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And a very likely outcome for this would be the woman coming online here and saying 'why did he tell me this? I don't want to know about his past" and a stack of people telling him he was an idiot...

Sorry, your explanation doesn't change my attitude.

Not only is she insecure because of your past - which has absolutely nothing to do with her - she's giving you the 3rd degree regarding when you...

>>basically begging her to tell me to move on.<<

Mate, leaving your future in the hands of someone else will do your head in. This is why I endorse the 'have a nice life' suggestion. You'll...

Another vote for the 'have a nice life' card. No way would I wait around for someone who didn't even know if they wanted to be with me.