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However unattractive you may believe yourself to be, I'd imagine that the only thing holding you back is your lack of self-esteem.
And there's nothing wrong with bars and clubs, you want life experience and experience dealing with the opposite sex - going out and mingling in situations outside of your comfort zone seems like a good place to start.
I wouldn't rate this online thing too high on my list of priorities, you obviously want to go to the strip club so you should go. You aren't dating this girl so you don't owe her anything. If something cool comes out of your relationship then that great but it really should only be just another option...
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"Porn is a zoo of exotic animals that becomes boring upon ownership." -Nersesian
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