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from the first post it sounds like she is one of those long term friend type deals
like seriously, when you meet a girl typically you/she figures out whether or not the relationship is platonic or not within the first few weeks of knowing each other
obviously its not just random chicks or whatever; but by saying hes never asked a girl out etc it makes me think he's wanting to do it just to do it.
stuff like 'the nicest thing a female has ever done for me' is overthinking.
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