I would like to say that I agree with this person. Skateboarding isn't legal anywhere else but in skateparks. I think that the law should make a law to not skate on only historical sites, not middle schools and high schools where most "street skaters" prefer to skate for there rails, ledges, and stairs. I'm saying this because I am one of these people that are crying out to the law to make less laws on places where I like to skate.
Yes it is. Many students at local universities use skateboards to travel from one class to another, which may mean going to and from buildings that are not in close proximity to each other. The campus police never stop them, so it must be okay.
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It makes absolutely NO difference whether the parking lot is "upscale" or downscale" and no difference whether it happens to be a parking lot or somebody's driveway - BOTH ARE PRIVATE PROPERTY.
The parking lot is provided for the purpose of parking of cars and when used without the owner's permission, for something else, you are mis-using it and, technically, trespassing on it.
There are probably no signs stating that you cannot pitch a tent and start a campfire there either, but just because there are no signs specifically forbidding boarding that doesn't mean that it is lawful for you to do so.