That's a home-made striper. I guess you could hook a chain to it and pull just about anything. Towing with a WB is awkward. I'll use mine as a leaf plow, but I have no reason to tow with it.
Again, spend the extra 3 minutes to load up your trailer. You'll look like a scrub walking down the street with a bunch of crap piled on it and towing a radio flyer.