Exposing Harry Styles and Olivia Wilde's Rollercoaster Relationship... Bonus: Olivia and Harvey Weinstein
Harry Styles and Olivia Wilde kissing on a yacht in July 2021.
Olivia Wilde and Harry Styles reportedly started dating in January 2021 when they attended his manager’s wedding holding hands. Don’t Worry Darling was released on September 23, 2022, and they broke up on November 18.
I made a post about them which I highly recommend you check out because I question the obvious—was this a publicity stunt?
I mean you’re filming a movie and she’s the director… you guys meet on set… the movie is released… suddenly you’re broken up?
It’s quite an interesting relationship timeline. Their teams broke the story on November 18, 2022, saying that Harry’s longest relationship has sadly come to an end.
Now, this has been a rollercoaster because Olivia has her own life catching up to her with her ex-fiance Jason Sudeikis serving her custody papers in front of an audience of 4,100 industry professionals at a Don’t Worry Darling event.
Chris Pizzello/Invision/AP
Chris Pizzello/Invision/AP
Don’t Worry Darling has been surrounded by so much drama considering the cast hates each other, but this was not like any other movie drama considering the director was the one feuding with the cast.
And the director of a movie is the glue—they’re supposed to bring everyone together, so when that piece falls apart, the whole movie unscrambles.
Fun fact: we said that Shia LaBeouf was fired from Don’t Worry Darling in 2021 despite his team at the time saying that there was a conflict with scheduling. This is confirmed by Olivia in 2022.
Shia argues that he walked off the project, but that’s not true. He wasn’t committed to it and got fired which in his head, means he quit. That doesn’t mean that Olivia didn’t beg for him back with the infamous Ms. Flo video.
Harry & Olivia Exposed
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This relationship is SO WEIRD because Olivia threw away her whole life and kids with Jason Sudeikis for someone who was not that remotely interested in her.
The second the movie got released and drama died down, Harry DIPPED.
One thing I am unclear on is how to define their relationship because it’s not something they defined behind the scenes either. I mean Olivia was 100% committed to Harry, but Harry was reportedly seeing other people behind the scenes while publicly being with Olivia.
Their relationship was like an open relationship fueled by them both being attention-seeking.
“Olivia was into Harry when they first met and Harry liked her back because he’s a natural flirt. He often flirts with older women, but never commits to them,” my source said.
“That’s when they started linking up; when they were initially filming the movie, but if you realized they weren’t seen together for a while after the manager’s wedding. Last March, Olivia was making the pap strolls without Harry. For him, it was fun. For her, she wanted to lock him down and essentially wanted to say goodbye to her old life.”
In February 2021, the paps were conveniently spotted at Olivia’s home that she shared with Jason, moving her items from there to Harry’s house.
Seems kinda fast to move in with someone you cast in your movie as you split from your fiance whom you share 2 kids with, no?
Thank God the paparazzi documented this for us!
Filming for the movie wrapped up in 2021 and that’s when the press amped up the articles saying they’re hanging out despite no photos being taken.
Harry likes to have his public image being him dating older women, but behind the scenes… there are other stories.
In December 2021, Sonja Morgan from The Real Housewives of New York City, seemed to “out” Harry when she said that she didn’t even know who he was until she heard that Andy Cohen “fucked him.”
Me asking @SonjatMorgan if she would have her gag reflex removed for Harry Styles…and I oop pic.twitter.com/43EDFpuUb7
— its me, hi, im the problem (@sbazzanohno) December 17, 2021
Shortly afterward, there were reports that Harry is spending some times with Olivia’s kids to get to know them.
Something that never happened… you think pop star Harry Styles in the prime of his career, wanted to get to know some kids?
It doesn’t get more obvious than them passionately making out the night the movie gets released.
And 2 days before their breakup… Olivia brought her kids to Harry’s concert which made people think “oh they’re getting engaged.”
But if things weren’t working out with you guys… why would you bring your kids to his concert? I would assume if they were in a serious relationship, issues rose up at some point that led to the breakup, right?
It’s all very sus.
So what’s the truth? Was this a fake relationship?
Neil Mockford / GC Images
“I don’t remember a contract being written up, I think it was more casual. Olivia wanted it more than Harry and she used him in her revenge battle with her ex which is why he was so hell bent on humiliating her by serving the custody papers in public,” my source says.
“Jason wanted Olivia back, but Olivia was enjoying the newfound fame with Harry.”
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“And Harry? He liked his public image being controlled so he was free to do whatever he wanted to do when the cameras weren’t watching. I believe Olivia knew he wasn’t serious about her which is why she was the one releasing fake stories in the press about how he’s bonding with the kids.”
Olivia would be giving her all in this relationship and trying to make things seem like they were couple goals meanwhile their relationship was basically surface level.
She would wear his tour merch
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and show up at his concert to be a “supportive girlfriend,” but honestly it was all for show.
They weren’t serious, but their publicity teams were going out of their way to push these engagement and pregnancy rumors. They both benefited from it.
Olivia is someone who isn’t quiet about anything and if Harry was interested in an engagement stint together, she would have even bought the ring herself. I’m surprised she didn’t go around with an engagement ring to rile up the rumors.
