Indeed I could, but this would even further complicate the setups, and introduce another redundant layer into the mix. SSL secured Dude connections are secure enough, IMO.You should post it in "Vote for new DUDE features!"
As a solution you can use, for examle, openvpn to make your agents connect to centrlal openvpn server (probably on the same server the Dude is running) and to get predefined IP addresses. Also the dude server will contact agents in more secure mode.
Are they SSL secured? I gues - not. Connections are secured, but not using SSL.SSL secured Dude connections are secure enough, IMO