Sugar Daddy Diary

I was at drinks at a nice wine bar with friends. Maybe it’s weird but on the way back walking through Chelsea I passed by that coffee shop we used to hang out. She crossed my mind for a couple of minutes. I have no regrets, for the end of it. But she just crossed my mind, is all I’m saying

Here is a little story, from more than 20 years ago totally politically incorrect but here it is because that’s how trading floors used to be back then. And who are we kidding sometimes they still are.

This was in Hong Kong before it reverted back to the Chinese….
Anyways, I was there with my boss and we were taken out and wined and dined during the day. Our host, observing that I was squeamish about Oriental food I didn’t recognize went to great lengths to explain what each item was like fish eye balls, shark fin soup etc
After hours he took us to this strip joint and as soon as we walk in he told the manager of the store ‘These are my bosses from America if you don’t show them a good time they will fire me’. Well one of those fine ladies had a problem with foreigners and cried out ‘foreign devils’ and stormed off. Awkwardness ensued. Needless to say the manager was very apologetic, the girl companion was replaced by another one who also gave us a mediocre neck massage. Didn’t cost us a red penny either. Using our friend as a translator, we communicated that we were bored out of our minds after a few days there and we wanted some action. My boss said ‘Dave this 40 year old Thai is eye balling you do you want her?’ At the same time I was actually eye balling this Indian woman who was dancing on the counter in a bikini. Her look though was a but too wild like she could stab me in my sleep. That sort of thing.  I said ok fine and we all took them back to the hotel ‘The Mandarin’. She spent the night there and the next morning she said I should come to Thailand for my next vacation. I agreed and there is a great town there called Fukit which I always wanted to visit. Or is it Phukit? Lol
The door knocks and the boss comes into my room looking very concerned ‘David there is a very touch subject I need to discuss and I apologize for barging in here, but when we get back to NY you can not tell anyone especially not my wife what happened here last night.’ Of course I wasn’t planning to. But that was a very good business lesson that I still remember: Don’t fraternize with the employees and do NOT do anything sexual in plain sight. It can be used to gossip or blackmail later on.
The next day we flew to London where I was visibly sick due to some bad Chinese….
The Britts started busting my chops: ‘Is Davey sick? Awww. Whats the matter Davey did you catch syphilis in China? Is a skeeter on your Peter? And then of course the old egg roll joke that appears on the title of this blog. All the while I was trying not to laugh and still keep the contents of my stomach from spilling all over my Bloomberg terminal

One small detail: I do regret not taking the Thai and the Indian both at the same time that night

Lets see..I think I have met 3 sugar babies that turned into escorts, by my last count
First one was ‘Legs’
Second one was a college student who actually tried to hookup with an agency but the lady who ran the agency told her to go back to her dorm room and reconsider the whole thing because somehow she seemed too sweet to work there. She never told me if she went through with it
Wait, theres more: There was another one, my first one ever in Texas, forget her name now but I do recall that she had a tatoo on her ankle. Later on she emailed me a link to her reviews on the erotic review site! She got great reviews and people liked the fact that she was new to the ‘business’. I wonder where she is now, exactly 11 years later…
And then there was another gal, Cass. Legs who met her, told me that she saw her picture on backpage. I don’t know if that’s true though, I was never able to find it
So that’s actually 4 so far not 3 as originally thought
And then the last one, with which I had an actual relationship and then later on she decided she wanted to do the escorting thing as well. She said she needed the money for regular expenses. I am not criticizing anyone who decides to do this, mind you.
I am just observing the notable number of girls that I came across in the past that decided to take all this one step further

I did a bit of research on the subject. One website said that these women are smart and empowered. Another one confessed that after a while it messed up how she looked at men, and she had a hard time getting a real boyfriend.

As for me, I couldn’t imagine sleeping with them again after they had done, say, 40 or 50 men for money. How would a man know if he is being with the real person or with the manufactured ‘front’  personality that an escort eventually becomes? That was especially true when I ended up seeing Legs for the last time
I felt a bit  strange when I slept with her after brunch. I still liked her though, even though it felt like a long lost friend in a daze kind of situation. Funny because she started licking my balls and putting them in her mouth but I am actually a bit squeamish about that. So she said ‘I have to remember that Montrose doesn’t like his balls licked’
And then, after we were done she had to rush and get dressed because she had just received a call from the agency. Someone called and requested an appointment with her!

Isn’t there a song called ‘Money that matters’? How true

As for me I am more of a believer of what an ancient philosopher said ‘Time is the most precious thing someone can spend’. Sure, you can’t buy food or pay rent with it but still…it’s valuable. And sometimes I ended up spending it with some of the wrong people….