In 1980s New York City, young lawyer Nick Coleman meets free spirit Caroline Sedlak in an evening fiction writing course. A vivacious fixture at a Greenwich Village bar, she remains mysterious about her life until their teacher reads her story submission to the class, and Nick realizes that a darker past lurks beneath her happy-go-lucky exterior. Nick must confront demons of his own while struggling to prove himself to his colleagues as a young blind lawyer at an office that handles appeals for indigent convicted felons.

Nick's practical, goal-driven approach to life balances Caroline's quixotic nature, and their friendship soon deepens into something more. For some time, they're happy together. But as the two become closer, Nick's reluctance to commit collides head-on with Caroline's need to be loved and belong. Soon, they realize that Caroline hasn't left her past far behind after all ... and the behavior that Nick once found charming first frustrates, then terrifies him. As the two spiral toward an inevitable clash, Nick must choose between the life he thought he wanted, and the woman he can't bring himself to admit he loves.