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‘Coward’ Sylvester Stallone regrets breaking up with wife Jennifer Flavin in 1994 via FedEx letter

Hollywood star Sylvester Stallone has opened up about his regret that he once ended a relationship in the most brutal of ways.

Sylvester Stallone and Jennifer Flavin open up about their relationship

Sylvester Stallone admitted it was cowardly to send now-wife Jennifer Flavin a break-up letter via FedEx back in 1994.

Stallone, 78, and Flavin, 56, sat down with Sean Hannity for the first episode of his new Fox Nation series, Sean, discussing everything from the actor’s most iconic roles to their love story and brief split.

“Who FedExs a break-up letter?” Hannity asked, to which the Rocky star replied, “A coward does.”

“That’s the most insincere break-up you can get,” Stallone continued. “You can’t even say… you put it down in words ‘cause you don’t have the guts to do it face-to-face.”

Sylvester Stallone opens up about her marriage to Jennifer Flavin in a new podcast.
Sylvester Stallone opens up about her marriage to Jennifer Flavin in a new podcast.
Flavin also appeared on the podcast alongside her husband.
Flavin also appeared on the podcast alongside her husband.

Stallone said he took the easier approach because he knew deep down that he “didn’t want” to break up and would have crumbled in person.

The Rambo actor explained that he had never experienced healthy relationships — familial or romantic — at the time, and didn’t know how to effectively communicate.

Stallone met the then-19-year-old model Flavin in 1988.
Stallone met the then-19-year-old model Flavin in 1988.

“In my profession — or my life, I should say — the way I’ve been structured is… my history with relationships is an abomination,” he said.

“I was raised in an incredibly dysfunctional family. No love. No pat. No handshake… I got the s—t beat [out of me].”

Stallone explained that his rocky upbringing helped him professionally because he understands “hardship,” “rejection” and “fear” — but it did the opposite for his love life.

Despite the odds, he was able to work things out with Flavin.

“I couldn’t live without her,” Stallone gushed. “I mean, she is my everything. My sun and my moon. Everything.”

The couple have now been married for 27 years. Picture: David Becker / GETTY IMAGES NORTH AMERICA / Getty Images
The couple have now been married for 27 years. Picture: David Becker / GETTY IMAGES NORTH AMERICA / Getty Images

Stallone met the then-19-year-old model in 1988 but they didn’t go public with their romance until two years later.

However, in 1994, their relationship came to a crashing halt after Flavin received a “sloppy” “six-page handwritten letter” in the mail.

“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 told People at the time.

Although it wasn’t mentioned in the message, Flavin later discovered that Stallone had been having an affair with supermodel Janice Dickinson.

“It hit me like a ton of bricks,” she said of Stallone’s infidelity.

This article originally appeared in Page Six and was reproduced with permission

Originally published as ‘Coward’ Sylvester Stallone regrets breaking up with wife Jennifer Flavin in 1994 via FedEx letter

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