I personally don't think a shaved head would work out on me well at all, but ragtime can pull it off pretty well!
Just get a buzz cut like me, I do it myself, & it saves money, not to mention the time spent going to/from the barber. 1/2 inch is probably the best, atleast for me. It seems like when I do it shorter, it's just too short. Personally, I probably look better with longer hair(atleast according to the wife & others), but, I have a decently shaped head, so, a buzz cut isn't terrible on me. Which brings me to my next point, before you buzz your hair, make sure your head ain't wierd shaped