Every so often someone asks me about how they can learn to cut stencils or how I do it. Well it depends on what they what to do as to how to go about your stencil. My advice that I give is I tell them to visit www.stencilrevolution.com, which is where I first learnt all about how to cut stencils.
My next step is to tell them that they should make the images there own. Not just place it in a program, press a button, print and then cut where the computer told them too. Think outside the square a little more, if something in the image doesn't look right, adjust it until it does. Make it your own style.
You can also check out a post I did a while ago about how to cut a 1 layer stencil at www.nicoletattersall.blogspot.com/2009/03/hints-tips-1-layer-stencil.html