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Season 1 poster

Season 1 (1959)

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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.
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September 29, 1959
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2. The Best Dressed Man

Dobie competes with Milton Armitage to see whose wardrobe can impress Thalia the most.
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October 6, 1959
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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.
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October 13, 1959
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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.
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October 20, 1959
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5. Maynard's Farewell to the Troops

Maynard gets drafted.
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November 3, 1959
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6. The Sweet Singer of Central High

After a throat operation, Dobie can sing better than Milton, thus attracting Thalia.
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November 10, 1959
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7. Greater Love Hath No Man

Dobie tries to earn $6 to take Thalia to the Junior Prom.
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November 17, 1959
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8. The Old Goat

Before the big football game, Dobie hatches a scheme for winning by stealing the opposing mascot.
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November 24, 1959
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9. Dobie Gillis: Boy Actor

Dobie is up against Milton to be leading man in a school play.
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December 1, 1959
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10. It Takes Two

Dobie falls for Poppy Herming but has to win her father's approval too.
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December 8, 1959
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11. Dobie's Birthday Party

Dobie thinks everyone has forgotten his birthday.
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December 15, 1959
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12. Deck the Halls

Mr. Gillis is driven crazy by all the Christian celebrations, and almost spends the holidays in jail.
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December 22, 1959
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13. Couchville, USA

Herbert seeks free advice from a child psychiologist.
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December 29, 1959
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14. The Gaucho

Mr. and Mrs. Gillis take in a young and handsome border from South America.
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January 5, 1960
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15. The Smoke-Filled Room

Dobie runs against Milton for junior class president. Thalia is Dobie's campaign manager.
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January 12, 1960
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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.
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January 19, 1960
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17. The Hunger Strike

Dobie goes on a hunger strike until Thalia agrees to be his.
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January 26, 1960
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18. The Flying Millicans

Dobie falls for trapeze artist Aphrodite Millican,.
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February 2, 1960
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19. Room at the Bottom

Thalia talks Dobie's parents into sending him to Willoughby prep school.
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February 9, 1960
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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.
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February 16, 1960
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21. Dobie Spreads a Rumor

Dobie and Maynard are puzzled when a rumor they spread about Zelda inheriting a fortune seems to become reality.
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February 23, 1960
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22. Love is a Fallacy

Thalia tries to educate Dobie in logical thinking.
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March 1, 1960
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23. The Chicken from Outer Space

Maynard gives a chicken an overdose of growth hormones as a biology class project .
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March 8, 1960
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24. Dobie's Navy Blues

Dobie and a girl friend take a baby-sitting job. However, the Gillies suspect Dobie is secretly a father.
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March 15, 1960
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25. Taken to the Cleaners

Dobie, Maynard, and Thalia capture a crooked dry-cleaner who had almost conned them before.
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March 29, 1960
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26. That's Show Biz

Dobie and most of his friends reluctantly participate in a talent show.
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April 5, 1960
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27. The Prettiest Collateral in Town

Doblie's dad wants him to romance a banker's daughter so he can get a loan.
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April 12, 1960
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28. Live Alone and I Like It

Dobie wants to prove he's grownup, so he moves into a small apartment with Maynard.
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April 19, 1960
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29. The Big Sandwich

Thalia hatches a scheme for Dobie to sell sandwiches at the school picnic.
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April 26, 1960
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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.
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May 3, 1960
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31. Where There's a Will

Herbert worries about what will happen to the store after he's gone.
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May 10, 1960
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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.
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May 17, 1960
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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.
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May 24, 1960
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34. The French, They Are a Funny Race

Maynard falls for a French girl and shaves off his goatee.
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May 31, 1960
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35. The Unregistered Nurse

Dobie falls for an older nurse and feigns a disease so he can be near her.
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June 7, 1960
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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.
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June 14, 1960
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37. Here Come the Groom

A discouraged Dobie finally gives up on finding his dream girl and agrees to marry Zelda.
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June 21, 1960
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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.
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June 28, 1960
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39. Rock-a-Bye Dobie

Dobie lies about joining the navy to impress a girl's sea-mined father.
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July 5, 1960