Inside Sylvester Stallone & Jennifer Flavin's marriage as they DIVORCE

A VERY ‘Rocky’ relationship: As Sylvester Stallone’s wife Jennifer Flavin files for DIVORCE after 25 years, FEMAIL lays bare the wild ups and downs that led to their split, from their 22-YEAR age gap to his affair with Janice Dickinson

  • The couple – who have an 22-year age gap – first met in the late ’80s when she 19 and he was 42, and they started dating soon after; however, the pair was plagued with problems in their romance from early on
  • In 1994, Stallone, now 76, left Flavin, now 54, heartbroken when he reveled that he had cheated on her with supermodel Dickinson in a shocking, handwritten letter
  • It was even believed that Janice had become pregnant with his daughter, however, after DNA tests proved that he was not the father, he eventually returned to Flavin
  • She forgave the Rocky star, and the two became husband and wife in 1996. They welcomed three daughters over the years, all of which have gone on to launch their own impressive careers as models and actresses
  • But now, their romance was seemed to have fractured once again. As the former model files for divorce from the Hollywood heartthrob, FEMAIL has recapped their entire love story from start to finish
  • From how they met and fell in love when she was just a teen to his previous affair, here’s a complete timeline of Stallone and Flavin’s rollercoaster romance – which was filled with ups and downs across the span of 25 years

It’s over. Sylvester Stallone’s wife of 25 years, Jennifer Flavin, has filed for a divorce from the actor, after spending more than two decades as husband and wife.

In explosive court documents obtained by DailyMail.com, it was revealed that Flavin, 54, has accused the highly acclaimed movie star, 76, of hiding their ‘marital assets’ from her while requesting for a divorce on Friday.

She claimed that Stallone ‘engaged in the intentional dissipation, depletion, and/or waste of marital assets which has had an adverse economic impact on the marital estate,’ per the docs, adding, ‘Moreover, [Stallone] should be enjoined from, selling, transferring, assigning, encumbering, or dissipating any assets during the pendency of proceedings.’

Flavin, who took Stallone’s last name when they wed but is now seeking to restore her maiden name, wrote that the ‘marriage between the parties is irretrievably broken.’ 

It’s over. Sylvester Stallone’s wife of 25 years, Jennifer Flavin, has filed for a divorce from the actor, after spending more than two decades as husband and wife 

In explosive court documents obtained by DailyMail.com, it was revealed that Flavin, 54, has accused the highly acclaimed movie star, 76, of hiding their ‘marital assets’ from her while requesting for a divorce on Friday. They are seen in 2016

As the former model, who co-owns the beauty company Serious Skin Care, files for divorce from the Hollywood heartthrob, FEMAIL has recapped their entire love story from start to finish. They are seen with their three daughters 

The couple – who have an 22-year age gap – first met in the late ’80s and started dating soon after; however, the pair was plagued with problems in their romance from early on.

From how they met and fell in love when she was just a teen to his previous affair, here’s a complete timeline of Stallone and Flavin’s rollercoaster romance – which was filled with ups and downs across the span of 25 years 

In 1994, Stallone left his then-girlfriend heartbroken when he reveled that he had cheated on her with supermodel Janice Dickinson in a shocking letter.

It was even believed that Janice had become pregnant with his daughter, however, after DNA tests proved he was not the father, he returned to Flavin.

She forgave the star – who is best known for his role in the boxing film series Rocky, but has also starred in movies like Rambo, Creed, Cobra, Tango and Cash, Cliffhanger, Demolition Man, and The Specialist – and the two became husband and wife in 1996.

They welcomed three daughters together over the years, all of which have gone on to launch their own impressive careers as models and actresses. However, now, their romance was seemed to have fractured once again. 

As the former model, who co-owns the beauty company Serious Skin Care, files for divorce from the Hollywood heartthrob, FEMAIL has recapped their entire love story from start to finish.

From how they met and fell in love when she was just a teen to his previous affair, here’s a complete timeline of Stallone and Flavin’s rollercoaster romance – which was filled with ups and downs across the span of 25 years.

The beginning years: How the couple met and fell in love despite a 22-year age gap

Stallone and Flavin first met in 1988 – when Flavin was 19 and he was 41. It’s been said that she was enjoying an outing with a friend when she crossed paths with Stallone at a restaurant in Beverly Hills. They are seen early on in their relationship

At that time, the actor was in the height of his career and had already been married twice – first to Sasha Czack from 1974 to 1985 and second to Brigitte Nielsen from 1985 to 1987. He is seen with Jennifer near the start of their romance

While it’s unclear how their romance blossomed, the two made their debut as a couple in later that year, while attending a Los Angeles gala arm-in-arm (pictured)


The duo quickly became a Hollywood power couple, often going to premieres and parties together, and putting their love on full display on numerous occasions. They are seen left in 1991 and right in 1997

Stallone and Flavin first met in 1988 – when Flavin was 19 and he was 41. It’s been said that she was enjoying an outing with a friend when she crossed paths with Stallone at a restaurant in Beverly Hills.

