Had a session last night at one of the fanciest hotels in manhattan. Ate dinner there with the client first. 20 dollar glass of pinot noir and 4 pieces of delightful shrimp for, i’m sure, another 40. All of the women there had long evening gowns and mink coats. The men wore suits and were all carrying shopping bags. The waiter kept apologizing for making us wait, though we didn’t wait at all. I felt very VERY out of place there, but my client liked the fact that I didn’t fit in. He was old, but I could tell that he was attractive at some point. The majority of our dinner conversation was about how much money he has, and then he starting tell me how important it is to take care of your health. I kept wondering why he was pressing this, but then I hear the long, drawn out story of why he called me.
I kept zoning in and out of the story (the wine was getting to me), but the main focal point was that his friend that he has known for almost his entire life (which is a very long time) just died today from lung cancer. And it was very sudden because his friend did not get himself checked when he was feeling badly. This friend had an apartment on 5th avenue, two kids in law school and a gorgeous wife. So, I suppose instead of moping, this client wanted a gorgeous “college-aged” girl (he kept referring to me as a college girl) to flirt around with.
The session was mediocre. I faked about 3 orgasms, since for some reason he thought that I could get off with my panties on and without touching myself. The woman who can do that needs to teach me, cause I’m jealous. At one point he said “well, I guess this is the point where you blow me.” HAH.
“Sorry honey, I don’t do that.”
“I know, I just wanted to see how much I could get.”
For only a 50 dollar tip? You gotta be kidding me…. The session ended and he started complaining about how much work he has to do tonight. “If it makes you feel any better, I’ll be working all night too.” And I leave, with a wink, smiling at the butlers on my way out (this fucking hotel had butlers. Unbelievable.)
So I ran out of there for another session, a bit tipsy and happy to be treated so elegantly. In-call. New guy who was there before me. Seemed stupidly lost and a bit pathetic. His first time. But he have a great conversation, cause he’s a dog walker and I love dogs. I play therapist for a while while I get the knots out of his back. This man was a total sweetheart. I told him about my past job at the dungeon, he gets excited. From then on, the subtle aspect of D\s stays between us. I flip him over.
“Without trying to sound like a stupid horny guy, can I ask you a question?”
“You want me to take my clothes off? How much money do you have?”
He tells me that I can go in my wallet and get everything out of it. Granted, it wasn’t a million dollars, but I made good tip. He is thoroughly impressed toward the end. He almost starts to cry. I know he’ll be back.
It was a good night, indeed.
