"You Will Meet a Tall Dark Stranger" follows a pair of married couples 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, Helena abandons rationality and surrenders her life to the loopy advice of a charlatan fortune teller. Unhappy in her marriage, Sally develops a crush on her handsome art gallery owner boss, Greg, while Roy, a novelist nervously awaiting the response to his latest manuscript, becomes moonstruck over Dia, a mystery woman who catches his gaze through a nearby window.