This chapter analyses the relationship of ‘trust’ to crime, power and criminal justice policy that is gender-sensitive. The theoretical model employed to analyse this relationship draws on a gender-sensitive conceptually driven argument that is based on an ontologically flexible critique of agency-structure, micro-macro and time-space. This relationship stands at the interface of competing pressures working to produce the increasing complexity of crime and criminal justice policy regarding gender. I then move the attention to the conceptual problems of ‘trust’ which is linked with uncertainty and complexity, while law and order and crime policies rest on the specialist knowledge claimed by a range of professional ‘experts’ and technologists that inhabit powerful spaces through which crime policy and practice are governed and articulated. This chapter sets out to explore the relationship of ‘trust’ to crime, power and criminal justice policy in the UK. It is the contention here that the relationship between policy and delivery does have an impact on individual identity and agency at a number of levels in everyday life: intrapersonal, personal, interpersonal, systems or organisational and socio-political levels. This relationship stands at the interface of competing pressures working to produce the increasing complexity of social life relating to gender.