During a bitter 1964 Massachusetts winter, young secretary Eileen becomes enchanted by Rebecca, the glamorous new counselor at the prison where she works. Their budding friendship takes a twisted turn when Rebecca reveals a dark secret — throwing Eileen onto a sinister path.

When Ben Wrightman, a young teacher, begins dating pretty businesswoman Lindsey Meeks, the two don't seem to have a lot of the same interests, but they fall in love, regardless. Their romance goes well until baseball season begins, and Lindsey soon realizes that Ben is completely obsessed with the Boston Red Sox. Though she tries to understand Ben's passionate team loyalty, eventually it threatens to end their otherwise happy relationship.

A college dropout gets a job as a broker for a suburban investment firm and is on the fast track to success—but the job might not be as legitimate as it sounds.