True love

Sylvester Stallone admits one romantic regret about marrying Jennifer Flavin


The couple has been married for 29 years


Jennifer Flavin and Sylvester Stallone in Midtown in New York City© GC Images
Maria LoretoSenior Writer
SEPTEMBER 29, 2026 4:34 PM EDT

Sylvester Stallone is opening up about his marriage to Jennifer Flavin. He has almost no regrets when it comes to their marriage, but he does have one romantic note. 

Sylvester Stallone turns 80 as the passion he's kept hidden for decades is finally on display© Pool ARNAL/GARCIA/PICOT
Sylvester Stallone at the Cannes film festival in 1993

In a talk with Tracy Smith for CBS Sunday Morning, Stallone shared his one "do-over" for any situation in his life. He picked his marriage to Flavin. 

“I wish I’d married my wife about eight years earlier,” Stallone said. “I was like such an idiot, procrastinating. Because you know, I’m still actually learning about relationships that bad.”

“Uh, so I regret that. And I’m sorry, baby,” he added, looking at Flavin. 

Jennifer Flavin and Sylvester Stallone in Midtown in New York City© GC Images
Jennifer Flavin and Sylvester Stallone in Midtown in New York City

Stallone noted the failed relationships in his life, including his dynamic with his parents. Over the years, Stallone has opened up about his parents, who were both very ambitious. Stallone has said that his parents likely saw him as an obstacle. 

“So a lot of people that have these issues, it’s not your fault. You know, it’s just the way you evolve it," he said. 

In an interview with The New York Times, Stallone shared the one tender moment he can remember with his father. "I’ll never forget, I was maybe 9 years old, and he would have me take care of his horses. We were coming back from the barn. He’s driving, and I fell asleep. So he put my head on his knee and his hands on my head. I never got over that. I went, Wow, that’s what it feels like. Just a simple stroking of your child’s hair. But that was it. It was one and done," he said. 

Stallone and Flavin's marriage

TODAY - Season 72© GettyImages
Sylvester Stallone and Jennifer Flavin share three daughters

Stallone and Flavin met in 1988, dating for six years before they broke up. The couple got back together years later, getting married in 1997. In 2022, Flavin filed for divorce, but the two reconciled a few months later, with the paperwork dismissed.
The pair share three daughters: Sophia Rose, 30, Sistine Rose, 28, and Scarlet Rose, 24.

Stallone has two sons from his marriage with the late actress Sasha Czack: Seargeoh, 44, and Sage.

Sage died in 2012 from coronary artery disease. He was 36 years old. 

Sylvester Stallone, Jennifer Flavin© GettyImages
The two have been together on and off since the late '80s