Not allowed to cross the street without adult supervision? At what age, if ever, will this be allowed? Not to start a fight, but note Michaela's comments upthread. At a certain point, especially if you have a smart (obviously) and rebellious (I don't know) child, they are going to start assessing the risk themselves, wrong or right, and possibly start lying to you because they think you are being ridiculous.

Kids need some rope. My DD is asking for a LOT of rope already--more than we can give her, but. It's going to be a dance. When she is upset (often) we now let her walk up and down the block alone. I don't particularly like it, but it cools her off very effectively and it is a very valuable adult privilege to her. Do I stand by the window and watch for her going by? Yes, I do. But she doesn't know I do that.