Whereas pregnancy in the analytic treatment space has been a topic of discussion in several articles in the psychoanalytic literature, it is most often from the perspective of the patient or the pregnant analyst. This article discusses the experience of the non-carrying therapist whose partner is pregnant. A case discussion, highlighting the period of the work with a patient prior to the disclosure of the pregnancy, is presented. This article reviews prior analytic literature on pregnancy, and describes pregnancy as a transformative process that typically involves regression and a re-experiencing of events from early in one’s history. The result for this case is that when the patient and non-carrying analyst regress together, they co-create a more secure analytic attachment, deepening their work. Theoretical ideas concerning unconscious communication, telepathic dreams, and gestation are presented to help the analyst and reader understand the unique experience of working as an expectant non-carrying analyst.