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Hmmm... well...
You could go about it as though you were hiring an employee. Put out an ad on Craigslist, schedule an interview, check their background, ask for their sexual history, require a blood test. It looks like a lot of hassle, but if it means a lot to set this up for her, take the time to do it right. Too bad she's too shy to set it up herself. It'd be much more rewarding, I would think, if she would ask a couple of guys that she has some sort of attachment to.
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"Sometimes I have to remember that things are brought to me for a reason, either for my own lessons or for the benefit of others." Cynthetiq
"violence is no more or less real than non-violence." roachboy
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