Season 1

1. Caper at the Bijou

1959-09-29

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

1959-10-06

Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.

3. Love is a Science

1959-10-13

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

1959-10-20

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

1959-11-03

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

1959-11-10

After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.

7. Greater Love Hath No Man

1959-11-17

Dobie tries to earn $6 to take Thalia to the Junior Prom.

8. The Old Goat

1959-11-24

Before the big football game, Dobie hatches a scheme for winning by stealing the opposing mascot.

9. Dobie Gillis: Boy Actor

1959-12-01

Dobie is up against Milton to be leading man in a school play.

10. It Takes Two

1959-12-08

Dobie falls for Poppy Herming but has to win her father's approval too.

11. Dobie's Birthday Party

1959-12-15

Dobie thinks everyone has forgotten his birthday.

12. Deck the Halls

1959-12-22

Mr. Gillis is driven crazy by all the Christian celebrations, and almost spends the holidays in jail.

13. Couchville, USA

1959-12-29

Herbert seeks free advice from a child psychiologist.

14. The Gaucho

1960-01-05

Mr. and Mrs. Gillis take in a young and handsome border from South America.

15. The Smoke-Filled Room

1960-01-12

Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.

16. The Fist Fighter

1960-01-19

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

1960-01-26

Dobie goes on a hunger strike until Thalia agrees to be his.

18. The Flying Millicans

1960-02-02

Dobie falls for trapeze artist Aphrodite Millican,.

19. Room at the Bottom

1960-02-09

Thalia talks Dobie's parents into sending him to Willoughby prep school.

20. The Power of Positive Thinking

1960-02-16

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

1960-02-23

Dobie and Maynard are puzzled when a rumor they spread about Zelda inheriting a fortune seems to become reality.

22. Love is a Fallacy

1960-03-01

Thalia tries to educate Dobie in logical thinking.

23. The Chicken from Outer Space

1960-03-08

Maynard gives a chicken an overdose of growth hormones as a biology class project .

24. Dobie's Navy Blues

1960-03-15

Dobie lies about joining the navy to impress a girl's sea-minded father.

25. Taken to the Cleaners

1960-03-29

Dobie, Maynard, and Thalia capture a crooked dry-cleaner who had almost conned them before.

26. That's Show Biz

1960-04-05

Dobie and most of his friends reluctantly participate in a talent show.

27. The Prettiest Collateral in Town

1960-04-12

Doblie's dad wants him to romance a banker's daughter so he can get a loan.

28. Live Alone and I Like It

1960-04-19 · 30m

Dobie wants to prove he's grownup, so he moves into a small apartment with Maynard.

29. The Big Sandwich

1960-04-26

Thalia hatches a scheme for Dobie to sell sandwiches at the school picnic.

30. Soup and Fish

1960-05-03

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

1960-05-10 · 30m

Herbert worries about what will happen to the store after he's gone.

32. Put Your Feet in Our Hands

1960-05-17

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

1960-05-24

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

1960-05-31 · 30m

Maynard falls for a French girl and shaves off his goatee.

35. The Unregistered Nurse

1960-06-07

Dobie falls for an older nurse and feigns a disease so he can be near her.

36. The Long Arm of the Law

1960-06-14 · 30m

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

1960-06-21

A discouraged Dobie finally gives up on finding his dream girl and agrees to marry Zelda.

38. A Taste of Lobster

1960-06-28

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

1960-07-05

Dobie and a girlfriend take a baby-sitting job, but the Gillises suspect Dobie is secretly a father.