Geeky teenager David and his popular twin sister, Jennifer, get sucked into the black-and-white world of a 1950s TV sitcom called "Pleasantville," and find a world where everything is peachy keen all the time. But when Jennifer's modern attitude disrupts Pleasantville's peaceful but boring routine, she literally brings color into its life.

After her husband runs off with his secretary, Terry Wolfmeyer is left to fend for herself -- and her four daughters. As she hits rock bottom, Terry finds a friend and drinking buddy in next-door neighbor Denny, a former baseball player. As the two grow closer, and her daughters increasingly rely on Denny, Terry starts to have reservations about where their relationship is headed.