Photo annotation is a resource-intensive task, yet is increasingly essential as image archives and personal photo collections grow in size. There is an inherent conflict in the process of describing and archiving personal experiences, because casual users are generally unwilling to spend large amounts of effort on creating the annotations which are required to manage their collections. This poster outlines Photocopain, a semi-automatic image annotation system which combines information about the context in which a photograph was captured with information extracted from the content of the image. These automatically generated annotations are then presented to the user for extension or alteration as need be. This work is presented as an initial investigation into the applicability of surreptitiously captured metadata to describe the events of a person’s observable life.