A video playback system for enhancing drama effect is disclosed, including: a video playback device having a main display to playback a target video; a first portable communication device having a first screen for displaying a first auxiliary image; and a drama effect enhancing server configured to operably transmit content of the target video to the video playback device via a network and to operably transmit content of the first auxiliary image to the first portable communication device via a network. When the target video playbacked on the main display reaches a first target point of time, the drama effect enhancing server instructs the first portable communication device to utilize the first screen to begin displaying the first auxiliary image.