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sounds like your brother is a gold mine of information, why are you not taking advantage of that. I had to learn everything the hard way, you actually know someone who can help you out. Offer to clean his room or something who cares. What you can take out of it is priceless man
It's not about being slick or going to a bar and finding a random chick to have a one night stand with. If your a nice guy , pull off a relationship. There usually more reliable then anything.