It's Valentine's Day! Will and Angie have reunited to help run the student-parent dinner at Hilltop, where the kids are serving up questionable meals to paying customers. Meanwhile, Big Red is back in town and Douglas is worried about how Poppy will react.
A group of single parents lean on each other to help raise their 7-year-old kids and maintain some kind of personal lives outside of parenthood. When the parents in the group meet Will, a 30-something guy who's been so focused on raising his daughter that he's lost sight of who he is as a man, they see just how far down the rabbit hole of PTA, parenting and princesses he has gone. The friends decide to band together to get him out in the dating world and make him realize that being a great parent doesn't mean sacrificing everything about his own identity.