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When high school senior Bobby Chrystal fails his French class, he will be unable to attend Yale University in the future. Bobby's wealthy, authoritarian father employs an attractive 29-year-old to tutor him over the summer and assist him in passing a make-up exam that Bobby has failed. While Bobby's buddies drag him away on bizarre excursions targeted at losing their virginity, Bobby finds all of the extracurricular activities he requires with his new teacher, who is also his best buddy.

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