Rosie O’Donnell & Michelle Rounds

Rosie O’Donnell has been one of the most recognizable names in Hollywood thanks to her comedic career and quite fiery statements made over the years on various topics and issues. Outside of her career and public life, O’Donnell was known for her numerous relationships over the years. Her latest was with Michelle Rounds, who was a consultant, whom she dated back in the middle of 2011. By December of that year, she announced their engagement through her talk show. They eventually tied the knot on June 9, 2012, in a private ceremony in New York.

Over the course of their relationship, the two adopted a baby girl named Dakota. Despite their apparent closeness to one another, their relationship cracked and fell apart by 2015. That year, a heated legal battle between the two led to them and their lawyers battling for custody of their child. Eventually, O’Donnell won custody over Dakota, and the settlement was finalized in October of the same year.