At that time, the actor was in the height of his career and had already been married twice – first to Sasha Czack from 1974 to 1985 and second to Brigitte Nielsen from 1985 to 1987; he was also already the father to two sons, named Sage and Seargeoh, from his first wife. 

While it’s unclear how their romance blossomed, the two made their debut as a couple in later that year, while attending a Los Angeles gala arm-in-arm; Stallone and Flavin looked like the epitome of a happy couple as they arrived to the event side-by-side.

The duo quickly became a Hollywood power couple, often going to premieres and parties together, and putting their love on full display on numerous occasions. 

The affair: How Stallone broke Flavin’s heart by cheating on her

However, in 1994, things took a shocking turn when Stallone suddenly dumped Flavin via a letter that her mailed to her. In it, he revealed that he had cheated on her with Janice Dickinson, who he is seen with above in July 1994

The model explained that she wished he had spoken to her about it in person rather than sending her a note, adding, ‘It’s not like I was going to try to beg him to come back to me or anything. I just wanted to talk.’ Stallone is seen with Dickinson in 1994 

However, in 1994, things took a shocking turn when Stallone suddenly dumped Flavin via a letter that her mailed to her. In it, he revealed that he had cheated on her with Dickinson, who was dating actor Michael Birnbaum at the time.

‘He sent me a six-page handwritten letter, in pen. It was pretty sloppy,’ she later told People magazine of his breakup note. ‘I was disappointed. You can’t just write somebody off in a letter after six years.’

The model explained that she wished he had spoken to her about it in person rather than sending her a note, adding, ‘It’s not like I was going to try to beg him to come back to me or anything. I just wanted to talk.’

She told the outlet that it ‘hit her like a ton of bricks’ and that it completely took her by surprise. 

Flavin (pictured with Stallone in 1997) told the outlet that it ‘hit her like a ton of bricks’ and that it completely took her by surprise


‘I had no idea this was going to happen,’ Flavin (pictured in 1997 with Stallone) continued. ‘We talked about having children, about when I was going to get pregnant. We were already picking names, marking down names that he liked and I liked’

Dickinson became pregnant soon after the affair. And while she said she strongly ‘felt the child was his,’ after her daughter, named Savannah, was born in February 1994, a paternity test proved that he was not the father. Stallone and Dickinson are seen with Savannah after her birth

‘I had no idea this was going to happen,’ she continued. ‘We talked about us having children, about when I was going to get pregnant. We were already picking names, marking down names that he liked and I liked.’

Dickinson later spoke out about the affair in her 2002 book, No Lifeguard on Duty, revealing that things hadn’t been going well with her boyfriend Michael for ‘some time.’

She wrote that she soon ‘came clean’ about Stallone to him, which led to her and Michael splitting; and when she found out she was pregnant a week later, she believed the baby was Stallone’s. 

‘I called Sly and went over to see him. We had supper and made love … Then I told him I was pregnant,’ she recalled.

While she wrote that she strongly ‘felt the child was his,’ after her daughter, named Savannah, was born in February 1994, a paternity test proved that he was not the father. 

The reconciliation: How the pair moved past it and became husband and wife

Despite the affair, Stallone and Flavin got back together one year later, in 1995, after his brief romance with Angie Everhart came to an end

They went on to welcome their first child together, named Sophia Rose Stallone, in 1996. They are seen with Sophia after her birth

Despite the affair, Stallone and Flavin got back together one year later, in 1995, after his brief romance with Angie Everhart came to an end. They went on to welcome their first child together, named Sophia Rose Stallone, in 1996.

However, the couple was faced with heartbreak when it was revealed that their daughter had a hole in her heard shortly after her birth. After being rushed into emergency surgery, the baby thankfully made a full recovery. 

The couple officially became husband and wife months later, tying the knot with a super low-key civil ceremony at The Dorchester Hotel in London, followed by a chapel ceremony at Blenheim Palace in Oxfordshire. People reported that only a dozen close friends and family members were in attendance.

And afterwards, Flavin said she was well aware of Stallone’s reputation as a playboy, but added that she felt confident that their marriage was going to last.

‘I’m not naïve about what may go on when I’m not around – he’s a 45-year-old man – I can’t change the way he is,’ she admitted to the outlet at the time.

The couple (seen at the wedding) officially became husband and wife months later, tying the knot with a super low-key civil ceremony at The Dorchester Hotel in London, followed by a chapel ceremony at Blenheim Palace in Oxfordshire

Flavin said she was well aware of Stallone’s reputation as a playboy, telling People, ‘I’m not naïve about what may go on when I’m not around – he’s a 45-year-old man – I can’t change the way he is.’ She is seen with Stallone in 2001

‘Still, he’s not a cheating dog every day of the week. We spend five out of seven nights together, so I don’t know where he’d find the time.’

