Aerial imagery has a great capacity to engage and maintain student interest while providing a contextual setting to strengthen their ability to reason proportionally. Free, on-demand, high-resolution, large-scale aerial photography provides both a bird's eye view of the world and a new perspective on one's own community. This article presents an activity that focuses on proportional reasoning with map scale, a critical part of "Element One, Standard 1" of the "National Geography Standards." Using images from Google[TM] Earth, students cross both mathematical and geographic boundaries while learning about map scale and proportional reasoning. In this activity, the authors challenged their students to master two concepts: (1) map scale from geography; and (2) proportional reasoning from mathematics. They concluded that one great strength of this activity was that the experience of developing the map scale (physically measuring the image-size football field and relating it to its known size) later helped students understand the relationship between values as they constructed proportions or created football-field rulers to calculate distance between objects on the images. (Contains 4 figures.)