Ha, I never thought I'd be commenting in depth on this but I love the feel of bare skin on bare skin. When I shave down there I shave everything. What I found works best is a shaving [gel] NOT cream. The best one I found is called 'Bumpstopper'. Yeah the name is funny, but it has petroleum and lanolin in it. The lather is really really thick which cuts down on irritation. I actually shave with the direction of hair growth first, then against it to give that baby's butt soft finish. If your hair is long shave it down to around 1/4 or 1/8 of an inch first with a trimmer. Afterwards wearing boxers (for better air circulation) and/or using powder will keep moisture (and therefore irritation) to a minimum.
...one can be sure of nothing until it has already happened...