Lately I've been tossing the idea around in my head of escorting a little on the side. I've been trying to do a lot of research on the topic, and I've pretty much made up my mind that it's not something I would want to do a lot, but occasionally with a good regular would be fine with me.
I've had this customer for about seven months now. He's a traveling business man and comes through my town once a month. He emails me a few days early, we make plans to meet for dinner. He always buys me great dinners, then I head to the club. He goes back to his motel for a bit, and by the time he comes in I'm all dolled up and out working the floor. Sometimes we'll only do $100 dollars of lap dances, once we did two hours CR ($1000). It always varies for him.
I want to ask him about the possibility of extending our professional relationship into other territories (i.e. the escorting) Our in-club portions of our visits have become more and more sexual, (short of extras in the club, would never jeopardize my job like that) and in turn he's dropping more and more cash. I'm meeting him on Tuesday, so in my reply email I hinted about having something to talk about but didn't go into details.
Sorry for this being long, so thanks if you're still hanging in there. My question is, how exactly do I ask him about this? Should I do it in the email before hand or wait till dinner and talk in person? Not quite sure how to approach the whole subject in general. Thanks in advance for any advice!





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