View gallery Image Credit: WireImage Actor Sean Penn has found love many times with some of Hollywood's most famous ladies. And although he is most known for his roles in hit films like Milk, I Am Sam, and The Interpreter, Sean has also been the leading man in his three ex-wives' lives. Keep reading to meet the women who have called Sean their husband over the years. Madonna Madonna & Sean Penn were married from 1985 to 1989. (Jim Smeal/Shutterstock) Pop icon Madonna famously married Sean back in 1985, at the height of her music career.