Sean Penn’s Relationship With Ex-Wife, Madonna, Married Within Six Months, Filed For Divorce Twice

Sean Penn is one of the most beloved actors and filmmakers in Hollywood. He made his debut back in the ‘70s when he appeared in a small role in the hit television series, Little House on the Prairie. He started his film career with the 1981 action drama, Taps. Following this, he landed a number of leading-man roles, which permanently solidified his footing in the film industry. Some of Sean’s most notable works include State of Grace (1990), Dead Man Walking (1995), She’s So Lovely (1997), All The King’s Men (2006), and more. After finding huge success on the big screen, Sean Penn returned to television and has continued to do so in recent years.  

It is worth noting that during his time in the industry, Sean Penn’s private life has also experienced its fair share of highs and lows, similar to his acting career. At the moment, his dating life has been creating significant buzz after he and his girlfriend, Veleria Nicov, who is 35 years younger than him, were spotted outside shopping in Santa Monica, California on January 14, 2026. However, before dating her, Sean had three marriages with high-profile women, including one with singer-songwriter, Madonna. If you are interested in knowing more about their relationship, keep on reading! 

Sean Penn and Madonna tied the knot just six months after their first meet 

Sean Penn and Madonna

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