This invention is an inflatable water proof ear plug which prevents moisture from entering the ear canal, reducing water intrusion and possible infection (“swimmers ear”). A syringe or manual pump allows the user to inject air or fluid into the bladder inserted inside the outer ear canal, providing superior comfort and safety over the “one size fits all” ear plugs on the market. When the ear plug is positioned into the ear canal by inserting the syringe pump, it opens up a small check valve and a measured amount of air or liquid can be pumped into the expandable bladder. The air valve can be deflated for easy removal by pushing the small check valve tip. For diving extra measured amount of pressure can be injected to compensate for the increasing under water pressure.