This chapter reflects on some of the darker experiences of clients and psychotherapists and how loving kindness can assist with these aspects of the work. The deeper potential of the therapeutic relationship is explored. The concept of the shadow is defined in the work of Jung and Kalsched. Its relevance to the experience of narcissistic injury is discussed, with reference to the work of Kernberg, Stiffell and Holtom. The impact of trauma, the work of repair and the significance of both verbal and non-verbal communication within the therapeutic relationship are discussed with reference to the work of Duffell and Bassett, Gerhardt, van der Kolk and Westland. The concept of the soul is applied to apparently dissociative experiences, and the process of reparation as discussed by Kalsched. Two case studies from the author's practice illustrate the discussion.