Harry Styles and Olivia Wilde's Break Has Reportedly "Been Difficult": "[It's] a Tricky Situation"

Harry Styles and Olivia Wilde are reportedly calling it quits for the time being. On Nov. 18, People reported that multiple sources said the couple is taking a break, with one insider saying Styles is "still touring and is now going abroad" while Wilde "is focusing on her kids and her work in LA. It's a very amicable decision." Another source told the outlet that the pair are "still very close friends," while another added that "right now, they have different priorities that are keeping them apart."

On Nov. 23, another insider gave People more details on the pair's split. "The break has been difficult for Olivia," they said. "They have had some issues, but Olivia thought they were gonna work through it all. She is disappointed. It's just a tricky situation, though."

Wilde and Styles were first spotted holding hands in January 2021 while attending a wedding. "They were affectionate around their friends, held hands, and looked very happy. They have dated for a few weeks," a source told People. The wedding took place shortly after the pair had wrapped production on their psychological thriller, "Don't Worry Darling," which Styles starred in and Wilde costarred in and directed.

Initially, Wilde and Styles managed to keep their relationship relatively private and were only spotted on one romantic stroll in their first year together. "What started out as a close friendship, quickly turned romantic," another source told People in 2021. "Everyone saw it coming. During breaks, he hasn't been able to stay away and visited her trailer."

However, the pair had to endure an intense swath of drama in the buildup to the release of "Don't Worry Darling," which premiered on Sept. 23. Initially, rumors that the film's star, Florence Pugh, and Wilde were in conflict threw the production into the limelight. Those rumors were later exacerbated by various reports concerning everything from pay disparities to whether Shia LaBeouf left or was fired and whether Harry Styles spit on Chris Pine at the Venice Film Festival premiere.

To make matters worse, Wilde's relationship with her ex Jason Sudeikis took an ugly turn when he served her custody papers at CinemaCon in April. Later, a former nanny went to the Daily Mail with claims about their marriage's dissolution, which included an anecdote about Sudeikis lying underneath Wilde's car while she was trying to leave her home to meet Styles (claims the former couple profusely denied).

Of course, their relationship was under intense scrutiny from the start. Fans have been enthralled by Styles's dating history for over a decade, closely following his relationships with numerous models and famous faces, including Caroline Flack in 2011, Taylor Swift in 2012, Georgia Fowler in 2015, Camille Rowe in 2017, and more. Over the years, Styles has also sparked dating rumors with the likes of Kendall Jenner, Emma Ostilly, Cara Delevingne, Kimberly Stewart, and others.

In the past, Wilde was married to filmmaker Tao Ruspoli, who she eloped with when she was 19. After eight years of marriage, the couple parted ways in 2011. Following rumored romances with Bradley Cooper and Justin Timberlake, Wilde began dating Sudeikis in 2011. In 2013, the couple got engaged and welcomed a son, Otis, in 2014, and a daughter, Daisy, in 2016. After nine years together, Wilde and Sudeikis confirmed that they were splitting in November 2020.

Reps for Styles and Wilde did not immediately respond to POPSUGAR's request for comment on their split.