I spent 30 minutes searching through the skyline thread to find one picture that I remembered seeing awhile ago. Turns out it wasn't as great as a I remembered it, but still pretty good.
posted by flar
The first thing that came to mind when I saw it was a gritty Northeastern American metro like Philadelphia.
My favourites are shots that show Toronto from the East, taken from anywhere near Tommy Thompson Park. It looks like you're in a forest, but only miles away from a huge city.