Saturday, January 16

Harry Styles, Olivia Wilde’s Romance: Breaking Down How and When It Began


A sordid love triangle or one ex simply moving on quicker than the other? Harry Styles and Olivia Wilde’s relationship has raised questions from fans about her split from Jason Sudeikis.

The former House star was engaged to the comedian from 2013 until sometime in 2020. While several sources tell Us Weekly that the twosome, who share son Otis, 6, and daughter Daisy, 4, called off their relationship months before the split news made headlines in November 2020, other insiders claim they didn’t pull the plug until after production on Wilde and Styles’ upcoming movie, Don’t Worry Darling, began in the fall of 2020.

Harry and Olivia had chemistry almost instantaneously on set,” one source told Us earlier this month. “It was only a matter of time before they got together.”

A second source claimed that Sudeikis is uneasy about Wilde’s relationship with Styles. “Whether Harry knows it or not, he was a reason for the split and it blindsided Jason — he totally adores Olivia and is devastated,” the source said.

A third insider, however, insisted that the musician “was in no way the reason” for Wilde and Sudeikis’ split, claiming their engagement was called off early last year.

“She and Jason were having issues for a long time before Harry came into the picture,” a fourth source close to the actress told Us. “There was no cheating on Olivia’s part. She fell for someone else while the two were separated.”

Wilde has yet to publicly comment on her split from Sudeikis or her romance with Styles, which was confirmed earlier this month after they attended a wedding together.

Olivia and Harry were able to keep their relationship under wraps for a bit before it became public knowledge,” a fifth source told Us. “They were very careful about it and even sleuthy at times, although the small group of people who were on set with them every day eventually figured it out.”

The fifth source added that the Booksmart director’s “intelligence and independent nature were the first things that drew” the “Golden” singer to Wilde.

Scroll through for a timeline of the beginning of Styles and Wilde’s relationship:

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September 2020

News broke in September 2020 that Styles was replacing Shia LaBeouf in Don’t Worry Darling, which also stars Wilde (who is directing and producing the film), Florence Pugh and Chris Pine.

That same month, Wilde and Sudeikis were spotted enjoying a beach day in Malibu, laughing and hugging in the ocean.

Willy Sanjuan/Invision/AP/Shutterstock; Snorlax/MEGA (inset)

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October 2020

Production on Don’t Worry Darling began in late October 2020. The cast was forced to stop filming for two weeks in early November after a crew member tested positive for coronavirus.

“The problems [between Jason and Olivia] escalated when Olivia moved to California [to work on Don’t Worry Darling] and left Jason [back home] in NYC,” a source told Us. “This was a separation, and while the two of them remained friendly and did meet up afterward, the romantic part of their relationship was over.”

 

Todd Williamson/January Images/Shutterstock; Alberto Reyes/Shutterstock; Nigel Roddis/EPA/Shutterstock

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November 2020

Us confirmed on November 13, 2020 that Wilde and Sudeikis were over after nearly a decade together. While several sources told Us that the twosome were on the rocks for months, another insider claimed that her connection with Styles played a role in the former couple’s decision to end their seven-year engagement.

“It hurts like hell,” the source told Us of Sudeikis post-split. “Jason is in a world of pain.”

 

Jason Merritt/Radarpics/Shutterstock

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January 2021

Styles and Wilde couldn’t keep their romance under wraps for long in 2021. The twosome were spotted holding hands at his manager’s wedding during the first weekend of the new year. A source told Us at the time that the former One Direction member referred to the O.C. alum as his “girlfriend” in a speech at the nuptials.

Gregory Pace/Shutterstock; Mark Von Holden/Invision/AP/Shutterstock

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January 2021

The twosome have been spotted together — on and off set — several times in January 2021. Sudeikis, meanwhile, isn’t done holding out hope that he and Wilde can “repair their family,” according to a source.

“Jason’s had no option but to step back and let Olivia do her thing, but he [has his fingers crossed] that this is just a phase and that Olivia will snap out of it or that Harry will get bored and move on before too long,” the source said.

 

JM Enternational/Shutterstock; Kathy Hutchins/Shutterstock



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