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Meg Ryan and John Mellencamp, 2013 | Source: Getty Images
Meg Ryan and John Mellencamp, 2013 | Source: Getty Images

Meg Ryan’s Ex-fiancé John Mellencamp Gushes over New Love at 71 after Admitting Being a Bad Partner to Actress

Junie Sihlangu
Sep 09, 2023
03:00 P.M.
  • Meg Ryan dated John Mellencamp on and off for around ten years, and they even got engaged.
  • Besides the singer blaming himself for their break up, something else played a part in their relationship's conclusion.
  • Now Mellencamp's got a new girlfriend who just recently lost her husband and is not much older than his first child.
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In January 2011, reports revealed that Meg Ryan and John Mellencamp were in a relationship after the pair were spotted holding hands while shopping in New York. The actress and the rock singer also bonded on Martha's Vineyard.

A witness who saw them at New York's Gourmet Garage said they appeared happy and at ease with each other. The source noted how Ryan usually visited the store on her own or with her daughter, and when she was seen with Mellencamp, they thought he was her husband.

John Mellencamp leaves the "Late Show With David Letterman" taping on June 5, 2013, in New York City | Source: Getty Images

John Mellencamp leaves the "Late Show With David Letterman" taping on June 5, 2013, in New York City | Source: Getty Images

The insider said the "Proof of Life" actress and the singer-songwriter seemed "like an old married couple." A different source revealed that the pair had been dating for around seven weeks when they were seen after Mellencamp announced in December 2010 that he and his wife, Elaine, were separating.

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Elaine Irwin Mellencamp and John Mellencamp at the afterparty celebration of Paul Newman's Hole in the Wall Camps on October 21, 2010, in New York City | Source: Getty Images

Elaine Irwin Mellencamp and John Mellencamp at the afterparty celebration of Paul Newman's Hole in the Wall Camps on October 21, 2010, in New York City | Source: Getty Images

The musician was married three times and fathered five children, while the actress was married once to Dennis Quaid for ten years and welcomed their son, Jack Henry, before separating in 2001. Ryan is also a parent to daughter Daisy True, whom she adopted in 2006 from China.

John Mellencamp poses with his daughters Michele, Teddi Jo, and Justice, and his wife, Victoria Mellencamp in 1987 | Source: Getty Images

John Mellencamp poses with his daughters Michele, Teddi Jo, and Justice, and his wife, Victoria Mellencamp in 1987 | Source: Getty Images

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Speaking to "Today" in December 2018 about the progression of his relationship with the actress, Mellencamp confessed that they were engaged after being together for ten years. The "No Better Than This" singer said it took so long for them to get engaged because he is challenging to get along with.

Even though Ryan and the rock singer took a decade before deciding they wanted to get married, that didn't prevent their relationship from falling apart. After breaking up, Mellencamp revealed how his ex-fiancée felt about him.

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What Caused Meg and John to Break Up?

During a June 2023 interview with Esquire, Mellencamp spoke about his relationship with Ryan, noting how they started dating after coming out of their shells. One of the things they chose to do at the time was to be independent by doing things for themselves instead of getting others to do them.

John Mellencamp on season 19 of "Watch What Happens Live With Andy Cohen" on November 16, 2022 | Source: Getty Images

John Mellencamp on season 19 of "Watch What Happens Live With Andy Cohen" on November 16, 2022 | Source: Getty Images

However, it was an uphill battle as they needed to learn how to do things like check themselves out of hotels. At one point, they visited a grocery store and were asked for their credit card to pay, and when they handed it over, the cashier told them they had to put it into a machine.

Meg Ryan and John Mellencamp seen in Tribeca on June 24, 2013, in New York City | Source: Getty Images

Meg Ryan and John Mellencamp seen in Tribeca on June 24, 2013, in New York City | Source: Getty Images

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The two stars didn't know what happened after that and laughed so hard at how "stupid" they felt that they cried. The musician believed Ryan eventually learned how to do these everyday things while he learned nothing, and even though it was years after their relationship concluded, Mellencamp shared:

"I love Meg Ryan. I went with her for ten years. She doesn't love me so much."

Meg Ryan and John Mellencamp at the Taormina Filmfest on June 20, 2013, in Taormina, Italy | Source: Getty Images

Meg Ryan and John Mellencamp at the Taormina Filmfest on June 20, 2013, in Taormina, Italy | Source: Getty Images

The rock singer described the actress as a "great girl" before admitting he was a bad boyfriend. The musician and Ryan ended their relationship in August 2014, mainly due to long distance, before the former moved on to date Christie Brinkley.

