Before settling down with Victoria's Secret model Behati Prinsloo, Maroon 5 frontman Adam Levine earned a reputation as one of Hollywood's most prominent bachelors. His romantic trail spans decades, featuring high-profile relationships with musicians, tennis stars, and an endless roster of runway models.
Love him or roll your eyes at his past bravado, Levine's journey through the spotlight shaped much of his early music and pop-culture persona. Let's trace the full spectrum of his public relationships, from his pre-fame muse to the stability he found later in life.
The Pre-Fame Muse: Jane Herman (1997–2001)
Long before arena tours and chart-topping hits, Levine was in a four-year relationship with writer and former Vogue editor Jane Herman.
This relationship proved foundational to Maroon 5's career. Herman served as the direct inspiration for the band's breakout multi-platinum debut album, Songs About Jane. When the relationship dissolved right as the band entered the studio, Levine channeled that raw emotional turbulence into tracks like "This Love" and "Harder to Breathe". It's safe to say that without this specific romance, the trajectory of modern pop-rock might look entirely different.
Early Stardom Flings: Tennis Stars and Pop Icons (2004–2006)
As Maroon 5 skyrocketed to fame, Levine's romantic footprint expanded into the upper echelons of celebrity culture.
- Jessica Simpson: In 2004, gossip columns linked Levine to Jessica Simpson following rumored late-night sightings at the Chateau Marmont. Though heavily publicized, neither party formally mapped out the details of the fling, which coincided with the unraveling of Simpson's marriage to Nick Lachey.
- Maria Sharapova: In 2005, Levine had a brief, highly publicized relationship with tennis champion Maria Sharapova. The pairing lasted only a short time, but it solidified Levine's status as a fixture in tabloid headlines.
The Cocktail Waitress and the Late-2000s Era
Between 2006 and 2009, Levine stepped slightly outside the traditional Hollywood circle by dating cocktail waitress Rebecca Ginos, whom he met in Los Angeles.
During this period, he was also casually linked to actress Cameron Diaz after the two were spotted sharing a lunch date in 2009. Levine's openness about his romantic life during these years began fueling a specific public archetype—part rock star, part unabashed romantic. In interviews from that era, he openly admitted to an appreciation for women that translated into a fast-paced dating life.
The Victoria's Secret Era: Anne Vyalitsyna (2010–2012)
Levine's preference for runway models became glaringly apparent when he began dating Russian supermodel Anne Vyalitsyna. The couple met at a Sports Illustrated swimsuit issue party in 2010 and stayed together for roughly two years.
Vyalitsyna even embedded herself into Levine's professional life, appearing on stage during fashion shows where Maroon 5 performed and starring in the music video for "Never Gonna Leave This Bed". When they split in the spring of 2012, Vyalitsyna handled the breakup amicably, telling people she would care for him forever, though Levine quickly pivoted to the next chapter of his life.
Enter Behati Prinsloo: Breakups, Makeups, and Marriage
Shortly after parting ways with Vyalitsyna, Levine crossed paths with Namibian model Behati Prinsloo. What followed was a rocky, headline-grabbing courtship that tested both of them.
The 2013 Intermission
Though Levine and Prinsloo connected in mid-2012, the relationship hit a wall in early 2013. During this brief separation, Levine was linked to Gossip Girl actress Amanda Setton and briefly dated Sports Illustrated model Nina Agdal.
The detour didn't last. Levine realized his dynamic with Prinsloo was different from his past romances. He quickly called off his brief flings, reconnected with Prinsloo, and proposed.
Settling Down
The couple married in Mexico in July 2014. Over the following years, they welcomed daughters Dusty Rose and Gio Grace, transforming Levine from a transient tabloid staple into a dedicated family man. While subsequent years brought occasional public turbulence, Levine and Prinsloo have maintained their marriage through shifting cultural landscapes.
For further context on his musical roots, you can explore Billboard charts or read historical retrospectives on Rolling Stone.
Frequently Asked Questions
Did Adam Levine date anyone famous before Maroon 5 got famous?
Yes. His most notable pre-fame relationship was with Jane Herman, lasting from 1997 to 2001. She inspired the lyrical content of Maroon 5's debut album, Songs About Jane.
How long did Adam Levine date Anne Vyalitsyna?
Adam Levine and Russian supermodel Anne Vyalitsyna dated for roughly two years, from 2010 to 2012, before amicably parting ways.
When did Adam Levine marry Behati Prinsloo?
Adam Levine married Victoria's Secret model Behati Prinsloo in July 2014 during a ceremony in Los Cabos, Mexico, after dating on and off for two years.
Why did Adam Levine have a reputation for dating models?
Levine frequently gravitated toward high-fashion and swimsuit models throughout the late 2000s and early 2010s. He frequently spoke candidly in press interviews about his admiration for women, which kept his personal life centered in celebrity gossip columns.
