How Many Times Has The Singer Been Married?

The "Crumblin' Down vocalist still has an eye for beautiful and talented women. In 2015 (while Meg Ryan and John Mellencamp were "on a break), he dated supermodel Christie Brinkley. The "Parks and Rec" alum toldPeople that Mellencamp was "kind of a throwback from another time, like a silent cowboy." Alas, the star of the

The "Crumblin' Down” vocalist still has an eye for beautiful and talented women. In 2015 (while Meg Ryan and John Mellencamp were "on a break”), he dated supermodel Christie Brinkley. The "Parks and Rec" alum told People that Mellencamp was "kind of a throwback from another time, like a silent cowboy." Alas, the star of the "Uptown Girl" video and the "Small Town" boy weren't the perfect match, and the couple split on good terms about a year later. 

Following that, Mellencamp dated two more lovely California women, both introduced by his daughter, Teddi. According to People, in 2020, Mellencamp did some quarantining in his Indiana home with Hollywood nurse and celebrity skin expert Jamie Sherrill. That relationship was over soon after the ball dropped on New Year's Eve 2021. Then, the Heartland rock star took up with realtor and Santa Barbara native Natasha Barrett (per Page Six). Photographers snapped the pair getting cozy over Memorial Day weekend 2021 in Malibu, but the couple didn't make it through Labor Day.

In a 2017 profile with CBS Sunday Morning, the youthful musician acknowledged he is keenly aware that life holds no guarantees, saying, "I can see the finish line from here. I only have so many summers left, and I intend not to waste them being old." With five children, several grandchildren, and his wild partying days way behind him, when it comes to settling down, John Mellencamp just might be singing a different tune these days. 

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