KEY POINTS

  • Olivia Wilde and Harry Styles are rumored to be dating
  • Wilde was in a relationship with Jason Sudeikis before
  • Styles dated Taylor Swift and Caroline Flack in the past

OIivia Wilde and Harry Styles sparked dating rumors after the two were seen holding hands together. Are they really dating and who is the richer celebrity between the two?

Wilde was previously involved with Jason Sudeikis. They have two children together. Wilde announced her split with her longtime partner sometime in 2020, per People. On the other hand, Styles dated several high profile women before, including Taylor Swift, Caroline Flack and Kendall Jenner, among others. While it seems that the new couple caught the fans off guard, those close to them already saw it coming.

Wilde and Styles worked before in a film directed and starred by the actress herself entitled “Don't Worry Darling.” Even though the former One Direction member was not the original choice for the role since it was supposed to be for Shia LeBouf, Wilde expressed her delight upon knowing Styles’ commitment to the project. The actress has admired Styles’ fashion and brand of confidence in the past as well.

“I hope that this brand of confidence as a male that Harry has—truly devoid of any traces of toxic masculinity—is indicative of his generation and therefore the future of the world,” she said in an interview with Vogue.

Olivia Wilde Before things got serious with Eva Mendes, Ryan Gosling had a brief fling with Olivia Wilde during Spring 2011. While Gosling was in Cincinnati filming “The Ides of March,” the actor took Wilde to a Mexican restaurant downtown for a “cute, friendly brunch,” a source told People magazine at the time. Clearly, the pair’s brief fling is over, now with Gosling dating Mendes and Wilde dating SNL’s Jason Sudeikis. Photo: REUTERS

Styles’ sexuality has been a constant subject in the rumor mill for years. His flamboyant image and personal choice in fashion sparked discussions on tabloid pages. However, the artist did not see the need to explain his sexuality or identify his sexual orientation to the general public. 

When it comes to personal wealth, the Redditch, Worcestershire, England native enjoys a big advantage. The 26-year-old has a net worth of around $100 million, per Celebrity Net Worth. After being a part of the very successful boy band One Direction, Styles embarked on a solo career in 2016 amid the group’s hiatus. Since then, he has launched his own record label, starred in Christopher Nolan’s film “Dunkirk” and modeled several brands such as Gucci. 

On the other hand, the 36-year-old actress has a reported fortune of around $20 million, according to a separate Celebrity Net Worth report. Wilde is known for starring on the TV show “House.” She also appeared in several movies such as "Tron: Legacy," "The Change-Up," and "Cowboys & Aliens," among others. The New York City native was also featured in the music videos of Dashboard Confessional, Drake and Red Hot Chili Peppers. As a movie director, she helmed several short films before making “Don’t Worry Darling.”