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From Jessica Simpson to Cameron Diaz: A look at Adam Levine's love life before Behati Prinsloo

Adam Levine's marriage has recently made headlines after Instagram model Sumner Stroh claimed she had a 'physical' affair with the singer in 2021
UPDATED SEP 21, 2022
Adam Levine had a string of affairs with Jessica Simpson and Cameron Diaz before finally getting married to Behati Prinsloo (Paras Griffin, Amy Sussman, Frazer Harrison/Getty Images)
Adam Levine had a string of affairs with Jessica Simpson and Cameron Diaz before finally getting married to Behati Prinsloo (Paras Griffin, Amy Sussman, Frazer Harrison/Getty Images)

LOS ANGELES, CALIFORNIA: The Maroon 5 frontman, Adam Levine, is expecting his third child with wife Behati Prinsloo. Just when the good news hit the shelves, he was accused of having a year-long affair with an Instagram model. The model, Sumner Stroh, explained in a TikTok video that they were dating but they got out of touch for months. The 23-year-old model later claimed that Levine got in touch with her months later asking if he can make his child after her. 

Things spiraled out of hand for the 'Girls Like You' singer when other accusers came forward to expose him further. A series of screenshots continued to show the 43-year-old singer texting various women and sending flirtatious texts all the while he is married to Behati Prinsloo, 34. Since then, a comedian named Maryka and another woman named Alyson Rosef have come forward to accuse the singer of cheating on his wife. The singer has also issued an apology to TMZ saying, "I used poor judgment in speaking with anyone other than my wife in ANY kind of flirtatious manner. I did not have an affair, nevertheless, I crossed the line during a regrettable period of my life." His current position with Prinsloo is unclear amid the cheating allegations. 

READ MORE

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Adam Levine's dating history

Jane Herman

Herman is Levine's young days flame as they dated when the sensational singer was only 18 years old. After dating for good four years, they parted ways in 2001. Maroon 5's debut album 'Songs About Jane' reflected the singer's relationship with Herman with songs like 'This Love', 'She Will Be Loved', and more. Herman is now a "mom, wife, designer, and founder" as per her Instagram bio.



 

Jessica Simpson

Several reports stated back in 2006 that Levine and Jessica Simpson hooked up in January of that year and even spent the night together at the Chateau Marmont Hotel in Los Angeles. Simpson was seen being picked up by her best friend, CaCee Cobb, the morning after. It is also reported that both the parties ended their fling via text, but none of the parties have ever addressed this rumor.

Jessica Simpson attends Create & Cultivate Los Angeles at Rolling Greens Los Angeles on February 22, 2020 in Los Angeles, California.
Levine and Jessica Simpson were rumored to have hooked up in January 2006 (Amy Sussman/Getty Images)

Cameron Diaz

At that time, Chateau Marmont was a clear favorite of the singer as he was seen on a lunch date in May 2009 with the 'The Mask' actress who had recently split up with model Paul Sculfor. Once again, the relationship was never confirmed and the pair eventually parted ways after their outing in Los Angeles. 

Cameron Diaz attends a photocall for
Adam Levine and Cameron Diaz were seen having a lunch date at the Chateau Marmont in May 2009 (Stuart C Wilson/Getty Images)

Angela Bellotte

2009 seemed like a good year of flings for the singer. Right after Diaz, Levine was soon holding hands with model-actress Angela Bellotte, known for 'How To Be Single.' The relationship was considered serious when he was seen on a flight from LAX to New York City in September 2009 with Bellotte. But unfortunately, this flame died soon as well as they broke up less than a year later. 

Actress Angela Bellotte attends the New York premiere of
Adam Levine and model-actress Angela Bellotte were spotted on a flight from Los Angeles to New York City in September 2009 (Dimitrios Kambouris/Getty Images)

Anne Vyalitsyna

This was another relationship that Levine held on to for two years. The singer met the Russian model Vyalitsyna at a Sports Illustrated Swimsuit Issue party in 2010 and they hit it off. SHe even appeared in the music video of Maroon 5’s 2010 hit 'Misery.'  Things seemed serious when Levin performed at the Victoria’s Secret Fashion Show in November 2011 and did not hesitate in showing love to his girlfriend as he kissed her on the cheek.



 

But they ended things in April 2012 as Vyalitsyna's rep told People, "Adam and I have decided to separate in an amicable and supportive manner. We still love and respect each other as friends. I wish him all the best." However, at the time Levine's rep told Us Weekly that Vyalitsyna did not tell him about the breakup and left him blindsided. The rep said, "It was a cheap shot. Anne didn't want it to look like he broke up with her. Adam's heartbroken. He wasn't even fully sure they were really broken up."

Behati Prinsloo

After he split from Vyalitsyna, he was seen warming up to another Victoria’s Secret model, Behati Prinsloo, as they were seen kissing in Hawaii in May 2012. After a short break in April 2013 where Levine was seen with model Nina Agdal, they got back together. For Levine and Prinsloo, this was it. They tied the knot in July 2014 and welcomed two daughters - Dusty Rose and Gio Grace, in September 2016 and February 2018. They are now expecting their third child and the accusations against the singer keep piling up. Previously, Levine has denied dating Paris Hilton, Kirsten Dunst, and Natalie Portman. 

(L-R) Behati Prinsloo and Adam Levine attend the Baby2Baby 10-Year Gala presented by Paul Mitchell on November 13, 2021 in West Hollywood, California.
Adam Levine and Behati Prinsloo married in Mexico in July 2014 and welcomed two daughters, Dusty Rose and Gio Grace, in September 2016 and February 2018 (Amy Sussman/Getty Images for Baby2Baby)
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