Researching whimsical and spirited artists can inspire new ideas and methods of communicating how art remains a valuable part of people's lives both in and out of the classroom. This instructional resource explores one such contemporary artist who, driven by a curiosity in human interaction, continues to explore the world in fanciful and imaginative ways. The artist discussed in this article, Oliver Herring, generates a multitude of ideas with regard to involving children in artmaking. For the purposes of this resource, the author emphasizes the use of technology to introduce students to stop-motion video, which is a technique used by Herring. The author suggests the use of a still camera to capture several discrete still frames that can be compiled in stock software programs such as iMovie or Windows Movie Maker. For schools that dedicate resources toward the purchase of computers, there is increased opportunity to extend a child's experience with art. The approach presented in this article is one that encourages student-initiated experiences that are then re-perceived through video. Borrowing from John Dewey's (1934/1980) "Art as Experience," a child's animated experience before the camera exhibits both a "doing and undergoing," which are united and reinforced when the experience is replayed as a stop-motion short--the distance between the performing of a playful act and the watching of that act from a new perspective heightens a student's ability to connect his/her actions to an outcome, thus facilitating a "complete experience." This sense of accomplishment broadens student understandings of themselves and their ability to constructively engage with one another, technology, and the world. (Contains 4 figures, 1 endnote and 3 online resources.)