Womanizing, hard drinking Sal Terranova is given an ultimatum by his parents to either change his carousing ways or get out. Furious at first, Sal packs his things, ready to go it on his own. However, his brother, Gino, changes his mind when he challenges Sal to a bet to see who can get married first. Sal accepts and begins his search for the future Mrs. Terranova. Lulu Johansson has spent six months writing men in the hopes of becoming a mail-order bride since she can't find a man in New York. She comes to the conclusion that she is boring and plain and, finally fed up, she takes action to become a new woman. As she begins to blossom, she begins writing to Sal, thinking that he sounds dashing and exciting. A strong attraction begins as soon as they meet and they embark on a romance that they hope will culminate in a perfect marriage. When the road to happiness becomes rocky, they grow painfully disconnected and it looks like the rough road may lead to darkness. Can the joy of the holiday season bring them back into the light or is their romance doomed?