Are there any friends he has that you like? I would be very hesitant about being in a relationship with someone who only had friends I couldn't stand. The incident you described didn't seem that bad to me, but you were there and I wasn't, so maybe you saw something else that made you feel that way.
I think it's okay to sort of separate yourself from those situations. If you don't like hanging around with him and one of his friends, go do something else and let him be with his friends on his own. It *is* awkward to be around two people that are talking about something they did in the past without you. I know that I like to have time alone with my friends, when my boyfriend isn't around.
I wonder if another part of this is that you moved to be with him. He stayed in place, with all his baggage and old friends, but you left your friends behind. That would feel sort of alienating to me.
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