A supply spoke to the outlet about how Jenner and Styles really are just friends. The two first dated in late 2013 and early 2014 earlier than sparking rumors they could be dipping their toes again into their romance again in December 2015, when they obtained handsy on a yacht in Anguilla whereas on vacation. The following month, the couple attended the premiere of Don’t Worry Darling on the Venice Film Festival, although followers famous that the couple did not interact much on the event. Despite rumors that they might have break up, Wilde was spotted attending Styles’ concert at Madison Square Garden and so they had been later seen sharing a kiss in N.Y.C. Then in November, Wilde attended one other considered one of Styles’ shows in L.A. Over the next few months, fans noticed Rowe at several of Styles’ live shows across the US and Europe. The pair had been noticed collectively several occasions in early 2018 as they had been photographed out to lunch and on a sushi date.
«They have a ton of mutual respect for each other however there’s nothing happening by means of a romance at this point,» the insider continued. It’s not uncommon for celebrities to reunite at fashion’s biggest night, but an image was price a thousand words when Kendall and Harry were noticed having a dialog inside the occasion in May 2019. In reality, they did not end the night time at all — they joined 
some other friends and stored the party going nicely into the subsequent morning, and had been noticed leaving an afterparty round 6 a.m. «She worked the room and spent a lot of time with Travis in the beginning, then went to Harry for a while,» mentioned the insider. Jenner remained «hopeful» about her rekindled relationship with Styles but was additionally «being extra careful this time,» added the source. Styles and Jenner were rumored to be giving romance another try, but the two were taking issues sluggish in accordance with a supply.
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It’s also price noting that Bad Bunny is rumored to be relationship Styles’ ex-girlfriend, Kendall Jenner, who was spotted dancing in the crowd through the “Me Porto Bonito” hitmaker’s Coachella set last weekend. And whereas the duo has but to make their relationship Instagram-official, Jenner and Bad Bunny have continued to step out collectively. The pair have been even noticed wanting very cozy together at Coachella last month after Jenner danced to Bad Bunny’s set.
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The sighting came just some weeks after Styles’ romantic getaway to St. Barts with Kendall Jenner. In an October 2017 interview with Nick Grimshaw on The Radio 1 Breakfast Show, Styles admitted that he used to research dates. «It’s impossible to go in with no perception of somebody and you have never met them and I began feeling like that was mistaken and weird.» «To me, he’s very trendy,» Wilde — who is directing Styles in her upcoming psychological thriller, Don’t Worry Darling — told Vogue final month, for the previous One Direction star’s history-making cowl.
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The meeting sparked rumors of romance that both events had been quick to disclaim. «They’re simply friends,» a supply informed PEOPLE at the time, whereas Kendall assured everybody on Twitter that she was, indeed, single. The supermodel and Phoenix Suns player Devin Booker first sparked romance rumors in April 2020 when they have been noticed on a road journey together to Arizona. «Kendall appears very pleased,» an insider advised PEOPLE in September after the pair loved a lake getaway with Justin and Hailey Bieber. «Devin is very sweet to her. He spends lots of time with Kendall’s family and associates too. They both seem to enjoy the quiet time collectively.»
A supply confirmed to Page Six in July 2016 that Jenner was dating A$AP Rocky. When Jenner’s good friend Gigi Hadid briefly dated Joe Jonas in 2015, the Hulu persona reportedly had a equally short-lived fling with the “Cake by the Ocean” singer’s brother Nick Jonas that summer. Although their romantic connection didn’t final, the on-again, off-again pair have maintained a friendship over time. In November 2022, Jenner even cheered on the “Kiwi” singer at a Los Angeles live performance. Which is smart, especially when you think about that Harry has a huge commitment developing, as One Direction‘s stadium tour begins on Apr. 25 and runs till early October.
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“And I don’t know Kendall Jenner, but if anyone has her quantity I would love it,” he mentioned. Weeks later, the rumored couple were photographed outdoors Nobu in Malibu. “Kendall and pals have a small social circle amongst the group, who’ve been following the same social distancing and bodily distancing pointers [amid the COVID-19 pandemic]. Devin is a good friend and is part of the small group,” the insider said on the time.
If anyone was confused and on the fence about if Harry Styles and Kendall Jenner had been an item, the model’s older sister Khloe Kardashian confirmed the coupling in 2016. «Do I think they’re dating? Yes,» Khloe informed Entertainment Tonight Kevin Frazier at the time. «I don’t know if they’re like boyfriend-girlfriend. Nowadays I don’t know. People are bizarre with stuff. So, I don’t know their title. But I mean, they had been in St. Barts together hanging out, so to me that’s relationship.» A couple years later, model Kendall Jenner and former boybander Harry Styles were snapped taking a vacation together, snuggling up on a yacht, and enjoying more intimate date nights. «They look very cozy and pleased.» During a New Year’s 2016 celebration in St. Barts, an insider revealed Styles all the time fancied Jenner and was merely waiting for the proper time to pursue a relationship with her.