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Sugar Daddy Diary: Jul 15, 2010

Thursday, July 15, 2010

Aaaahhh. Retirement never felt so good. The phone doesn't ring anymore, I don't get texts from young attractive women during morning conference calls anymore, I don't spend all night at a fancy restaurant gaining weight and being my social and charming self. I feel so relaxed, rejuvenated, no pressures, and not drinking too much alcohol either. Now all that's left is to go back to the gym on a more regular basis, and I will find myself again. Funny enough, I still get replies, many months later, from my CL ad in Texas. Unfortunately I had to turn those down. Like they say, timing is everything.

Was SB's an addiction? Sometimes it certainly felt like it. I was separated for a few months, and during that time I would go with a different woman every couple of days. It came to the point where I could not remember what we had talked about, their likes and dislikes. But I always remembered the arrangement amounts for each one. I guess I have a head for numbers, lol.

And I wonder what all these women ever thought of me...Some of it I am sure, not too good. That will be the subject of another diary entry though.
Three days later I met the married artistic SB once again. We just exchanged a few emails and decided on a quiet and discreet hotel in midtown. She insisted that I don't text her the word 'room' but just mention the actual room number in my text message. And not to stay outside and walk in together but to check in first and then she would follow later. Nice precautions, I thought to myself, and I was impressed as I have not encountered that with too many SB's. They usually just meet wherever you tell them no questions asked. So what was up with this 25 year old? I hinted that I hoped her husband is not the jealous gun carrying type.

We decided to go to grab a drink at PJ Clark's in midtown, one of my favorites. It was just so packed with the after office crowd so we decided to another place across the street. Sitting down at our table and just looking at the menu with a far away look on her face, she seemed a bit concerned so I asked her what was going on. She said:

'David, I am married and you called me on it!'.
'It's ok luv, it happens. So what is going on with you relationship may I ask?'.
'Well, our marriage is great, he is a my best friend and business partner, but we only have sex 3 times a year!'.
'Have you considered marriage counseling? Or, you know, this may actually end up being an open marriage because a lady as attractive and young as you shouldn't have to go through this'.
'Yes David that's probably what will happen. Sorry to bother you with my issues, dates are supposed to be fun'.
'Don't worry, you can always call or email if you need someone to talk to. I know what you mean, because marriage is a lot of work. I have been separated before,then went back to her because I couldn't stay away. But it is a lot of constant trying'
'I like you David. So are you sure you haven't done this a lot? You seem a bit naughty'
'Me naughty? why do you say that. I went to Catholic school and everything, and was raised by English nannies. Does that sound naughty to you?'
'Actually, it is just the smirk you have on your face sometimes'
'Naah, just your imagination'

She didn't have much of an appetite and as soon as we went back to our room, she admitted she has not had an SB date go this far before and was nervous. So I let her take the lead and we went at a pace that she was comfortable, no rush at all. And as it turned out what she was really comfortable doing was to be an exhibitionist! I would never argue against that, as I love watching a good show! That was F-U-N.

Heading out, we settled our arrangement to her satisfaction, made plans for our next meeting, and walked together for a while making small talk about what a pleasant New York fall evening it was. A few blocks southward we then separated ways and melted into the night...