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Sugar Daddy Diary: Jul 14, 2010

Wednesday, July 14, 2010

Married SB starving artist

Long time ago, there was a married SB that was stuck in a sex less marriage. She was 25 and he was 40. On top of that she was running her own art gallery business and was in financial dire straits. She had contacted yours truly through the ad I had placed on CL. Initially she didn't say she was married, but fessed up later on, under my intense questioning.

The fact that she sent me some revealing pictures in one of the first emails put me on 'escort alert'. But she sounded sweet on the phone, so I figured I was wrong. I told her I liked Irish pubs so we decided to meet at an after work hangout in midtown. She walked in and I noticed immediately that she was very petite but put together in a great little package, combination of nice looking dress, nice shoes, hair done nicely, right amount of makeup etc. And the fact that she owned an art gallery I found quite a turn on. Why? because she talked about art and her clients and how she helped them pick art, with a great passion. She even knew about art as an investment, and also how to get started as an art investor novice (like me). I commented how passionate and knowledgeable she seemed about this subject and she gave me a big smile, that of a professional whose work had just been complimented.

Our drinks were brought to us by our gruff Irish waitress with a huge pair of biceps, and my date commented how much she didn't like us. Well, maybe she got jealous because this 25 year old lady was with a 40-something man, obviously not her daddy. Take that, Irish lady!

I asked her how many similar relationships she had in the past, and she said that she had met 4 other men on a first date but never pursued anything. She said some were just too old and not particularly attractive. Others were just too presumptuous about the whole set up and treated her like a prostitute. One kept offering to take her home with him in exchange for a months rent. She declined. Then she asked me how many similar relationships I have had. I lied through my teeth and said she was the third one. I suppose I am a bad liar because she said I looked naughty.

After we had a few drinks it was time for her to leave. It was only 8:30pm, therefore this was a sign of a curfew. Very Interesting....On her way out she showed me her nails and commented how unkempt they were and how badly she needed a spa and nail salon day. I offered that 'How do I know you will still like me the next day and come back for seconds?' To which she answered, quite reasonably might I add 'Well, sometimes you have to take the leap of faith'. Fine, here is you spa day hunny bunny, and then we parted ways. As she was walking away I turned around and looked at her. She had a slow yet elegant walk and she was holding her long brown hair sideways with one hand while walking. Very elegant indeed, and proved you don't need a 5 thousand dollar dress to look good. It is the person and the way they carry themselves that completes the SB look (or for any woman, at that). And then there are others that even in an expensive setup they look like they don't belong! And I bet she knew with her woman's intuition that I had turned around as she was walking away and eye balling her!

And about half an hour later I see a text message from her: 'I like you David :)'

So I had finally decided to take the leap of faith which in those days was a bit out of character for me. We in fact did end up meeting again a few days later.