I have seen several people on here talk about riding 2-up and pulling a trailer made from a Sears & Roebuck lawnmower hauling trailer and a turtle shell like you see on top of mini-vans. I am thinking the trailer with gear probably weighed 250-300 lbs, plus the weigh of the second rider (150-200lbs). If they could do it, the side car couldn't be any worse. It would be interesting to see how you attach it to the frame. I assume there is a hinge point or something? Anyway, good luck dude!
'07 VN900 Classic
Horsepower is an illusion.
Torque is the source of all good things.