- 0
Pilot
- 1
Caper at the Bijou
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.
- 2
The Best Dressed Man
Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.
- 3
Love is a Science
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.
- 4
The Right Triangle
Dobie's older brother Davey convinces him to invent an affair with a married woman to impress a new girl in school.
- 5
Maynard's Farewell to the Troops
Maynard receives his draft notice and Mr. Pomfritt and Dobie host a testimonial farewell dinner for him. This episode introduces Michael J. Pollard as Maynard's beatnik cousin Jerome.
- 6
The Sweet Singer of Central High
After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.
- 7
Greater Love Hath No Man
Dobie tries to earn $6 to take Thalia to the Junior Prom.
- 8
The Old Goat
Before the big football game, Dobie hatches a scheme for winning by stealing the opposing mascot.
- 9
Dobie Gillis: Boy Actor
Dobie is up against Milton to be leading man in a school play.
- 10
It Takes Two
Dobie falls for Poppy Herming but has to win her father's approval too.
- 11
Dobie's Birthday Party
Dobie thinks everyone has forgotten his birthday.
- 12
Deck the Halls
Mr. Gillis is driven crazy by all the Christian celebrations, and almost spends the holidays in jail.
- 13
Couchville, USA
Herbert seeks free advice from a child psychiologist.
- 14
The Gaucho
Mr. and Mrs. Gillis take in a young and handsome border from South America.
- 15
The Smoke-Filled Room
Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.
- 16
The Fist Fighter
Dobie becomes Top Fist by knocking out the legendary Moose. Milton tries to gain the title and Thaila's affections by challenging Dobie.
- 17
The Hunger Strike
Dobie goes on a hunger strike until Thalia agrees to be his.
- 18
The Flying Millicans
Dobie falls for trapeze artist Aphrodite Millican,.
- 19
Room at the Bottom
Thalia talks Dobie's parents into sending him to Willoughby prep school.
- 20
The Power of Positive Thinking
In order to win Thaila from Chatsworth, Dobie reads a book on mental power so he can be the dominating man Thalia wants.
- 21
Dobie Spreads a Rumor
Dobie and Maynard are puzzled when a rumor they spread about Zelda inheriting a fortune seems to become reality.
- 22
Love is a Fallacy
Thalia tries to educate Dobie in logical thinking.
- 23
The Chicken from Outer Space
Maynard gives a chicken an overdose of growth hormones as a biology class project .
- 24
Dobie's Navy Blues
Dobie lies about joining the navy to impress a girl's sea-minded father.
- 25
Taken to the Cleaners
Dobie, Maynard, and Thalia capture a crooked dry-cleaner who had almost conned them before.
- 26
That's Show Biz
Dobie and most of his friends reluctantly participate in a talent show.
- 27
The Prettiest Collateral in Town
Doblie's dad wants him to romance a banker's daughter so he can get a loan.
- 28
Live Alone and I Like It
Dobie wants to prove he's grownup, so he moves into a small apartment with Maynard.
- 29
The Big Sandwich
Thalia hatches a scheme for Dobie to sell sandwiches at the school picnic.
- 30
Soup and Fish
Dobie, Maynard, and Chatsworth must all share the same tuxedo to get in to a black-tie party at the Armitage mansion.
- 31
Where There's a Will
Herbert worries about what will happen to the store after he's gone.
- 32
Put Your Feet in Our Hands
Dobie and Chatsworth complete for the attention of a shoe store owner's daughter in order to get a job at the store.
- 33
Competition is the Life of Trade
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.
- 34
The French, They Are a Funny Race
Maynard falls for a French girl and shaves off his goatee.
- 35
The Unregistered Nurse
Dobie falls for an older nurse and feigns a disease so he can be near her.
- 36
The Long Arm of the Law
Dobie's new date's father turns out to be a cop with whom he had a disagreement about picking flowers in the park.
- 37
Here Come the Groom
A discouraged Dobie finally gives up on finding his dream girl and agrees to marry Zelda.
- 38
A Taste of Lobster
Dobie finds a girl who doesn't care about money, until her younger sister starts going on finance dates with a richer boy.
- 39
Rock-A-Bye Dobie
Dobie and a girlfriend take a baby-sitting job, but the Gillises suspect Dobie is secretly a father.