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

As the world’s most wanted man , there’s an understandable interest in who Harry Styles is dating and his past and present relationships.

While he’s been private about most of his relationships, there remains interest in who Harry Styles is dating. Read on for what we know about Harry Styles’ dating history and his past and present relationships.Harry Styles and Olivia Wilde met September 2020 after he replaced Shia Labeouf as the male lead of Wilde’s 2022 movie, Don’t Worry Darling.

News broke July 2018 that Styles and Rowe had broken up a month after she was seen at Styles’ final show on his Harry Styles: Live on Tour in Inglewood, California. Styles’ best friend, Tom Hull, told Rolling Stone in 2019 about how the split inspired Styles’ second studio album, Fine Line. “This breakup that had a big impact on [Styles].” Hull also told a story about when the singer saw Hull wearing a pair of slippers that Rowe had given Hull.

Styles and Jenner split, however, in April 2016 after People confirmed the model had been dating Los Angeles Lakers player Jordan Clarkson. By September 2016, however, a source told People that Jenner and Styles were giving their relationship another try. “He’s not going to settle down, and she understands that’s just the way he is,” the insider said. “She really likes him, but her heart’s not as invested.

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Prince William and Prince Harry Were 'Literally Best Friends' Before 'Fallout,' Former Royal Butler SaysIris Goldsztajn is a London-based journalist, editor and author. She is the morning editor at Marie Claire, and her work has appeared in the likes of InStyle, Cosmopolitan, Bustle and Shape. Iris writes about everything from celebrity news and relationship advice to the pitfalls of diet culture and the joys of exercise. She has many opinions on Harry Styles, and can typically be found eating her body weight in cheap chocolate.
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