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  1. Basically, your “bro” and possibly his girlfriend at any given time will dictate your love life. Got it.

    I'd love to hear what makes her childish. She speaks her mind? What's wrong with that?

    Maybe I'll change my mind if you provide examples, but as of right now, I'm betting that she's fun and the 3 of you are more ummm… not fun.

  2. I guess I do want another date because we didn’t get to meet and I still want to get to know him. I just don’t want to give him the impression that I’m okay with getting stood up, you know?

  3. The man has been in love with you for 15 years. You enjoy his attention, and his companionship, and you pretend that the relationship is mutually platonic, so you don't have to feel bad about his unrequited love, or think for one moment that you might be taking advantage of him.

    Now, you have finally, belatedly, oh-so-johnny-come-lately-ly, realized that this guy might be the one you should have been with all this time. However, you are hesitant to pursue this, because it's been oh-so-convenient all these years to have a spare tire in the trunk, so to speak, and if you break up with him you might not have that any more.

    We've been friends for a very long time, and I don't ever want to lose that.

    You haven't been friends. He's been pining for you for a decade. You've been selfishly denying this to yourself. Now you say you have feelings for him? At what point will you suddenly realize how miserable he's been for the last ten years, watching you going out with other men? Hearing you complain about them, doubtless? Loving you from afar, and being helpless to do anything about it? All you can think about is your own feelings (“I don't ever want to lose that”). At what point will you start thinking about his feelings?

    Look how careful he is with you. Even when you tell him you're interested, something he's been waiting for half his life, his asks you to be absolutely certain, because he's afraid you're going to hurt him again.

    You've got two options here:

    1) You finally realize that he's a good man, and you might love him, and you want to love him, and build a future with him. Call him up, tell him this, and tell him you're so sorry you were unable to see this for all these years. Start thinking about him, and not just about yourself, and maybe this relationship will last longer than your previous ones.

    2) You objectively realize that he's not the one for you, and that's that. Apologize for stringing him along all these years. He'll accept it, and move out of your life.

    3) Yeah, I said two, but this is probably the option you'll actually choose. You'll decide that having a safety net for yourself is more important than treating him like a person. You won't be able to overcome your underlying contempt for him for having waited for you all this time. You'll give him some waffle about having to work on yourself first, or not being ready mentally, something like that. Possibly, you'll do this after dating him for a couple of months. Then you'll dump him, and start dating someone else who is obviously just using you. Your best friend will then realize what he really is to you, and cut all contact with you. You will then come back to reddit and complain about men. “We were friends for years, but then I became single and wouldn't put out for him, so he ruined our friendship. Men are so selfish!”.

  4. Brock sounds nice, and as a bonus his Dad owns a beach house.

    Your boyfriend on the other hand is insecure and controlling. You did nothing wrong.

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