Phelicia

She responded to my ad and sent a picture of her private parts by the second email. So much for introductions. We met at my favorite English pub once again. She really like the place and made a few comments that made me feel good about my choice. After that I asked her for a private show and she agreed. No sex happened that night unfortunately. I lost track of her after that. Kind of planned actually, since I was a bit dissapointed from our meeting. She was a nice girl though, and very smart.
One thing that impressed me about her is that her car broke down, but she still took a taxi from almost an hour away, at her own expense, to come down and meet. That is rare!

Androgenous

I received an intriguing reply to my ad. A lady who said she is attractive but adrogenous replied. I was very curious about all this and started asking her questions, in a indirect way, what did she mean by 'androgenous'. I basically wanted to know when I go down on her would I see an oyster or a banana. She just wouldn't reply. And the picture didn't show a face. Anyway I felt adventurous and arranged a meeting at St. Marks Hotel in the lower east side of Manhattan. I recommend this place because of its convenience to night life (I wonder if it is still around). I checked in first and waited for her, and was getting nervous. What if a tranny walks in? Then what. And the window of the room was too small for me to escape. Anyway, she finally arrives and she is indeed a woman, but would not take her shirt off. I suspected something right from the start so I did not carress her breasts. She did like anal play, however. Anyway:
As I found out from an email she sent me a few days later, she didn't have any breasts! They were both removed when she got cancer as a teen. How sad and unfortunate to have this happen to such a young person. I admire her courage and stamina, and zest for life.

A little mistep as a kid

This is not related to any 'sugar daddy' activity but I figured I mention it. Even as a little child of 6 I was very interested in everything sexual and would sneak into ladies rooms just to get a chance to look at women's privates!.
Once I convinced the neighbors daughters to come over and 'play'. So we played 'let's show our privates to one another'. And we certainly did, but, to my horror I turned around and saw their father just staring at us. How embarassing! He yelled at us and said they could never come over ever again. Bummer. Now that I think about it it was just hilarious!!
We are still friends with the oldest of the girls. I even met her husband. Nice guy, wealthy guy, but somehow he looks too old and too out of place with her. Her name was Aleka and she was a pretty and tall Greek girl. I wonder why I never did anything with her other than a movie. Was it because we were friends and neighbors since childhood? Or because I just left Greece at a very young age? Maybe I should have pursued her during my summer visits. I have so many regrets sometimes, now that I am in my late thirties, thinking about stuff I did or didn't do when I was younger... I am gettng emotional thinkng about this so I will stop writing.

More Gomez

Did I hear wrong or did she say she had warts or that she got tested and didn't have it or something like that? In any event I got tested right away and I got a clean bill of health. I emailed her about what exactly she meant but she said she didn't have anything and I misunderstood. Just as well. I will not see anyone that has or has had any STD's. I never had any and would like to keep it that way for my wife's sake.

In a bad mood today. Hard time at work with the economy and all, family out of town, bored out of my mind which is always somewhat dangerous. Why do I do this sugar daddy thing?
On my way back from work I saw an attractive couple in their late twenty's walking together down the road with all smiles. Reminds me of me and my wife around that age. And now we look like two near middle aged bored people. But the sugar daddy game is a losing one. Even if you capture some elements of what used to be, it is never long lasting and in the back of my mind is always the 'arrangement' thing. It's tough after a while...