The best way that I've found to do a five o'clock shadow, through all the methods I've tried in making 14 year old boys look like men in high school plays is dark brown blush or eye shadow dabbed on with one of those sea sponges, and then with a light brown mascara, using a disposable applicator, put it in the tube, wipe off the excess and then define your stubble, where you want it. This will only look good under stage lights though.... Sorry if you're looking for something that'll look good close up!