After the kids find a record with Homer's picture on it, he recalls the story of how he achieved fame in the 1980s with his barbershop quartet, The Be Sharps.
After his birthday party goes wrong, Mr. Burns begins to want his childhood toy, a teddy bear named Bobo; Homer finds that Maggie is in possession of the doll.
After joining the Junior Campers while on a sugar high, Bart reluctantly invites Homer to accompany him on the group's annual father-son rafting trip, which soon goes awry.
Springfield legalizza il gioco d'azzardo e il signor Burns decide di aprire un casinò; questo porterà Marge lontano dalla propria famiglia e a fare i conti con la ludopatia.
Springfield è investita da un'improvvisa ondata di furti e quando la polizia non riesce a trovare il colpevole viene accusata di incompetenza, questo porta Homer a fondare il proprio servizio di vigilanza.
In an effort to increase the dismal television ratings for their space launches, NASA decides to send an ordinary man into space, and Homer is chosen for the task.
After Flanders invites Homer to a football game, the pair become friends, but Homer's possessiveness and loutish behaviour slowly turns Ned against him.
After Bart receives an elephant as a prize for calling in to a radio station, the animal proves to be too costly to care for and Homer decides to sell it.
Dopo un ravvicinato incontro con la morte, il signor Burns decide di cercare un'erede per il suo impero, e sceglie Bart per la sua natura veramente deviata.
Bart witnesses the alleged assault of a waiter by Mayor Quimby's nephew, but coming forward will mean admitting to skipping class and facing the consequences.