E01 · Caper at the Bijou
9/29/1959
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.
E02 · The Best Dressed Man
10/6/1959
Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.
E03 · Love is a Science
10/13/1959
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.
E04 · The Right Triangle
10/20/1959
Dobie's older brother Davey convinces him to invent an affair with a married woman to impress a new girl in school.
E05 · Maynard's Farewell to the Troops
11/3/1959
Maynard gets drafted.
E06 · The Sweet Singer of Central High
11/10/1959
After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.
E07 · Greater Love Hath No Man
11/17/1959
Dobie tries to earn $6 to take Thalia to the Junior Prom.
E08 · The Old Goat
11/24/1959
Before the big football game, Dobie hatches a scheme for winning by stealing the opposing mascot.
E09 · Dobie Gillis: Boy Actor
12/1/1959
Dobie is up against Milton to be leading man in a school play.
E10 · It Takes Two
12/8/1959
Dobie falls for Poppy Herming but has to win her father's approval too.
E11 · Dobie's Birthday Party
12/15/1959
Dobie thinks everyone has forgotten his birthday.
E12 · Deck the Halls
12/22/1959
Mr. Gillis is driven crazy by all the Christian celebrations, and almost spends the holidays in jail.
E13 · Couchville, USA
12/29/1959
Herbert seeks free advice from a child psychiologist.
E14 · The Gaucho
1/5/1960
Mr. and Mrs. Gillis take in a young and handsome border from South America.
E15 · The Smoke-Filled Room
1/12/1960
Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.
E16 · The Fist Fighter
1/19/1960
Dobie becomes Top Fist by knocking out the legendary Moose. Milton tries to gain the title and Thaila's affections by challenging Dobie.
E17 · The Hunger Strike
1/26/1960
Dobie goes on a hunger strike until Thalia agrees to be his.
E18 · The Flying Millicans
2/2/1960
Dobie falls for trapeze artist Aphrodite Millican,.
E19 · Room at the Bottom
2/9/1960
Thalia talks Dobie's parents into sending him to Willoughby prep school.
E20 · The Power of Positive Thinking
2/16/1960
In order to win Thaila from Chatsworth, Dobie reads a book on mental power so he can be the dominating man Thalia wants.
E21 · Dobie Spreads a Rumor
2/23/1960
Dobie and Maynard are puzzled when a rumor they spread about Zelda inheriting a fortune seems to become reality.
E22 · Love is a Fallacy
3/1/1960
Thalia tries to educate Dobie in logical thinking.
E23 · The Chicken from Outer Space
3/8/1960
Maynard gives a chicken an overdose of growth hormones as a biology class project .
E24 · Dobie's Navy Blues
3/15/1960
Dobie lies about joining the navy to impress a girl's sea-minded father.
E25 · Taken to the Cleaners
3/29/1960
Dobie, Maynard, and Thalia capture a crooked dry-cleaner who had almost conned them before.
E26 · That's Show Biz
4/5/1960
Dobie and most of his friends reluctantly participate in a talent show.
E27 · The Prettiest Collateral in Town
4/12/1960
Doblie's dad wants him to romance a banker's daughter so he can get a loan.
E28 · Live Alone and I Like It 30m
4/19/1960
Dobie wants to prove he's grownup, so he moves into a small apartment with Maynard.
E29 · The Big Sandwich
4/26/1960
Thalia hatches a scheme for Dobie to sell sandwiches at the school picnic.
E30 · Soup and Fish
5/3/1960
Dobie, Maynard, and Chatsworth must all share the same tuxedo to get in to a black-tie party at the Armitage mansion.
E31 · Where There's a Will 30m
5/10/1960
Herbert worries about what will happen to the store after he's gone.
E32 · Put Your Feet in Our Hands
5/17/1960
Dobie and Chatsworth complete for the attention of a shoe store owner's daughter in order to get a job at the store.
E33 · Competition is the Life of Trade
5/24/1960
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.
E34 · The French, They Are a Funny Race 30m
5/31/1960
Maynard falls for a French girl and shaves off his goatee.
E35 · The Unregistered Nurse
6/7/1960
Dobie falls for an older nurse and feigns a disease so he can be near her.
E36 · The Long Arm of the Law 30m
6/14/1960
Dobie's new date's father turns out to be a cop with whom he had a disagreement about picking flowers in the park.
E37 · Here Come the Groom
6/21/1960
A discouraged Dobie finally gives up on finding his dream girl and agrees to marry Zelda.
E38 · A Taste of Lobster
6/28/1960
Dobie finds a girl who doesn't care about money, until her younger sister starts going on finance dates with a richer boy.
E39 · Rock-A-Bye Dobie
7/5/1960
Dobie and a girlfriend take a baby-sitting job, but the Gillises suspect Dobie is secretly a father.