Woodrow Mulligan is a grumpy man in 1890, dissatisfied with what his world has come to: the nation's budget surplus is only 85 million dollars, prices are shockingly high to him, and his once-quiet town of Harmony, New York is bustling with livestock roaming the streets, which are full of traffic such as horse-drawn carriages, and penny-farthing bicycles zipping along at the speed limit of 8 mph. A collision with a bicyclist dumps him in a water trough, forcing him to take off his pants to dry them when he gets to his place of work. He works as janitor for Professor Gilbert, who has just invented a "time helmet", which can transport the wearer to another decade for 30 minutes. Mulligan tries it on and it sends him to 1962; Harmony is now a busy city with streets full of cars, all sorts of urban noise, and astonishingly high prices. In the chaos he loses the helmet, which is picked up by a boy on roller skates, requiring Mulligan to give chase on a contemporary bicycle. He recovers the damaged helmet as he runs into Rollo, a scientist. They take the helmet to a "fix it" shop, where Rollo and the proprietor argue over repairs, while Mulligan wanders off and acquires a pair of pants by slapstick means. Rollo regards the 1890s as an idyllic period, and wants to go back there in Mulligan's place. He runs off with the helmet, but Mulligan catches him at the last instant and they both go back. Mulligan is relieved to be home, and Rollo finds it charming. A week later, Mulligan has found a new appreciation for life in 1890, but Rollo is dismayed at the lack of technology and modern comforts. Annoyed by Rollo's griping, Mulligan sets the helmet for 1962, puts it on Rollo's head, and sends him back to his own time.
Buster Keaton was one of the biggest stars of the silent era, and this episode featuring him was intended as an homage to that work. One sequence, occurring almost immediately after traveling to the episode's present day, is a near exact replication of a gag Keaton introduced some forty-one years earlier in a Fatty Arbuckle film titled The Garage. The parts set in the 1890s are done in the style of a silent film with intertitles and feature only a soundtrack of a saloon piano. Much is made of the fact that Mulligan shows up in 1962 with no pants due to his getting run over by a "high speed" bicycle and falling into a water trough, forcing him to remove the pants while they dry. A running gag has a pants-less Mulligan being chased by a policeman in both the past and the present.