My Tutor (1983)

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High school senior Bobby Chrystal fails his French class, which will block him from entering Yale. His rich, authoritarian father hires an attractive 29-year-old to tutor Bobby over the summer and help him pass a make-up exam. While Bobby's friends lead him away into strange excursions aimed at losing their virginity, Bobby finds all the extracurricular activities he needs with his new tutor.