She married her first husband, Dane Witherspoon in 1986. She met him on the sets of Santa Barbara. The marriage lasted only for two years and they got separated in 1988. In 1996, she married Sean Penn and divorced him in 2010. She had an affair with Sean, after he divorced his wife, Madonna. They had two children before they got married in 1996. The separation was announced in 2007 and it was withheld based on their request. They again filed for the divorce in April 2009. They both withdrew it in a month. Again, in August 2009, Sean filed for the separation and Robin stated that she had no intention of reconciliation. After separation, Robin and Sean did not meet a lot. The children are close to both, like before.

They got engaged in 2014. Robin said that she withheld the separation just for the sake of her children. They both met each other on the set of ‘State of Grace’ in 1989. It was an on-again-off-again relationship and Sean dated Jewel and Petra Nemcova during his small splits with Robin.

After two years, in 2012, she started dating her boyfriend, Ben Foster. They got engaged in 2014 and Robin said that it felt like being married. They never parted after their first date. They both have matching tattoos. Robin said that she was never asked on a date. She was always been married and it was like, it was the first date of her life.

Sean started dating his girlfriend, Charlize Theron in 2014. It was said that Sean was dating her to piss off Robin. Theron is much younger to him. Sean seemed to post a lot of pictures of him and Theron, initially. It was said that Sean was jealous, seeing Robin with Ben. He went nuclear when their engagement news was announced. He could not bear the fact that Robin is with a guy who is 14 years younger than him. It was said that Sean thought Robin would not be able to find a guy better than him. But, Robin seemed to be settled as Ben worshiped her and is very comfortable with her kids.

Thus, Sean started dating Theron, who was 14 years younger than her. However, this did not cause Robin to change. She was contented with her life to worry about Sean. In this game, Theron is the one who would get hurt. She had fallen for him and she thought that Sean would make a difference in her life.

Most of the sources say that they would not be surprised if Sean break up with Theron. Robin started dating and he found a girl younger than her. Then, she started showing up in public with him and he started posting pictures of their intimate vacations. She got engaged and Sean has nothing to do with Theron now. He does not have plans of marrying her.