But in a surprise turn of events, it has emerged the supermodel, 31, attended one of Harrys’ concerts alongside his former flame, 39, when they were still together.
The pals, who were pictured hanging out at the Vanity Fair Oscars party just weeks ago, stood right beside one another while singing along to his tunes during a Paris gig in June last year.
But eight months later – and during the very same tour, Love On Tour – Harry and Emily packed on the PDA, appearing to not care who saw them while in full view of onlookers.
In our exclusive video, the Fine Line singer looks dapper in a black suit and a white shirt unbuttoned at the collar.
Shock: Emily Ratajkowski was pictured at a Harry Styles gig with his ex Olivia Wilde… eight months before her passionate make-out session in Tokyo with the Fine Line songster
Surprise friends: The pals stood right beside one another while singing along to his tunes during a Paris gig in June last year
No bad blood: Emily (centre) was pictured hanging out with Olivia (right) at the Vanity Fair Oscars party just weeks ago (with Adwoa Aboah, left)
He stands chatting to Emily – who shares son Sylvester Apollo Bear, two, with ex husband Sebastian Bear-McClard – in the Japanese capital, with the fashionista wearing a pink and black jacket over a black and white cropped top and skirt.
The pair were seen dancing with each other as they stood alongside a silver people carrier while sheltering from the rain under an umbrella.
They shared a number of passionate kisses on the street outside, appearing to not care who saw them while in full view of onlookers.
Harry is currently performing in Japan as part of his aptly named Love On Tour series of worldwide gigs.
It was reported at the end of last month that Harry had moved on from Olivia with someone else, although the mystery lady was not identified.
A source told the The Mirror at the time: ‘Harry is seeing someone. He’s going to great lengths to keep her identity quiet after the circus surrounding his relationship with Olivia.
‘But his close circles all know about the romance. Though it’s early days, things seem to be going well.’
Emily had in recent months been linked to serial dater Pete Davidson. She filed for divorce from her film producer ex-husband Sebastian Bear-McClard in September.
The married couple first split in July amid accusations that 42-year-old Sebastian was a ‘serial cheater’.
Meanwhile, Harry and actress Olivia, 39, went their separate ways in November after they found they had ‘different priorities that are keeping them apart’.
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
Moving on: But eight months later – and during the very same tour, Love On Tour – Harry and Emily packed on the PDA, appearing to not care who saw them while in full view of onlookers
New romance: The One Direction star appears to have left his romance with Olivia firmly in the past after they split in November last year
Out on the town: Emily and Harry were spotted this week on a night out together in Japan where Harry is currently performing his aptly named Love On Tour series of worldwide gigs
End of the road: It emerged singer Harry and actress Olivia (pictured) had gone their separate ways in November last year (pictured in March last year)
Union end: Emily Ratajkowski filed for divorce from her husband of four years, Sebastian Bear-McClard (seen in 2020), two months after they split over allegations that he had cheated
In November it was claimed that Olivia was ‘disappointed’ that her relationship with Harry Styles did not work out after nearly two years of dating.
Meanwhile, Olivia appears to have her own problems to deal with after she appeared to plead poverty in court filings this week. Despite being worth more than $10 million, she detailed her income and expenses included in her childcare battle with ex Jason Sudeikis, who she was spotted with on Saturday.
In papers, Wilde claimed that the Ted Lasso star is prolonging his court fight with her because he is trying to ‘litigate her into debt’.
‘While Jason can afford to spin his wheels with filing after filing, Olivia cannot,’ her lawyers wrote in advance of a hearing scheduled in Los Angeles for today, which has now been canceled.
‘Jason seems intent on throwing whatever he can against the wall to see what will stick, and this Request for Order seeking a stay of the California Parentage action is just the latest example,’ they add.
She accused him of being ‘underhanded’ and acting ‘in bad faith’ over the future of their two children.
Friday’s hearing was scheduled to be over whether California courts should determine the warring couple’s fight over the children, Otis, eight, and six-year-old Daisy, or whether New York is the appropriate venue.
But on Thursday, a judge in New York rejected Jason’s request for a second time to have the case moved to the east coast.
Blossoming bump: In October 2020, Emily and her then husband announced that they were expecting their first child together. Emily is seen during the pregnancy
Olivia Wilde appears to have her own problems after she appeared to plead poverty in court filings this week
Despite being worth more than $10 million, she detailed her income and expenses included in her childcare battle with ex Jason Sudeikis. The pair are pictured on Saturday
Olivia, 39, says the matter has already been settled and it should be in LA, but her ex is ‘obfuscating’ in his bid to have future hearings held in Brooklyn. Typically awards of child support in New York are lower than they are in California
‘Jason should not be permitted to litigate Olivia into debt, and then claim she should be deprived of her right to seek a needs-based fee contribution from him,’ her attorneys write.
Sudeikis, 47, filed a fresh motion to halt a California order that ruled their children should live in the Golden State, giving him time to file an appeal in New York after a judge ruled against his plea last year for the children to reside on the east coast.
In a big win for Olivia, a judge rejected Jason’s request in August 2022 to have the case moved to New York.
Jason filed an appeal, but according to TMZ, a judge in New York rejected the request once again on Thursday.
