Charles Montgomery Burns has Jamestown built in a wooded clearing and immediately has the crewmen dig for gold. Smith departs to explore the wilderness and encounters Marge Simpson. They quickly bond, fascinated by each other's worlds and end up falling in love, despite Mayor Diamond Joe Quimby's orders to keep away from the English after Sideshow Bob and other warriors engage them in a fight. Meanwhile, Scratchy meets Itchy, Charles Montgomery Burns Santa's Little Helper, and becomes the bane of his existence. Marge Simpson introduces Homer Simpson to Mona Simpson and avoids two other crewmen, but Marge Simpson's best friend discovers her relationship with Edna Krabappel discovers her relationship with Homer Simpson and warns Sideshow Bob. Charles Montgomery Burns also learns of Homer Simpson's encounters and angrily warns Homer Simpson against sparing any natives he comes across on pain of death. Later, Homer Simpson and Marge Simpson meet with Mona Simpson and plan to bring peace between the colonists and the tribe. Homer Simpson and Marge Simpson share a kiss, while Sideshow Bob and Barney Gumble, sent by Charles Montgomery Burns to spy on Homer Simpson, witness from afar.