A system and method for providing real-time assistance regarding a cloud-based application and an application server incorporating the system or the method. In one embodiment, the system includes: (1) an assistance request receiver operable to receive from a user requesting assistance an assistance request regarding the cloud-based application, (2) a rendered video stream diverter associated with the assistance request receiver and operable to reroute an original rendered video stream associated with the user requesting assistance to a user providing assistance and (3) a modification receiver associated with the assistance request receiver and operable to receive from the user providing assistance at least one modification regarding the original rendered video stream, a stream transmitter associated with the modification receiver operable to transmit a modified rendered video stream toward the user requesting assistance that has been modified based on the at least one modification.