Sylvester Stallone Regrets Breaking Up with Wife Jennifer Flavin via FedEx Letter

Sylvester Stallone is opening up about a regretful chapter in his love life, admitting he was a "coward" for ending his relationship with his now-wife, Jennifer Flavin, through a FedEx letter. During a recent interview with Sean Hannity, the Hollywood legend reflected on his 1994 decision, calling it "the most insincere breakup you can get."

Stallone explained that his inability to confront Flavin face-to-face stemmed from his troubled history with relationships. He confessed that a part of him never truly wanted to end things with her. At the time, Flavin shared with People magazine that Stallone had sent her a six-page letter to end their six-year relationship, following rumors of his affair with model Janice Dickinson. Despite wanting to talk things through, Flavin refused to beg for reconciliation.

A year later, the couple rekindled their romance and tied the knot in 1997. Over the years, their marriage has faced challenges, including a brief divorce filing by Flavin in 2022, which was later withdrawn. The pair reconciled and marked their 27th wedding anniversary this past May, celebrating alongside their three daughters, Sophia, Sistine, and Scarlet.

Stallone’s candid reflection highlights the ups and downs of their enduring love story, proving that even Hollywood icons can learn from their mistakes.