I really do this quite a bit. In a mindful way. I'm not usually running through someone's front yard, although there have been times when finding a road necessitated a little front yard action. Most of the time when I am trespassing it is to connect from one trail system to another or it is on land that has been vacant for many years. I took James on a run with me recently on trails that I have been trespassing on since high school. It looks like there are going to be houses built soon as roads have been put in recently and there are tell tale wires sticking out of the ground.
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