Sylvester Stallone and Jennifer Flavin have been together for as long as we can remember, but there was once a time when they’d broken things off. Actually, Stallone broke things off in a pretty impersonal way. Sitting with Sean Hannity for the first episode of Fox Nation‘s new long-form interview show, Sean, Stallone and Flavin shared how he broke up with his future wife by mailing her a letter – via FedEx!
Sylvester Stallone called his actions that of a ‘coward’
In the interview, Sylvester Stallone confirmed that he had, in fact, mailed Jennifer Flavin a breakup letter after six years of dating. “That’s the most insincere breakup you can get,” he admitted to Sean Hannity.
Reflecting on his actions, the actor called himself a “coward” for not speaking with Flavin and expressing his feelings directly, saying, “You put it down in words ’cause you don’t have the guts to do it face to face.”
Stallone explained that part of the reason he was unable to have the difficult conversation with his now-wife was because “a part of me didn’t want to” break things off. When stating why he did it, the actor referred to his “history with relationships,” which he called “an abomination.”
Of course, he came around and realized the mistake he’d made. The two got back together, and Stallone remains totally enamored with Flavin. “I mean I couldn’t live without her,” he gushed. “I mean she is my everything. My sun and my moon. Everything.”
Jennifer Flavin needed to know why
In 1994, shortly after Sylvester Stallone mailed the letter to Jennifer Flavin, she shared the experience in an interview.
“He sent me a six-page handwritten letter, in pen. It was pretty sloppy,” she explained, adding, “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.”
Originally, Flavin couldn’t understand why Stallone break things off after such a long time, but eventually the truth came to light. It turns out he’d been having an affair with supermodel Janice Dickinson.
From a rocky relationship to a strong one filled with love
Despite all that happened, Sylvester Stallone and Jennifer Flavin got back together the following year. Things must’ve been going well, as they tied the knot just two years later, in 1997. They then had three daughters together: Sophia, Sistine and and Scarlet.
Like every relationship, things weren’t always perfect. The couple struggled with a rocky period that resulted in Flavin filing for divorce in 2022. However, just a month later, she reversed the filing, as they worked on their problems and rekindled their love for one another.
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Today, Sylvester Stallone and Jennifer Flavin are as strong as ever.