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A Timeline of Sylvester Stallone and Jennifer Flavin’s 25-Year Marriage
by
emily weaver
Getty / Amy Sussman
Sylvester Stallone and Jennifer Flavin are never ones to sugar coat things, even when it pertains to personal matters within their relationship and family life. The pair – who has a 23-year age gap – first met in the late ’80s. Albeit by 1994, Stallone’s bachelor lifestyle drove them to call it quits. Stallone and Flavin eventually rekindled the flame and went on to wed in 1997. They’re proud parents to three daughters: Sophia, Sistine, and Scarlet Stallone, all whom have the same middle name, “Rose.”
While the “Creed” star’s bustling career kept him away from home for long periods of time, he believes waiting to settle down until his 50s actually set him up for success. “I make a much better father and husband now than I could have earlier . . . I sometimes think all men should wait till they’re 50 to settle down,” Stallone said in a 2007 interview with Women’s Day, as reported by People. “You figure out that it’s not your work and successes that count, but the kind of life you make for yourself and the people who know you.”
In 2022, Stallone and Flavin’s marriage was put through the wringer, and they even dabbled with the idea of divorce for a few months. Talking with USA Today, Stallone explained much of the blame had fallen on his busy work schedule, which has caused martial and familial strain. “We have a beautiful family that now comes first. Whereas before, it was always strained by me going away for months and months at a time. That’s now been put on the back backburner,” Stallone told the outlet.
After much communication, the couple was able to reconcile. “My wife is a magnificent: a wonderful, super-attentive woman and a great mother,” Stallone added. “She’s a great companion. So I’m a very lucky man.” Get the full scoop on Stallone and Flavin’s decades-long relationship ahead.
Getty / Ron Galella
1988: Sylvester Stallone and Jennifer Flavin Begin Dating
The couple first crossed paths in 1988 at a West Hollywood restaurant, according to People. Stallone was 42 years old and a two-time divorcé (he was married to Sasha Czack from 1974-1984 and Brigitte Nielsen from 1985-1987). Flavin, meanwhile, was a 19-year-old model from San Fernando Valley, CA.
“I’d come over, and we’d watch a movie, cook dinner, goof around with the dog or walk on the beach,” Flavin told People in 1994, describing the early days of their relationship. The pair made their red carpet debut as a couple in 1990.
Getty / Jim Smeal
March 1994: Sylvester Stallone Breaks Up With Jennifer Flavin Via a Letter
Flavin was dumped by the “Rocky” star via a hand-delivered FedEx letter in March 1994. She was gearing up to join Stallone in Florida, where he was filming “The Specialist.” When Stallone begged her to delay her visit, she chalked it up to nerves; however, Flavin soon discovered her boyfriend was being joined by model Janice Dickinson and her newborn daughter, who was rumored to be Stallone’s child.
In a 1994 interview with People, Flavin said she “cried a lot” and was “disappointed” with the way Stallone handled their breakup. “You can’t just write somebody off in a letter after six years. 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 said. “And I cleaned my apartment about five times. I had so many pictures and things to get rid of.”
Getty / Ron Galella / Ron Galella, Ltd.
May 1997: Sylvester Stallone and Jennifer Flavin Get Married
Stallone and Flavin exchanged nuptials in a civil ceremony at London’s The Dorchester Hotel. They were joined by a very small group of friends and family for an intimate chapel ceremony at Blenheim Palace in Oxfordshire, People reported at the time. In a statement obtained by People, Stallone said, “I have had two great things happen to me in the past year: the birth of our beautiful daughter Sophia Rose and now my marriage to Jennifer, who is a great mother and I know will be a wonderful wife.”
Getty / Steve Granitz
May 2022: Sylvester Stallone and Jennifer Flavin Celebrate 25 Years of Marriage
May 2022 marked the couple’s 25th wedding anniversary. Stallone celebrated the milestone with a heartfelt tribute to his wife on Instagram. “Happy 25th anniversary to my amazing wife,” the actor captioned a slideshow of family photos from over the years. “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! Thank you sweetheart!”
Getty / Antony Jones / Stringer
August 2022: Jennifer Flavin Files For Divorce From Sylvester Stallone
In August 2022, it was rumored that the Hollywood couple was headed to splitsville. People confirmed the news and reported that it was Flavin who was filing a petition “for dissolution of marriage and other relief.”
“I’m sad to announce that after 25 years of marriage I have filed for divorce from my husband Sylvester Stallone,” she told the outlet at the time. “While we will no longer be married, I will always cherish the more than 30-year relationship that we shared, and I know we are both committed to our beautiful daughters. I ask for privacy for our family as we amicably move forward.”
Getty / Paul Morigi
September 2022: Sylvester Stallone and Jennifer Flavin Reconcile
A month later, in September 2022, the couple requested for the judge to abate their divorce proceedings on account of reconciliation. “They decided to meet back up at home, where they talked and were able to work out their differences,” Stallone’s rep told Page Six. “They are both extremely happy.”
In an interview with the Sunday Times, the “Rambo” star described the past few months as “a very tumultuous time.” “There was a reawakening of what was more valuable than anything, which is my love for my family. It takes precedence over my work, and that was a hard lesson to learn,” he told the publication.
