Well Chuckt, I think your 40yo look and all that hair makes you .224547793 of a meter further from the mythical "border" of 'pedophilia' than the clowns who have been judging you first made you out to be.
Beyond that, some raise very good points about the border crossings. By all means tell them the girl is one of your employees (and have some details rehearsed beforehand). Of course they raise very good points with regard to the funds as well.
I wonder if you could buy a cashier's check once you're over there, after making prior financial arrangements to do so. (she should then definitely mail it home, vs. bringing it through the border) I just don't know if it is fair to her to have her going through the motions for so many days motivated by the notion of a promised large cash payoff once she's back home in Canada.
Finally, so many of those responding are just hearing something which seems so fantasy-filled that they won't give fair consideration to the actual dynamics of your dilemma.
What would you expect to read/hear if you went to the teen area of "MySpace" and polled 19yo 'women' on what price they would accept to go to Hawaii for a week and have sex with a 56yo man every day? Some of those answers would make $1200 a day feel like the allowance you got when you were age 9.
Ultimately this boils down to this young woman needing to TRUST you far more than you would ever need to trust her. In terms of your mere safety, you've got airport security on your side, and can probably guess that she won't arrive in Hawaii with so much as a box cutter. In terms of the risk of her fleeing the scene and the vacation, you've got distance, isolation, and her fear of causing a scene in a "foreign" land on your side.
She on the other hand has to trust you almost entirely, and not only for the big things, but also for your organizational skills and attention to conveniences along with what's important for a woman as well as yourself. She will have to trust you to pay her fee, no matter what it is, in a way that lets her continue to be confident about your sincerity.
She will have to trust you to not hurt her, and all of that while in a setting that is far, far from her area of personal familiarity. (she isn't merely a street walker who, after a struggle with a client during a car date gone awry, just leaps out of the car and runs for her life in an area where she knows every alley and street light)
You are indeed taking her time, and if she wanted a soothing, relaxing, and complete "vacation" in Hawaii she'd be free to schedule one for herself and a girlfriend with the fee you would pay her.
I can appreciate the seeming "barter" between you, where you conveniently borrow her nubile young flesh and relative innocence for a truly enjoyable week, in exchange for something (cash) along the lines of what she might value just as much. So when contemplating the many various ways these guys are telling you to be cheap, add to the equation your own, independent sense of the 'value' she is giving you in exchange. (and "just as much" really is the key)
Of course "what you can afford" is a factor which would cause people to be more fair to the young woman than they are tending to be right now. This is not "them" making this trip, and it might not be the first, random 19yo lass they envision being at their side.
Your two prior meetings with the woman should give you a true sense of what her company would mean to you in Hawaii, and you'll treat her fairly in all ways upon coming to that conclusion.
(this thread still challenges the mind a great deal)
