“Whether Harry knows it or not, he was a reason for the split and it blindsided Jason—he totally adores Olivia and is devastated. Family is his biggest priority,” the source added. The source added, “There is still a lot of love there, and he [Jason] would like to have hoped that maybe there’s a way for them to repair things. But what happens next remains to be seen.” In 2007, she starred off-Broadway in Beauty on the Vine, a political thriller, playing three different characters.
This was the final night of Styles’s 12-night residency there, following similar extended gigs at the United Center in Chicago, the Moody Center in Austin, and 15 shows at Madison Square Garden in New York City. Although the couple rarely speak about their relationship to the public, it seems they are starting to get more comfortable doing so. The sighting came just two months after Wilde split from former fiancé Jason Sudeikis, with whom she shares 8-year-old son Otis and 5-year-old daughter Daisy.
Harry Styles and Olivia Wilde have broken up after two years of dating
Olivia’s head is turned away from the cameras, while Harry maintains a mostly stoic expression. The Don’t Worry Darling director was spotted rocking a casual all-black athleisure fit in Los Angeles, but the highlight of her look was a subtle nod in support of her man. Olivia sported a black sweatshirt from Harry’s nail polish and skincare brand Pleasing. Harry Styles and Olivia Wilde are still going strong, despite all the breakup rumors …
Why Harry Styles’ relationship with Olivia Wilde is not so uncommon in 2021
The Ted Lasso star told GQ last month that their relationship ended in November, though he confessed that he didn’t have ‘clarity’ about why the relationship ended. The 37-year-old actress-turned-director and the 27-year-old pop star have been enjoying a recently renovated abode owned by Spanish singer Lourdes Hernández and her husband Zach Leigh, according to the New York Post. Page Six confirmed Styles’ split from Wilde in November 2022, after nearly two years together. The former couple began dating in early 2021 after Wilde and Sudeikis separated in November 2020. He left everything to go to therapy and to try harder to do better and it didn’t work out,” she shared with the outlet.
While she refrains from naming Styles specifically, she hints that the two are in love and happy with their life together. The couple, who met on set of their upcoming film together, Don’t Worry Darling, also are reportedly having no issues balancing their professional and personal lives while on set. The source added that though the pair’s relationship isn’t a secret on set, it hasn’t gotten in the way of maintaining a “professional, collaborative and fun” work environment.
They did just that on April 14th, when they reportedly were spotted at a West London club, according to The Mirror. “Olivia was super professional — both she and Harry were,” one source revealed. “We were all surprised to hear that they were an item and didn’t even realize they were a couple until the news was out publicly.” News of Harry and Olivia’s decision to “take a break” from their relationship sent social media into a frenzy on Friday.
Olivia Wilde and Jason Sudeikis’ Relationship Timeline
She got her start in the entertainment industry as a young child, appearing in two episodes of the children’s show iCarly. Ratajkowski then went on to appear in music video’s such as Robin Thicke’s “Blurred Lines” and Maroon 5’s “Love Somebody.” Since then, her career has taken off in modeling and acting. The pairing seemed off from the beginning, so when news broke that they had split in November 2022, fans were not surprised. Though no longer together, Styles’s former relationship with Wilde may be causing friction in his new relationship with Ratajkowski. “I can tell you for a fact that Flo seeing Olivia and Harry all over each other on set did not go down well as Olivia was still with Jason when she first hooked up with Harry,” one insider told Page Six, referring to the “Ted Lasso” star.
According to Page Six, Olivia Wilde and Harry Styles were spotted together at Coachella. An eyewitness told The Mirror that they enjoyed dinner and drinks outside. Harry was actually the officiant at the wedding and, according to Us Weekly, while giving a speech at the event, he called Olivia his girlfriend. Yup, Olivia was spotted driving Harry’s pricey ride around LA while out with her friends, according to the Daily Mail. “I’ve been saying for literal months that they are VERY serious and no one ever wants to believe me.” However, photos from the event did capture one exchange between Harry and Olivia.
As for Harry and Olivia, a recent report from People about the exes still suggest they’re “good friends” post-split and that Olivia’s primary focus is “on her kids and co-parenting with [ex] Jason [Sudeikis].” There are some things only the two stars themselves will ever know about their relationship, but as far as a general timeline goes, Harry and Olivia have left just enough footprints to keep the internet highly invested in their love story. In a candid and wide-ranging chat about her love life, Emily shared that she hopes their romance may be long-term and sweetly gushed over how ‘great’ Harry is. “He likes to live a pretty care-free, happy life. Olivia has been stressed about [the drama] and it affects Harry too,” said the Styles source. “We were looking around, and she said, ‘That’s a lot of happy women,’ ” she recalled.
Harry and Olivia are seen holding hands at a wedding—aka one of the most couple-y events you can possibly attend with a significant other—and all hell breaks loose on the internet. A separate ET source made a point to add “there was absolutely no drama or scandal, they just didn’t work as a couple anymore. If you’re looking for a juicy story, there just isn’t one.” File that for later.
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That’s why fans are incredibly excited that he appears to have made reference to her on his latest song As It Was, which is the first single from his upcoming third studio album Harry’s House. The 37-year-old “Booksmart” director — who was snapped carrying the bag several other times in late September — teamed the tote with a cream sweater embroidered with flowers, along with distressed denim and color-blocked New Balance kicks. In 2011, the same year Wilde split from Ruspoli, she was linked to Ryan Gosling. The two were spotted on a brunch date in February of that year, according to People, while Gosling, now 40, filmed “The Ides of March” in Cincinnati.
Harry’s debut solo album, Harry Styles, is said to have been largely inspired by his relationship with Kendall – something he has always refused to confirm or deny. “Kendall is one of the few people to understand the level of fame and scrutiny which Harry endures. She is also dealing with her own tough time.” Just four days before the split was announced, former Waiter flame Kendall was seen dancing at Harry’s show with sister Kylie Jenner and their mutual friend Hailey Bieber. The last 12 months have certainly been a whirlwind for Harry, 29, after the release of his first major acting role in Don’t Worry Darling. Harry Styles hailed 2022 as the ‘year that changed my life’, but 2023 already looks set to be a belter.
“She’s been staying at his place. They’re trying to be as low key as possible and go to places that aren’t too crowded.” A source told Us that the former One Direction member even referred to Wilde as his “girlfriend” during his wedding speech. The duo were spotted holding hands when they attended Styles’ manager Jeffrey Azoff’s nuptials in California together.