Sept. 29, 1959, midnight 0.0
S1E1 - 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.
Oct. 6, 1959, midnight 0.0
S1E2 - The Best Dressed Man
Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.
Oct. 13, 1959, midnight 0.0
S1E3 - 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.
Oct. 20, 1959, midnight 0.0
S1E4 - 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.
Nov. 3, 1959, midnight 0.0
S1E5 - Maynard's Farewell to the Troops
Maynard gets drafted.
Nov. 10, 1959, midnight 0.0
S1E6 - The Sweet Singer of Central High
After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.
Nov. 17, 1959, midnight 0.0
S1E7 - Greater Love Hath No Man
Dobie tries to earn $6 to take Thalia to the Junior Prom.
Nov. 24, 1959, midnight 0.0
S1E8 - The Old Goat
Before the big football game, Dobie hatches a scheme for winning by stealing the opposing mascot.
Dec. 1, 1959, midnight 0.0
S1E9 - Dobie Gillis: Boy Actor
Dobie is up against Milton to be leading man in a school play.
Dec. 8, 1959, midnight 0.0
S1E10 - It Takes Two
Dobie falls for Poppy Herming but has to win her father's approval too.
Dec. 15, 1959, midnight 0.0
S1E11 - Dobie's Birthday Party
Dobie thinks everyone has forgotten his birthday.
Dec. 22, 1959, midnight 0.0
S1E12 - Deck the Halls
Mr. Gillis is driven crazy by all the Christian celebrations, and almost spends the holidays in jail.
Dec. 29, 1959, midnight 0.0
S1E13 - Couchville, USA
Herbert seeks free advice from a child psychiologist.
Jan. 5, 1960, midnight 0.0
S1E14 - The Gaucho
Mr. and Mrs. Gillis take in a young and handsome border from South America.
Jan. 12, 1960, midnight 0.0
S1E15 - The Smoke-Filled Room
Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.
Jan. 19, 1960, midnight 0.0
S1E16 - 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.
Jan. 26, 1960, midnight 0.0
S1E17 - The Hunger Strike
Dobie goes on a hunger strike until Thalia agrees to be his.
Feb. 2, 1960, midnight 0.0
S1E18 - The Flying Millicans
Dobie falls for trapeze artist Aphrodite Millican,.
Feb. 9, 1960, midnight 0.0
S1E19 - Room at the Bottom
Thalia talks Dobie's parents into sending him to Willoughby prep school.
Feb. 16, 1960, midnight 0.0
S1E20 - 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.
Feb. 23, 1960, midnight 0.0
S1E21 - Dobie Spreads a Rumor
Dobie and Maynard are puzzled when a rumor they spread about Zelda inheriting a fortune seems to become reality.
March 1, 1960, midnight 0.0
S1E22 - Love is a Fallacy
Thalia tries to educate Dobie in logical thinking.
March 8, 1960, midnight 0.0
S1E23 - The Chicken from Outer Space
Maynard gives a chicken an overdose of growth hormones as a biology class project .
March 15, 1960, midnight 0.0
S1E24 - Dobie's Navy Blues
Dobie and a girl friend take a baby-sitting job. However, the Gillies suspect Dobie is secretly a father.
March 29, 1960, midnight 0.0
S1E25 - Taken to the Cleaners
Dobie, Maynard, and Thalia capture a crooked dry-cleaner who had almost conned them before.
April 5, 1960, midnight 0.0
S1E26 - That's Show Biz
Dobie and most of his friends reluctantly participate in a talent show.
April 12, 1960, midnight 0.0
S1E27 - The Prettiest Collateral in Town
Doblie's dad wants him to romance a banker's daughter so he can get a loan.
April 19, 1960, midnight 0.0
S1E28 - Live Alone and I Like It
Dobie wants to prove he's grownup, so he moves into a small apartment with Maynard.
April 26, 1960, midnight 0.0
S1E29 - The Big Sandwich
Thalia hatches a scheme for Dobie to sell sandwiches at the school picnic.
May 3, 1960, midnight 0.0
S1E30 - 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.
May 10, 1960, midnight 0.0
S1E31 - Where There's a Will
Herbert worries about what will happen to the store after he's gone.
May 17, 1960, midnight 0.0
S1E32 - 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.
May 24, 1960, midnight 0.0
S1E33 - 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.
May 31, 1960, midnight 0.0
S1E34 - The French, They Are a Funny Race
Maynard falls for a French girl and shaves off his goatee.
June 7, 1960, midnight 0.0
S1E35 - The Unregistered Nurse
Dobie falls for an older nurse and feigns a disease so he can be near her.
June 14, 1960, midnight 0.0
S1E36 - 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.
June 21, 1960, midnight 0.0
S1E37 - Here Come the Groom
A discouraged Dobie finally gives up on finding his dream girl and agrees to marry Zelda.
June 28, 1960, midnight 0.0
S1E38 - 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.
July 5, 1960, midnight 0.0
S1E39 - Rock-a-Bye Dobie
Dobie lies about joining the navy to impress a girl's sea-mined father.
