Ok, so it’s been a hot minute since we last heard of Olivia Wilde and Harry Styles, but boy, do these celebrities love a good surprise. The English singer and songwriter recently reconnected with actress and director Olivia Wilde, and ever since, the couple has been making major headlines.
Ahead, we round up what we know so far about Harry Styles and Olivia Wilde’s relationship.
Early 2020
After seven years of marriage, Olivia Wilde and Jason Sudeikis have officially called it splits. Their relationship ended, but they continued to establish a healthy co-parenting routine for their children, Otis and Daisy.
September 11, 2020
News broke out that Styles’ had been cast in Don’t Worry Darling, a psychological thriller directed by Wilde herself. Styles’ was reportedly cast after Shia LaBeouf had a falling out with the crew, leading Harry to swoop in and play Jack, the husband of Florence Pugh’s Alice. Little did we know that Wilde was gushing over the fact that Styles will be a part of the film behind the scenes.
January 2021
During Styles’ manager’s wedding, a photo of the duo surfaced the web where we saw Wilde, wearing a stylish long bohemian floral dress and Styles sporting a well-fitted black suit holding hands. Sources say Harry allegedly called Wilde his “girlfriend” all night long, marking a major milestone in their ever-growing relationship.
— v (@ViralMaterial) January 4, 2021
January 2021
After news had broke out about their relationship, the two become less concerned about hiding their affection towards each other. It was rumoured that Wilde’s ex, Sudekis found out about Styles and Wilde’s relationship and had an overly dramatic reaction.
February 2021
As filming for Don’t Worry Darling is nearing its end, Wilde created an Instagram post for her cast members with a special (subliminal) mention of Harry Styles as “relish(ing) the opportunity to allow for the brilliant @florencepugh to hold centre stage”. They were also inseparable on set!
March 2021
Olivia Wilde paid tribute to her beau in a subtle Instagram post when he won best pop solo performance. Wilde posted a photo of icon Paul McCartney to celebrate Styles’ achievement. She also posted a photo of Mick Jagger in an outfit very similar to what Harry wore at the Grammy’s.
If Paul McCartney eating a Watermelon was not enough if a hint? How would Mick Jagger in a leather jacket with no shirt and a scarf will do? This woman is on fire! ❤#HarryStyles #OliviaWilde pic.twitter.com/qZeK12zyWL
— Melody (@MusicalGenre) March 16, 2021
April 2021
At this point, the couple were inseparable. They were spotted having multiple romantic date nights and a whole lot of one-on-one time with each other. At this point in Wilde’s divorce, she and Sudekis were sailing smoothly when it came to their co-parenting transition for both their kids.
July 2021
Olivia had a busy month of travelling. Earlier that month, Jason took the kids to London, where Olivia met them and spent quality time with her children. Then the mother of two jetted off to Italy, where she spent some quality time with Styles and continued their romantic getaway to Porto Ercole.
Even though some may say their brief summer romance will end up as a short fling, we truly believe these two genuinely love each other and have a deep connection.
Stay tuned for further updates!
