On a bet with one of his practical-joking partners, a Los Angeles lawyer responds to an ad from a pretty Chicago magazine writer offering herself as a bridal candidate as an investigative reporting assignment, and then makes another bet that he can keep the relationship platonic for two weeks.
A man befriends a fellow criminal as the two of them begin serving their sentence on a dreadful prison island, which inspires the man to plot his escape.
The wealthy members of an exclusive backwoods retreat face an existential threat from both a disgruntled former manager as well as a subversive, anarchistic current member.