Harry Styles And Olivia Wilde’s Relationship Timeline

Meanwhile, Julia Fox weighed in in the comments of a Page Six post, writing, “That’s my girl! 😍” Fox appeared on Ratajkowski’s podcast, High Low with EmRata, last year. This photo — of Ratajkowski and Wilde — was taken just two weeks ago at the Vanity Fair Oscars party, showing, at the very least, that the women know each other. Because, for Harry’s fans, it’s not really about that – he’s a frilly and feminine yet heavily tattooed hunk who prompts devotees to collapse in lust. OF all the people to work their way through Simon Cowell’s TV hit factory, nobody could be said to have The X Factor more than Harry Styles. The video to As It Was has grabbed head- lines and sent fans wild too, because the heart-throb appears in just his underpants. Having been the target of ex-girlfriend Taylor Swift’s songwriting, it is refreshing to see Harry, 28, open up about his personal life.

September 19, 2022: Olivia and Harry Pose Solo at the NYC Premiere of “Don’t Worry Darling”

We both go out of our way to protect our relationship; I think it’s out of experience, but also just out of deep love,” Olivia explained in an August 24, 2022, interview withVariety.referencing her romance with Harry without directly naming him. Olivia Wilde and Harry Styles’ surprise romance is still going strong as April leads into May. The private couple, who were first reported to be dating the first week of January, have been in London this spring. Entertainment Tonight got a little insight from a source about what things have been like for them there. Suddenly, the precise timing of when the pair got together was everyone’s business. Wilde was handed custody papers via Sudeikis’s representatives while she was on stage at an industry press event in Las Vegas.

Florence Pugh, who will soon be seen opposite Harry Styles in ‘Don’t Worry Darling’, is reportedly unhappy over the singer’s hook-up with the film’s director Olivia Wilde. Pugh, who shot to fame with her roles in movies such as ‘Black Widow,’ ‘Little Women’ and ‘Midsommar,’ has refrained from sharing the trailer of ‘Don’t Worry Darling’ on her socials further hinting her not being on the same page as her co-star. The following month, the couple attended the premiere of Don’t Worry Darling at the Venice Film Festival, although fans noted that the couple didn’t interact much at the event.

November 2021: Olivia is spotted wearing what appears to be Harry’s gold cross necklace.

They met while she was directing him in the upcoming film Don’t Worry Darling. Multiple outlets reported that the celebs were an item after they held hands at his manager’s wedding in early 2021. “Harry and Kendall have always stayed in touch, but in light of their recent splits, they have more time for one another. And Harry has had Kendall’s ear over his break-up with Olivia,” a source told The Sun. The couple couldn’t catch a break throughout their two-year romance amid rumours of on-set feuds with co-stars and much-denied tales of Jason begging Olivia not to see Harry. Olivia Wilde looked unbothered following recent speculation about her love life when she stepped out at a gym in Studio City, California on Monday, March 27. The actress rocked leggings and a cropped sweatshirt as she headed to her car after the workout session.

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I quit your film because your actors & I couldn’t find time to rehearse,” said LaBeouf’s email to Wilde. They added, “Her now 18-month-long campaign of harassing us, as well as loved ones, close friends and colleagues, has reached its unfortunate apex,” the statement said. “We will continue to focus on raising and protecting our children with the sincere hope that she will now choose to leave our family alone.” In April, Wilde was publicly served custody paperwork seeking to establish New York as their children’s permanent home while speaking in front of more than 4,000 film industry professionals at CinemaCon. Jason denied having any “prior knowledge” of how the papers would be served. She later told Variety, “In any other workplace, it would be seen as an attack.” A judge later ruled in August that California was the children’s home state.

Videos taken by concert attendees showed the duo standing next to each other in the venue, though they seemingly kept PDA to a minimum. The caregiver also claimed that Sudeikis was devastated when Wilde made her “special” salad dressing for the performer. The former couple, for their part, slammed the nanny’s allegations in a rare, joint statement shared with Us.

“What started out as a close friendship, quickly turned romantic,” a source exclusively revealed to PEOPLE at the time. “Everyone saw it coming. During breaks, he hasn’t been able to stay away and visited her trailer.” As fans know, Styles and Wilde first went public with their relationship back in January 2021, when they attended the singer’s manager, Jeff Azoff‘s wedding together and were photographed walking hand-in-hand. That came on the heels of Wilde accusing the Ted Lasso star, 47, of trying to “litigate her into debt,” her legal team wrote in a court filing days before.

Multiple sources confirmed to People that Styles and Wilde were “taking a break.” Nick Kroll, Florence Pugh, Chris Pine, Olivia Wilde, Sydney Chandler, Harry Styles, and Gemma Chan at the premiere of the film “Don’t Worry Darling” during the 79th edition of the Venice Film Festival in Venice, Italy on Monday, September 5, 2022. “We both go out of our way to protect our relationship; I think it’s out of experience, but also just out of deep love,” she said. “She communicated what she was looking for from the cast with both clarity and respect. I think transitioning from acting into directing has made her a director who knows how to get the best out of everyone.” In the same cover story, Wilde recalled Styles bringing the “DWD” crew “in tears” during one particular scene in which his character gets promoted at work.

Days later, Styles appeared on Nick Grimshaw’s BBC 1 Radio show and was shown a picture of Rowe while hooked up to a heart rate monitor. However, they were seen together again in January 2016, while on board a yacht with Ellen DeGeneres and her wife, Portia de Rossi. Days later, Jenner’s older sister, Khloe Kardashian, addressed the model’s relationship with Styles and joked that they were dating. The pair first met in 2011, when Styles and his band appeared on The X Factor while Flack was hosting the show. The former Love Island host later died by suicide at the age of 40, in April 2020. In the past few years, Harry Styles has been romantically linked to numerous celebrities, prompting ongoing speculation from fans about what his relationship status is.

During an appearance on the “Spout” podcast, Styles was asked to explain the Harry’s House track “Cinema,” which deals with the feeling of not being “cool” enough for your partner — and the song many fans believe is about Wilde. Eagle-eyed fans spotted Wilde walking through the Coachella crowds shortly before Styles took the stage on April 15. During his headlining performance, the rockstar performed several of his most popular hits, two unreleased songs and a surprise duet with Shania Twain. While discussing the inspiration behind the track, Styles gushed to SiriusXM’s The Morning Mash Up that he felt “really happy at the moment,” which had a positive effect on his songwriting. “I feel like it’s the first time I feel like I’m kind of making music and putting music out from a real place of kind of personal freedom,” he said.

Please note that if you purchase something by clicking on a link within this story, we may receive a small commission of the sale. Is a profoundly personal exploration of feminism, sexuality, and power, of men’s treatment of OkCupid women and women’s rationalizations for accepting that treatment. On March 25, 2023, the Daily Mail published a video of the “Watermelon Sugar” singer and the model kissing after one of his Love on Tour shows in Tokyo, Japan.

Styles seemed to hint at thinking that Wilde was too cool for him at the start of their relationship in June 2022. Serious fans of Styles pointed out that the lyrics to one of his songs from his 2022 album “Harry’s House,” seem to be about Wilde. The post seemingly referenced Style’s hit song “Watermelon Sugar,” which earned him the award for best pop solo performance at the award show.

Page Six story about Pugh taking issue with Wilde and Styles’ on-set relationship also generated intrigue. “I know that you are beginning your press run for DWD [“Don’t Worry Darling”] and that the news of my firing is attractive clickbait, as I am still persona-non-grata and may remain as such for the rest of my life,” the forwarded email said. She fired the actor, describing how his “combative energy” didn’t work for the film.