A l i c e c o n r A d , A n e w Y o r k s o c i A l worker who was engaged in multiple sexual relationships with men and with women during the 1930s and 1940s, baffled her analyst, the renowned psychiatrist Viola Bernard. After two months in analysis, Bernard was clearly frustrated in her attempts to navigate Conrad’s short but cluttered personal history of intimate relationships. She wrote how her “patient has been to a bewildering number of places just in one night. So much so that it is impossible even to keep them in mind for analyst. Apparently she had m.m., the client whom she feels the threat of a personal relationship with, the B.’s, ‘Bill,’ J., all in one evening.” Bernard’s confusion while trying to keep pace with Conrad’s many emotional entanglements, let alone attempting to draw some significant meaning from them, was not for want of trying on Bernard’s part. Bernard, the consummate medical professional who saw Conrad daily five times a week from 1940 to 1945, compiled copious and detailed notes from each session. The analyst charted her patient’s confidences with great care, considerable empathy, and a meticulous attention to the detail presented before her, listening attentively to Conrad’s frustrations and dilemmas, which were, seemingly, a part of each relationship Conrad entered into, whether it concerned affection for a man or a woman or, as was typically the case, for both at the same time. The case notes of Viola Bernard offer a rare and intriguing insight into the methods and practices of a psychoanalyst dealing with a young and