This chapter discusses the author’s twin careers as a visual artist and psychoanalyst. As an artist, the author describes his imaginative process occurring in a dissociative trance. Artmaking and being a psychoanalytic patient are related practices taking place in an altered state of consciousness and creating an atmosphere where anything is possible. The therapeutic role of imagination in Mesmer’s animal magnetist movement, and in Breuer’s work with Bertha Pappenheim, is compared with a clinical case in the author’s own practice. Using dreaming as its model, the paper argues “imagining the impossible” is the basis of creative growth and therapeutic change.