Bottom line, though it sucks... Your boyfriend will do what he wants to do, you can't make it stop hanging out with anybody.
Other than having an honest, calm, conversation with him, telling him all his concerns, that is all you can do. Whether he chooses to listen and change who his friends are, is completely up to him. It sounds like your boyfriend is trying to be a good friend to him, however, his friends idea of fun isn't all that great. Can you suggest other things for them and possibly you to do? Activities that, although may be extreme, are a bit more sane?




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The issue here is not the friend. He's an extremist, adventurous, see's no boundaries. Who are you to judge? Right? 



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