Harry & Olivia Are ‘Higher Than Ever’ After Their Nanny Drama With Jason—Look Again at Who Else He’s Dated

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Because the world’s most needed man (no less than, in accordance with Rolling Stone), there’s an comprehensible curiosity in who Harry Types is relationship and his previous and current relationships.

Since his debut within the trade greater than a decade in the past—first as a member of One Path 2010 after which as a solo singer in 2017—Types has made a reputation for himself within the music trade for love songs like “Cherry,” “Falling,” “Adore You” and “As It Was.” However whereas he’s been susceptible in his music, Types has additionally been personal about his love life in public. “I’ve by no means talked about my life away from work publicly and located that it’s benefited me positively,” he informed Rolling Stone in 2022. “There’s at all times going to be a model of a story, and I believe I simply determined I wasn’t going to spend the time making an attempt to appropriate it or redirect it indirectly.”

Types, who performed his first queer character in 2022’s My Policeman, additionally addressed hypothesis round his sexuality. “Generally folks say, ‘You’ve solely publicly been with ladies,’ and I don’t assume I’ve publicly been with anybody,” he mentioned. “If somebody takes an image of you with somebody, it doesn’t imply you’re selecting to have a public relationship or one thing.” He continued, “I believe everybody, together with myself, has your personal journey with determining sexuality and getting extra snug with it.” He additionally responded to the backlash his previous and present relationships have obtained from some members of his fanbase. “Are you able to think about occurring a second date with somebody and being like, ‘OK, there’s this nook of the [fanbase], and so they’re going to say this, and it’s going to be actually loopy, and so they’re going to be actually imply, and it’s not actual,’” he mentioned. “‘However anyway, what do you wish to eat?’” He continued, “It’s clearly a tough feeling to really feel like being near me means you’re on the ransom of a nook of Twitter or one thing. I simply needed to sing. I didn’t wish to get into it if I used to be going to harm folks like that.”

Whereas he’s been personal about most of his relationships, there stays curiosity in who Harry Types is relationship. Learn on for what we learn about Harry Types’ relationship historical past and his previous and current relationships.

Olivia Wilde (2021 – Current)

Olivia Wilde, Harry Styles

Picture: Neil Mockford/GC Photographs.

Harry Types and Olivia Wilde met September 2020 after he changed Shia Labeouf because the male lead of Wilde’s 2022 film, Don’t Fear Darling. Types and Wilde confirmed their romance in January 2021 after they attended Types’ supervisor Jeffrey Azoff’s wedding ceremony collectively in Montecito, California, the place Types referred to Wilde as his “girlfriend” in his wedding ceremony speech, in accordance with Us Weekly. A supply informed Us Weekly in July 2021 that Wilde and Types had been “smitten” over one another. “Olivia’s actually keen about Harry,” the insider mentioned after the couple was photographed kissing in Italy. “He makes her actually blissful. It’s like he’s introduced out this giddy aspect of her. The factor that works for them is that they don’t conceal their relationship from the general public. They don’t care who’s round watching them pack on the PDA.” One other supply mentioned of their relationship on the time, “Olivia and Harry have an ease to their relationship, they love and assist one another, but in addition let one another be free and work on their very own.” The insider additionally credited Wilde and Types’ “fixed communication after they’re not collectively” as a energy of their relationship. “Each of them respect the opposite’s work and by no means wish to get in the way in which of one another,” the supply mentioned. Wilde and Types went on to stroll the purple carpet collectively on the premieres of Don’t Fear Darling in Venice and New York Metropolis in September 2022. Wilde was additionally seen within the viewers at a number of of Types’ Love on Tour reveals all through 2022.

