This paper presents work undertaken as part of an ongoing research programme into wearable computers and the processes for designing personal digital artifacts that exhibit authenticity. Authenticity is discussed in its associations with contemporary craft and as a means by which tools may cease disappearing in the obsessively rational quest for the ‘invisible computer’ and instead become more meaningful for users as objects in interaction. Materiality is arrived at as a possible basis for further work into agentive design methodologies.