Olivia Wilde thought she and Harry Styles would 'work through issues'

‘She is disappointed’: Olivia Wilde thought she and Harry Styles would ‘work through all their issues’ – as pair split after almost two years together

It was revealed last week that Olivia Wilde and Harry Styles have decided to take a ‘break’ after nearly two years of dating.

But a source told PEOPLE that the time apart has been ‘difficult’ for the 38-year-old actress, who is ‘disappointed’ by the way things turned out.

‘The break has been difficult for Olivia. They have had some issues, but Olivia thought they were gonna work through it all,’ they explained Tuesday. 


‘Disappointed’: A source told PEOPLE on Tuesday that Harry and Olivia’s recent split has been ‘difficult’ for the 38-year-old actress, who is ‘disappointed’ by the way things ended up

‘She is disappointed. It’s just a tricky situation, though.’

Over the weekend, it was reported that, despite the split, there was ‘no bad blood’ between Olivia and Harry and the decision to part ways was mutual.

‘Harry didn’t dump Olivia, or vice versa,’ the insider told Page Six. ‘It’s impossible to have a relationship when he’s in every continent next year and Olivia has her job and her kids.’

They said ‘this is the right thing for both of them’ despite the pop star, 28, and 38-year-old actress’ ‘special bond.’ 

‘The break has been difficult for Olivia. They have had some issues, but Olivia thought they were gonna work through it all,’ they explained Tuesday

‘They’re on a break. It’s impossible to have a relationship when he’s in every continent next year and Olivia has her job and her kids. This is the right thing for both of them,’ the source added.

On Friday, PEOPLE reported the couple were ‘taking a break’ from their romance due to having ‘different priorities that are keeping them apart’.

A source said: ‘He’s still touring and is now going abroad. She is focusing on her kids and her work in LA. It’s a very amicable decision. They’re still very close friends.

A friend added to the publication: ‘Right now, they have different priorities that are keeping them apart. The public pressure on them has been difficult. They’ve had ups and downs throughout the relationship.’


On good terms: It was reported over the weekend that although the pair had parted ways, there was ‘no bad blood’ between Olivia and Harry and the decision was mutual

DailyMail.com has contacted representatives for the pair for comment.

Olivia was last seen supporting Harry when she attended his November 15 concert at LA’s Kia Forum, where she was accompanied by her two children

Olivia shares son Otis, eight, and daughter Daisy, six, with ex fiance Jason Sudeikis.

Harry and Olivia famously starred together in movie Don’t Worry Darling, with rumors of a feud between Wilde and co-star Florence Pugh circulating.

The pair first crossed paths in September 2020 when Harry was cast as actress Florence’s husband and replaced Shia LaBeouf in film Don’t Worry Darling.

Happier times: On Friday, PEOPLE reported the couple were ‘taking a break’ from their romance due to having ‘different priorities that are keeping them apart’ (pictured September with Sydney Chandler)

First sparks: The pair first crossed paths in September 2020 when Harry was cast as actress Florence Pugh’s husband and replaced Shia Lebeouf in film Don’t Worry Darling

The singer who made his acting debut in 2017 film Dunkirk, signed onto Olivia’s film after impressing both director Olivia and star Florence.

Two months later, Olivia split from Ted Lasso actor Jason, 47. after nine years which left the actor reportedly ‘absolutely heartbroken.’

After ‘growing close’ to each other on the set of Don’t Worry Darling, the Hollywood actress was pictured arriving at the former One Direction heartthrob’s LA home with her luggage in hand in January and the two were seen driving around California together in January 2021.

The pair then made their public debut when they were spotted holding hands at Harry’s agent’s wedding at the San Ysidro Ranch in Montecito, California.

Their romance went from strength to strength as Harry and Olivia were seen enjoying a romantic date night on April 14 2021 at a pub in west London. According to others at the pub the couple looked ‘completely smitten’ and were all over each other throughout the night.

Onlookers saw the American actress stroking his leg beneath their table throughout the evening.

Three months later the pair were pictured packing on the PDA onboard a yacht in Tuscany, the two couldn’t keep their hands off each other as they enjoyed a passionate kiss on the luxury yacht.

Exes: Two months after meeting Harry, Olivia split from Ted Lasso actor Jason Sudeikis, 47. after nine years; pictured together with children Otis and Daisy in 2018)

The couple enjoyed each other’s company while laying on the yacht before diving into the ocean, the two were said to have had an ‘awesome time’ and it made for the perfect spot for the couple to grow even closer.

In December 2021 Olivia addressed the ‘false narrative’ surrounding her relationship with Harry, who she went public with just two months after splitting with actor Jason Sudeikis.

When Olivia was seen holding hands with her beau Harry, who is a decade younger than her, many people raised an eyebrow at how quickly she moved on.

And while the actress said it was ‘tempting’ to correct the false narrative she added in her Vogue interview: ‘But I think what you realize is that when you’re really happy, it doesn’t matter what strangers think about you.’

In April 2022 Olivia was seen cheering on her beau while he performed his headlining slot at Coachella musical festival in Indio, California.

Olivia was spotted rocking out and dancing with his friends. One video showed Olivia in the audience smiling while Harry belted out his solo hit Sign of the Times.

Look of love! Olivia shared a loving glance with her beau Harry at Don’t Worry Darling’s Venice Film Festival premiere in September – but her beau refused to stand next to her on the red carpet

Accusations: Olivia had been accused of a crossover between her former beau Jason Sudeikis and new beau Harry – which was firmly denied (pictured with Jason in 2018)

In August 2022 Harry admitted he’s ‘had his own journey figuring out his sexuality’ and even opened up about having kids to Rolling Stone in his first joint interview with Olivia.

