>>36810 (OP)
Never hired an escort for anything before, but I have a friend who's hired them for regular sex.
Maybe it'll be a great experience for you, but for him, you've got to expect that they'll at least look 2 or 3 times worse than whatever their photos indicated. Most of them don't enjoy this. They hope you cum early so they can leave. If you do anything they don't like or cross any lines, a lot of them have guys they know to come intimidate you or beat you up.
That last part hasn't happened to my friend but he's been threatened with it once before, and the girl he had hired actually had a uniformed cop as her "friend" waiting in the car for her.