Connie Ennis, a young widow and single mother, works as a comparison shopper in New York City. During the holiday season, she inadvertently gets a store clerk named Steve Mason fired when she pretends to be a regular customer buying an expensive toy train but returns it for her job. Understanding her situation, Steve decides not to report her deception and sympathizes with her plight. Despite having a steady boyfriend, Carl Davis, who is eager to marry her and provide stability for her and her young son Timmy, Connie finds herself intrigued by Steve's carefree and compassionate nature.

As Connie struggles between loyalty to Carl and the growing attraction to Steve, further complications arise that challenge her sense of security and what she truly desires for her future. The interactions between the trio – Connie, Carl, and Steve – along with the aspirations and needs of young Timmy, set the stage for a heartfelt exploration of love, responsibility, and second chances during the festive season.