How Olivia Wilde and Jason Sudeikis Met and Divorced

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As Don’t Worry Darling hits the big screen and reviews from critics come in, the world has remained locked onto the drama surrounding the film.

Director Olivia Wilde has been in the spotlight for her feud with one of the movie’s stars and love affair with another.

Olivia Wilde, wearing a custom Calvin Klein Collection ivory matte satin bandeau dress with black pleats, heels, and clutch with Fred Leighton jewelry, and Jason Sudeikis attend the Costume Institute Gala for the "PUNK: Chaos to Couture" exhibition at the Metropolitan Museum of ArtOlivia Wilde, wearing a custom Calvin Klein Collection ivory matte satin bandeau dress with black pleats, heels, and clutch with Fred Leighton jewelry, and Jason Sudeikis attend the Costume Institute Gala for the “PUNK: Chaos to Couture” exhibition at the Metropolitan Museum of Art on May 6, 2013, in New York City (Credit: Bill Davila / Startraksphoto)

Wilde’s most notable relationship to date has been with Jason Sudeikis. The pair was engaged for seven years before they broke things off, so what’s the story there?

Age and Height Difference

Olivia Wilde is 5 foot 7 inches tall and was born on March 10, 1984. Jason Sudeikis is 6 foot 1 inch tall and was born on September 18, 1975.

Olivia Wilde is slightly shorter and almost 10 years younger than Jason SudeikisOlivia Wilde is slightly shorter and almost ten years younger than Jason Sudeikis (Credit: Janet Mayer / Startraksphoto)

This gives them an almost 10-year age difference and makes Sudeikis tower over Wilde.

The Beginning

Olivia Wilde and Jason Sudeikis met in May of 2011 at a finale party for Saturday Night Live. The pair had a great night together, but at the end of it, Sudeikis failed to get Wilde’s number.

In an interview with Allure, Wilde told the world that he didn’t get her number until six months later when her “best guy friend walked up to him and said ‘This is Olivia’s number. Use it.’” It took a month for him to actually text her.

Olivia Wilde and Jason Sudeikis started dating after meeting at a Saturday Night Live finale party in May 2011Olivia Wilde and Jason Sudeikis started dating after meeting at a Saturday Night Live finale party in May 2011 (Credit: Adam Nemser / Startraksphoto)

They began to text, went on a first date, and immediately became smitten with one another. By October 2012, they were living together in NYC, and by January 2013, they were engaged.

A Happy Relationship for Wilde and Sudeikis

Things took off on a positive note, and for a while, they were great.

In April 2014, the couple had their first son, Otis Alexander Sudeikis. On October 11, 2016, Wilde gave birth to their daughter Daisy Josephine Sudeikis.

Olivia Wilde, wearing a pink sleeveless Prada beaded dress and Solange Azagury-Partridge earrings, and Jason Sudeikis in a Prada suit at the 'China: Through The Looking Glass' Costume Institute Benefit GalaOlivia Wilde, wearing a pink sleeveless Prada beaded dress and Solange Azagury-Partridge earrings, and Jason Sudeikis in a Prada suit at the ‘China: Through The Looking Glass’ Costume Institute Benefit Gala at the Metropolitan Museum of Art on May 4, 2015, in New York City (Credit: Gerardo Somoza / Startraksphoto)

Though they stated in interviews that they were too busy with the children and their careers to walk down the aisle just yet, Wilde stated in an interview with Net-a-Porter that “Before you have a child, marriage is the ultimate commitment and promise to one another, and then once you have a child, it’s like, ‘Oh, we’re committed and promised already.’ ”

The Turning Point

In November 2020, Olivia Wilde and Jason Sudeikis called off their infamous seven-year-long engagement.

Sudeikis stated in an article with GQ, “I’ll have a better understanding of why in a year, and an even better one in two, and an even greater one in five, and it’ll go from being, you know, a book of my life to becoming a chapter to a paragraph to a line to a word to a doodle.”

