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.