Affirmation of Types and Wilde’s relationship got here three months after information broke that Wilde and her then-fiance, Jason Sudeikis, had damaged up after 9 years of relationship in November 2021. The previous couple share two youngsters: daughter Daisy Josephine and son Otis Alexander. A supply informed Web page Six in July 2022 that Types’ Don’t Fear Darling co-star, Florence Pugh, was upset over Wilde and Types’ romance due to how quickly it began after Wilde’s break up from Sudeikis. “I can inform you for a proven fact that Flo seeing Olivia and Harry throughout one another on set didn’t go down properly as Olivia was nonetheless with Jason when she first attached with Harry,” the insider mentioned. “Jason and the children visited Olivia on set at first just a few instances, so I believe this all made folks really feel a bit uncomfortable.” Sources additionally informed Web page Six on the time that Types and Wilde’s romance was the reason for the director’s breakup with Sudeikis, claiming that Types and Wilde’s affair had already been occurring for a month by the point Sudeikis and Wilde ended their relationship.

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Wilde referred to as rumors she cheated on Sudeikis with Types “full horseshit” in a September 2022 interview with Self-importance Truthful. “Our relationship was over lengthy earlier than I met Harry. Like every relationship that ends, it didn’t finish in a single day. Sadly, Jason and I had a really bumpy street, and we formally dissolved the connection in the direction of the start of the pandemic,” she mentioned on the time. “We had been elevating two youngsters throughout lockdown, so we co-parented by means of that point. As soon as it grew to become clear that cohabitating was not helpful for the kids, it grew to become the accountable factor to NOT, as a result of we might be higher mother and father as pals who lived in several homes.” A supply informed Individuals in October 2022 that Types and Wilde had been “thriving” regardless of claims from Sudeikis and Wilde’s former nanny that the director had cheated on her ex-fiance with the One Path member. “Olivia is blissful that Harry is round. All of the drama is lots and undoubtedly impacts her,” the insider mentioned. “Olivia and Jason don’t have very a lot contact. Once they do, it’s all concerning the youngsters. They co-parent as finest as they will.” The supply continued, “Harry and Olivia are nice. They’re higher than ever. They rise above this type of factor on a regular basis and so they’re simply shifting ahead with their relationship and are blissful and thriving,”

Camille Rowe (2017 – 2018)

Camille Rowe

Picture: Frazer Harrison/Getty Photographs.

Harry Types and mannequin Camille Rowe met in 2017 after they had been launched by their mutual good friend, Alexa Chung. Quickly after, the 2 had been photographed at dinner collectively in Los Angeles. A day earlier than their date, Rowe was requested in an interview with Glamour Paris about who she deliberate to ship a textual content to that midnight, which she responded with: “To my boyfriend.” A supply informed The Solar in 2018 that Rowe met Types’ household across the holidays earlier than they spent New 12 months’s collectively in Los Angeles. “Camille’s come alongside at precisely the suitable level in Harry’s life,” the supply mentioned. “He’s had loads of enjoyable however appears to be content material hanging out together with her. They get on nice. She’s laid-back and funky, plus she’s been actually supportive of his profession.” The supply continued, “The connection continues to be pretty relaxed, he’s hardly on the stage the place they see one another day-after-day. However Camille has additionally bonded together with his sister Gemma and finest pal Lou Teesdale, which is massively necessary to Harry.”

Information broke July 2018 that Types and Rowe had damaged up a month after she was seen at Types’ remaining present on his Harry Types: Stay on Tour in Inglewood, California. Types’ finest good friend, Tom Hull, informed Rolling Stone in 2019 about how the break up impressed Types’ second studio album, Superb Line. “This breakup that had a big effect on [Styles].” Hull additionally informed a narrative about when the singer noticed Hull carrying a pair of slippers that Rowe (who he was “actually minimize up about” on the time) had given Hull. Although Hull and Rowe had been “nonetheless shut pals,” Hull recalled Types having a difficulty with him carrying the slippers. “How may you put on these?” Types requested Hull, in accordance with the One Path member’s good friend. In the identical interview, Types additionally confirmed Superb Line was impressed by his private life. “It’s not like I’ve ever sat and completed an interview and mentioned, ‘So I used to be in a relationship, and that is what occurred,’” he mentioned. “As a result of, for me, music is the place I let that cross over. It’s the one place, surprisingly, the place it feels proper to let that cross over.”

