An input pen includes a switching operation detection unit that detects an operation of switching connection between the input pen and an information processing device, a touch detection unit that detects whether or not the input pen touches the information processing device, and a device connection control unit that controls connection with the information processing device. The information processing device includes a touch information processing unit that detects that the input pen touches and obtains information of the touch position, and a pen connection control unit that controls connection with the input pen. In a case where the switching operation detection unit detects the operation of switching connection of a user and the touch information processing unit detects that the input pen touches within a predetermined time, the connection is established between the input pen and the information processing device which is touched by the input pen.