Photo: Jason Merritt/Term / Getty Images

Adam Levine and Behati Prinsloo share quite the romantic history.

The two have been together for 10 years, and married for eight, throughout which time they have frequently documented their romance very publicly, including via a music video for Maroon 5. The pair also share two young daughters, Dusty Rose and Gio Grace Levine, and have one more on the way.

But in the past decade, the two have also gone through some ups and downs, including a breakup and a makeup, and as of this week, allegations of infidelity.

Ahead, see highlights from the eventful relationship between the singer and the supermodel.

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September 19-20, 2022: Levine is outed for multiple online affairs.

Less than two weeks after the news broke of Prinsloo’s third pregnancy, influencer Sumner Stroh posts a TikTok video where she claims to have had a year-long affair with Levine. She shares screenshots (and later a screen recording) showing the suggestive direct messages she received from the Maroon 5 singer over the course of several months via Instagram.

“Essentially, I was having an affair with a man who’s married to a Victoria’s Secret model,” Stroh says in the now-viral TikTok clip. “At the time, I was young, I was naive—and quite frankly, I feel exploited.”

Levine addresses the influencer’s claims the following day—explicitly acknowledging their messages, but denying they had an affair. “I used poor judgment in speaking with anyone other than my wife in any kind of flirtatious manner,” he says in an Instagram Story. “I did not have an affair. Nevertheless, I crossed a line during a regrettable period of my life. In certain instances it became inappropriate.”

The singer adds that he’s been “proactive” about working through these issues with Prinsloo. “My wife and my family [are] all I care about in this world,” Levine says. “To be this naive and stupid enough to risk the only thing that truly matters to me was the greatest mistake I could ever make. I will never make it again. I take full responsibility. We will get through it and we will get through it together.”

Photo: Adam Levine / Instagram

Since Stroh’s breakthrough video, however, two more women have come forward on social media to allege that Levine has been privately messaging them. In two since-deleted green-screen videos on TikTok, influencer Alyson Rosef reveals a handful of direct messages Levine purportedly sent to her on Instagram, including one from him that reads, “I shouldn’t be talking to you you know [that] right.”

Rosef adds in one of the clips that there are “a lot more” messages she had received from the Maroon 5 singer that were also “not appropriate,” but she “didn’t feel comfortable posting everything.”

Comedian Maryka exposes Levine further on her Instagram Stories with screenshots revealing additional (and more recent) flirtatious messages from the singer. “I’m now obsessed with you,” he allegedly tells her in one of the messages. “Dude aren’t you like married,” the comedian appears to write back, to which Levine responds, “Yes but it’s a bit complicated. Stuff gets hard and the vid thing didn’t help. I might get away.”

Prinsloo has yet to publicly address all the claims.

September 3, 2022: They are expecting a third child.

Prinsloo confirms rumors of another pregnancy, debuting her third baby bump in a silk floral midi dress while out on a lunch date with Levine in Santa Barbara.

December 21, 2022: They take a steamy trip to Miami.

The pair celebrate their joint tequila brand, Calirosa, with a couple’s getaway to the sunshine state. Prinsloo shares a steamy photo dump of the two from the trip on Instagram. “Miami on film part 1,” she captions the post.

Related article: Adam Levine Confirms Wife Behati Prinsloo’s Pregnancy In The Most Adorable Way

The two launched their tequila brand in partnership with the Real family back in July 2021. “I’m proud to announce the moment is finally here!” Levine wrote on Instagram at the time. “Calirosa Tequila is more than a partnership. It’s a bridge between two families in the hopes of bringing something truly special into the marketplace to be enjoyed for generations to come. Salud!!!!!!!”

November 10, 2021: Prinsloo reveals they want a big family.

The supermodel reveals to Entertainment Tonight that she and Levine have tentative plans to expand their family. “We always knew we wanted a second one. So I think for me … when I had two babies under the age of two, I was just like, ‘Don’t even think about it!'” she tells the outlet, adding, “I do also want five kids.”

“We’re leaving it up to fate and just what happens,” Prinsloo adds. “What will happen, will happen. So there are no limits to it.”

April 6, 2021: They match in tie-dye as a family.

The Maroon 5 singer shares an adorable photo of him, Prinsloo, and their two daughters in coordinated pink tie-dye outfits on Instagram. “Girls just wanna have fun 💅🏻,” he writes in the caption.

Related article: Behati Prinsloo Shares An Update On Her First Three Weeks Of Motherhood

February 14, 2021: Prinsloo commemorates Levine on Valentine’s Day.

The supermodel gushes over her husband on Instagram, writing, “Everyday is ❤️ day with you @adamlevine you’re so cool, you’re so cool, you’re so cool!”

June 21, 2019: Prinsloo calls Levine her rock.

