Douglas agrees to babysit the kids on Valentine's Day, but when Graham finds himself in a Valentine's Day emergency and Big Red shows up unannounced, Douglas and Big Red band together to help Graham. Meanwhile, Will and Miggy celebrate "Palentine's Day" together - a day honoring the love of two friends - but when they run into Angie at her second job, they help her finish her deliveries so she can be with Owen on Valentine's Day.
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.