A dental isolation system includes a dental tool that has a handle portion at a proximal end, a tip portion at an opposite, distal end, and a body portion extending between the handle portion and the tip portion. The handle portion has handles and finger apertures so that a dentist can manipulate the distal end. The tip portion is inserted into an O-ring of a dental dam and, when actuated by a dentist, the tip portion forms a quadrant, allowing the stretched O-ring to easily fit over a tooth.