The former One Direction star released his non-binary brand in November 2021 and in the weeks following, Wilde rocked Pleasing merch while out around town. The source acknowledged that they both have busy schedules and said they’re always “finding ways to make things work”. They added that he would “love to work with her again” and said they always “support each other’s careers” in the “committed relationship”. In the experimental town of Victory, men work on a top-secret project, and Alice soon begins to see cracks in her perfect life and uncover something sinister. Released in September 2022, the film follows the story of husband and wife Jack and Alice, played by Florence Pugh, who live in an idealised 1950s American community. Harry Styles and Olivia Wilde have broken up after almost two years of dating, Page Six has confirmed.
The split comes after the two were troubled with drama in the lead-up to the release of their psychological thriller film, “Don’t Worry Darling,” due to an alleged feud with co-star Florence Pugh after Styles took over Shia LaBeouf’s role. In January, PEOPLE confirmed the couple had begun dating after sparks flew on the set of their upcoming thriller Don’t Worry Darling. They’ve since grown close, attending a friend’s wedding last winter and vacationing in Italy in July. The source went on to tell ET “they enjoyed lunch outside and looked incredibly cute together .
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Jason and Olivia had two kids together during their relationship, Otis Alexander, eight, and Daisy Josephine, six, and they’ve gone to court over custody and child support issues. The former couple’s eight-year relationship famously ended in November 2020 shortly after Wilde began dating three-time Grammy winner Harry Styles. The Babylon actress wants ‘no less than $500K’ from Jason and has asked the court ‘to make an order regarding child support so that I can adequately provide for our children commensurate with Jason’s standard of living. The TV actor-turned-director received rave reviews for her debut film, “Booksmart.” Executives were especially excited about “Don’t Worry Darling,” with Pugh and Styles playing a supposedly happily married couple in a utopian suburb. Belloni said the film promised to offer a mix of “social commentary” and “sci-fi chills” from a woman’s perspective. Sudeikis is the father of Wilde’s two children, Otis, 8, and Daisy, 5, and he was left “distraught” when he learned of her affair with Styles, Page Six reported.
In between spending time with Jenner, Styles was briefly connected to Australian model Nadine Leopold. The pair were first spotted together in November 2014, when they were both seen leaving The Nice Guy in L.A. Fans spotted Styles and Leopold together several times that December and in January, the musician was seen bringing balloons to Leopold’s birthday celebration. They were photographed together on several other occasions, including Styles’ 21st birthday. Rumors began swirling that the couple were dating when fans noticed Styles was wearing the same paper plane necklace that Swift had worn on several occasions.
In her December 2021 Vogue cover story, Wilde opened up about her relationship with Styles for the first time, albeit indirectly, addressing the public scrutiny of their 10-year age gap. “But I think what you realize is that when you’re really happy, it doesn’t matter what strangers think about you. All that matters to you is what’s real, and what you love, and who you love.” The actor added that she’s “happier than I’ve ever been, and I’m healthier than I’ve ever been,” which just about says it all. If the reviews FINALLY app were good, “Don’t Worry Darling” might have a chance to get people to focus away from the off-screen drama, which reportedly started when Wilde began a relationship with Styles during production. This affair may or may not have been a factor in Wilde’s breakup from Sudeikis, the father of her two children. Belloni also reported that Wilde’s focus on her new boyfriend bothered Pugh, while others on set said the romance also “annoyed” others because the couple weren’t always available on set when they needed to be.
Things seem to be going in the right Direction for the couple, despite their 10-year age gap. While some believe that the list isn’t real, other fans are still “living for it,” as TikTok user californiasunlouis said in comments to their post. The image that appears on the list is strikingly similar to a photo Wilde shared on her Instagram account in November 2021 — in the height of her relationship with Styles. An image of what fans believe is a security guard on Styles’ “Love On Tour” world tour with a piece of printed paper has gone viral on TikTok. As Harry Styles finishes up the Los Angeles run of his Love On Tour residencies, eagle-eyed fans spotted one particular person who may not be welcome at his shows— ex-girlfriend Olivia Wilde. Emily was spotted chilling with the actress, 39, at the Vanity Fair Oscar Party on March 12, just weeks before the famous kiss.
