A bruxism monitoring and prevention system includes a bruxism detection subsystem that is dimensioned to be positioned at least partly in an ear canal of a patient. The bruxism detection subsystem detects, when the bruxism detection subsystem is positioned at least partly in the ear canal, a change in a size of the ear canal of the patient and, in response, generates a bruxism event detection signal. A bruxism notification subsystem is coupled to the bruxism detection subsystem. The bruxism notification subsystem receives the bruxism event detection signal generated by the bruxism detection subsystem and, in response, generates a tone that is configured to be audible to the patient.