Olivia Wilde and Harry Styles Amped-up Romance and Amazing Facts To Know About Them

Fans were shocked by Olivia Wilde and Harry Styles’ quick courtship, which started when they crossed paths on the set of Don’t Worry, Darling.

When they were pictured holding hands at Styles’ manager’s wedding in January 2021, the couple garnered media attention. At the time, a source exclusively revealed to Us Weekly that the twosome’s collaboration ignited a relationship.

“Harry and Olivia had chemistry almost instantaneously on set,” the insider said. “It was only a matter of time before they got together.”

Two months after she broke up with her fiancé Jason Sudeikis and three months after Styles joined her film, Wilde began dating the British singer. Son Otis and daughter Daisy were born to Sudeikis and the Booksmart director, who have been married for more than ten years.

When news of the couple initially broke, a source told Us that Styles was not the cause of the House alum and Ted Lasso actor’s breakup. “Harry did not break up an engagement,” the source said.

Even though Styles stayed out of Wilde and Sudeikis’ way, the new couple initially made an effort to keep their relationship under wraps on set.

Olivia Wilde and Harry Styles

“Olivia and Harry were able to keep their relationship under wraps for a bit before it became public knowledge,” an insider told Us in January 2021. “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.”

Along with Florence Pugh, Chris Pine, Gemma Chan, KiKi Layne, and Nick Kroll, the psychological thriller features a 1950s housewife as its main character.

Olivia Wilde and Harry Styles met again in London after production was finished in February 2021, where they relished some alone time.

“People tend to respect people’s privacy in London, so they probably feel comfortable walking around by themselves and don’t feel like they need a bodyguard,” an insider told Us in April 2021.

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During their trip to London, the couple was “spotted at local pubs.” “They were walking close to each other and had their arms linked together,” added an insider, who bumped into the duo on one of their casual strolls. “They seemed very couply and cuddly with one another.”

The actress from Life Itself publicly supported her boyfriend’s music and acting professions as their relationship grew more passionate. She “obviously” watched his Eternals performance, which she mentioned in an Instagram comment, and even danced at several “Love on Tour” events with her children and his mother, Anne.

Olivia Wilde and Harry Styles

According to a witness who spoke exclusively to Us about Wilde’s participation at the musician’s October 2021 tour stop in New York City, “Olivia was nonstop dancing on the floor at Harry’s show at Madison Square Garden.”

A source informed Us that Wilde and Styles were still together despite being apart because of their individual job commitments. “They’re not nervous about spending time apart, it adds to the attraction when they reunite after some time off,” the insider said. “Both of them are secure and positive about what the future holds for them.”

Even when the “As It Was” singer embarks on tour, the couple has figured out ways to make sure they spend time together. The source continued, “Harry is excited about his tour but bummed it’ll take him away from Olivia for a while.” “But she’ll come to a few of the gigs and they’re planning on making fun little trips in various cities when she can take a break herself.”

Styles was asked to explain the Harry’s House song “Cinema,” which many fans assume is about Wilde and which deals with the sensation of not being “cool” enough for your spouse, during an interview on the “Spout” podcast.

When the presenter said they couldn’t see somebody being “too cool” for someone like Styles, the singer retorted,  “I think it’s, like, when you like someone, that initial phase. Am I doing things right? Before you get comfortable with each other and it’s kinda, like, all of that stuff happens at the start of something,” he said, seemingly referring to his current relationship with Wilde.

The remainder of the broadcast featured a replay of Styles’ May 2022 conversation with Stern, during which the “Golden” singer was asked about what it was like to “fall in love” on a set. Styles cautiously remarked, “I had a lovely experience being directed by Olivia. “It’s a gift to be able to trust your director.”

What To Know About Olivia Wilde

On March 10, 1984, Olivia Jane Cockburn gave birth to Wilde in New York City. She spent her summers at Ardmore in Ireland while growing up and is now a resident of Washington, D.C.’s Georgetown district. She graduated in 2002 after attending private schools Georgetown Day School in Washington, D.C., and Phillips Academy in Andover, Massachusetts, where she also boarded.

Oscar Wilde, an Irish novelist, served as the inspiration for Wilde’s current name. She changed her last name in high school to commemorate her family of writers, many of whom wrote under pseudonyms. She got accepted to Bard College but three times postponed starting because she wanted to pursue acting. Later, she pursued her studies at Dublin’s Gaiety School of Acting.


