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The film follows a pair of married couples, Alfie (Hopkins) and Helena (Jones), and their daughter Sally (Watts) and husband Roy (Brolin), as their passions, ambitions, and anxieties lead them into trouble and out of their minds.
After Alfie leaves Helena to pursue his lost youth and a free-spirited call girl named Charmaine (Punch), Helena abandons rationality and surrenders her life to the loopy advice of a charlatan fortune teller, forming a liaison with recent widower, Jonathan (Ashton-Griffiths).
Unhappy in her marriage, Sally develops a crush on her handsome art gallery owner boss, Greg (Banderas), while Roy, a novelist nervously awaiting the response to his latest manuscript, becomes moonstruck over Dia (Pinto), a mystery woman who catches his gaze through a nearby window. Despite these characters’ attempts to dodge their problems with pipe dreams and impracticable plans, their efforts lead only to heartache, irrationality, and perilous hot water.