This episode begins with the characters of Family Guy in Quahog. Cleveland tells his friends that he has lost his home and Loretta, his now ex wife, has gained custody of their son, Cleveland Jr. After Cleveland's divorce with Loretta, he (with the help of Peter) destroys his house, abandon his deli, and move to California to pursue his life-long dream of becoming a minor league baseball scout.
On his way out of Quahog, he stops by his old hometown, Stoolbend, Virginia, and meets up with an old flame, Donna. He agrees to let him stay at her house for a few days. He meets her five-year-old son Rallo, and a teenage daughter Roberta. He also meets her neighbors. There is Lester, a hillbilly, and her son, Holt, and Tim, a Russian bear. He has discovered that she has been abandoned by her high school husband Robert, who was also her high school sweetheart.
Cleveland vows to get Donna's life back together. He makes Roberta's boyfriend to bring her home by curfew and get Rallo back on track at school. Donna decides her children need a male figure in their life, and chooses Robert over Cleveland. Cleveland feels rejected and leaves for California. Cleveland returns to Stoolbend to profess his love for Donna. Donna realizes Cleveland is better for her and they get married at the end of the episode.