This document describes several conversations that Joseph Wortis had with Sigmund Freud during Wortis' psychoanalysis sessions with Freud in the 1930s. Some of the topics discussed include the structure and goals of psychoanalysis, dreams and dream interpretation, resistance, sexuality, character traits, and aging. Freud emphasized the importance of free association and acknowledging the unconscious mind. While he encouraged skepticism, he wanted Wortis to seriously consider Freudian concepts rather than immediately rejecting them. Their discussions provide insight into Freud's clinical approach and theoretical perspectives.