This book turns our search for intimacy on its head, suggesting that our way to creativity in love may be through idiocy. The book takes its readers on a journey through the work of Plato and Melanie Klein in theorizing the dynamics of intimacy while exploring some of the paradoxical aspects of love in works by Fyodor Dostoevsky and French filmmaker Catherine Breillat. Revisiting core concepts of how we think about relationships, the book lays out a model for relational breakdown—the cycle—in which we are constantly in the flux between seeing ourselves and seeing the other. Effecting close readings of literary, philosophical, and psychoanalytical sources, the book draws on parallels between these fields of inquiry while tracing their shared intellectual genealogy, suggesting that the tension between Narcissus and Cassandra, with its inherent conflicts, is also the space through which love emerges from intimacy.