Cassidy Cruise is tired of seeing love happen for everyone but her. As the holiday season quickly approaches, Cassidy comes up with a plan: she's going to get a boyfriend by Christmas. She carefully creates a list of five guys to go on a first date with and plans on narrowing it down to one just as Christmas break rolls around. It's the perfect plan. Until it isn't. In between dates, Cass spends more time with Garrett, her friend/the son of the owner of the bookstore where Cassidy works. She doesn't anticipate her growing feelings for him. But she has her plan and she's determined to stick to it, even if Garrett should have been on the list to begin with. Cassidy finally narrows down her list to one guy only to realize she hasn't been the only one manipulating the situation. Hurt and angry, Cass calls off operation Boyfriend by Christmas. It will take a lot more than mistletoe to fix what has been done. Despite the betrayal she feels when she discovers her number one choice's big secret, can Cassidy turn things around and end up with a boyfriend by Christmas, or is the operation officially blown?