Upon returning home early from a business trip, attorney Mitch Martin (Luke Wilson) walks in on his girlfriend Heidi (Juliette Lewis) taking part in an orgy. Learning she regularly partakes in them, he decides to break up with her. A few days later, Mitch encounters his high school crush, Nicole (Ellen Pompeo), at the wedding of his friend Frank (Will Ferrell) and makes an awkward impression. Later, he moves into a house located near the campus of the fictional Harrison University in Upstate New York.