Collector Randy Emr tows deuces a lot with other deuces. He seems to do just fine. I'll share some of my experiences with you and you can take them at face value. Firstly I've been told that you can energize the brakes by supplying air to the J shaped line that goes from the control assy to the can on the booster. You would need to remove that J and make your own. Never tried it so who knows if the info is accurate. There are some different opinions on towbar length but I've always opted to keep the bar at it's shortest adjustment. I've made the mistake of towing a heavy vehicle with one that was lighter. The deuce can sure push you around hanging on the back. It's now my practice to move as much weight as I can to the towing vehicle. I do this my moving the batteries, spare tire, outside duals to the back of the towing vehicle. 5 tires and 2 batteris is right at 1000# and that makes a big difference. Plan your stops! It will take a while so do whatever is necessary to keep your reactionary gap large. The deuce will take over a mile to get up to highway speed so plan that as well. While on the interstate, I try to plan my stops at exits where the road crossing the interstate is an overpass. The off ramp is uphill and help to slow the truck and the entrance ramp is downhill which helps when merging. Bring help or plan on exiting the truck at least once in a hurry. While cruising down the road the deuce will track fine. When making gradual turns it wil do fine also. When making sharper turns, especially right turns, the towed deuce front wheels will sometimes turn the wrong direction stopping you in your tracks. Many many times I've had to bail out, crank the tires all the way in the correct direction and off I went. Some folks will advocate tying off the steering wheel but I prefer to deal with the turn issues rather than drag it around every corner. With an assistant they can ride in the towed vehicle while on surface roads to assist with turning. I also remove the 4 rear axle shafts and front drive flanges to prevent the differentials from turning. The front drive flanges will bolt on the rears o limit the grease drips but unless you have an extra pair, you will need to plug the hubs somehow. I find that removing the shafts is easier than crawming under the truck and taking out driveshafts. Lastly you will need to rig some type of lighting. I've rigger all sorts of different lighting. If you can score a trailer cable from an old trailer, you can use it to tap the lights on the towing truck and pile juice back to the lights on the other truck. Unplug the factory wiring and power them from the truck.
Be awake, aware and cognisant of whats going on and you will have no problems. If other questions or concerns pop up, just ask!