i did a "trailer' search and got thousand of pages of everything but trailers! anyway, months ago, i read an add with pics for a 650 with trailer. can't find it now...may have been on advrider. i had a 2 wheel trailer on my goldwing that made out 5k mile trip doable. i'd like to pull a one wheel trailer behind my 650 but not sure if it's big enough to pull a hundred pounds. anyone here ever pulled a trailer behind a strom?
To answer your question, at least indirectly (I haven't pulled a trailer with a Wee), I see no reason you cannot safely pull a small trailer with your Wee. I think one of the single-wheel trailers like the Tag-a-Long would be just fine. If the Wee can haul a rider and passenger without issue, it ought to pull a rider and a small trailer OK.
The question is, would you be happy having a trailer behind you? I pulled a Bunkhouse camper trailer thousands of miles behind my Gold Wing, without issue, but the Wings is heavy enough to take the added weight of the trailer. (500+ lb. loaded) I think as long as the trailer, loaded doesn't exceed, say 200 lb., you should be OK.
Another question is, does anyone sell a trailer hitch for the VStrom that puts the hitch coupler down level with the rear axle of the bike? There was a recent thread regarding some sort of weird hitch that attached up high, on the cargo rack, I believe, but posts suggested that it caused the bike to handle unsafely.
Personally, I see no problem pulling a trailer with a motorcycle. If you plan on a long trip and see the need to take a lot of stuff, or your camping gear, say, is heavy and/or bulky, a trailer takes the weight from being up high on the back seat and keeps the center of gravity low.
Hope this helps some.