When wealthy, hard-driven corporate genius Jason Wilding reluctantly takes a break from his business and his husband-hunting girlfriends for a Christmas visit to his home town in Kentucky, he has no idea what his brother, David, has in store for him. David has fallen in love with Amy Thompkins, a whimsical young widow, but courting her with a demanding baby in tow has been difficult. In order to pursue her, David persuades Amy to let Jason, passing as his heart-broken and temporarily homeless cousin, to move into her home so that he can take care of her spoiled but adorable son, Max, for a week.
At first appalled by Amy's ramshackle existence, Jason's cynical heart soon begins to melt under Amy and Max's influence. But as the attraction between them grows, Jason is faced with two uncomfortable dilemmas: What will he tell his brother? And what will Amy say when she finds out the truth about her mysterious "heart-broken" lodger?
