As long as the load is secure, doesn't scratch your ride up and doesn't interfere with operation (or local laws), it's all good. Some of the things I've hauled (aside for an s-load of luggage) include 90 lbs of camping and climbing gear (including a chair and cooler), an 18" chainsaw, a 220 round trip ride with a shotgun strapped on a saddlebag, and a ride home from sears with 25' of air hose on a reel and a new circular saw.
I would try coming up with a way to hook the front wheel elevated to the rear of the bike and let the rear wheel be on the ground and follow. Probably wouldnt want to go on the expressway but it may be better than having that bike hang out on both sides like that.
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