This chapter reports on an ethnographic study of digital storytelling activities in a semi-structured afterschool program, the Fifth Dimension. Focus is placed on understanding the collaborative production of digital stories, an already well-regarded form of programming for youth. Traditionally, digital stories are developed by authors working independently yet, when produced collaboratively, digital stories allow different subgroups with diverse goals for participation to shape the trajectory of activity and imagining. Findings suggest that digital stories are flexible enough to be interpreted and shaped by diverse, multi-age participants yet robust enough to support learning and sustained participation.