When things started going downhill…
As the movie was geared for release, news came to light of Florence Pugh’s feud with Olivia specifically with the whole Shia situation.
When Olivia was making fun of Florence and calling her “Ms.Flo” in that infamous video as she begs for Shia to come back despite originally firing him… things were heating up behind the scenes.
Florence blames Olivia for how bad the movie is… she’s basically like “Olivia was too busy frolicking the streets with Harry instead of caring about making a good movie.” She believed that Olivia was very “unprofessional.”
“Florence felt like this wasn’t a serious project and Olivia made it more about herself than the story. She didn’t like that and didn’t enjoy being part of a soap opera involving the director and her co-star,” my source.
Aside from the movie not being good, Florence also had her own issues with Olivia who like my source said, was more focused on kissing Harry than making a good movie. Florence’s stylists wore “Miss Flo” shirts mocking what Olivia called Florence.
Florence was also Team Jason 100% and believes that Olivia cheated on Jason with Harry. Now I’m going to get to that later on in the post, but let’s talk about Harry.
Harry is that person that is going to watch from afar and see what he can use from a situation and what he can discard. He’s very image cautious.
Because Florence didn’t want to promote the movie or do anything for it, Olivia would use Harry and her relationship with him, to promote the movie. This meant that if she had to show up at places with Harry where she knows fans are going to take pictures and post them on social media, she will.
It doesn’t necessarily have to be the paparazzi’s doing.
When the height of the drama with the movie happened, that’s when Harry started distancing himself and my source says that his legal team started handling everything including how many appearances he was going to make and when he can basically… dip. Especially when the reviews started coming in and everyone started saying Harry is a terrible actor.
why he look like that… Matt Winkelmeyer/GI
Additional Tea: After the bad acting reviews, Harry quietly left the acting projects that he was lined up for because of that. Producers didn’t want him on board anymore and many projects lined up for 2023—even ones that weren’t made public, were shut down.
This is also why Olivia and Harry were awkward at the premiere. It felt like Olivia was trying to hold everything together and Harry was basically showing face until he didn’t have to anymore.
Stephane Cardinale - Corbis / Corbis via Getty Images
Now Olivia likes to act like this big feminist icon, but she was trying to blame the movie flopping on Florence’s acting… even though she was the only one who got positive reviews.
Their teams are saying they split because of their schedules, but that’s not true because Olivia would have no problem touring with Harry if he invited her.
Harry doesn’t want to deal with Olivia or her drama or have that overshadowing his career in the new year.
“He’s nominated for Grammys. His music career is in a good place right now and he doesn’t want Olivia being there cheering him on at the Grammys. He wants to do his own solo thing. He already paraded around 2022 with her but didn’t want that for himself in 2023,” my source.
“Olivia also doesn’t want the relationship with Harry to reflect badly on her kids especially if there is legal trouble with Jason in the future. She doesn’t want to agree to hang out with Harry on tour and then that’s used against her later.”
My source also tells me that Harry has no problem throwing Olivia under the bus if needed especially with her drama with Jason.
How do you know this was a controlled publicist situation?
Well as I already said, she took her kids to his concert 2 days before news of the breakup was going to hit the press and as recently as October, there were claims of them moving in together.
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After the breakup, Harry was seen “beaming” as Olivia’s PR team is releasing stories about how she feels… hmmm…
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There’s nothing more to Harry besides his PR savvy ways. Olivia on the other hand… has ties to Harvey Weinstein.
Olivia’s Dark Past
When I spoke to my source about Olivia & Harry… she brought up Harvey Weinstein which was surprising to me because… huh?
But Harvey and Olivia were very good friends before he got exposed for being a horrible person.
If you guys don’t know, Harvey is a former American producer & director who was very powerful. He went from being worth $300 million to $25 million after being a convicted sex offender and making the #MeToo movement go viral.
My source tells me that Olivia supposedly cheated on her ex-husband, Tao Ruspoli, with Jason Sudeikis whom she got engaged to later on.
Now, what does this have to do with Harvey? I don’t know how valid this story is because my source can’t confirm, so you guys can debate amongst yourselves.
Well… there are rumors that Olivia allegedly brought women to Harvey similar to the Epstein & Ghislaine situation. Apparently, she was well aware of what Harvey was doing, but being the feminist icon is… didn’t do anything about it.
“Women usually feel comfortable when there’s another woman present with them so I don’t know if that was Olivia’s role when it came to Harvey or not, but it’s something I heard from multiple people throughout the years. Thought it’d be worth mentioning,” my source.
Harvey was officially investigated by authorities in March 2015, but he was ultimately taken down in November 2017.
In April 2015, Olivia attended the Tribeca Film Festival with him and they were allllllll over each other.
So she still associated with him aFTER he was investigated.
My source says that she’s heard rumors about Olivia possibly cheating on Jason with Harvey, but doesn’t know the extent of their relationship…
I’m definitely not blaming Olivia for anything Harvey did… but if the rumors are true that as a young female director… she was responsible for aiding Harvey—a well-accomplished director, then it’s sick.
That’s pretty crazy, let me know what you guys think in the comments below. I hope you guys enjoyed this post.
We have an ongoing BLOGMAS schedule going on right now so check it out!
