This paper explores crying in the clinical setting and offers a perspective on the nature of the emotional link which is formed with the crying narcissistic patient. Crying is an ordinary and familiar experience in the clinical setting which is generally characterized by the therapist feeling emotionally moved with a deepening of empathy. In contrast narcissistic crying can be associated with an absence or lack of emotional fit between the therapist and patient. The nature of this lack of fit throws an important light on the underlying difficulties of the patient which must be lived out in the therapeutic relationship and, more importantly, tolerated in the countertransference, before interpretation can be realized.