No offense, but you may want to reconsider the footwear. They've already checked you out from head to toe before you've said a word, and any detail that stands out is a mark against you. Also, well-groomed hair is a plus.
However, hitting on girls at a bar is a bit risky in the long run, especially for a young puck. You're competing against older gents with more experience, nice threads and important-sounding jobs. I've always had the best luck being introduced to a mutual friend at a private party.
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"The idea that money doesn't buy you happiness is a lie put about by the rich, to stop the poor from killing them." -- Michael Caine
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