Even if a golden opportunity was starring me right in the face I would still hesitate.
I would try to think of the perfect opening line to say to her. If a woman is located at a certain part of the bar or club there is a reason for it.
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I would see a hot woman that I was attracted to and I'd get the urge to go up and meet her but... I just couldn't muster up the courage to get myself to do it.