The supermodel opens up about her struggles with postpartum depression in an interview with USA Today, and says that Levine’s support made all the difference. “I had moments of postpartum after our first baby that I felt like it was coming through. But my husband was so incredibly supportive and always got me out of it,” she tells the newspaper. “I think it’s very normal, though, as a young mom and a new mom to feel helpless and to feel overly emotional, you know. I think I got lucky not to have it to an extreme case, but you can see yourself spiraling.”

March 22, 2019: They get steamy on Levine’s 40th birthday.

Prinsloo celebrates her husband on Instagram on his milestone of a birthday. “40 is just a number, but it looks damn good on you,” she captions a black-and-white shot of her and her husband laying out on the beach. “I wake up every morning more in love with you….happy birthday to my WHOLE LIFE. You’re so cool you’re so cool you’re so cool.”

December 24, 2018: Prinsloo talks family plans with Levine.

In an exclusive Us Weekly interview, the supermodel spills intimate details about her relationship and family life with the singer, including their plans for more children together and Levine’s role as a dad. “He loves one-on-one time with [our daughters], so he takes Dusty to coffee every morning,” she tells the outlet. “He’s a very hands-on dad. It’s awesome. I’m lucky.”

Of expanding their family together down the line, Prinsloo adds, “I think I eventually want it. I definitely would want to try for a boy, but if I have all girls, I’ll be happy. I definitely want these two to grow up a little more and experience the two of them together before I do another one, but I think there are more in the future for sure.”

May 30, 2018: Levine features Prinsloo and their daughters in a music video.

The supermodel makes a cameo with daughter Dusty Rose in the Maroon 5 singer’s “Girls Like You” music video, which features and celebrates strong women. The three hug and dance in the sweet video.

Related article: All The Badass Women Who Have Cameos In Maroon 5’s New Music Video

February 15, 2018: They welcome their second child.

Prinsloo gives birth to her and Levine’s second child and daughter, Gio Grace, in mid-February. A week later, the supermodel shares an adorable photo of the newborn’s feet on Instagram. “She’s got her dads toes,” she writes.

September 21, 2016: They welcome their first child.

Following reports from March that the two are expecting their first child together, Prinsloo and Levine welcome Dusty Rose Levine, their eldest child and daughter, at the end of September.

July 19, 2014: They tie the knot in Mexico.

After two years together, the pair officially wed in Flora Farms in Cabo San Lucas, Mexico. Their destination wedding consists of 300 guests, and the service is officiated by longtime friend Jonah Hill.

The two jet off to South Africa for their honeymoon later in the summer.

June 23, 2014: Levine opens up about his proposal.

During an appearance on Live! With Kelly & Michael, the Maroon 5 singer gets real about the humbling and nerve-wracking moment that was his proposal to Prinsloo. “It doesn’t matter how certain you think you are. You still get down on that knee, and you get woozy, and you’re like, ‘I’m doing this, oh my god,'” he says. “I’m a confident person, but I got on that knee and everything changed immediately. I lost my equilibrium. I had to get on the other one.”

April 26, 2014: Levine gushes over Prinsloo.

“She makes me the best person I can be,” Levine affectionately says of Prinsloo during the Chanel closing party of New York City’s Tribeca Film Festival. “She’s the best in the world.”

Musician Adam Levine and Model Behati Prinsloo
Photo: Bryan Bedder / Getty Images

November 13, 2013: Levine cheers on Prinsloo at the Victoria’s Secret Fashion Show.

The singer supports Prinsloo at her Victoria’s Secret Fashion Show—proudly cheering her on as she enters and struts down the runway, and blowing her kisses from the front row.

Related article: Behati Prinsloo Will Make Her Victoria’s Secret Catwalk Return This Year

Photo: Jamie McCarthy / Getty Images

July 17, 2013: They reunite and get engaged.

Following a short-lived split in May—during which Levine was briefly linked to Sports Illustrated model Nina Agdalnew sources confirm that the pair are back together, stronger than ever, and also officially engaged. Levine “realized he really does love her, and she was the one. They are in love,” an insider tells Us Weekly.

October 24, 2012: They make their first public appearance.

The pair make their official public debut as a couple at the GQ‘s Gentlemen’s Ball in New York City in coordinated black ensembles. ‘They seemed very cozy at dinner, cuddling up a few times,” an onlooker also reveals.

June 14, 2012: They are spotted in Hawaii.

In their first-ever appearance together, Levine and Prinsloo are caught packing on the PDA in Hawaii—just two months after Levine’s split from Prinsloo’s close friend and fellow Victoria’s Secret model, Anne Vyalitsyna, whom the singer dated for two years. “Behati always had a crush on Adam,” an insider says, “and she was a little jealous of Anne.”

This article originally appeared on Harper’s BAZAAR US.