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THE GREAT ESCAPE: Exes Harry Styles and Olivia Wilde narrowly avoid very awkward encounter at gym

Harry Styles and ex Olivia Wilde were composed as they left the gym 18 days after Styles and his new flame Emily Ratajkowski made their romance public
UPDATED APR 13, 2023
Exes Harry Styles and Olivia Wilde escape awkward post-breakup gym encounter just 30 minutes apart in Los Angeles (Kevin Winter and Dipasupil/Getty Images)
Exes Harry Styles and Olivia Wilde escape awkward post-breakup gym encounter just 30 minutes apart in Los Angeles (Kevin Winter and Dipasupil/Getty Images)

LOS ANGELES, CALIFORNIA: At Tracy Anderson's boutique studio in Studio City, California, on Wednesday, April 12, Harry Styles and ex Olivia Wilde—who broke up last November—were only moments away from encountering one another. The fitness pro’s gym is shared by the former couple.

The 'Watermelon Sugar' singer, 29, and his ex-girlfriend of two years, 39, were composed as they left the studio city gym 18 days after Styles and his new flame Emily Ratajkowski, 31, made their romance highly public by sharing a kiss on the streets of Tokyo.

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Exes Styles and Wilde were just 30 minutes apart!

With a sweaty radiance, Wilde exited the gym wearing a white sweater knotted around her waist and a black crop top with matching leggings. She had her hair pulled back into a high ponytail, was wearing dark sunglasses, and was carrying a tote bag and a black water bottle, reports Page Six.

The former One Direction singer, who dated the 'Don't Worry Darling' filmmaker for two years, arrived at the studio less than 30 minutes later. Styles wore a plain white t-shirt, navy pants, and white Vans sneakers with his brunette hair pulled back into a tiny ponytail. He wore tortoiseshell round sunglasses to complete the look and slung a beige duffel bag over his shoulder.

The near encounter follows after the singer was spotted romancing Emily Ratajkowski during a passionate roadside make-out session in Japan a few weeks ago. The 'Gone Girl' actress, 31, was seen kissing Styles passionately while resting against a van, in the video obtained by the Daily Mail earlier this month.

Emily Ratajkowski attends as Harper's BAZAAR and Bloomingdale's Host Fête September 9 Celebrating Harper's BAZAAR Global ICONS Portfolio and Bloomingdale's 150th Anniversary at Bloomingdale's on September 09, 2022 in New York City.
Emily Ratajkowski attends as Harper's BAZAAR and Bloomingdale's Host Fête September 9 in New York City (Jamie McCarthy/Getty Images for Harper's BAZAAR)

Why did Harry Styles and Olivia Wilde split?

People reported on November 18, 2022, that the 'As It Was' singer and the 'Booksmart' filmmaker have ended their relationship for the time being. They are in two different stages of their lives, per the sources cited by People. According to one insider with People, their relationship status was impacted by Harry's 'Love On' Tour. "He’s still touring and is now going abroad. She is focusing on her kids and her work in LA," a source said, adding, "It’s a very amicable decision." The director and star of 'Don't Worry Darling' remain "very very close friends." However, their personal and professional lives are separated. Another source revealed, "Right now, they have different priorities that are keeping them apart."

Multiple sources gave the publication assurance that the two were "taking a break." According to Us Weekly, the ex-couple announced their relationship in January 2021 after attending Styles' manager Jeffrey Azoff's wedding in Montecito, California, where Styles addressed Wilde as his "girlfriend" in his speech. The two started dating after Styles starred in Wilde's movie 'Don’t Worry Darling.'

(L-R) Gemma Chan, Harry Styles, Sydney Chandler and director Olivia Wilde attend the
Gemma Chan, Harry Styles, Sydney Chandler, and director Olivia Wilde attend the 'Don't Worry Darling' red carpet at the 79th Venice International Film Festival (Vittorio Zunino Celotto/Getty Images)

An insider who was cited by Us Weekly claimed that Wilde was "still very much upset about the breakup" and that she was attempting to "move on" by going on a girl's trip. The 'Life Itself' actor was last spotted cheering on Styles when she went to his concert on November 15 at LA's Kia Forum with her two kids. According to a report from November, Wilde was 'disappointed' that her relationship with the singer did not last.

Timeline of Harry Styles and Olivia Wilde's relationship

Styles and Wilde are one of the few newly formed celebrity couples who have been surrounded by rumors, controversy, and online scrutiny. Check out the timeline of their relationship below.

Olivia casts Harry in 'Don't Worry Darling' in September 2020

The two got to know each other after the pop sensation took over for Shia LaBeouf in the part of Jack in "Don't Worry, Darling" after the actor left the cast for reasons that are still unknown. In an Instagram post, Wilde stated, "Very proud to work with these fine folks," and she also revealed Florence Pugh would be portraying the film's lead actress, Alice.



 

'Don't Worry Darling' was filmed from October 2020 to February 2021

The filming of 'Don't Worry Darling' lasted from the fall of 2020 to the beginning of 2021. The director of 'Booksmart' was seen on camera at one point staring down at Harry as he stood below her outside from the doorway of her trailer.



 

Jason Sudeikis and Olivia's separation is confirmed in November 2020

A source told People in November 2020 that the 'House' actress had broken off her marriage to Jason Sudeikis, shortly before Harry and Olivia were first seen together in public. The former couple had been married for seven years and had two children together, Otis and Daisy.

Jason Sudeikis and Olivia Wilde attend the IFP's 29th Annual Gotham Independent Film Awards at Cipriani Wall Street on December 02, 2019 in New York City.
Jason Sudeikis and Olivia Wilde attend the IFP's 29th Annual Gotham Independent Film Awards at Cipriani Wall Street on December 2, 2019, in New York City (Jemal Countess/Getty Images for IFP)

Harry and Olivia were spotted holding hands in January 2021

One month before 'Don't Worry Darling' ended, a photo of the couple holding hands at a friend's wedding appeared online. Frenzied fans and observers overwhelmingly interpreted the photo as evidence that Harry had a new girlfriend. Following the conclusion of the movie's filming, Olivia took to Instagram to compliment her cast on their work. Evidently, it was her words about her supposed lover that garnered the most attention. She said of the singer: "Not only did he relish the opportunity to allow for the brilliant @florencepugh to hold center stage as our ‘Alice', but he infused every scene with a nuanced sense of humanity,” she wrote of the singer, adding, “He didn’t have to join our circus, but he jumped on board with humility and grace, and blew us away every day with his talent, warmth, and ability to drive backwards."



 

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