This story, originally titled, “Here’s The Latest On Those Harry Styles And Olivia Wilde Engagement Rumors,” was updated on 05/19/2022 to reflect the latest updates on Harry Styles & his comments re: Olivia Wilde on The Howard Stern Show.
Back in January 2021, Harry Styles and Olivia Wilde surprised fans by becoming much more than co-workers. Since then, the “As It Was” singer, 28, and Booksmart director, 38, have been going strong after meeting on the set of the film Don’t Worry Darling, which stars Styles, is directed by Wilde and will be released in September 2022.
While the couple are both notoriously tight-lipped when it comes to their relationship, the “Adore You” hitmaker just sat down for an interview with Howard Stern this week—and the radio host didn’t hold back as he questioned Styles all about Wilde, his upcoming album Harry’s House, and more.
After Stern asked Styles if he had ever fallen in love on a movie set, the former One Direction heartthrob replied, “Oh wow, how to answer this question?” He added, “I had a wonderful experience being directed by Olivia. I think there is something that obviously…acting is kind of very uncomfortable at times. I think you have to trust a lot.” And he didn’t stop there! “Being able to trust your director is a gift,” Styles stressed. “That was very helpful and it really meant for kind of a really nice experience working on that movie.”
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Styles dropped by The Howard Stern Show set in New York City mainly to promote his upcoming record, Harry’s House out May 20th, and was asked about suggestive lyrics on “Cinema,” one of his newest tracks. Stern described it as a “real love song,” and its lyrics include the following line in question: “If you’re getting yourself wet for me, I guess you’re all mine.”
Stern then said, “You met your present girlfriend [Wilde], she was directing you in a movie. And you are in love. Clearly, from this I can see this is real love…When you write a song like this about your girlfriend, do you take it to her and say, ‘Listen to this baby. I wrote this about you?’ How do you present it to her?” Styles then described his songwriting process (without any further details regarding Wilde).
“When I write songs, they kind of start out just, I guess, mine,” he said. “I think it’s important to write from what you’re going through at the time and trying to turn life into what you make. I guess it’s like, the most you can kind of capture a moment is kind of being true to that.”
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Last month, fans theorized online that the couple wasengaged thanks to a report from the popular Instagram celebrity gossip account, Deuxmoi. (The page owner frequently answers fan questions and reports what other insiders have revealed regarding specific celebrities and events). During an April Q&A, a fan asked if the owner of the account believed Styles and Wilde are currently engaged. They responded, “Yes.”
Another follower, in disbelief, claimed that the Deuxmoi owner was just trying to “stir the pot,” which they adamantly denied. The owner wrote, “I’m not stirring the pot […] I think there is a high probability that they are [engaged]. But guys!! I’ve been saying for literal months that they are VERY serious and no one ever wants to believe me.”
Styles, who just played two weekend sets at Coachella and Wilde, who was spotted in the audience cheering him on, have yet to comment on the rumors. The two made their first public appearance as a couple while holding hands early last year at Styles’ manager Jeffrey Azoff’s wedding. Since then, multiple insiders have reportedly told outlets that the two are simply “very happy” together, with others suggesting that they are becoming even more serious.
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A source reportedly told at the time of their first sighting that the two felt instant sparks while working together on their film. “Harry and Olivia had chemistry almost instantaneously on set,” they said, “It was only a matter of time before they got together.” Months later, Styles embarked on his 2021 Love On Tour and fans noticed Wilde in the crowd, singing and dancing along at multiple show stops and concerts. The two were photographed on countless other dates and engaging in PDA soon after.
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Wilde shares 2 children with her ex-fiance and partner of 9 years, Ted Lasso star Jason Sudeikis, 46, including son Otis, 8, and daughter Daisy, 5. Styles has never previously been married, but dated French model Camille Rowe for one year (and she is said to have inspired his 2019 record, Fine Line). The “Watermelon Sugar” singer is set to release his third album this week, and fans are undoubtedly looking forward to seeing if there are any more lyrical hints toward his relationship with Wilde.
