Begin with
It is impossible to overestimate importance of such rules which will allow you to look in his eyes as much as possible positive.
Begin with the exaggerated severity to have opportunity to encourage the teenager, weakening it.
If you grant at once it all rights, will remain with anything.
You will have nothing to reward the teenager when he starts becoming more and more responsible.
And that is even worse, you will not be able to teach him to arrive so that to him trusted, will not be able to explain to him as it is important to be able to be responsible for himself.
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