Olivia Wilde, Jason Sudeikis, and their newborn son, Otis Alexander, are out for a walk in New York City Olivia Wilde, Jason Sudeikis, and their newborn son, Otis Alexander, are out for a walk in New York City on May 1, 2014 (Credit: Dara Kushner / INFphoto)

Things were amicable until Wilde was presenting at CinemaCon and was served custody papers on stage. In a court document, Wilde stated that “Jason’s actions were clearly intended to threaten me and catch me off guard. He could have served me discreetly, but instead, he chose to serve me in the most aggressive manner possible.”

The Present Relationship Between Jason Sudeikis and Olivia Wilde

Today, the pair continues to go back and forth within the court system to try to come to an agreement for the kids.

Olivia Wilde is currently dating Harry Styles, one of the stars of Don’t Worry Darling. It is rumored that Wilde left Sudeikis for Styles, though she insists that is not true and that the relationship started way after her relationship with Sudeikis ended.

Olivia Wilde, wearing an Alice + Olivia suit with a Lidia May Pema bag and Foundrae jewelry, and Jason Sudeikis arrive at the 9th Annual Veuve Clicquot Polo ClassicOlivia Wilde, wearing an Alice + Olivia suit with a Lidia May Pema bag and Foundrae jewelry, and Jason Sudeikis arrive at the 9th Annual Veuve Clicquot Polo Classic Los Angeles at Will Rogers State Historic Park on October 6, 2018, in Pacific Palisades, California (Credit: Sara De Boer / Startraksphoto)

Sudeikis has been seeing Keeley Hazell on and off again since the split with Wilde. She stars as Bex, the eventual second wife of Rebecca’s ex-husband Rupert Mannion, on Jason Sudeikis’ sports comedy-drama television series Ted Lasso.

Olivia Wilde and Jason Sudeikis initially split on good terms, but the drama of new relationships and custody agreements have left the two not on speaking terms. As the wounds are still fresh, everyone can only hope that they will continue to do what is best for the children and bury their own issues for the greater good.

Olivia Wilde and then-fiancé Jason Sudeikis at the 2020 Critics’ Choice AwardsOlivia Wilde and then-fiancé Jason Sudeikis at the 2020 Critics’ Choice Awards at the Barker Hangar in Santa Monica, California, on January 12, 2019 (Credit: Adriana M. Barraza / WENN)

In January 2019, Olivia Wilde joined her longtime partner Jason Sudeikis at the 2020 Critics’ Choice Awards.

Known for her role as Remy “Thirteen” Hadley on the medical drama television series House, the New York City native donned an orange Valentino Spring 2020 dress and accessorized with Messika “Mono Boucle Solena Maya” earrings.

Olivia Wilde rocked a plunging orange Valentino dress and Messika jewelryOlivia Wilde rocked a plunging orange Valentino dress and Messika jewelry (Credit: Adriana M. Barraza / WENN)

Her American coming-of-age comedy film “Booksmart” was nominated for Best Comedy.

She showed off her feet in Jimmy Choo Thyra sandals with knotted crystal-encrusted embellishment at the Barker Hangar in Santa Monica, California.

Olivia Wilde's feet in Jimmy Choo's Thyra sandals with knotted crystal-encrusted embellishmentOlivia Wilde’s feet in Jimmy Choo’s Thyra sandals with knotted crystal-encrusted embellishment (Credit: Adriana M. Barraza / WENN)

These breathtaking shoes, which are available in black, red, and nude, are sensuously detailed with a fine ankle strap that entwines the foot, and a coiled loop of sparkling pavé crystal cord trussed tight across the toe.

Thyra Sandals With Pavé Crystal Cord Detail, $1,495 – $2,450

Topped with knotted crystal-encrusted embellishment and allover sparkling beads, these suede sandals exude high-glam elegance

Topped with knotted crystal-encrusted embellishment and allover sparkling beads, these suede sandals exude high-glam elegance

Topped with knotted crystal-encrusted embellishment and allover sparkling beads, these suede sandals exude high-glam elegance

Topped with knotted crystal-encrusted embellishment and allover sparkling beads, these suede sandals exude high-glam elegance

Topped with knotted crystal-encrusted embellishment and allover sparkling beads, these suede sandals exude high-glam elegance

Topped with knotted crystal-encrusted embellishment and allover sparkling beads, these suede sandals exude high-glam elegance