Cassie James is an African American single mom who has just about given up on the idea of love. Dr. Ethan Quinn is of English descent, a widower who recently moved from Boston to Chicago with his daughter. Both meet at a tee ball practice, and realize they have a couple of things in common-they're single parents and their social lives are on life support. Hitting it off, the two decide to become activity partners-attending each other's events and helping each other out with babysitting when need be. The two become more than friends, and their past begins to haunt them both. Cassie is faced with the prospect of trusting and loving again. Ethan knows about love, and wants to love her, but also has to face the fear of having and losing love.