Streaming media augmentation and delivery includes identifying target streaming media to be streamed to a user device of a user, categorizing streaming media available for augmenting the target streaming media, and producing, based on the categorizing, a set of candidate augmentation streaming media, selecting at least one augmentation streaming media of the set and augmenting the target streaming media with the selected at least one augmentation streaming media to produce an augmented steaming media, where each selected augmentation streaming media is selected based at least in part on the selected augmentation streaming media being a demonstration of application(s) of a subject of the target streaming media, and based on an initiation to stream the target streaming media to the user device, streaming the augmented streaming media to the user device.