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A mischievous Maltese puppy attempts to prevent her lonely owner from forming a love connection for fear that she will be neglected in this lighthearted comedy starring Cynthia Gibb. Single college professor Madeline has resigned herself to a solitary future when handsome architect Kevin wanders into her life, and sweeps her off of her feet. But Kevin never suspected that Madeline's adorable pup Cinnamon was determined to keep her owner all to herself, and every time the pair attempt to go out on a date the dog seems to get in the way. Later, when Kevin agrees to dog-sit for Cinnamon, the four-legged troublemaker runs away in hopes that Madeline will find out, and leave him for good. But Christmas can be lonely without someone to cuddle up with, and as the winter winds begin to blow, Kevin determines to find Cinnamon no matter what it takes.