John Mellencamp at Meet the Creators at Apple Store Soho on June 3, 2013, in New York City | Source: Getty Images

John Mellencamp at Meet the Creators at Apple Store Soho on June 3, 2013, in New York City | Source: Getty Images

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It seemed he and the actress would never reconcile until they were seen together in April 2018. At the time, the pair was seen shopping on a rainy SoHo, Manhattan day before their engagement that same year, and despite Mellencamp telling Howard Stern on his SiriusXM show in 2017:

"I loved Meg Ryan. She hates me to death. . . I think it's because I'm a child."

John Mellencamp and Meg Ryan seen on the streets of Manhattan, New York City, on December 3, 2018 | Source: Getty Images

John Mellencamp and Meg Ryan seen on the streets of Manhattan, New York City, on December 3, 2018 | Source: Getty Images

Ryan's ex admitted to griping, throwing fits, complaining, and being moody. The star said anything a guy could be was who he was before noting how the actress wanted nothing to do with him, and he couldn't blame her.

The event was held at Los Angeles' Unincorporated Life, and the new couple was seen bonding while standing on a street corner.

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John Mellencamp, Meg Ryan, and Jack Quaid at a game at Madison Square Garden on December 25, 2017, in New York City | Source: Getty Images

John Mellencamp, Meg Ryan, and Jack Quaid at a game at Madison Square Garden on December 25, 2017, in New York City | Source: Getty Images

Despite everything negative he said about himself, Mellencamp still found love again. However, his new woman is not much older than his firstborn child.

Who Is John's Current Partner?

Mellencamp graduated high school before eloping with his pregnant girlfriend, Priscilla Esterline. At 19, he became a first-time father when they welcomed their daughter, Michelle, six months later. The duo divorced in 1981.

John Mellencamp on season 19 of "Watch What Happens Live With Andy Cohen" on November 16, 2022 | Source: Getty Images

John Mellencamp on season 19 of "Watch What Happens Live With Andy Cohen" on November 16, 2022 | Source: Getty Images

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In 2017, he revealed how he never cared about his image but only about his family and children. In August 2023, the artist confessed to dating multimillionaire socialite Kristin Kehrberg, Richard "Dick" Tarlow's widow.

Kristin Kehrberg and Dick Tarlow at the Midsummer Night Drinks event to benefit God's Love We Deliver on June 9, 2018, in Watermill, New York | Source: Getty Images

Kristin Kehrberg and Dick Tarlow at the Midsummer Night Drinks event to benefit God's Love We Deliver on June 9, 2018, in Watermill, New York | Source: Getty Images

The star revealed that he and Kehrberg, six years older than Michelle, 51, met "unexpectedly" when she was with friends and walked into his New York apartment. The rock star said Kehrberg, 57, didn't know he'd be there and he was not expecting her.

Kristin Kehrberg at the Patrick Demarchelier Exhibit Fashion Week kick-off party at Christie's Auction House on September 9, 2015, in New York City | Source: Getty Images

Kristin Kehrberg at the Patrick Demarchelier Exhibit Fashion Week kick-off party at Christie's Auction House on September 9, 2015, in New York City | Source: Getty Images

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After meeting, they started dating, and they've never left each other's side since. Although they've only been together for around seven months, the "Jack & Diane" singer feels they are well matched as she's "never" gotten mad at him, something he laughs about in disbelief. But he credits her "high threshold for tolerance" for it.

John Mellencamp onstage during the 37th Annual Rock & Roll Hall of Fame Induction Ceremony on November 5, 2022, in Los Angeles, California | Source: Getty Images

John Mellencamp onstage during the 37th Annual Rock & Roll Hall of Fame Induction Ceremony on November 5, 2022, in Los Angeles, California | Source: Getty Images

The widow, a mother to two sons, has been easing into Mellencamp's family life as well. In August 2023, she was seen cuddling the 71-year-old singer outside his granddaughter's Slate's fashion show at Los Angeles' Unincorporated Life,

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The new couple was seen bonding while standing on a street corner. The duo, who seemed to be making it work despite their significant age gap, hugged and chatted for a while before parting ways.

In his Esquire interview, Mellencamp revealed he wished to live until 80, which is some 10 years to go. Ryan's former lover asked the interviewer if they knew how fast ten years go by for him and that ten summers are short.

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