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Comments:
Another thing - he sounds playerish, right? But he's only had one gf, and that relnship didnt go well at all - and he has said smth like this before: im afraid of reliving my past relnship. SO my guy friend says maybe he's scared of being in a relationship, etc. - his advice is to talk to him directly and see where his head's at. Is that good advice?
I can't be with someone who is so superficial.
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It's an insecurity and self-esteem issue because he can't get his head round the fact that this is innocent and you're trustworthy.
I would even consider DUMPING your age from your profile if you could and see if that helps. I'm not saying be dishonest or keep it a secret forever, but maybe let the cat out of the bag after the second or third conversation. If it gets you that far, then obviously they're just hung up on a number. And you never know - you may find that your age just isn't that big of a deal after they get to know how great you are.
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I have no problem going out with both of them and with them meeting. In fact, I've already planned on arranging that when the time is right. But right now I'm not sure that would be a good idea. I haven't yet told Matt about the situation with my bf, and I think that if we all got together without him knowing anything the situation could get ugly. I want to give him a head's up on what's going on first, then I think we can all get together without it being an awkward encounter.