In six episodes of the Fox drama “Skin” in 2003, Olivia Wilde made her television debut as Jewel Goldman. The following year, she made an appearance in the movie “The Girl Next Door” and started a 13-episode role as Alex Kelly on the Fox teen drama “The O.C.” Next, Wilde starred in the movie “Conversations with Other Women” (2005), “Alpha Dog” (2006), “Bickford Shmeckler’s Cool Ideas” (2006), and “Turistas” (2006). In 2007, she also participated in the drama series “The Black Donnellys” on NBC and the movie “The Death and Life of Bobby Z.

Olivia joined the cast of “House” in September of that same year as Remy “Thirteen” Hadley, an internist with Huntington’s disease; she starred in 81 episodes of the medical drama. Wilde produced several movies while appearing in “House,” including “Year One” (2009) and “Butter” (2009), and the box office successes “Tron: Legacy” (2010) and “In Time” (2011) each brought in $400.1 million and $174 million, respectively.

She also produced the 2010 documentary “Sun City Picture House,” co-starred in the 2011 comedy “The Change-Up” starring Jason Bateman and Ryan Reynolds, and started doing Revlon commercials when the company appointed her a worldwide brand ambassador. In 2013, Olivia starred in five movies: “Drinking Buddies,” “Her,” “The Incredible Burt Wonderstone,” “Rush,” and “Third Person.”

She also produced “Drinking Buddies.” She started portraying Charlotte on the Netflix cartoon series “BoJack Horseman” in 2014 and also made appearances in the movies “The Longest Week” and “Better Living Through Chemistry” as well as “Portlandia” on IFC.

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Then, Olivia Wilde produced, co-starred, and appeared in the movies Meadowland (2015), A Vigilante (2018), Love the Coopers (2015), Life Itself (2018), and Richard Jewell (2019). She voiced Radiana on an episode of Fox’s “Son of Zorn” in 2017, played Devon Finestra on HBO’s “Vinyl” in 2016 as a guest star, and appeared on “Doll & Em” in 2015. In 2019, Olivia’s directing of the coming-of-age comedy “Booksmart” was praised by critics and won her multiple honors. As of this writing, Wilde is directing, producing, and starring in the psychological horror movie “Don’t Worry Darling.” She will also be seen in the upcoming movie “How It Ends.”

Personal Life

On January 16, 2003, Olivia, then 19 years old, wed Italian filmmaker and musician Tao Ruspoli, a descendant of Prince Alessandro Ruspoli. The marriage was to be a secret, so the wedding was held aboard a school bus in Washington, Virginia, with only two witnesses. In September 2011, Olivia and Tao were divorced. Two months later, she started dating Jason Sudeikis of “Saturday Night Live.”

Early in 2013, the couple announced their engagement. On April 20, 2014, they welcomed son Otis, and on October 11, 2016, they welcomed daughter Daisy. After 2020, Wilde and Sudeikis will no longer be together. Olivia is a dual citizen of the United States and Ireland, and at various points in her life, she has practiced pescetarianism, veganism, and vegetarianism. Wilde won the PETA award for Sexiest Vegetarian Celebrity of the Year in 2010.

In 2008, Olivia Wilde participated in the Barack Obama campaign while serving on the advisory committee for 18, a group for young voters. She has backed the Coalition of Immokalee Workers’ Campaign for Fair Food, Planned Parenthood, and Time’s Up. She has also appeared in PSAs for World Down Syndrome Day (18), Gucci’s “Chime for Change” campaign, and Planned Parenthood. Olivia participated in the Women’s March in 2017 and 2018 and has been on the boards of directors for Artists for Peace and Justice and the American Civil Liberties Union of Southern California.

Awards and Nominations

At the US Comedy Arts Festival in 2006, Olivia Wilde won Best Actress for her work in “Bickford Shmeckler’s Cool Ideas,” and at the Vail Film Festival in 2008, she won Rising Star. With “Booksmart,” Olivia Wilde won the CinemaCon Award for Breakthrough Director of the Year and the Trailblazer Award from the Hollywood Critics Association. She also received honors for “Booksmart” from the Palm Springs International Film Festival, San Francisco International Film Festival, Hollywood Film Awards, Mill Valley Film Festival, Online Film & Television Association, Faro Island Film Festival, and GALECA: The Society of LGBTQ Entertainment Critics.

The Women Film Critics Circle Awards presented Olivia Wilde with an acting and activism award in 2015, and in 2017 she earned a News & Documentary Emmy Award for producing the documentary “Body Team 12.” Olivia Wilde is also up for six Teen Choice Awards, two Alliance of Women Film Journalists Awards (Best Woman Director and Humanitarian Activism Award), two Behind the Voice Actors Awards (for “TRON: Uprising” and “BoJack Horseman”), an MTV Movie Award (Best Breakout Star for “Tron”), a Scream Award, and six other awards (Best Science Fiction Actress for “Tron”).

