1988: Sylvester Stallone and Jennifer Flavin Meet for the First Time
Flavin, then 19 and a Valley Girl on a friend’s trip to Hollywood, first saw Stallone in a Beverly Hills restaurant. In his early 40s, Stallone had already been married twice and was the father of two kids, Sage and Seargeoh, with his first wife, Sasha Czack.
June 1990: Sylvester Stallone and Jennifer Flavin Walk the Red Carpet Together
It was at a banquet in Los Angeles in 1990 that the pair declared their love for one another to the world. Flavin donned a black gown, black handbag, and long dangling earrings, and Stallone wore a tuxedo and wire-rimmed glasses.
March 14, 1994: Sylvester Stallone Breaks Up With Jennifer Flavin Through a Fedex-ed Letter
Their nearly six-year relationship ended with a letter of breakup mailed by Federal Express from Stallone to Flavin. Flavin told PEOPLE in a 1994 interview, “He gave me a six-page handwritten note, in pen.” “It was rather careless.”
Some days later, Flavin discovered out from her representative at the Elite modeling firm that Stallone had been having an affair with supermodel Janice Dickinson, the real reason he dumped her.
Some people speculated that the baby girl Dickinson had in February was Stallone’s. Like a tonne of bricks, Flavin told PEOPLE, the realization had hit him hard. “I was completely unprepared for this. We discussed starting a family and the timeline for me to become pregnant. Already we were making a list of names we liked, alternating between his and mine.”
Flavin claimed to have cleaned her flat five times to remove all traces of Stallone, including numerous photographs. I was let down,” she told PEOPLE. “Six years is just too long to ignore someone in writing like that. Not that I planned to plead with him or anything. What I needed to do was have a conversation.”
Stallone abandoned his relationship with the supermodel when a paternity test revealed that he was not Dickinson’s biological father.
1995: Sylvester Stallone and Jennifer Flavin Get Back Together
Stallone eventually made his way back to Flavin, who granted him a second opportunity after he learned he was not the father of Dickinson’s newborn girl.
August 27, 1996: Sylvester Stallone and Jennifer Flavin Welcome Their First Baby
In Miami, Florida, Stallone, and Flavin became the proud parents of a daughter, whom they called Sophia Rose Stallone. Growing up as a model, Sophia eventually attended the University of Southern California, where she studied mass media. Sophia expressed her desire to be an entrepreneur to Harper’s Bazaar in 2017.
November 1996: Sylvester Stallone and Jennifer Flavin’s Infant Daughter Gets Heart Surgery
Sophia had to have heart surgery soon after her birth because doctors discovered a hole in her heart. Sophia underwent successful surgery by UCLA Medical Center’s chief of cardiothoracic surgery and director of the heart and heart-lung transplant division, Dr. Hillel Laks, and she is now at home with her parents.
After what must have been a terrifying experience, in 1998 Stallone donated to the Cardiac of a Child Foundation in Los Angeles, which funds studies on congenital heart problems.
May 17, 1997: Sylvester Stallone and Jennifer Flavin Get Married
First, they had a civil ceremony at London’s The Dorchester Hotel, and then they had a chapel service at Blenheim Palace in Oxfordshire. According to a June 1997 issue of PEOPLE, just a small group of relatives and friends attended the wedding, which included Flavin’s sisters Julie and Trisha, Planet Hollywood founder Robert Earl, and the couple’s 9-month-old infant Sophia.
Before Flavin and his wife tied the knot, Flavin’s older brother Patrick told PEOPLE that “[Jennifer] said, “I’m floating on air.” This has made me happier than I ever thought possible. According to her, “Sylvester is absolutely glowing.””
Flavin’s sibling Mitch, despite their tumultuous history, “Upon reuniting, it appeared that they had a clear goal in mind. She is aware that Sly has finally found peace. Actually, he’s ageing as well.”
June 27, 1998: Sylvester Stallone and Jennifer Flavin Welcome Their Second Baby
Stallone and Flavin recently became parents again to a beautiful baby girl, and they’ve called her Sistine Rose. The then-17-year-old Sistine joined IMG Models in 2015 and quickly became a popular model. She met Karl Lagerfeld backstage at her first fashion show, Chanel’s at the Ritz in Paris in December 2016. Saying to Harper’s Bazaar, “I don’t think I’ve ever been so starstruck,” Sistine said she had never felt that way before.
May 25, 2002: Sylvester Stallone and Jennifer Flavin Welcome Their Third Baby
Scarlet Rose Stallone was the third child born to Sylvester Stallone and Linda Flavin. Although she has done some modeling with her older sisters, Scarlet’s athleticism is what sets her apart. Scarlet was already a track and field superstar by the time she reached eighth grade.
