The author presents a detailed clinical discussion of his work with a forty-year-old man and a ten-year-old boy in which he focuses on loss of self-object differentiation in the transference-countertransference experiences while he and these two patients were working with tyrannical internal objects (arising from intergenerationally transmitted trauma). In both of the analytic psychotherapies, the author experiences reveries in which a benevolent paternal figure lovingly supports a child's quest for independence. These reveries are of help to the therapist in recognizing, acknowledging, and accepting the need on the part of both patients to emancipate themselves from unconscious tyrannizing internal objects. The patients had previously experienced their need for emancipation as destructive to their parents and themselves, and consequently too dangerous to attempt.