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Originally Posted by pig
In the general sense, no - I don't think it's a problem if my girlfriend is/was good friends with one of her ex-boyfriends. However, I think you need to ask yourself what exactly is it about her and this guy that is bothering you. If it's just because they had sex 3 years ago, I'd say get over it. If she behaves in a way that shows preference to him over you, or if she's doing anything sneaky, or if you feel that he's trying to move on your girl...then those might be valid reasons to have a problem with it.
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I agree with this, it's a good standard to go by. And I definitely think that communicating effectively is important in this type of situation.
That said, Ustwo has a point also (and yes I always have that knowledge in the back of my mind).
Proceed carefully though, I find that people that cheat once often do it again.