October 18, 2012: Jennifer Flavin explains the similarities between Stallone and their daughter Sophia
Flavin told Paris Match in 2012 during an interview and house tour that his daughter Sophia most resembles him.
She, like him, has read practically all of Shakespeare’s works, Flavin noted. “They share a special connection; they act and think similarly. He owes everything to Sophia, his true love.”
November 9, 2015: Sylvester Stallone and Jennifer Flavin hold hands at the AFI Film Festival
At the 2015 AFI Film Festival in Los Angeles, the couple walked the red carpet together.
January 8, 2017: Sylvester Stallone and Jennifer Flavin’s three daughters are Miss Golden Globes
At this year’s Golden Globes, Sistine, Scarlet, and Sophia were privileged to serve as “Miss Golden Globes,” ushering presenters and awardees to and from the stage. Gorgeous black dresses were worn by all three women, yet each woman gave her unique flair to the ensemble.
The three sisters told PEOPLE in 2017 that although Sistine’s style is “chic and edgy,” Scarlet’s is “tomboyish,” and Sophia sticks to traditional, refined looks. As the eldest, Sophia says, “I strive to stay a bit more refined and keep it simple.” I think Sistine is the only one who can pull off that complicated yet edgy rocker vibe.
August 14, 2018: The couple celebrates Flavin’s 50th Birthday Together
Stallone, Flavin, and their three daughters celebrated Flavin’s birthday in the Beverly Hills, California, restaurant Spago. Sistine, Scarlet, and Sophia shone in bright minidresses as the family smiled and posed for pictures.
May 10, 2019: Sylvester Stallone and Jennifer Flavin Celebrate Sophia’s College Graduation
The couple’s oldest daughter graduated from USC, and they celebrated the occasion by attending the commencement ceremony (USC). Stallone shared his joy with his roughly 15 million Instagram followers by uploading a photo of him and Sophia on a special day.
“The University of Southern California graduation ceremony for our daughter SOPHIA!!!! The day was amazing for everyone. Thrilled beyond words!!! @sophiastallone” Stallone wrote the accompanying caption for the photo.
January 25, 2021: Sylvester Stallone and Jennifer Flavin Put Their Mansion on the Market
For $110 million, Stallone and Flavin have listed the Beverly Park mansion that has been in the Stallone family for generations with the Los Angeles real estate agency Hilton & Hyland. According to Forbes, the pair was supposed to be moving from California to Palm Beach, Florida.
May 17, 2022: Sylvester Stallone and Jennifer Flavin Celebrate 25 Years of Marriage
On the occasion of their 25th wedding anniversary, both Stallone and Flavin shared Instagram posts honoring one other.
With the remark, “Happy 25th anniversary to my lovely wife,” Stallone shared a photo carousel of himself and his wife to celebrate their 25th wedding anniversary. I wish there were another 25 years so I could fully express my gratitude to this unselfish, dedicated, patient woman. A heartfelt “thank you, honey!”
Jennifer Flavin filed for divorce from Sylvester Stallone and accused him of hiding marital assets. https://t.co/7SqXV5B0Zl
— VANITY FAIR (@VanityFair) August 24, 2022
Flavin wrote, alongside her photo album, “Happy 25th wedding anniversary to us!” You have kept me laughing, loved me, and protected our wonderful family; I am forever grateful.
She summed up, “Every year, our marriage grows stronger.” And now I eagerly anticipate the remainder of our lives together.
August 19, 2022: Jennifer Flavin Files for Divorce From Sylvester Stallone
He was spotted in late August covering up a tattoo of his wife’s face with one of his dogs Butkus, and rumors began to fly about the state of his marriage to Flavin. Similarly, Flavin captioned an Instagram photo of herself with her daughters, “These girls are my priority, nothing else matters.”
Flavin filed a petition for “dissolution of marriage and other remedies” from Stallone in Palm Beach County, Florida court on August 19, despite an early denial of any problems from a representative.
August 25, 2022: a Source Says Sylvester Stallone And Jennifer Flavin Had “a Lot of Issues” for Years
An insider told PEOPLE the pair had “been unhappy for quite some time” the day after the news of their breakup became public. They “had lots of troubles for years and she had had enough,” the insider said of Flavin and her husband, so it’s not surprising that she decided to file for divorce.
A report on Flavin’s progress after the split was included. A reliable source has assured us that Jen is healthy and well. She believes that getting a divorce is the best option, despite the fact that it is never an easy decision and can be stressful.
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