Taking photographs from the roof of a building, particularly one accessed illegally. Also: roof topping.
So long planking, and horsemaning—those trends are child's play compared to the new craze: rooftopping. Essentially, you get to a roof, go to the edge, look down, and snap a photo.
—Jen Carlson, "Vertigo-Inducing Trend: Rooftopping," Gothamist, August 12, 2011
Excited to share the experience with his friends, he soon convinced other photographers to join him on escapades, not only to the rooftops of skyscrapers, but also the tops of idle cranes.
Comparing notes on rooftopping strategies, I learned that, although they'd never heard of infiltration or urban exploration, these newfound colleagues of mine weren't exactly novices.
—Ninjalicious (Jeff Chapman), "Journal: Blackout Exploration," Infiltration, August 15, 2003
Many thanks to Karen H for spying this word from upon high.