Lewis John Carlino directed this rite-of-passage tale about a preppie who has a tryst with his roommate's mother. Taking his callow roomie under his worldly wing, Skip (Rob Lowe) packs Jonathan (Andrew McCarthy) off to lose his virginity in Chicago, where he starts an affair with Skip's mom (Jacqueline Bisset), oblivious to her identity. When she learns Jonathan's age, she ends the liaison -- until Skip brings Jonathan home for the holidays.