I'm going to do a series of autumn leaf photos like this, where the leaf or its shadow resembles something else. I spotted this on the way to work. The shadow was naturally like that when I saw it, but for the photo I repositioned the leaf onto a different part of the sidewalk that made a better background.
I took this photo with the Canon S90 as a 3-exposure HDR. I post-processed in Lightroom. But I did nothing to change the shape of the shadow.