In Superb Line, Types additionally included a voicemail from Rowe on the finish of the music “Cherry,” which appeared to nod to Rowe’s French background. “It bought added in afterward, and it felt so a part of the music,” Types informed Apple Music on the time. “It simply felt prefer it wanted it. We’re pals and stuff, so I requested her if it was OK. And she or he was OK with it.” Followers additionally imagine the lyrics to “Cherry” additionally appear to reference a star couple with the identify “Charry.” “Does he take you strolling ’spherical his mother and father’ gallery?” Types sings within the music, which followers imagine is a reference to artwork gallerist, Theo Niarchos, who Rowe dated after him.

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Kendall Jenner (2016)

Kendall Jenner, Harry Styles

Picture: Terence Patrick/CBS by way of Getty Photographs.

Harry Types and Kendall Jenner first sparked relationship rumors in 2013 after they had been photographed  collectively on the restaurant Craigs in West Hollywood, Los Angeles. A supply informed Individuals on the time the 2 had been simply pals, as Jenner was relationship rapper Younger Jinsu on the time. “They’re simply pals,” the insider mentioned. Jenner additionally responded to the relationship rumors in an interview with E! Information on the time. No story, we’re pals. He’s cool,” she mentioned. She additionally revealed that she had solely met just a few One Path members on the time. “I haven’t met all of them,” she mentioned. “However the few I’ve met are wonderful. They’re actually, very nice guys.”

The 2 sparked relationship rumors once more in January 2014 after they had been seen snowboarding and snowboarding collectively in Mammoth, California. “Kendall snowboarded and Harry skied. They had been very cute collectively. There was a number of flirting and smiling occurring,” a supply informed Individuals on the time. “Harry was a gentleman and even provided to hold Kendall’s snowboard to the ski elevate.” Nonetheless, it wasn’t till January 2016, when Kendall’s older sister, Khloé Kardashian, confirmed the 2 had been relationship that the information was official. “They had been hanging out collectively. Do I believe they’re relationship? Sure. I don’t know in the event that they’re like boyfriend-girlfriend. These days, I don’t know, persons are bizarre with stuff. So I don’t know their ‘title,’” she informed Leisure Tonight on the time, utilizing air quotes. “However I imply, they had been in St. Barts collectively hanging out, so to me that’s relationship. I might name that relationship.” She continued, “I don’t know in the event that they’ve had that speak but.”

Types and Jenner break up, nevertheless, in April 2016 after Individuals confirmed the mannequin had been relationship Los Angeles Lakers participant Jordan Clarkson. By September 2016, nevertheless, a supply informed People who Jenner and Types had been giving their relationship one other attempt. “He’s not going to quiet down, and she or he understands that’s simply the way in which he’s,” the insider mentioned. “She actually likes him, however her coronary heart’s not as invested.” The supply additionally claimed the 2 had been “not formally again collectively” however had been “persevering with to speak and see the place issues go.” and that Jenner was “hopeful” concerning the relationship however was “being extra cautious this time.” Although the connection by no means grew to become official once more, Types hinted to Rolling Stone in 2017 that his debut album was impressed by Jenner. . “She’s an enormous a part of the album,” he mentioned. “Generally you wish to tip the hat, and typically you simply wish to give them the entire cap … and hope they comprehend it’s only for them.” The 2 reunited on the 2019 Met Gala, which Types hosted, and a 2019 episode of the The Late Late Present, which Types visitor hosted, although they had been simply pals at that time.  “I’m dying to know this. Which songs in your final album had been about me?” Jenner requested Types throughout a sport of “Spill Your Guts.” In the long run, Types selected to eat cod sperm as a substitute of reply the query.

Taylor Swift (2012)

Harry Styles, Taylor Swift

Picture: David Krieger/Bauer-Griffin/GC Photographs.

Harry Types and Taylor Swift sparked relationship rumors in November 2013 when the “Love Story” singer began carrying a paper airplane necklace much like the one the One Path member wore. A month earlier than, Types referred to as Swift a “actual pretty lady” in an interview with Seventeen. “Actually, she couldn’t be a sweeter particular person. She’s an incredible lady and she or he’s extraordinarily gifted,” he mentioned. “[She’s] a kind of folks you meet [who’s] genuinely a pleasant particular person. Some folks you meet and they aren’t as good as you make them out to be, however she’s a kind of individuals who’s actually simply wonderful.”

