Iris (Brittany Snow) is struggling to care for her terminally ill younger brother in the wake of her parents' death. When she meets Shepard Lambrick (Jeffrey Combs), a philanthropic aristocrat, it seems that her prayers have been answered. All she has to do is attend a dinner party with seven other desperate individuals, and play a game of Would You Rather. The winner of the game will be awarded untold amounts of money. As the game progresses, however, the dilemmas that Iris and the other players face grow increasingly deadly.