In order to begin to consider how psychoanalytic and artistic experience may overlap in some ways, it has been necessary first of all to set forth Freud’s attempt to project art beyond the reach of psychoanalysis. In this chapter we have tried to understand this “prohibition” by placing it within the framework of his primary identity as a scientist, his mixed feelings about art and artists, and the personal meanings of sibling rivalry and homoerotism that this may have had for him.