What To Know About Harry Styles

An English singer, songwriter, and actor by the name of Harry Styles. He first gained notoriety as a member of the boy band One Direction, and since the group’s breakup, he has had a flourishing solo career. He was awarded a Grammy in 2021 for “Watermelon Sugar”Best “‘s Pop Solo Performance.” He received nominations for Best Pop Vocal Album and Best Music Video in the same year for the song “Adore You.”

Harry Edward Styles was raised in Holmes Chapel, Cheshire, and was born on February 1, 1994, in Redditch, Worcestershire, England. Gemma is his older sister. When he was seven years old, his parents split. He participated in a local battle of the bands as the main singer for the band White Eskimo while attending Holms Chapel Comprehensive School.


Harry Styles applied for the seventh season of the British singing competition program “The X Factor” in 2010 at his mother’s suggestion. He first appeared on the program as a lone candidate, but the judges weren’t impressed, and he wasn’t chosen for the “Boys” category. He was placed in a group with four other lone competitors from his age group who also didn’t advance, and as a team, they did so under the “Groups” category.

Harry Styles was a member of this band, which also included Niall Horan, Liam Payne, Louis Tomlinson, and Zayn Malik. Despite placing third in the competition, the group quickly gained notoriety in the UK after renaming themselves “One Direction” at Styles’ suggestion.

One Direction was signed to Syco Records in January 2011 under a purported £2 million contract by record executive and “The X Factor” judge Simon Cowell. The group became the first UK group to have their debut album hit number one in the US with the publication of their debut album, “Up All Night,” in November 2011. Their third album, “Midnight Memories,” was released in November 2013, and “Four” was released in November 2014.

Their second album, “Take Me Home,” was released in November 2012 to similar success. They became the only band in Billboard 200 chart history to have all four of their albums debut at number one.


Olivia Wilde and Harry Styles

Following Malik’s resignation from the group in early 2015, the group’s fifth and last album, “Made in the A.M.,” was released in November 2015 with only four of the original members. One Direction has won a total of four MTV Video Music Awards, six Billboard Music Awards, seven American Music Awards, and seven BRIT Awards.

On April 7, 2017, he dropped his debut solo single, “Sign of the Times,” which reached number one on the UK Singles Chart and number four on the Billboard Hot 100. The single’s music video earned the British Video of the Year BRIT Award. His first solo appearance on television was on “The Graham Norton Show” in the UK and “Saturday Night Live” in the US as a musical guest.

In May 2017, he released his self-titled debut solo album to rave acclaim. Harry Styles: Live on Tour, his first headlining concert tour, made dates in North and South America, Europe, Asia, and Australia from September 2017 to July 2018 to promote the album. In October 2019, Styles’ second studio album, “Fine Line,” was released, shattering the previous record for the biggest US sales debut by an English male artist. He was nominated for the British Male Solo Artist and British Album of the Year Awards at the 2020 Brit Awards.

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Harry Styles is a skilled songwriter in addition to being a gifted vocalist and performer. He co-wrote several One Direction songs, including the number-one hit “Best Song Ever.” Other songs featuring Styles’ name on them include Michael Bublé’s “Someday” and Ariana Grande’s “Just a Little Bit of Your Heart” co-written with Meghan Trainor.

In addition, Harry Styles has engaged in a wide range of other activities. He made his acting debut in Christopher Nolan’s 2017 war movie “Dunkirk,” which received favorable reviews from critics despite having to compete against more than a hundred other actors for the part. In addition to being an executive producer for the CBS comedy “Happy Together,” he is also a successful model who participated in numerous Gucci ad campaigns in 2018.

In addition, he hosted “Saturday Night Live” in November 2019 and served as a guest host on “The Late Late Show with James Corden” in December 2017 and December 2019.

Personal Life

Harry Styles’ brief relationship with Caroline Flack, host of “The Xtra Factor,” from November 2011 to January 2012 sparked debate because of the two people’s 14-year age difference. In 2012, he dated American singer Taylor Swift, and from 2017 to 2018, he dated model Camille Rowe.

Harry Styles’ sexuality has always been a topic of conjecture because of his flamboyant persona and sense of style. Harry Styles has made it known that he does not “feel any need to label [his] sexuality or identify with one sexual orientation” about this.

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