Olive Kitteridge tells the poignantly sweet, acerbically funny and devastatingly tragic story of a seemingly placid New England town wrought with illicit affairs, crime and tragedy, told through the lens of Olive , whose wicked wit and harsh demeanor mask a warm but troubled heart and staunch moral center. The story, which spans 25 years over the four parts, focuses on Olive, a middle-school math teacher, and her relationships with Henry, the good-hearted town pharmacist, their son Christopher, who chafes at his mother's parenting style, and other denizens of their community.