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A teenager strives for beautiful women, fancy cars and money.
S1, EP1 "Caper at the Bijou"
In order to obtain enough money to impress Thalia on their prom date, Dobie conspires with his beatnik friend Maynard to rig a raffle at the local movie theater.
S1, EP2 "The Best Dressed Man"
Dobie tries to impress Thalia by dressing as nicely as the rich Milton Armitage. A frustrated Milton doesn't know that Dobie is borrowing his duds from a local tailor.
S1, EP3 "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.
S1, EP4 "The Right Triangle"
Dobie's rarely seen older brother advises him to try to gain sympathy from a new girl in school by bemoaning his affair with a married older woman, but this causes the girl to conclude that Dobie is involved with their math teacher, Mrs. Adams.
S4, EP36 "The Devil and Dobie Gillis"
Winner Dobie thinks Chatsworth rigged a drawing.
S4, EP35 "The Call of the, Like, Wild"
Musk-ox hair oil makes Maynard a ladies' man.
