After the end of his relation with Madonna, Penn married with the actress Robin Wright and gave birth to the baby girl named Dylan Frances in 1991 and a baby boy named Hopper Jack in 1993. But this relation also did not proved to be lucky for him. Sean Penn Young divorce with Robin in the year 1995 after Penn was seen performing in the late night show with Conan O'Brien. In the year 1996, Penn invited Robin to compose a song for his film The Crossing Guard and also followed her in the tour. Penn tried to patch up with her in April 27 and started living together in Ross, California but their differences could not be sorted .So, they again filed the case of divorce in December 2007 and adjusted for few months. Penn again filed a case twice in the same year in April 2009 and August 2009. The couple finally got divorced on 22nd July 2010.Sean was in relationship with a musician from U. S. named Elizabeth. Sean Penn Young girlfriend Elizabeth McGovern is also an American film, television and theatre actor.
The highlight about Sean Penn Young dating Charlize Theron was not so new in the media. The lovebirds announced their engagement in December 2014 but Charlize herself broke the relationship in June 2015.