An earplug for insertion into an ear canal of a user has a front, a back, a side extending between the front and the back, a longitudinal axis, and a transverse axis. A core structure is selectively moveable from an un-deformed position to a deformed, insertable position suitable for insertion of the earplug into the ear canal of the user. A cover covers at least a portion of the core structure and is adapted for contact with the ear canal of the user. An actuator is operatively connected to the core structure for moving the core structure from the un-deformed position to the deformed, insertable position upon application of a force to the actuator.