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Sounds good, so my stories should be of female friends who have been through the same bad experiences with her bf as she's having, and make sure the moral of the story is that what her bf is doing, she shouldn’t accept and basically, should split up with him?
Make the moral of the story be, that what her bf is doing is worse than she maybe realizes it is, let
her figure out that dumping him is the solution. She will likely say something like
"oh, I hate it when he does this and this.. but I don't know, I guess its not that bad.. I guess I can live with it" So what you want to do is show her, that if something "this small" is bothering her already now, the problems won't disappear and they will only grow.
(This is of course bullshit, problems can be worked on etc. so that's why the stories are so important, to help her relate to something that isn't necessarily true at all

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And another question is, should I telegraph interest to her or just keep showing myself as this interesting guy and generally teasing? As I don’t think she'd split up with him unless she thinks there is a better option and not just because her situation is bad, which it is.
By telegraph interest I mean compliment with take-aways, but her having a bf stops the obvious points where I would just kiss her for instance? Because I don’t know where her boundaries are and due to the situation within the social circle, id is hard pushed to test them!
If you do the storytelling right, she'll feel that you Really understand and "get" her. Once she "understands" that things won't work out with her bf and figures out that she should break up with him.. things should work to your advantage all by them self. She will feel you understand her like nobody else does, after all you were the only one who saw that her relationship wasn't going as well as everybody else thought it was and you could relate to her situation (you told her stories

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Building trust in crucial if you play things this way, so you might want to tell a story or two about yourself as well (always pick stories she can relate to)!