Harry Styles and Olivia Wilde are still going strong after more than a year together.
The 38-year-old director and the 28-year-old singer met on the set of their movie Don’t Worry Darling in September 2020. They went public as a couple in January 2021 when they went to a wedding together.
A close friend at first, their relationship quickly turned romantic, a source told PEOPLE at the time. “Everyone saw it coming. He hasn’t been able to stay away from her trailer during breaks.”
In February 2021, a source told PEOPLE that the couple seemed “very serious” and that they spent “all their time together” on the set of Don’t Worry, Darling.
The actress’s source also said, “She is also very happy with Harry.” An insider told PEOPLE that Wilde and her fiancé of seven years, Jason Sudeikis, broke up at the beginning of 2020.
Here’s everything you need to know about Harry Styles and Olivia Wilde’s relationship, from their on-set chemistry to their PDA-filled vacation.
Scroll down to remember how Styles and Wilde met and fell in love:
Olivia Wilde gives the first look at Florence Pugh in her movie with boyfriend Harry Styles, Don’t Worry, Darling.
September 2020
Styles was cast as Pugh’s husband in Don’t Worry, Darling. Shia LaBeouf was replaced by the musician. Wilde fired LaBeouf from the role because he was said to have fought with the cast and crew.
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Jan. 20, 2021
When they went to Styles’ manager Jeffrey Azoff’s wedding in California together, they were seen holding hands.
A source told Us that during his wedding speech, the former member of One Direction called Wilde his “girlfriend.”
Jan. 20, 2021
After they made their relationship public for the first time, the two were seen going back to Styles’ home in Los Angeles.
January 2021
Styles and Wilde went for a walk in Santa Barbara, California, to show off their new relationship. In January 2021, photos were taken of the actor reaching out to Wilde’s waist as they walked together.
Feb. 20, 2021
As filming for Don’t Worry, Darling was coming to an end, the New Yorker went on social media to praise her cast.
In February 2021, Wilde wrote on Instagram, “It’s a little-known fact that most male actors don’t want to play supporting roles in movies led by women.”
“The industry has taught them that taking on these roles makes them less powerful (in terms of money), which is one reason why it’s so hard to get money for movies about women. It’s not a joke: it’s hard to find actors who understand why it might be worth it to give the spotlight to a woman.
She then said, “Enter: @harrystyles, our “Jack.” Not only did he love the chance to let the brilliant @florencepugh take the spotlight as our “Alice,” but he also gave every scene a nuanced sense of humanity.
He didn’t have to join our circus, but he did so with humility and grace. Every day, his talent, kindness, and ability to drive backward blew us away. #dontworrydarling.”
The two of them were also in a cast photo together.
March 2021
After her boyfriend won Best Pop Solo Performance at the 2021 Grammys, the director gave him a quiet shout-out.
Wilde posted a picture of Paul McCartney taking a big bite out of a slice of watermelon that looked like a Polaroid. This was a nod to Styles’ song “Watermelon Sugar.” Wilde put an emoji of raised hands in the caption of the Instagram post.
April 2021
A source told Us that Harry and Olivia have been spending time in London. “She has been living with him. They’re trying to keep a low profile and go places that aren’t too busy.
Olivia Wilde says that Harry Styles’ steamy scenes with his “My Policeman” co-star Emma Corrin don’t bother her because Corrin is “confident.”
In May 2021
Styles was cast with Emma Corrin in the movie My Policeman, and fans went crazy when they saw PDA-filled photos from the set. But someone who knew Wilde told us that he didn’t care at all.
“Harry’s relationship with Emma in front of the camera doesn’t bother Olivia. The source said in May 2021, “This isn’t the first time she’s been in a relationship and had to deal with her partner kissing other actresses.”
“If anything, she’s excited about his part in the movie and thinks he’s doing a great job. Plus, she’s sure that their relationship will last because it’s going so well.”
July 2021
“Olivia is really into Harry,” a source told Us exclusively after the two were seen holding hands and kissing while on vacation in Italy.
“He really makes her happy. He seems to have brought out a silly side in her. The fact that they don’t hide their relationship from the public is what makes it work. They don’t care who sees them putting on the PDA.
