I am unable to skew shapes for some reason in Photoshop CC. I don't know if there is a setting I'm overlooking or if this is a bug, but I have never had this problem before. I create a shape, go to Edit>Transform>Skew, and when I grab the top edge and move it side to side it makes a rectangle base on what the skew should look like. I've posted a video to illustrate the problem:
https://vimeo.com/70650728