Systems and methods for dynamic image content overlaying are disclosed. In embodiments, a computer-implemented method comprises analyzing one or more digital image frames for the presence of a placeholder, wherein the placeholder overlays a dynamic image space on a display object and includes a content identifier and a contour mesh; determining the content identifier; retrieving select image content based on the content identifier; determining an orientation of the dynamic image space; transforming the select image content to produce transformed image content that matches the contour mesh and the orientation of the dynamic image space; and replacing the placeholder with the transformed image content to produce a set of one or more embedded image frames.