Harry Styles’ Dating History: From Kendall Jenner To Olivia Wilde

Whether it’s true or not, the images surfaced a few weeks after Khloe Kardashian had confirmed that her sister and Harry were indeed dating, and he had cheated on her. The speculation came after Harry wrote a song for Ariana’s album titled, A Little Bit of Your Heart. In 2013, Harry embarked on another short romance with an elderly woman, and this time it was with Rod Stewart’s daughter, Kimberly. The pair were spotted in West Hollywood dining with the whole of the Stewart clan. Yet, neither Harry nor Kimberly confirmed or denied the rumored hook-up.

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While she and Styles haven’t confirmed their relationship, the pair was spotted holding hands Monday night after One Direction’s performance at Madison Square Garden. Harry performed the concert just days after he was spotted spending time with his rumored high school girlfriend, Ellis Calcutt, on January 24. The actress’ subtle social media post comes two months after Us Weekly confirmed that Wilde and Styles, 28, called it quits.

He even introduced the model to his family and Camille was spotted hanging out with Harry’s mum at one of his concerts – proper girlfriend material! However, things came to an end when the pair called it quits in 2018. What started off as a friendship, clearly surfaced into a love story. The pair were snapped on numerous occasions, but the images that captured the hearts of the nation were those of Harry and Kendall cuddling on a yacht while celebrating the New Year together.

Although he has dated some women in the past, the singer’s sexuality is still very vague at the moment. In 2017, he went on to defend his response by saying that he did not think it is important to be labeled by sexual orientation, rather he would like to be free of those labels. In a 2019 interview with Rolling Stone, one of Styles’ best friends, Tom Hull, told the magazine that the singer took his breakup from Rowe hard. And although Styles didn’t mention Rowe by name in his accompanying interview, he said that his music is the only arena in which he discusses his personal life.

Harry Styles’ Dating History: Taylor Swift, Kendall Jenner, Camille Rowe and More

The pair have been together for more than a year, and a source who knows the singer well told The Post, “This is the happiest I’ve ever seen Harry. While Wilde has been trying to get out post-split, “dating isn’t on her list of priorities,” the insider added. Styles, for his part, explained why he https://hookupinsight.com/indiamatch-review prefers to keep his personal life under wraps. «I’ve never talked about my life away from work publicly and found that it’s benefited me positively,» he said. “We are all human,” the singer responded when the host claimed they couldn’t imagine anyone would be “too cool” for someone like Styles.

Harry has been linked to Kendall Jennermany times over the years — especially in January 2016, when the former flames were photographed cuddling and kissing on a yacht in St. Barts. In December 2019, the exes appeared on The Late Late Show together when Harry filled in for host James Corden — and the 818 Tequila founder asked Harry which songs on his debut album were written about her. Wilde cast the British singer – who previously starred in Christopher Nolan’s film Dunkirk – opposite Florence Pugh in the psychological thriller about a married couple set in 1950s suburbia .

All the latest news, showbiz, lifestyle and sports updates, brought to you by our dedicated American team. National Enquirer reported in its December 26 issue that Aniston «isn’t fazed at all by the 25-year age gap» with Styles, and has allegedly been leaving «come and get me» likes on his profile. «Jennifer has always drooled on Harry. He’s a dream catch for anyone who’s lucky enough to date him,» a source said.

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The duo were seen together for the final time during the last show of Styles’ tour in Los Angeles that July. In November 2022, Jenner was spotted at another one of Styles’ shows, this time joined by her sister Kylie Jenner and pal Hailey Bieber. «Please know I didn’t ‘dump’ caroline. This was a mutual decision. She is one of the kindest, sweetest people I know. Please respect that,» Styles posted. Now, after nearly two years together with Wilde, Styles is single again — but it sounds like fans shouldn’t expect for him to make any statements about any future relationship. Harry Styles’ film credits have quickly stacked up in the past year as he dominates the charts as well as the screen.

The actor, 46, and his legal team are attempting to nail down where the children will live full time. The upcoming third season of “Lasso” will be its last, as writer and co-star Brett Goldstein told The UK Sunday Times recently, and Sudekis plans to move back to the Brooklyn home he shared with Wilde. The couple were spotted strolling in Italy ahead of the release of Styles’ third album, Harry’s House. «Olivia and Harry love going to Italy together,» an insider told Us of the duo’s vacation. «It’s their favorite place to unwind and reconnect as a couple. They both love the food, the people, the architecture, everything. They are excited to spend a lot of quality time together before he leaves to go back on tour.» The duo made headlines when they were photographed holding hands at Styles’ manager’s wedding in January 2021.

Harry was connected to model Kiko Mizuhara when rumors about the two dating began in early 2019, though Kiko quickly shut them down when she tweeted that she never met the singer. Harry Styles has been in the public eye for years, and he has been a heartthrob the whole time. So, it’s no surprise that his list of exes is about as long as a CVS receipt and includes models, actresses, and more models. Recently, Harry Styles has been involved with Olivia Wilde and the pair seem to be really enjoying their time together. So, as we wait to see what’s next for the duo, let’s take a look back at all of Harry Styles exes from 2011 to now. As much as Tomlinson tried to ignore the fabricated stories, it became hard to do so.

«It’s been amicable and they’ve transitioned into a great co-parenting routine,» the source told People of the split. «The children are the priority and the heart of the family’s relationship.» A source told Entertainment Tonight that couple is closer than ever after the drama of the last few months, including the press tour for Don’t Worry Darling.

One lucky TikToker captured footage of Olivia Wilde dancing her heart out while Harry sang on stage. There’s no denying Styles and Tomlinson share a wonderful bond, which is why it’s even sadder their friendship isn’t what it once was because of all the unwarranted attention. «He’s still touring and is now going abroad. She is focusing on her kids and her work in L.A.,» one source said.

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