Being trusted in a particular location does not depend on your feelings but on whether or not your behaviour demonstrates that you have earned that trust. Looking for boundaries - how much you can get away with - does not demonstrate you can be trusted, unless you frame it from the other person’s perspective, for example you could ask your mom if she’s comfortable for dates to pick you up from a few houses down the road, and if not how far out you should go. This lets her set the boundary she’s comfortable with and you can gain trust by respecting that boundary and not attempting to push it - in fact go the other way and add 25 yards to it.
I have a friend who thinks LOL means “lots of love” and uses it as a generic signoff.
Had to reread it several times when he wrote “Mother in law died yesterday LOL”.