Harry Styles and Olivia Wilde’s Complete Relationship Timeline

Every year offers a handful of unusual celebrity couples to investigate, 2021’s first arrived early with the brand new romance of Olivia Wilde, 36, and Harry Styles, 26. They met while she was directing him within 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.

On Sunday, April 3, Harry Styles will probably be up for the Best Immersive Audio Album Grammy award. The 2022 Grammys are being held in Las Vegas, Nevada, after a delay attributable to a COVID-19 spike. The musical artists recently broke streaming records along with his recent single “As It Was.” It’s an enormous moment for Styles, and it will make sense for Wilde to be at his side after over a 12 months together.

Their offscreen relationship began after Wilde’s split from longtime fiancé Jason Sudeikis after nine years and two children—seven-year-old Otis and four-year-old Daisy. As for Styles, his love life before meeting Wilde was characterised as “pretty nonexistent during lockdown” by an Us Weekly source. Consider his dating drought over. Ahead, all the things we learn about Styles and Wilde’s relationship, including their movie meet-cute and what their spring and summer in London has been like.

September 11, 2020

News broke that Styles had been solid in Don’t Worry Darling, Wilde’s directorial follow-up to 2019’s Booksmart. Styles reportedly replaced Shia LaBeouf following his “poor behavior” and violation of Wilde’s “zero asshole policy” on set, a source told Variety. Although earlier reports cited a scheduling conflict for LaBeouf’s departure, his exit also got here amid his ex-girlfriend FKA twigs’s lawsuit against him on charges of “sexual battery, assault, and infliction of emotional distress.”

Wilde announced Styles and Florence Pugh’s casting on Instagram, writing, “Jack and Alice. Very proud to work with these wonderful folks. #DontWorryDarling.”

October 15, 2020

Filming began in mid-October with Wilde posting a photograph of the Don’t Worry Darling director’s slate. “Blank slate. Full heart. Let’s do the rattling thing, @libatique. 💪 #pressureisaprivilege,” she captioned the post.

November 13, 2020

The primary time Wilde publicly spoke about Styles was for his cover interview with Vogue. “To me, he’s very modern, and I hope that this brand of confidence as a male that Harry has—truly devoid of any traces of toxic masculinity—is indicative of his generation and due to this fact the longer term of the world,” she said within the profile. “I believe he’s in some ways championing that, spearheading that. It’s pretty powerful and type of extraordinary to see someone in his position redefining what it could mean to be a person with confidence.”

She also spoke in regards to the moment she and the film’s costume designer, Arianne Phillips, came upon Styles can be joining the solid. “She [Arianne] and I did a bit of victory dance after we heard that we officially had Harry within the film, because we knew that he has an actual appreciation for fashion and elegance,” Wilde told the outlet. “This movie is incredibly stylistic. It’s very heightened and opulent, and I’m really grateful that he’s so keen about that element of the method—some actors just don’t care.”

If those weren’t ringing endorsements enough, Wilde also defended Styles’s gown on the duvet against conservative commentator Candace Owens. After Owens said, partially, “Bring back manly men,” Wilde replied, “You’re pathetic.”

January 4, 2021

Only a couple of days into the 12 months, Styles and Wilde’s relationship was revealed at his manager Jeffrey Azoff’s wedding. The pair was photographed holding hands in masks by The Vampire’s Wife, he in a black suit with white ribbon and he or she in a pastel floral dress. People reported that Wilde and Styles were, the truth is, a pair after meeting on the set of Don’t Worry Darling. “They were in Montecito, California this weekend for a marriage,” a source explained. “They were affectionate around their friends, held hands and looked very comfortable. They’ve dated for a couple of weeks.”

Meanwhile, an insider told TMZ that Styles officiated Azoff’s wedding and brought Wilde as his plus one to the marriage. Per the outlet, the couple looked “very much together” on the nuptials, attended by just 16. The Sun’s source said that Wilde and Styles “clicked immediately—they’re each very artistic, passionate people and it was certainly one of those things where right away everyone could see they’d a spark. It’s no surprise something has happened, but now they’re quite open about it and out and about as a pair. They went to a marriage along with a number of their friends there.”

Theo Wargo//Getty Images

January 5, 2021

The next day, several outlets had intel on Styles and Wilde’s dynamic, which ELLE rounded up. A source told Us Weekly that Styles had referred to Wilde as his “girlfriend” during a speech at the marriage. One other source said the pair “had chemistry almost instantaneously on set [of Don’t Worry Darling]. It was only a matter of time before they got together.”

A Page Six source claimed that none apart from James Corden helped facilitate the connection by allowing Styles and Wilde to remain at his California home while shooting their movie. “Harry had been staying at James Corden’s house near Palm Springs during filming, and so that they were capable of be alone and keep their relationship very secret,” the outlet’s source said. “So everyone was really surprised—and reasonably delighted—when Harry brought Olivia as his date to the marriage, and introduced her as his girlfriend.”

