Sylvester Stallone Broke Up With the Love of his Life via Letter

Sylvester Stallone’s Wife is 22 years younger than him. The couple has been married for 23 years. But their love story didn’t have the perfect start. In 1974, when Sylvester Stallone was 28, he married photographer Sasha Czack. Together they had 2 sons, Sage and Seargeoh. The marriage lasted 10 years, and in 1985 the couple got divorced.

Almost a year later, Stallone married model and actress Brigitte Nielsen. Their marriage lasted for only two years.


In 1988, twice-divorced Sylvester Stallone met Jennifer Flavin. He was 41 at that time, and Jennifer was only 19. They met in a Beverly Hills restaurant and started dating. They started living together soon. Their relationship was going fine. But In 1994, Stallone suddenly ended their relationship via letter. He sent her a 6-page letter dumping her after more than 5 years together. Jennifer was devastated when she received that letter.

“I cried a lot. I called all my friends“.

“I cleaned my apartment about 5 times. I had so many pictures and things to get rid of”.

She was very disappointed with the way Stallone broke up.

“You can’t just write somebody off in a letter after almost 6 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 wanted to know the reason behind the break-up. Later she got to know that Stallone was having an affair with model Janice Dickinson. Janice gave birth to a daughter in 1994 that Stallone though was his. Later a DNA test proved that Stallone wasn’t the father of Janice Dickinson’s child. So Stallone broke up with Janice. He went on to date several other models after that. He even got engaged to Angie Everhart, but his relationships didn’t last long.


In 1995, Jennifer and Sylvester got back together. They welcomed their first daughter Sophia in 1996 and got married in 1997. In 1997, Stallone said: “ I have had 2 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”.

The couple has been inseparable ever since then. They went on to have two more children together and are still married happily after 23 years.

Ricardo is a freelance writer specialized in politics. He is with from the beginning and helps it grow. Email: richardorland4[at]