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Can you take the fun out of it for him and tell him you don't care what he does? If you can take his enjoyment out of it then maybe he will go away. Also not to be too nosy but were you over 18 in all the photos he has? If anything he threatens to post is of you underage then yes the police can definitely help. You also might be able to contact Craigslist and explain the situation to them and see if they can help. Good luck to you.
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