
When did Harry Styles and Kendall Jenner date? Harry and Kendall were romantically linked multiple times between 2013 and 2019 and had an 'on and off' relationship. They first dated for a couple of months from the end of 2013 into the beginning of the following year but the romance didn't last.
How many times did Harry Styles date Kendall Jenner? ›The pair, who dated on and off from 2013 to 2019, have now been close for almost a decade. Kendall was seen dancing with her sister Kylie and pal Hailey Bieber at Harry's LA concert earlier this month.
How many times did Taylor Swift and Harry Styles date? ›2012-2013: Taylor Swift
Styles dated Taylor Swift for a year. While their romance was short-lived, their relationship lives on forever in the songs each singer allegedly wrote about each other. Several say Swift's “… Ready For It” is about Styles, while some believe his “Two Ghosts” is about the “Willow” songstress.
Harry and Taylor dated for over a year, when he was 18 and she was 22. Their relationship and eventual separation apparently inspired songs from both singers.
How old was Harry when Kendall dated? ›For their first captured night out, an 18-year-old Jenner and 19-year-old Styles are photographed in the singer's car following a date night at Craig's restaurant in West Hollywood.
Who did Kendall Jenner date before Harry Styles? ›At the time, a source told PEOPLE that they weren't an item and confirmed that Kendall was still seeing her then-boyfriend, Philadelphia 76ers player Ben Simmons. The source said of Harry and Kendall, "Harry was her first real relationship, so there is a lot of history there," adding, "but they're just friends."
Who did Kendall Jenner date after Harry Styles? ›Following Harry, Kendall was rumoured to have dated NBA player Chandler Parsons and according to the Daily Mail, even met her mum - Kris Jenner. However - the basketball star shut down the rumours, saying: “It's kind of a long story.
Who was Taylor Swift's longest relationship? ›Joe Alwyn and Taylor Swift after the BAFTAs afterparty. Taylor Swift is currently dating English actor Joe Alwyn, beginning in November of 2016, and has been Taylor's longest relationship as of December 2022. They have been together for a little more than 6 years.
What song did Taylor write about Harry? ›In an interview in 2015, Swift addressed the turbulence of her relationship with Styles when discussing the inspiration of “Out of the Woods.” “The number one feeling I felt in the whole relationship was anxiety,” she said. “Because it felt very fragile, it felt very tentative.
What song did Harry Styles write about Taylor Swift? ›"Perfect" The second single from One Direction's fifth and final studio album, Made in the A.M., "Perfect" was co-written by Harry and Louis Tomlinson and is widely believed to be about the pop star, with James Corden directly asking Harry about the song's inspiration in a 2015 interview.
Who did Taylor Swift date for 7 years? ›
- JOE JONAS: JULY 2008 TO OCTOBER 2008.
- LUCAS TILL: MARCH 2009 TO APRIL 2009.
- TAYLOR LAUTNER: FALL 2009.
- JOHN MAYER: DECEMBER 2009 TO FEBRUARY 2010.
- JAKE GYLLENHAAL: OCTOBER 2010 TO JANUARY 2011.
- CONNOR KENNEDY: JULY 2012 TO OCTOBER 2012.
- HARRY STYLES: NOVEMBER 2012 TO JANUARY 2013.
- CALVIN HARRIS: FEBRUARY 2015 TO MAY 2016.
John Mayer (2009 - 2010)
In "Dear John," Swift points to a couple's age gap, which matches up with their relationship: She was 19 when she dated Mayer, who was 32.
January 2013: Harry Styles and Taylor Swift Break Up
After just a few short months of dating, Styles and Swift called it quits. Us Weekly reported that the breakup occurred while the two were vacationing together in the British Virgin Islands.
The couple dated from late 2012 til early 2013 and finally, seven long years after their breakup, Harry has opened up about his romance with Taylor, as well as commenting on the famous breakup songs she allegedly penned about her time with the One Direction crooner.
Who did Harry Styles date before Olivia? ›Harry Styles famously dated stars like Taylor Swift and Kendall Jenner before he was most recently linked to Olivia Wilde for nearly two years.
How many lovers did Taylor Swift have? ›Without including the ones who have not been confirmed to have been dating her, Taylor Swift has had 9 boyfriends.
Who was the 18 year old Taylor Swift dated? ›Conor Kennedy (2012)
She did receive some criticism for the age difference in the relationship, being that she was 22 and Conor was 18. Taylor even purchased a home near the Kennedy compound in Hyannis Port, Massachusetts, during the romance.
Since meeting in 2016, Taylor Swift and Joe Alwyn have become one of Hollywood's most private power couples. Despite her international fame and his roles in dozens of prestigious films, they've managed to keep their relationship completely under the radar.
Did Harry Styles get a tattoo for Taylor Swift? ›Harry Styles gets new tattoo with Taylor Swift - pictures
Styles already has several tattoos, including a Hebrew inscription on his left upper arm and the phrases 'Things I can' and 'Things I can't' on either forearm.
Taylor Swift has admitted that her song I Knew You Were Trouble (from her current album 'Red') was written about One Direction's Harry Styles.
What song on Harry's house is about Taylor Swift? ›
May 2022 - Howard Stern Round Two
The host brought up “Daylight” off of Styles' third album, Harry's House, noting that Swift also had a song called “Daylight,” cheekily wondering if he was reading too much into things. “You're smiling,” he said to Styles.
Styles was romantically linked to the late Caroline Flack back in 2011 when he was just 17 years old and she was already in her 30s. Styles met the “X Factor” presenter when he competed on the show along with the other members of One Direction.
How long was Taylor Swift with Harry? ›The couple dated from late 2012 til early 2013 and finally, seven long years after their breakup, Harry has opened up about his romance with Taylor, as well as commenting on the famous breakup songs she allegedly penned about her time with the One Direction crooner.
How long ago did Harry and Taylor date? ›While their romance was shortlived—spanning from October 2012 to January 2013—we remember it all too well, thanks to the infamous pictures from the first public outing, and, of course, all of the bops by their brief relationship.
Did Harry Styles and Taylor Swift have a relationship? ›Swift, 33, and Styles, 29, briefly dated from 2013-2014. On Sunday, Swift and Styles put their post-romance relationship on display at the 2023 GRAMMY Awards. During the evening, Swift showed her support by getting out of her seat and dancing during Styles' performance of his hit, "As It Was."