Meanwhile, a source told Entertainment Tonight that Wilde “would not let a romantic relationship get in the best way of an expert one, so anything they’re doing is being done thoughtfully.” The insider also claimed that “Olivia and Harry are together for long days on set and have gotten to know one another rather well, so it’s all very organic.” As for implications that Wilde moved on too quickly with Styles following her Sudeikis breakup, the source said that they split early in 2020, although the news wasn’t announced until November. “Olivia and Jason talk on a regular basis and are still close due to the youngsters,” the source added. “It’s highly unlikely he was blind-sided by this news.”

2016 vanity fair oscar party hosted by graydon carter   arrivals

Wilde and Sudeikis on the 2016 Vanity Fair Oscars party.

John Shearer//Getty Images

January 7, 2021

Photos emerged of Styles and Wilde out and about in Santa Barbara. Each were masked up as Styles put his arm around Wilde. He wore a pink beanie, bandana, and black hoodie. She wore dark brown pants, a white mask, and a tan argyle sweater.

January 8, 2021

When Sudeikis and Wilde’s split was first revealed, a source told Those that the breakup was “amicable and so they’ve transitioned into an excellent co-parenting routine.” Entertainment Tonight further reported that the couple “just fell out of affection in a romantic way, but still have love towards each other as people,” per a source. One other insider added that “there was absolutely no drama or scandal, they only didn’t work as a pair anymore. In case you’re on the lookout for a juicy story, there just isn’t one.”

But after her romance with Styles became public, a source told Those that Sudeikis “is completely heartbroken in regards to the split. There remains to be a number of love there, and he would love to have hope that perhaps there’s a way for them to repair things. But what happens next stays to be seen.” A Page Six source went one step further, claiming that Styles and Wilde had been dating for longer than “the past few weeks.” The insider said, “Jason came upon about Harry and pushed the conversation. Olivia then asked for a separation and news of the split was made public.” Neither party has commented directly on reports concerning their breakup.

January 9, 2021

It’s unclear when exactly things turned romantic between Wilde and Styles. But a source told Us Weekly that they “were capable of keep their relationship under wraps for a bit before it became public knowledge,” adding, “They were very careful about it and even sleuthy at times, although the small group of people that were on set with them day-after-day eventually figured it out.” The insider further clarified that “Harry didn’t break up an engagement.”

olivia wilde and harry styles

Dominik Bindl//Getty Images

January 10, 2021

One other day, one other conflicting report in regards to the timeline of Sudeikis and Wilde’s split: “Olivia called off the engagement in early November but only after she already had gotten near Harry,” a source told Us Weekly. “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.”

Still, one other source insisted that “the engagement was called off early last 12 months, as was previously reported. Harry was on no account the explanation for his or her split.”

February 14, 2021

On Valentine’s Day, Wilde posted a tribute to Styles, ostensibly about his role in Don’t Worry Darling.

She wrote:

Little known fact: most male actors don’t need to play supporting roles in female-led movies. The industry has raised them to imagine it lessens their power (i.e financial value) to just accept these roles, which is certainly one of the explanations it’s so hard to get financing for movies specializing in female stories. No joke, it’s harrrrrd to seek out actors who recognize why it is perhaps value it to permit for a girl to carry the highlight. Enter: @harrystyles, our ‘Jack’. Not only did he relish the chance to permit for the good @florencepugh to carry center stage as our ‘Alice’, but he infused every scene with a nuanced sense of humanity. He didn’t need to join our circus, but he jumped on board with humility and charm, and blew us away day-after-day along with his talent, warmth, and talent to drive backwards. 👊 #dontworrydarling.

February 17, 2021

E! reported that the duo traveled to London together on February 16 after wrapping production on Don’t Worry Darling.

“Harry and Olivia loved being on the road and have gotten very comfortable spending all of their time together,” a source told E! “They’re rarely apart and it made sense to go to London together.”

Wilde’s two children were in London with Sudeikis and he or she planned to spend time with them. “Olivia will mostly be spending time along with her kids while Harry sees family and friends,” the source added. “He also wants to point out her around and go to a few of his favorite spots.”

April 14, 2021

After two months out of the highlight, Styles and Wilde were seen at a west London pub. An eyewitness told The Mirror that the 2 had a dinner date outside with drinks.

“They looked very cozy on an intimate table for 2 away from other diners,” the source said. “They were grinning like Cheshire cats at one another all night.”

The 2 appeared pretty in love, the source added: “[Olivia] had her legs crossed and gently nudged against him. They looked completely smitten.”

April 21, 2021

Entertainment Tonight got an update from a source about how Wilde and Styles’ time in London has been. The couple, the source said, have deliberately avoided public places and keep a low profile. “Their idea of an excellent time goes for an extended walk and ducking right into a neighborhood pub,” the source said.

The 2 have enjoyed having more downtime now that their film Don’t Worry Darling has wrapped. “Filming during a pandemic in L.A. was pretty all-consuming,” the source said. “Now they’re capable of unwind, calm down, and really enjoy some one-on-one time.”

June 4, 2021

Entertainment Tonight got a rare have a look at Wilde and Styles’ relationship in London—and confirmation the 2 are still going strong as summer begins. The outlet ran a photograph of the 2 on a lunch date together. A source spoke to Entertainment Tonight about how well things are going between them.