Olivia praised her boyfriend for his positive attitude during the interview and called his fans ‘deeply loving people.’

When speaking on his role as a homosexual in upcoming romantic-drama film My Policeman, Harry said: ‘I think everyone, including myself, has your own journey with figuring out sexuality and getting more comfortable with it.’

Last month it was reported Florence and Harry shared an offscreen kiss after developing ‘instant chemistry’ on the set of Don’t Worry Darling – weeks before the One Direction star began a relationship with Olivia.

The beleaguered film, in which Styles and Pugh play a married couple, was overshadowed by a series of controversies both before and after its memorably awkward premiere at the Venice Film Festival in September.

Notably, Pugh failed to acknowledge Wilde on the red carpet following an on-set dispute – thought to be sparked by the actress’s discomfort at her director embarking on a very public relationship with Styles while shooting the film on location in Los Angeles.

Before: Olivia was last seen supporting Harry when she attended his November 15 concert at LA’s Kia Forum, where she was accompanied by her two children

Having fun? Kendall Jenner was spotted enjoying a night out at her ex-boyfriend Harry’s concert the night before eight years after she was first linked to the singer

Sources claim their fall-out stems from the initial chemistry shared by Pugh and her screen husband before he became romantically involved with Wilde.

An insider told The Sun: ‘Harry and Florence had chemistry from the off, which translated incredibly well on-screen. One night they had a bit of a snog, all very light-hearted and a bit of fun, and that was that.

‘It was being gossiped about by a couple of members of production, otherwise no one would have known. Harry was very much single at the time and Florence had separated from Zach Braff, although she’d kept the split quiet to — ironically — avoid headlines.

‘There was no cheating or misbehavior from anyone. However, later on, Harry and Olivia started spending more time together — sneaking off for coffees, hanging out in one another’s trailers, and sharing small, routine intimacies.’

The insider added that it was clear Harry and Olivia had a real connection and Florence was reportedly unhappy when photos of them holding hands surfaced.

There was already said to be tension between the two women, with Harry and Olivia’s burgeoning romance making things worse.

MailOnline contacted representatives for Styles, Pugh and Wilde for comment at the time.

A report from Page Six in late July claimed that Pugh was upset with Wilde because she was hooking up with leading man Harry during the production — while still engaged to Jason Sudeikis — before they split in November.

Fun; In April 2022 Olivia was seen cheering on her beau while he performed his headlining slot at Coachella musical festival in Indio, California

‘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,’ the source said.

Pugh was asked by an Italian journalist at the event about what she found ‘inspiring’ in the film and appeared to make a sly dig at Wilde.

She responded: ‘I think it’s very very inspiring to see a woman push back and say ‘no’, and question everything. It’s very exciting to see a woman do that on and off camera.’

Asked when she ‘says ‘no’ off camera, Pugh jokingly responded: ‘When do I say ‘no’? When someone says I can’t have cake.’

Rumors of a feud between her and Florence were heightened after a video was recently leaked of the director suggesting her main female character should have a ‘wake up call’.

The video was leaked after Shia LaBeouf – who was originally set to front the film, refuted Olivia’s claim that he had been fired from the project.

In the footage, Olivia can be heard encouraging Shia to stay signed on to the film, rather than leave it, while also hinting at some apparent tension with Florence.

Claims: Last month it was reported Harry and Florence Pugh  reportedly shared an offscreen kiss after developing ‘instant chemistry’ on the set of Don’t Worry Darling – weeks before the One Direction star began a relationship with Olivia

Rumor: A report from Page Six in late July claimed that Pugh was upset with Wilde because she was hooking up with leading man Harry during the production — while still engaged to Jason Sudeikis — before they split in November; Pugh seen Saturday

Looking for answers, a journalist asked Olivia about the reports during Monday’s press conference, which was also attended by Harry and his co-stars Chris Pine and Gemma Chan.

‘Can you just clear the air and address whether there has been a falling out there and if so why, because it’s something that people are discussing?’ the reporter asked.

Olivia responded: ‘Florence is a force and we are so grateful that she is able to make it tonight despite being in production on Dune.’

‘I know as a director how disruptive it is to lose an actor even for a day so I’m very grateful to her and Denis Villeneuve for helping us – we’re really thrilled we’ll get to celebrate her work tonight.’

She continued: ‘I can’t say enough how honoured I am to have her as our lead. She’s amazing in the film and as for all the endless tabloid gossip and all the noise out there, I mean, the internet feeds itself. I don’t feel the need to contribute, I think it’s sufficiently well nourished.’

In September, Harry and Olivia made their only red carpet appearance together as they took their promotional tour for Don’t Worry Darling to the Venice Film Festival.

Eagle-eyed fans shared a video of Harry refusing to stand next to girlfriend Olivia for photos, despite a request from a member of the actress’s team. The couple apparently kept their distance all night, but were seen exchanging a loving glance at one point.

Harry has previously dated stars including Taylor Swift, Kendall Jenner and Sara Sampaio, while Olivia’s ex-flings include Justin Timberlake and Ryan Gosling.

Back at it: Adore You hitmaker Harry recently battled a brutal flu which saw him cancel three of his sold-out Los Angeles concert dates just hours before he was set to take the stage at The Kia Forum in Inglewood (pictured April) 

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