The Many Loves of Dobie Gillis

Room at the Bottom (1x19)

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Thalia wants Dobie to go to Willoughby Hall, an exclusive eastern school, and befriend the sons of wealthy bankers (an idea that also captures Mr. Gillis' fancy in a dream sequence). All Dobie wants is Thalia's love, but to win her heart he must get a 100 on his math test. To what depth will he sink for love? Also features Jean Byron as Dobie's math teacher and little Ronnie Howard as her son.