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Ted Ryker is the top salesman in the New York office of a business machine company; the corporate stock lives by quarterly sales numbers, the competition is keen, and the economy may be in a downturn. Ted's company is marking time until a new product is ready – probably in a few months. Into the mix comes a new hire, a callow Midwesterner named Jamie, who's come East with his fiancée Belisa.

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.