Episode 1
Dobie and Maynard conspire to rig the raffle at the local movie theatre so that Dobie can win enough money to take Thalia to the prom.
Episode 2
Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.
Episode 3
Thalia urges Dobie to become a doctor, but he meets Zelda Gilroy and learns about the scientific concept of propinquity, the psychological tendency for people to form relationships with those whom they encounter often.
Episode 4
Dobie's older brother Davey convinces him to invent an affair with a married woman to impress a new girl in school.
Episode 5
Maynard gets drafted.
Episode 6
After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.
Episode 7
Dobie tries to earn $6 to take Thalia to the Junior Prom.
Episode 8
Before the big football game, Dobie hatches a scheme for winning by stealing the opposing mascot.
Episode 9
Dobie is up against Milton to be leading man in a school play.
Episode 10
Dobie falls for Poppy Herming but has to win her father's approval too.
Episode 11
Dobie thinks everyone has forgotten his birthday.
Episode 12
Mr. Gillis is driven crazy by all the Christian celebrations, and almost spends the holidays in jail.
Episode 13
Herbert seeks free advice from a child psychiologist.
Episode 14
Mr. and Mrs. Gillis take in a young and handsome border from South America.
Episode 15
Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.
Episode 16
Dobie becomes Top Fist by knocking out the legendary Moose. Milton tries to gain the title and Thaila's affections by challenging Dobie.
Episode 17
Dobie goes on a hunger strike until Thalia agrees to be his.
Episode 18
Dobie falls for trapeze artist Aphrodite Millican,.
Episode 19
Thalia talks Dobie's parents into sending him to Willoughby prep school.
Episode 20
In order to win Thaila from Chatsworth, Dobie reads a book on mental power so he can be the dominating man Thalia wants.
Episode 21
Dobie and Maynard are puzzled when a rumor they spread about Zelda inheriting a fortune seems to become reality.
Episode 22
Thalia tries to educate Dobie in logical thinking.
Episode 23
Maynard gives a chicken an overdose of growth hormones as a biology class project .
Episode 24
Dobie and a girl friend take a baby-sitting job. However, the Gillies suspect Dobie is secretly a father.
Episode 25
Dobie, Maynard, and Thalia capture a crooked dry-cleaner who had almost conned them before.
Episode 26
Dobie and most of his friends reluctantly participate in a talent show.
Episode 27
Doblie's dad wants him to romance a banker's daughter so he can get a loan.
Episode 28
Dobie wants to prove he's grownup, so he moves into a small apartment with Maynard.
Episode 29
Thalia hatches a scheme for Dobie to sell sandwiches at the school picnic.
Episode 30
Dobie, Maynard, and Chatsworth must all share the same tuxedo to get in to a black-tie party at the Armitage mansion.
Episode 31
Herbert worries about what will happen to the store after he's gone.
Episode 32
Dobie and Chatsworth complete for the attention of a shoe store owner's daughter in order to get a job at the store.
Episode 33
Dobie's newest girlfriend's father happens to be opening a new grocery store. Mr. Gillis tries to spy under the name Fred C. Dobbs.
Episode 34
Maynard falls for a French girl and shaves off his goatee.
Episode 35
Dobie falls for an older nurse and feigns a disease so he can be near her.
Episode 36
Dobie's new date's father turns out to be a cop with whom he had a disagreement about picking flowers in the park.
Episode 37
A discouraged Dobie finally gives up on finding his dream girl and agrees to marry Zelda.
Episode 38
Dobie finds a girl who doesn't care about money, until her younger sister starts going on finance dates with a richer boy.
Episode 39
Dobie lies about joining the navy to impress a girl's sea-mined father.