Wilde and Styles are “having an awesome time [in London],” the source began. “[They’ve] been occurring walks outside within the park and never hiding their relationship [and have] grown even closer as a pair.”

“Yesterday, [June 3], they enjoyed lunch outside and looked incredibly cute together,” the source said. “They were each in an excellent mood and left the restaurant holding hands. Harry put his arm around Olivia as they walked back to her house.”

Later within the month, they were seen on what was reportedly a vacation in Italy, following their time in London.

“Harry has been seen taking a break on the beach in Porto Ercole after he finished filming My Policeman in London,” a source told Page Six.

Following the holiday report, a source told Entertainment Tonight that what Wilde and Styles have is “not a brief fling.”

“It’s obvious that this was not a rebound or a brief fling,” the source said. “They care a lot about one another and have a deep connection.” The source continued: “They’re pretty low-key and have enjoyed being somewhat out of the general public eye.”

December 9, 2021

Wilde did her first in-depth interview since starting up to now Styles with Vogue. The actress demurred from speaking at detail about him or their relationship, but she did address the scrutiny she received for his or her 10-year age gap and the way comfortable she is now.

“It’s obviously really tempting to correct a false narrative,” Wilde said of those critical of a girl in her 30s dating a person a decade younger. “But I believe what you realize is that while you’re really comfortable, it doesn’t matter what strangers take into consideration you. All that matters to you is what’s real, and what you’re keen on, and who you’re keen on.”

“Prior to now 10 years, as a society, now we have placed so far more value on the opinion of strangers reasonably than the people closest to us,” she added. “[But] I’m happier than I’ve ever been. And I’m healthier than I’ve ever been, and it’s just wonderful to feel that.”

March 15, 2022

The couple was seen holding hands within the streets of London in mid-March, once more wearing coordinated outfits in blue. They looked comfortable and casual in jeans, Wilde wearing a blue knit pullover on top of her striped button-down, while Styles wore a classic white T-shirt under a blue jacket.

April 2, 2022

Harry Styles released his recent single “As It Was” and through an interview on SiriusXM’s The Morning Mash As much as put it up for sale, he talked a complete lot about how the means of making this music was “easily essentially the most joyous of anything that I’ve type of experienced to this point while making music.”

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Harry Styles – As It Was (Official Video)

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He didn’t say what (or who) was causing all this happiness, but he did elaborate, explaining, “I believe for those who’re an artist and you are making something, there’s at all times gonna be a part of you that’s questioning yourself and questioning the work and I believe that might be an excellent thing for those who use it the proper way, but, , I also feel really comfortable in the intervening time and I feel prefer it’s the primary time I feel like I’m kind of constructing music and putting music out from an actual place of kind of non-public freedom and that may be a really liberating place to be type of creating from.”

August 18, 2022

The couple were seen in Latest York City on a date night at Italian restaurant Rubirosa. As they left the establishment, Styles reached back to grab his girlfriend’s hand, pulling her closer. The rocker was wearing a crocheted shirt with rolled sleeves in white with yellow and lavender details, leaving the buttons open to mid-chest. He wore it with striped brown trousers and white shoes and had his hair half up in a tie.

celebrity sightings in new york

MEGA//Getty Images

Styles wore a black face mask and a small silver cross on a sequence. Wilde was wearing a dark navy blue shirt over an extended flower print toile skirt in white and different shades of blue, featuring a row of brown buttons up the front. Peaking out from the skirt, Wilde could possibly be seen wearing a pair of the adidas x Gucci Gazelle sneakers.

celebrity sightings in new york

MEGA//Getty Images

August 24, 2022

In an interview released by Variety, Wilde discussed her decision to maintain her relationship with Styles private. “I’m not going to say anything about it because I’ve never seen a relationship profit from being dragged into the general public arena,” she said. “We each exit of our solution to protect our relationship; I believe it’s out of experience, but in addition just out of deep love.”

She also addressed the tabloid attention on their relationship and her breakup from Jason Sudeikis more candidly, saying, “The last two years, my family has passed through this type of restructuring and a revolution that ought to be a very personal experience. And it’s not. Essentially the most painful element of it has been women shaming me for making a choice that was for my very own health and happiness.”

Styles spoke about working with Wilde within the interview. The very best piece of recommendation she gave him was “step one is to lose the Oscar you won within the shower that morning. Listen, and do the scene together with your partner, not at them. Be a human, tell the reality,” he recalled.

He added that “as a director, Olivia is incredibly focused. She communicated what she was on the lookout for from the solid with each clarity and respect. I believe transitioning from acting into directing has made her a director who knows the way to get one of the best out of everyone.” He didn’t address their dating.

Savannah Walsh is an Editorial Fellow at ELLE.com.

Hilary Weaver is a contract author based in Latest York who writes about politics, queer issues, Meryl Streep, Glenn Close, and each woman the Queen has ever made a dame. I saw Mamma Mia! Here We Go Again thrice in theaters, and that is just about all it’s essential to know. 

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