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Bottom Line: It wont happen! Unfortunately, they will NEVER stop second guessing you. they may forgive and try to forget but it will always be in the back of their head!
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Just clarifying, when you said 'ask her out', do you mean ask if she wants to be my girlfriend? I haven't really done this before you see, but I had imagined that that comes in time, after a few more dates? Or is that not necessarily the case?
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