Abstract: Disclosed is a system and a method for assisting plurality of users to interact over a communication network. The system includes a first computing device and a second computing device of a second user communicating to the first computing device over the communication network. The first computing device includes first computer executable components such as a selection component for selecting at least a first media file by the first user, and a sharing component for sharing the selected first media file with a second user. The second computing device includes second computer executable components such as a recording component for recording a first feedback media file by the second user while viewing the first media file received from the first user, and a second sharing component for sharing the first feedback media file by the second user to the first user.