Jessica Day is an offbeat and adorable girl in her late 20s who, after a bad breakup, moves in with three single guys. Goofy, positive, vulnerable and honest to a fault, Jess has faith in people, even when she shouldn't. Although she's dorky and awkward, she's comfortable in her own skin. More prone to friendships with women, she's not used to hanging with the boys—especially at home.

Every year, Isabelle (Tatyana Ali) and her high school sweetheart Mike (Cornelius Smith Jr.), rocked their small town’s annual Christmas Eve Pageant with a sweet Christmas duet. But after graduation, Isabelle left to study at Juillard in New York – leaving Mike behind. Years later, when Isabelle returns to her hometown to write music for the annual Christmas Eve Pageant, she is shocked to learn that Mike is the one directing the show. Can Isabelle and Mike put the past behind them and reunite on stage for another show-stopping duet?

Isaac has seen better days. His acting career is tanking, his blind girlfriend of 10 years plans to leave him, and his own family singles him out as a constant disappointment. Even as he takes a chance on new romance, he struggles to define his place in a world that has seemingly turned against him.