Replace your toothbrush every three months. Even if you are extremely dedicated to cleaning your toothbrush properly, it's best to safe and not play chances with bacteria. Plus, bristles wear down after months of usage, so they don't clean as well. This goes whether you have an old-fashioned tooth brush or an automatic brush with cleaning heads.
Try different flosses and flossing methods to find the right one for you. Flossing is not something that people love to do, but it's important to make it into a habit. If regular floss is hard to use on your teeth, try the wax-coated variety or move to a dental stick. There's bound to be a variety that works best for you.