Sasquatch321
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Thinking logically, per me... (sort of posted previously)
I think whoever took J probably was not lying in wait as the boys made their way to the store along the end of a deserted and relatively isolated road. Why would a guy with a stocking over his face and a gun be on a lonely road just be lurking around when he had absolutely no idea any juvenile male would be along? Who would he have been stalking when the Wetterling house wasn't within sight to stalk? Why, if he was there when the boys first passed, did he not accost them then?
I think whoever did this saw the boys as they approached the store from the road, then possibly drove part way and hid until the boys returned. Let us remember the experiment by the university prof who proved it was so dark that students could not see more than a several inches in front of their faces. Hiding a car in such darkness would seem very possible, and the boys may have been too frightened to realize there was a vehicle. Who in 1989 carried a stocking and a gun around if they were on foot? Just my thoughts of what seems to me to be logical.
I will say your theory is good, it was dangerous to go to tom thumb. But DR does have a house full of this stuff, he has something like 8 siblings.