[guids]

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Since it is a given that you are going to persue this, you might as well make the most of it.

Being an older woman, she ought to be able to show a thing or two about finding your way around a womans body. Take the opportunity to pick her brain. She can probably teach you the ways of the world in terms of dealing with girls- thus building your confidence.

Because she is experienced, a cokehead and a prostitute, there is no point in trying to show your pimp hand, as she'll almost certainly wind up seriously pwning your noob ass on one level or another. Still, if you can keep you wallet and emotions under control, consider opening up to her about your insecurities. She will probably get off on developing you into a playa' to be reckoned with.

BE CAREFUL!

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Im guessin the whore aspect has broadened her horizons more than her being old. But those are both valid points.