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Olivia Wilde’s dating history: Who has the actress dated?

AMERICAN actress Olivia Wilde started dating Harry Styles in January 2021 after breaking off her engagement the year prior.

Now that the pair have reportedly split, fans want to know more about her dating history.

Olivia Wilde is a popular actress and director
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Olivia Wilde is a popular actress and directorCredit: Getty Images - Getty

Who has Olivia Wilde dated?

The men Olivia Wilde has dated include:

Harry Styles

Harry Styles and Olivia Wilde
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Harry Styles and Olivia WildeCredit: Getty

Wilde and Harry Styles confirmed their relationship in January 2021 after they were spotted holding hands at Styles' agent's wedding.

They met while working on the set of the film, Don't Worry Darling, which Wilde was directing.

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A source told in 2021, that the couple had chemistry almost instantaneously when they met on the set.

Wilde later spoke out about their relationship in December 2021, telling : "I think what you realize is that when you're really happy, it doesn't matter what strangers think about you. All that matters to you is what's real, and what you love, and who you love." 

She added, "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."

Nevertheless, the pair have reportedly taken a break from their relationship in November 2022, according to .

Multiple sources confirmed to the news outlet with one saying: "He's still touring and is now going abroad. She is focusing on her kids and her work in L.A. It's a very amicable decision."

Another source told the outlet: "They're still very close friends. Right now, they have different priorities that are keeping them apart."

Jason Sudeikis

Jason Sudeikis and Olivia Wilde
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Jason Sudeikis and Olivia WildeCredit: Getty

Wilde and Jason Sudeikis started dating in 2011 and got engaged two years later.

They had their first child, Otis, in 2014 and they had their daughter, Daisy, in 2016 but they broke off their engagement in 2020.

According to , the pair remained amicable and have been seen embracing at various events since they separated.

Bradley Cooper

Bradley Cooper and Olivia Wilde attended the Film Independent at LACMA Live Read of Shampoo in January 2012
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Bradley Cooper and Olivia Wilde attended the Film Independent at LACMA Live Read of Shampoo in January 2012Credit: Getty

A source confirmed Bradley Cooper and Wilde were "definitely hooking up" in a June 2011 interview with .

They met when Wilde read for a part for Limitless and they were later seen together at a party for The Hangover II the outlet reported.

Tao Ruspoli

Tao Ruspoli and wife Olivia Wilde
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Tao Ruspoli and wife Olivia WildeCredit: Getty

Wilde and Tao Ruspoli got married in 2003 but announced their divorce in 2011.

They met when Wilde was 18 years old and had moved to Los Angeles from Washington, D.C. to pursue an acting career.

She told in 2013 that her parents were journalists who often reported from war-torn areas and when she and Ruspoli met, Iraq was invaded.

When she and Ruspoli got married she said her parents supported her and said, "marrying was an optimistic thing to do in pessimistic times."

Their marriage lasted seven years and when she filed for divorce, she said they had drifted apart.

"I had grown up with Tao - we had just drifted," she told the outlet, adding, "I felt I had something to prove.

"If you fall off a horse, you get back up. I am not a quitter. I hung on for as long as possible until it was more hurtful to stay.

“I’m so grateful for the pain and the heartbreak. It gave me the courage to leave ..."

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Ryan Gosling

Ryan Gosling and Olivia Wilde
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Ryan Gosling and Olivia WildeCredit: Getty

The same year Wilde divorced Ruspoli, she started dating Ryan Gosling and the two were seen at an aquarium in Newport, Kentucky.

A spokesperson for the aquarium told : "They didn’t seek any special treatment or behind-the-scenes access. They paid for their tickets and enjoyed..."

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