Cassandra's Dream is about two affable working-class brothers, Terry and Ian, who end up as murderers. Terry, a heavy gambler and drinker, works as a mechanic in a high-end sports shop and has a devoted and infinitely patient girlfriend. Ian, who runs a restaurant with his father, wants more out of life than his brother. He romances a high-maintenance actress/model and leads her to believe he's rich. When Terry ends up owing $180,000 to loan sharks their wealthy uncle Howard, who lives abroad, shows up with a proposition: in exchange for righting the debt, he'd like the boys to kill a troublesome business partner of his.