Buck Russell, a lovable but slovenly bachelor, suddenly becomes the temporary caretaker of his nephew and nieces after a family emergency. His freewheeling attitude soon causes tension with his older niece Tia, loyal girlfriend Chanice and just about everyone else who crosses his path.
Meet Joel Goodson, an industrious, college-bound 17-year-old and a responsible, trustworthy son. However, when his parents go away and leave him home alone in the wealthy Chicago suburbs with the Porsche at his disposal he quickly decides he has been good for too long and it is time to enjoy himself. After an unfortunate incident with the Porsche Joel must raise some cash, in a risky way.
Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the cocktail lounges of nearby Chicago, where he meets and beds the alluring Ellen, who unfortunately turns out to be Skip's mother. The division between the friends is further deepened when a cheating scandal engulfs the school.