Olivia Wilde is pictured dropping off her daughter at a music class before meeting up with her ex Jason Sudeikis for their son’s soccer game
Despite their ongoing custody battle the pair appears to be on better terms as they hugged goodbye after the game
Olivia stood up and cheered during her son’s soccer game on Saturday
The actress appeared to be on good terms with her ex during their latest public appearance
Olivia Wilde drops off her daughter at a music class before meeting up with her ex Jason Sudeikis
Jason Sudeikis and Olivia Wilde were scheduled to appear in court Friday for a custody hearing as their legal battle over where their kids will live rages on
Instead of going to court on Friday as planned, Wilde, 39, was spotted in Los Angeles on her way back from the gym
The exes have been stuck in a nasty bi-coastal custody battle for the past several years – due in large part to the fact that Olivia lives in LA and Jason lives in New York City
Wilde accused Sudeikis of being ‘underhanded’ in his court dealings about the parenting of their two children, Otis, eight, and Daisy, six
The former couple’s custody battle took a turn for the worse when Olivia was served with legal papers while on-stage at an event in front of 4,000 industry insiders
All eyes on them: They shared a number of passionate kisses as they stood on the street outside, appearing to not care who saw them while in full view of onlookers
Free and single: Emily filed for divorce from her film producer ex-husband Sebastian Bear-McClard in September (pictured in September)
Meanwhile Olivia’s split from Harry came a surprise to fans. People Magazine claimed the pop star and US film actress 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.’
‘Harry didn’t dump Olivia, or vice versa. This is the longest relationship Harry’s ever had, so clearly they have a special bond,’ the insider shared.
The source added: ‘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.’
New girl: It was reported last month that pop star Harry had moved on with a mystery woman (pictured last month)
Harry and Olivia famously starred together in movie Don’t Worry Darling, with rumours of a feud between Olivia 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.
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, 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.
She wants to love again: Olivia is reportedly ready to give love another chance according to a report from UsWeekly
On good terms: It was reported that although the pair had parted ways, there was ‘no bad blood’ between Olivia and Harry and the decision was mutual
Olivia and Harry later broke up in November last year shortly after the release of their film Don’t Worry Darling, which she directed with him as the leading man.
They are now said to be on good terms, with a source telling People Magazine Olivia ‘is in a great place’ with her ex Harry.
They said: ‘She’s focused on her kids and co-parenting with Jason. She and Harry are good friends, there’s no animosity whatsoever.
‘Plus she’s got many different directing projects in the works.’
This month it was reported Olivia was ready to give love another chance.
According to a report from UsWeekly, the Don’t Worry Darling actress and director hopes to find a new romance soon.
‘Olivia is ready to date again, making it clear she’s available, and she isn’t looking for anything less than an amazing guy,’ the insider shared with the site.
In November it was claimed that Wilde was ‘disappointed’ that her relationship with Harry Styles did not work out after nearly two years of dating.
A source told People that the break was ‘difficult’ for the actress.
‘The break has been difficult for Olivia. They have had some issues, but Olivia thought they were gonna work through it all,’ the insider explained.
‘She is disappointed. It’s just a tricky situation, though.’
Meanwhile, Emily reportedly filed for divorce from her husband of four years, Sebastian Bear-McClard, in September, two months after they split over allegations that he had cheated on her, according to PageSix.
The outlet, which claims to have seen the documents, added that the divorce is being contested, which means there are issues to be litigated.
The model reportedly made the decision to leave her film producer husband following the claims of his infidelity, but is said to be coping well.
A source close to the star first confirmed the shocking split to People magazine in July, explaining that Emily is focused on parenting the couple’s son Sylvester, 16 months.
Out and about: They made their red carpet debut in March 2018, while attending the 33rd Annual Film Independent Spirit Awards together (seen above)
‘They split recently. It was Em’s decision. She is doing OK,’ the insider revealed. ‘She is strong and focused on her son. She loves being a mom.’
The news came just days after someone close to the pair told Page Six that Sebastian was a ‘serial cheater,’ with the insider stating: ‘It’s gross. He’s a dog.’
Comedian and social media influencer Claudia Oshry also spoke out about the situation during an episode of The Morning Toast podcast at the time, in which she claimed Sebastian’s infidelity was an open secret in the industry.
‘It’s, like, known that her husband has cheated on her and they’re filing for divorce,’ she said, adding that when the couple officially confirms their separation, it will not come as a surprise to anyone.
Emily and Sebastian were last spotted together in mid-June while on vacation in Italy, and appeared in good spirits as they relaxed on Porto Ercole beach together.
The couple was also among the many celebrity guests at Ari Emanuel’s wedding to Sarah Staudinger in St. Tropez in late May.
She first sparked breakup rumors in July, when she was seen going for a stroll in New York with the couple’s son, and was not wearing her wedding ring.
As movers removed her furniture, artwork, clothing, and other belongings from the home, Emily was seen carrying out a plant.
Emily and Sebastian, who is best known for producing movies Uncut Gems, Good Time, and Funny Pages, were first linked on Valentine’s Day in February 2018 – one month after news had hit the web that she had split from her boyfriend Jeff Magid after three years together.
At the time, the pair was spotted packing on the PDA in Los Angeles, California. It’s unclear how they met, but an insider told Us Weekly at the time that they had known each other ‘for years.’
Just days after their first spotting, news hit the web that they had tied the knot in a New York City courthouse on February 23, 2018.
Family: Sylvester Apollo Bear was born on March 8, 2021, with Emily calling it the most ‘surreal, beautiful, and love-filled’ experience of her life on Instagram