This thesis explores ways that the complex concept of trust functions between users in digital environments who are strangers. Although it can and has been argued that ‘trust’ is central to the functioning of society (Watson 2009), it is difficult to apply a static and complete definition of the term. I argue that trust is neither a fully objective nor subjective state but is formed through interaction. If users are to communicate via the mediation of digital environments, how will trust relationships form? In this thesis, I draw on a recent theory of trust: the enablement of trust. The agenda of trust enablement allows users to reach and maintain trust or distrust on their own terms.