Wearable devices with independent computing and networking capabilities change the proximity of people and visual information to self-presentation and self-perception. This article examines the disruptive effect that wearable technologies like the Digital Eye Glass present in documenting and representing the self in a surveillant world. We look at how the power relationships in self-presentation and self-interpretation are changed by sousveillant apparatus, and we explore how these practices of "looking" mediate the subject and power in the changing ethics and politics of human-to-human and human-to-computer interaction.