There is provided a technique which allows an uncomfortable sound pressure of a user to be estimated without presenting an overbearing sound to the user. An uncomfortable sound pressure estimation system includes: a biological signal measurement section for measuring an electroencephalogram signal of a user; a sound stimulation output section for presenting a sound stimulation group to the user, the sound stimulation group including a first sound, a second sound, and a third sound which are pure tones of the same frequency and which consecutively decrease in sound pressure within a predetermined range; an extraction section for, from the electroencephalogram signal in a predetermined zone defined based on a point of presenting at least one of the second sound and the third sound as a starting point, extracting an N1-P2-amplitude related or wavelet-coefficient related characteristic amount of event-related potential of the electroencephalogram signal; and a determination section for determining an uncomfortable sound pressure at the frequency of the sound stimulation group based on the characteristic amount extracted by the extraction section.