This paper explores situations of interpersonal catastrophes during psychoanalytic psychotherapy with survivors of prolonged childhood abuse. A catastrophe of unbearable psychic pain focused on the therapeutic relationship accompanied by functional deterioration — mutual but not symmetrical. Through analyzing Orpheus failure to save his wife from the underworld, I look at our unconscious motivation to treat others. What is drawing us to other person's hell? How identification with the aggressor when facing our patients' inability to mourn, and their identifications with the aggressor, may trap therapy in a fantasy of rebirth, and correcting things from their roots, and by this, pushing to a malignant whirlpool. I look into the clinical manifestations of the mutual fantasy to overcome the limits of reality and offer an analytic meaning to the concept of rehabilitation vs. recovery and suggest applying it in these challenging cases.