Abstract: In a sound output system including: an information processing apparatus; a first output device; and a second output device, the information processing apparatus generates, based on predetermined information processing, a first sound signal to be outputted to the first output device, and a second sound signal that is a sound signal to be outputted to the second output device and has a content different from that of the first sound signal. When headphones are connected to the second output device, the second sound signal is generated such that at least a part of a first sound which is not outputted as a second sound when no headphones are connected, is contained in the second sound, and the second sound is outputted from the headphones.