The pair, who had been friends for year prior to dating, got engaged December 2014, though apparently there was no ring. However, the two were very vocal about their commitment, with Penn saying some interesting things in an interview with Esquire UK this past March:
You say I’ve been married twice before, but I’ve been married under circumstances where I was less informed than I am today. So I wouldn’t even consider it a third marriage, I’d consider it a first marriage on its own terms.
The actor had a dramatic marriage to Madonna from 1985 to 1989, ending after one of his alleged alcohol-fueled rages got particularly violent. While Penn was arrested, Madonna dropped the charges.
He later married House of Cards actress Robin Wright from 1996 to 2010, with whom he has two children with.