The number one reason I hear from people who don't use coupons is that they're too much of a pain to deal with for the money you save. For someone who's organized, it's all about the value for your time.
I always start by making up a menu for the following week and shopping list. I actually write my shopping list on the outside of an envelope (I put my coupons for the trip inside the envelope). Then, I match the list to local ads to verify sales. (Keep in mind that WalMart price matches so if you have a Super Walmart nearby, you need to assume that every ad will work there as well...) After you verify the cheapest places for each item, match the sales up to your coupons. Utilize all your resources. Don't just count on your local papers. Let your fingers do your walking with sites like http://www.coupons.com/ and http://www.smartsource.com/. Remember that http://www.target.com/ has coupons that are both manufacturer and Target only. Most importantly, Target allows customers to combine one manufacturer coupon with one Target coupon per item. Target coupon combining will often times make items very cheap, free or even give you money back (often referred to as "overage")... Just remember to hand the cashier all manufacturer coupons first as the Target coupons will be applied directly to the cost of the item and cause the manufacturer coupon to "beep".
Armed with your list on your envelope full of coupons, you should be able to have a non-complicated shopping trip... ;-)
