An information processing system includes a controller device to be fastened to a user's hand and an information processing apparatus that is connected to the controller device to exchange information with the controller device. The controller device includes a vibrating element causing a housing of the controller device to vibrate, receives information indicating a vibration intensity of the vibrating element, and acquires information related to a contact area between the controller device and the user's hand so as to cause the vibrating element to vibrate. Also, the controller device or the information processing apparatus corrects information indicating the vibration intensity on a basis of information acquired by acquisition means of the controller device.