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You are such a good friend for sticking by this girl through thick and thin, although it sounds like she hasn't always been the best sort of friend to you. Chances are, you keep her around because she's good in crisis, or there when you need her, or has good connections at all the best spots around town. Because, seriously, there must be some reason you continue to deal with your insecure friend's disappearing acts and subsequent neediness. So first, figure out why you two are friends, then remind her of that. Remind her what a great person she is, too, and that she doesn't need a guy to define her life. If she's anything like my friends, she probably won't believe you right off the bat, but a good girls' weekend, full of wine and as far away from any guys or talk of guys as possible, might help do the trick. However, if you can't remember why you two are friends, and if her rollercoaster of a dating life is really running you down, maybe it's time to move on. Not all friendships are forever.
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While it’s never easy to breakup with anyone — be it a friend, boyfriend, guy you’re dating, whatever — the key to your question is believing that you’re at “two different points” in your lives. It happens. And, it’s usually the main reason people give for breaking up with a boyfriend or significant other. So it’s not that bad of a reason to reevaluate your friendship. However, before you do anything hasty — like cut off all communication — take time to talk to your friend about the issues you two have been having. A girl is much more likely to be open to talking about problems than a guy your dating would be, so don’t be too nervous about giving it a try. And if this is your best friend, you owe it to her, and all those years you devoted to your friendship, to work through it before just walking away.
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While it may be a difficult conversation to have with your roommate, it’s best to rip the band-aid off quickly, and the sooner, the better. This way, your roommate will have enough time to make other living arrangements. Tell her you want to talk, open a bottle of wine, ply her with some of her favorite snacks, and get to the heart of the matter. Although it may seem like a tough talk to have, chances are she’s feeling the same as you. And, you’ll feel better once your feelings are out there. Just make sure not to blame her for your decision. Try to remain rational and calm and things should (hopefully) go okay. Good luck!
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