The breakup certainly comes as a bit of a shock as just six months ago, a source told People they were “more serious than ever”. Alum, 38, are taking a break after being first linked in January 2021 when they were spotted attending Styles’ manager’s wedding together. A source exclusively told Us at the time that sparks flew between Wilde and the former One Direction member when she directed him in the thriller Don’t Worry Darling. “She and I did a little victory dance when we heard that we officially had Harry in the film, because we knew that he has a real appreciation for fashion and style,” Wilde explained . Deadline reports the news that Styles has replaced Shia LaBeouf in the forthcoming movie, Don’t Worry, Darling.
June 2021: Harry and Olivia have “grown even closer as a couple,” a source says.
During an interview with “Sprout” podcast, he was asked to delve into his song “Cinema” — which describes the feeling of not being “cool” enough for a partner. Here’s a breakdown of the duo’s dating history, from where it started to what their future holds. For more on Wilde’s love life update, watch the video above and pick up the latest issue of Us Weekly, on newsstands now. Styles, 29, and Wilde, 38, first went public with their relationship in January 2021 after meeting on the set of Wilde’s sophomore directorial project “Don’t Worry Darling,” in which Styles starred.
“Now they’re able to unwind, relax, and really enjoy some one-on-one time.” At the 63rd annual Grammys ceremony, Styles won his first Grammy for Best Pop Solo Performance for his hit single, “Watermelon Sugar.” Wilde appeared to subtly show her support for him via her Instagram Stories, where she uploaded photos of some other music legends. In the images, the “Adore You” crooner holds onto Wilde, who split from fiancé Sudeikis at the beginning of last year, with one hand and carries a tumbler full of alcohol in the other. He also shut down fans who accused the singer of “queerbaiting,” or profiting off perceived queer aesthetics without identifying with the community.
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But Styles jumped in without reservation to play backup to Florence Pugh’s leading role. “Olivia has been flying nonstop between L.A., where her kids live, to join Harry on tour.” Throughout the tour, Wilde was often spotted in crowds spanning the globe, most recently bringing her kids to see Styles in Los Angeles in mid-November. However, things obviously changed in the last few months and both of their schedules sadly seem to have made the relationship unsustainable. Olivia was his biggest supporter and was often seen at his Love on Tour gigs, a world tour he started in September 2021. “Coachella prep,” she wrote via her Instagram Story alongside a video clip of the ’70s duo Baccara dancing to their 1977 hit “Yes Sir, I Can Boogie.” Though she didn’t mention Styles by name, fans were quick to put together the clues.
Wilde was also quoted in the cover story and spoke to the outlet about her experience with Styles’ zealous fans. Despite receiving hate online for her relationship with the singer, Wilde referred to Styles’ supporters as “deeply loving people.” “I’ve never talked about my life away from work publicly and found that it’s benefited me positively,” he told the outlet. “There’s always going to be a version of a narrative, and I think I just decided I wasn’t going to spend the time trying to correct it or redirect it in some way.” “I also feel really happy at the moment and I feel like it’s the first time I feel like I’m making music and putting music out from a real place of personal freedom,” he shared.
“I feel the most comfortable I’ve been with myself and happiest with what I’m making and the best I felt about something that I’m making,” he said, explaining that he’s happy with the music and with his life, which will be reflected in his new work. When Styles’ Eternals costar, Gemma Chan, shared a series of photos of herself and the actor all suited up as their respective characters of Stersi and Starfox in January, Wilde was quick to add her support. “Watching now obviously,” she commented, adding a series of raised hands emojis. “Harry is slowly getting to know her kids,” the insider revealed, adding, “Olivia is also spending time with Harry’s mom.”
The same year, Styles began dating model Georgia Fowler and she even posted a video of herself playing Scrabble with him back then. The pair reportedly spent time staying at a suite in Babington House in Somerset, England. It’s currently unclear how Wilde’s ex, Sudeikis, feels about her new relationship with Styles. At the time, a source told Page Six that Wilde’s relationship with Wilde was the reason behind her breakup from Sudeikis, leaving the “Ted Lasso” star distraught. The 29-year-old actor and Grammy Award-winning singer broke up with the ‘Don’t Worry Darling’ director in November 2022.
Her relationship with Harry Styles may be exactly what she’s been looking for. The two are certainly having a lot of fun together, and they’ve even traveled the world a bit. Ratajkowski and Styles are very comfortable around each other as they have known each other for a while. As a high-profile celebrity, it is no surprise that Harry Styles as a long list of famous exes. Over the years, Styles has dated several models, including reality star Kendall Jenner. One of his more famous exes, and one that is continued to be discussed to this day, is Taylor Swift.