Flavin’s older brother, Mitch, also told People: ‘When they got back together it seemed they knew what they wanted. She knows that Sly is pretty much settled down. He’s getting older too, you know.’

They went on to welcome two more daughters together, Sistine Rose in 1998 and Scarlet Rose in 2002. 

Stallone couldn’t speak higher of Flavin in 2010, stating in an interview, ‘It took me 19 years to realize she’s always right. I realized that women have a knack, at least Jennifer, for making incredibly erudite, wise, smart decisions. I always leap without looking. She always looks and never leaps.

‘She’s incredibly safe. So now finally, I say: “Honey, you make all the decisions. Done, done, done. I trust you.” I never had that before. Ever.’

In 2012, the business woman opened up about her daughters’ relationship with their father, revealing that Sophia – who currently attends the University of Southern California and is a budding model and social media star, racking up more than one million followers on Instagram – was the one who reminded her most of the movie star.

‘Still, he’s not a cheating dog every day of the week. We spend five out of seven nights together, so I don’t know where he’d find the time,’ she added. The pair is seen in 2001

They went on to welcome two more daughters together, Sistine Rose in 1998 and Scarlet Rose in 2002. They are seen with their three daughters in 2008

‘Like him, she has read nearly all of Shakespeare’s books,’ she told Paris Match. ‘They have a very special bond, they think alike and even have the same gestures. Sophia is the love of his life.’

In 2012, the business woman opened up about her daughters’ relationship with their father, revealing that Sophia was the one who reminded her most of the movie star. He is seen with his wife and daughters in 2014

Both Sistine and Scarlet are actresses, with Sistine starring in movies like 47 Meters Down: Uncaged and Midnight in the Switchgrass, and Scarlet appearing in the movie Reach Me.

In January 2021, news hit the web that the pair was putting their long-time family home in Beverly Park, Los Angeles, on the market for $110 million so that they could move to Palm Beach, Florida, instead. 

The couple celebrated their 25th wedding anniversary in May 2022, and both took to social media to share touching tributes to one another.

‘Happy 25th anniversary to my amazing wife. There is not enough words to describe what this incredibly selfless, dedicated, patient, woman has meant to our lives and I only wish they could be another 25!’ the Rocky star gushed. ‘Thank you sweetheart!’

For her part, Flavin wrote, ‘Happy 25th wedding anniversary to us! Thank you for always keeping me laughing, loving and protecting our beautiful family! Our marriage keeps getting better every year! I can’t wait to spend the rest of our lives together.’

The split: Why they ultimately decided to end their 25-year marriage

However, by early August 2022, there seemed to be trouble in paradise, as Flavin shared an ambiguous post to Instagram stating that her girls were now her ‘priority.’ She wrote: ‘These girls are my priority, nothing else matter. The four of us forever’


Days later, Stallone fueled the rumors that something had gone wrong when he covered up his tattoo of Flavin’s face, which is located on his right bicep with a tattoo of his dog, Butkus. His arm is seen before (left) and after (right) the change 

He claimed that he only decided to replace the original tat after it became botched during a re-touch up. ‘Mr. Stallone intended to refresh the tattoo of his wife, however the results were unsatisfactory and, unfortunately, unfixable,’ his rep said

Days later, news hit the web that the two were divorcing, which Stallone confirmed in a statement to Closer Weekly. He said, ‘I love my family. We are amicably and privately addressing these personal issues.’ The former couple is seen in 2019

 



In docs obtained by DailyMail.com, Flavin claimed that Stallone ‘engaged in the intentional dissipation, depletion, and/or waste of marital assets which has had an adverse economic impact on the marital estate’

However, by early August 2022, there seemed to be trouble in paradise, as Flavin shared an ambiguous post to Instagram stating that her girls were now her ‘priority.’

‘These girls are my priority, nothing else matters,’ she captioned the cryptic post, which showed her posing with her three daughters. ‘The four of us forever #truth #family #forever.’

Days later, Stallone fueled the rumors that something had gone wrong when he covered up his tattoo of Flavin’s face, which is located on his right bicep.

Instead, he had a photo of his dog, Butkus, inked onto his arm; however, he claimed at the time that he only decided to replace the original tat after it became botched during a re-touch up. 

‘Mr. Stallone intended to refresh the tattoo image of his wife, Jennifer, however the results were unsatisfactory and, unfortunately, unfixable,’ his rep said. ‘As a result, he had to cover the original image with a tattoo of his dog from Rocky, Butkus.’

Days later, news hit the web that the two were divorcing, which Stallone confirmed in a statement to Closer Weekly.

‘I love my family. We are amicably and privately addressing these personal issues,’ he said.

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