Any disruption occurring during the event is likely to create a sense of discontinuity that can affect both the plot and, within the telling of the plot, the organization of space. This chapter sets the first milestones of an analysis on shadowing, using elements of geo-criticism. It focuses on ways the organization of space is transformed as a result of the narrating of a tailing job. Both the mastering of distance and the controlling of the gaze are paramount, resulting in a constant physical and psychological tension that affects the spatial organization of the narrative. In contrast with that of shadowing, studies on flanerie abound. The follower and the flaneur have much in common and were born in similar historical circumstances. Regardless of the time sequence and the use of technology in these stories, the setting of a shadowing apparatus most often results in a spatial and psychological tension that becomes quickly palpable to the reader or the spectator.