July 2021
A source told Us that Olivia and Harry’s relationship is easy because they love and support each other but also let each other be free and work on their own.
The insider also said that Wilde and Styles have been “constantly talking to each other when they’re not together” because they are working on different projects for their jobs.
“They both respect each other’s work and don’t want to get in each other’s way,” said the source.
September 2021
On September 4, 2021, Wilde was seen at Styles’ concert in Las Vegas, filming and dancing to her boyfriend’s music.
December 2021
On December 5, the director was seen running errands in Los Angeles while wearing a black sweatshirt from Styles’ cosmetics company. The “Pleasing” logo was written across the chest of the hoodie.
Jan. 20, 2022
“Watching now, of course,” Wilde wrote in an Instagram comment after Styles’ Eternals co-star Gemma Chan posted behind-the-scenes photos of her and the singer in their MCU superhero costumes.
April 2022
When Styles released “As It Was,” the first single from his third album, fans were quick to look for clues in the lyrics. Some listeners thought the line “Leave America, two kids follow her” in the bridge was about Otis and Daisy. They thought it was a hint at his relationship with Wilde.
Styles told SiriusXM’s The Morning Mash Up that the song came from the fact that he was “really happy at the moment,” which helped him write good songs. He said, “I feel like it’s the first time I’m making music and putting music out from a real place of personal freedom.”
April 2022
A few minutes before Styles went on stage at Coachella on April 15, fans saw Wilde walking through the crowd.
During his main set, the rock star played some of his most famous songs, two songs that hadn’t been released yet, and a surprise duet with Shania Twain.
May 2022
The two were seen taking a walk in Italy before Harry’s House, Styles’ third album, came out. An insider told Us that “Olivia and Harry love going to Italy together.” “This is their favorite place to relax and spend time together.
They both love everything about it, from the food to the people to the buildings. Before he goes back on tour, they are looking forward to spending a lot of quality time together.
May 2022
Styles said during an appearance on SiriusXM’s The Howard Stern Show, “I had a great time being directed by Olivia.” “Sometimes acting is a little weird. You have to have a lot of faith. It’s a gift to be able to trust your director, so that was very useful.
May 2022
” Wilde wrote on an Instagram Story clip of a scene from 2018’s Cold War set to Styles’ “Music for a Sushi Restaurant.” On May 20, 2022, the song came out on his album Harry’s House.
May 2022
A source told Us that Wilde and Styles were still going strong, even though their work schedules kept them apart. “They’re not worried about spending time apart, and it makes them more attractive when they get back together,” a source said. “Both of them are sure of what the future holds for them and are looking forward to it.”
The couple has also found ways to spend time together even when the “As It Was” singer is on tour. “Harry is happy about his tour but sad that it will keep him away from Olivia for a while,” said the source.
“But she’ll come to a few of the gigs, and when she needs a break, they plan to take fun little trips to different cities.”
June 2022
Styles was asked on the “Spout” podcast to explain the Harry’s House song “Cinema,” which is about not feeling “cool” enough for your partner and is often thought to be about Oscar Wilde.
When the host said they couldn’t think of anyone who would be “too cool” for someone like Styles, the singer said, “We are all human.” “I think it’s like when you first start to like someone. Do I have the right idea? He seemed to be talking about his current relationship with Wilde when he said this.
The show then showed a part of Styles’ interview with Stern from May 2022. In that interview, Stern asked the “Golden” singer what it was like to “fall in love” on a movie set.
“I had a great time being directed by Olivia,” Styles said with some caution. “It’s a gift to be able to trust your boss.”
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August 2022
In April 2022, when Wilde went to CinemaCon to promote her movie Don’t Worry, Darling, which stars Styles, Sudeikis served her with custody papers in public.
An insider told Us at the time that Sudeikis “would never agree” to Wilde being served in “such an inappropriate way.” He also didn’t want her to be served in front of their children or at Styles’ house.
“I didn’t want service to happen at Olivia’s current boyfriend’s house because Otis and Daisy might be there,” Sudeikis wrote in the paperwork that the Daily Mail got in August. “I didn’t want the service to happen at the school where the kids went because parents might be there.”
Since then, Wilde has filed her own custody petition. She says that Sudeikis’s legal moves were “outrageous” and meant to make her look bad in public.