This book examines the crucial role of psychoanalysis in understanding what AI means for us as speaking, sexed subjects. Drawing on Lacanian theory and recent clinical developments it explores what philosophy and critical theory of AI has hitherto neglected: enjoyment. Through the reconceptualization of Intelligence, the Artificial Object and the Sexual Abyss the book outlines the Sexbot as a figure who exists on the boundary of psychoanalysis and AI. Through this figure and the medium of film, the author subverts Kant three Enlightenment questions and guides readers to transition from asking Does it think? to Can it enjoy? The book will appeal in particular to students and scholars of psychoanalysis, philosophy, film and media studies, critical theory, feminist theory and AI research.