Technology allows us to engage in all kinds of activities any time, any place. These range from mundane web browsing to online purchases, accessing services, inputting information, online chatting, leisure and monitoring our own health. They also include the potential for something or someone to follow our online engagement. This paper explores the tensions and ethical issues that technology throws up as we engage with digital devices and so express, what may very loosely and misleadingly be termed, our digital "lives' and 'selves' in time and space. We proceed by drawing on the allegorical form that Rafael Capurro so often uses to help us understand complex issues. Accordingly, we juxtapose the metaphors of magicians and guerrillas to tease out some of the issues arising from our digitally enabled existence.