Olivia Wilde and Harry Styles have a huge age difference. But that certainly wasn’t stopping them from making out in Italy! The stunning couple was attached at the hip during their excursion in Italy, which included a serious make-out session on a yacht in Monte Argentario.

Harry Styles was first seen “Falling” for director Olivia Wilde back in January. One month later, Olivia was spotted, bags in tow, leaving her ex-fiancé, Jason Sudeikis’ house and moving in with the British heartthrob.

The relationship seemed strong. But Olivia is nearly a decade older than Harry. Although the world has become more progressive about age differences, there are some fans who are still a bit shocked, especially because she’s older than he is.

In 2021, Olivia’s 36 and Harry’s 27 doesn’t seem like a crazy combo, especially since dozens of similar couples have gotten screen time on prime-time TV. Now that cougar-cub relationships are normalized, Harry and Olivia don’t seem as unusual. On TLC’s 90 Day Fiancé52-year-old Stephanie snatched up 27-year-old Ryan, a match made in heaven that turned quite a few heads at first. Kris Jenner, 65, is also shacking up with a younger guy, and her “cub” is 25 years younger!

Neither Olivia nor Harry seem to care about the age difference. It’s his “humility and grace,” according to Olivia Wilde, that drew the mom of two to the former One Direction singer. Together, they worked on Don’t Worry Darling, Harry as the male lead, Florence Pugh as the female lead, and Olivia as the director.

In an Instagram post from February, Olivia Wilde explained that “most male actors don’t want to play supporting roles in female-led films. The industry has raised them to believe it lessens their power (i.e financial value) to accept these roles, which is one of the reasons it’s so hard to get financing for movies focusing on female stories.”

Is the Harry Style and Olivia Wilde age gap too big? The "Don't Worry Darling" director sheds light on why Harry is so perfect for her!
Is the Harry Style and Olivia Wilde age gap too big? The “Don’t Worry Darling” director sheds light on why Harry is so perfect for her! Photo Credit: Olivia/Instagram

The female-written, female-directed, and female-led film, Don’t Worry Darling, centers on a housewife in the 1950s living in a utopian experimental community. Harry took the role, despite society’s perception of leading males who support leading females.  

“No joke, it is harrrrrd to find actors who recognize why it might be worth it to allow for a woman to hold the spotlight,” Olivia continued in her Instagram post. “Enter: @harrystyles, our “Jack.” Not only did he relish the opportunity to allow for the brilliant @florencepugh to hold center stage as our “Alice”, but he infused every scene with a nuanced sense of humanity. He didn’t have to join our circus, but he jumped on board with humility and grace, and blew us away every day with his talent, warmth, and ability to drive backwards.”

Olivia is star-struck by Harry Styles’ ability to support a woman in the spotlight. The two have continued their romance, even after wrapping Don’t Worry Darling, and recent snapshots show a relationship that is stronger than ever.

In Italy, the duo donned swim trunks and embraced a lot on a yacht, where they spent an afternoon drinking wine and swimming in Italy’s beautiful blue water. The excursion came after Harry wrapped filming his recent movie, My Policeman, in England.

Olivia took advantage of that break, escaping her drama with Jason, and enjoyed a romantic boat ride with Harry. She may be a mom of two. But Olivia knows to have fun, adult-style.