http://i.imgur.com/gT7RNaE.gifv Shift+Alt scale from corner on a 45 degree rotated object is acting like scale from side (please take a look at transformation in the end of gif). The same behavior with rasterized images and smart-objects. The solution for me is to rotate object to about 45 degrees or to apply transformation. Not very friendly to me, because I would like to scale using rules that working on other rotations and because non-proportional scaling is a feature I use less frequently. Is it supposed to work so or just a bug? If I want to scale from side of boundbox, I just apply transformation. That's what I did all the time.