A tunneled session management (“TSM”) server manages a dynamic datagram tunnel (“DDT”) for a real time communication (“RTC”) with a TSM client. The TSM server establishes a stream based tunnel with the TSM client and then establishes the RTC via the stream based tunnel, where the RTC includes communicating a first channel for signaling traffic and a second channel for media traffic. Then, it is determined whether to establish the DDT for communicating the media traffic, and if so, the DDT is established and the second channel is communicated via the DDT while the first channel is maintained on the stream based tunnel.