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The 2 went viral in December 2012 after they had been photographed on a date in Central Park. A day after, One Path carried out at Madison Sq. Backyard in New York Metropolis, which Swift attended the after-party for. That very same month, information broke that the 2 had been concerned in a snowmobile accident on a ski trip, which Types wanted stitches for. Us Weekly confirmed in January 2013 that Types and Swift had damaged up whereas on trip within the Virgin Islands, the place they had been seen in a “heated argument.” The journal additionally reported that Swift minimize the journey quick and flew again dwelling to Nashville, Tennessee, whereas Types continued his travels. In February 2013, followers thought Swift shaded Types when she appeared to do an impression of an English accent whereas performing the bridge of her music “We Are By no means Ever Getting Again Collectively.” “Ugh, so he calls me up and he’s like, ‘I nonetheless love you,’” she mentioned. “That is simply exhausting, you recognize? We’re by no means, ever getting again collectively. Ever.”

In an interview with Rolling Stone in September 2014, Swift confirmed her music “Out of the Woods” from her album 1989 was a couple of snowmobile accent, although she didn’t specify Types was additionally there. She additionally instructed the music “Type” was additionally concerning the One Path. “We should always have simply referred to as [the song], ‘I’m Not Even Sorry,’” she mentioned. (She additionally wore a paper air airplane necklace within the music video in February 2015.) In a Google Hangout interview in November 2014, Types referred to as himself “fortunate” to be the rumored topic of Swift’s songs. “We at all times say that we write from private expertise, and I believe everybody does. So, it could be hypocritical to say ‘Oh, you may’t write songs.’ And she or he’s actually good, so, they’re good songs,” he mentioned.

Types spoke in depth for the primary time about his relationship with Swift in 2017. “After I see photographs from that day, I believe, ‘Relationships are laborious, at any age,’” Types mentioned, referring to his and Swift’s Central Park date in 2012. “And including in that you just don’t actually perceive precisely the way it works if you’re 18, making an attempt to navigate all that stuff didn’t make it simpler. I imply, you’re a bit bit awkward to start with. You’re on a date with somebody you actually like. It ought to be that easy, proper? It was a studying expertise for positive. However on the coronary heart of it — I simply needed it to be a standard date.” He continued of Swift’s songs about him, “I’m fortunate if every little thing [we went through] helped create these songs. That’s what hits your coronary heart. That’s the stuff that’s hardest to say, and it’s the stuff I speak least about. That’s the half that’s concerning the two folks.” In 2017, Types launched his music “Two Ghosts” from his debut album, which followers believed to be about his relationship with Swift. “I believe it’s fairly self-explanatory,” Types mentioned when requested concerning the that means behind the music on the time. “It’s about typically issues change and you are able to do all the identical issues and typically it’s simply totally different.”

Caroline Flack (2011 – 2012)

Caroline Flack

Picture: Lia Toby/Getty Photographs.

Harry Types and Caroline Flack met in 2010 when Types was a contestant on the UK model of The X-Issue, which Flack hosted. Flack later wrote in her autobiography, Storm in a C Cup, that it was apparent Types appreciated her. “I already knew that he had a crush on me, he’d made it fairly apparent,” she wrote on the time. “He’d mentioned it in magazines and he’d mentioned it to pals.” The 2 began relationship in 2011, although the connection didn’t final lengthy. Flack, who was 31 on the time, responded to the age distinction between her and Types, who was 17, in her e book. “It started to go flawed when Harry was pictured popping out of my home one morning,” she wrote”And as soon as that was out, it was open season.” She continued, “After that anybody may say something. On the street folks began shouting at me ‘pedophile’ and ‘’pervert.’” She defined that the 2 broke up as soon as she began to obtain demise threats.

Flack was discovered useless in her dwelling in North East London on February 15, 2020. The coroner’s workplace decided her explanation for demise was suicide. She was 40 years outdated. After her demise, Types appeared to pay tribute to his late ex by carrying a black ribbon on his suite whereas attending the 2020 Brit Awards, which had been held the identical month as Flack’s passing. His mom, Anne Twist, tweeted that month: “Heartbreaking #ripcarolineflack.”