Alyssa Milano, who also serves as producer, stars as Jane Claremont, who, as a young girl, would accompany her mother Vivian (Stockard Channing) to Tiffany's in New York every Sunday and bring along her imaginary friend, Michael. Now, 20 years later, Jane is a successful businesswoman, set to marry Hugh (Ivan Sergei), her handsome fianc, until Michael (Eric Winter) suddenly reappears.