There is provided a communication device for communicating with a counterpart device, including: a first and a second short range communication modules; and a short range communication controller configured to: control the first short range communication module to exchange information with the communication device, determine whether file transmission between the counterpart device and the second short range communication module is properly done based on the information received from the counter part device, and control the second short range communication module to receive or transmit a file from or to the counterpart device based on a determination that the file transmission is properly done.