She said:

This was my second time meeting a new SD except this time I wasn’t looking for an arrangement. I wanted to meet the funny man behind the well written and humorous blog, the Sugar Daddy Diary.

And what do I think of him after meeting? He’s definitely a charmer in his own special way and very private (with the exception of his escapades, of course). His speech exhibits his desire for privacy. He is soft-spoken so it was difficult to hear him in the loud environment of the bar and he has this rather curious accent that is a mixture of everything including his Greek heritage and from the time he spent in Texas. After a while I found it very endearing.

He picked a low key place, a bar that makes their own beer. It was a comforting environment, we easily blended in with the crowd. I don’t remember how the conversation started but it became progressively funnier with each beer. And the fact that he could laugh at himself when I poked fun at him showed me that he was down to earth; that he didn’t have anything to prove to me. He convinced me to talk about the SD I had just met by asking in a funny voice, “Pleeeease, I love gossip.” Quite an adorable moment followed by many more adorable funny voice moments later that night.

I lost track of the time and with the sun starting to set he asked if I wanted to go elsewhere and I obliged. I was a bit smitten by this point and a wee bit intoxicated.

We found a bread and breakfast and quickly settled into our room. It began with a gentle kiss ensued by the most passionate and sensual coitus. All the elements of a great first were there; our bodies were in tune with each other from head to toe. Kissing is one of the hardest thing to get just right when first meeting someone but with him it was all there; I could have made out with him all night long. In between the intense sessions ravishing each other, we laid side by side and he would run his hand up and down my body. Pillow talk flowed easily as if we had known each other for years.

As we parted ways he said to me, “Don’t be a stranger.” I don’t know why I like that line so much but I do. It was an open invitation to contact him again; that he was interested in seeing me.

I went to sleep that night with a warm fuzzy feeling on the inside, the kind I get whenever a date goes better than imagined. The next morning I received a very sweet text from him and without thinking I later texted, “I think I want to see you again.”

He said:

I stepped in the nook of the apartment building next door, just to see Serena walk by at the appointed meeting time. I believe you can tell a lot by watching someone without them knowing. Not maliciously, but just satisfies my curiosity.
I saw her and she just came and stood in front of the entrance to the bar, exactly on time: one big plus for her. Staring at her iPhone for possible text messages, she had the build that I like in a woman. Skinny but with enough curves, and she was also wearing these black tights that I like that highlight these curves. Perfect! I showed up with a big smile and we walked in and sat at the bar: she was game with that, and not snobby at all, but instead very casual: One more big plus for her, as I like unpretentious people. In this way it was just like meeting an old college friend. We talked about her SD experiences, mainly because I like asking about these things, being the gossiper that I am. Also talked about the lack of maturity of some 19 year old SB's. We laughed a whole lot with each other, at ourselves, and the various personal situations we were describing to each other.
One drink came after the other, she was getting wasted, and I was following right behind her. Incidentally, maybe because I am getting older, I notice the effects of alcohol faster.. Does that make sense?

I was a bit nervous, which in this context doesn't make sense for me because I rarely get nervous around women. But somehow, she knew all about me and my most intimate thoughts and stories from the past. So she knew what a character I was, and I didn't know anything about her. She had the advantage. I found that just a bit 'scary' and admitted as much to her, but mostly alluring in the same time.
I found her interesting and paid attention to everything she was saying about her upbringing, some past boyfriends, and past situations she encountered. She was adorable, definitely worth pinching her cheeks, and I just wanted to do whatever I could to help her out if she was in a bind. She is smart and has a good mind, but I get the feeling she doesn't give herself enough credit. What a shame.

Anyway, after I paid for drinks, I told her that I would like to continue discussing all this further. She nodded her head positively, so we left, found a romantic bed and breakfast place nearby, the Irving Inn, and had some great sex. All the while they were playing this great jazz music from the 40's and 50's, like Duke Ellington's 'Cocktails for 2' for example.

I felt natural, passionate and in tune with her, not an arrangement or pretense at all. She said she had another SD already, and they planned to have an exclusivity discussion in a few days. While lying on the bed I told her what a great derriere she had (thank you Jo Pilates!) and too bad its taken. She said 'Yeah'. Hmmm, I guess in her mind it was taken indeed. A couple of times I hinted we should see us again, but she responded she needed to have this talk with her 50 year old SD. I felt somewhat saddened, and one upped. I generally leave my emotions out of this SD 'thing of ours' but in this case, because this whole date was so real with no specific 'sugar' discussions or demands on her part I was transported to the non-SD universe, which is a place I have not visited in quite a long time. I got her a taxi and told her once again not to be a stranger but to stay in touch.

I was thinking about her the next day, but waited a while before I texted some private thoughts to her. And I was thrilled when she texted back 'I think I want to see you again'.

I have been back in NY for about 6 weeks now. Some of things you have said have stayed in my mind for whatever reason. I don't even know what you look like although whatever you may lack in model looks you probably make up in personality, and you seem wiser than your chronological age. We probably work near each other given our industry. Maybe we stood next to each other on line at the same deli during lunch time. Or even glancing at each other at the bar while having drinks after work with our colleagues.
When and if we ever met it would be like two wild animals sizing up each other with respect. Who goes first?