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Sugar Daddy Diary: Apr 17, 2010

Saturday, April 17, 2010

Asian

Actually nothing to report here, other than my desire for an Asian SB. Plain and simple. During my travels at fancy restaurants I always come across these 50 year old Caucasian men accompanied by some really attractive and much younger Asian ladies and wandered what that would be like. I mean, we all know that once you go black you never go back, but I want to go out with an Asian lady in a SB context. The last Asian person I dated was in real life, and she was Japanese and lots of fun to be around, a total riot, she would be like a drunken sailor. We would go to every restaurant in New York, and she knew every single owner. Our favorite was the Park Bistro, and Eleven Madison. I must have gained lots of weight just by dating her. But anyway, the last Asian (a Thai stripper) SB I had was too long ago and she was actually 40 years old. So now I want to find a young Asian SB. Love Korean women by the way. Anyways that's it.
And, oh yes. I was sitting at Starbucks just relaxing the other day after work, when I noticed a young Asian lady really made up to the point where she looked fake, sitting near me as if she was waiting for someone. She kept checking her cell phone for messages and texts. I kept looking and looking at her trying to make some sense out of it because there was something off with this whole picture. And then it hit me. It was in fact a tranny and not a woman. From a certain angle you could tell. Yikes!

Kerri

So we are sitting at the pub where everyone knows my name (AGAIN!!) right next to each other, and she tells me that she has been with only 4 men in her life. She is 30, with 2 kids, and she was married for a long time. She had only one SD arrangement before in the past, and she liked that. How did I meet her? In a strange and roundabout way. At that time I had posted an ad on Craigslist. A man answered, and that sort of spooked me at first. Why is this guy answering my ad? I thought that he was a pimp running an escort service. Then I thought it was a setup by LE. He sent me the picture of two of his 'friends' One was an escort and the other one he said was someone he helped out but she was just a friend and she is not in the 'biz'. I told him I wanted to meet the one that is not in biz anymore, and he said he would ask her to send me an email if she was interested. She did, a couple of days later. We decided to meet at my fav pub which was a short drive from her house. She barely recognized me, but gave me a quick friendly kiss on the cheek. An all American beauty with dark hair, very white skin and great green eyes. Very athletic, she played softball for an amateur league for several years. And across her shoulders she had tatooed the name of her recently dead father with angel wings across his name. Nice piece of work actually. As for the person that answered the ad, she said it was a doctor friend of hers who felt bad for her, and decided to help her out by finding people off Craigslist and arranging the meetings.

As we were sitting there sipping Coronas with lime, she was telling me stories about her previous SD and somehow, maybe the way she was describing the whole thing (oh it was great, he keeps calling etc etc), aroused my mean streak and I just told her that she should go back to that, and I would not be doing anything with her on that particular sunny day. To which she replied that she was hoping we could do something and that she was sort of counting on it. She was working as an advertising executive making $100K a year at a small local firm but had been laid off sometime ago and the bills kept piling up. She was sending out resumes every day but had not found anything yet. "And now I am doing this. But I am a positive person. I will just finish my beer and then walk out" she said with a lot of desperation in her voice.

So I felt terrible. I turned around and touched her shoulder giving her a little hug and said: "Ok, I am sorry I exploded on you, I generally don't do these things, I don't know what got in me. Let's keep talking". She wanted to go outside for a quick smoke because I suppose the whole thing rattled her. She even left her bag behind. After she came back we were conversing very easily, like old buddies. We talked about her softball team, her children and how hard it is to give them medicine cause they don't stay still (parents of really young kids always talk to each other about this kind of stuff). There was certainly a good rapport between us and she even made a comment about that. One thing lead to another and we ended up in bed. I guess one can say that little arguments that make one's blood boil, arouse these emotions that can also lead to other, more fun things. And she even texted me a picture of her pierced privates, which I got to see up close as I was performing oral sex on her. She loved it by the way "What girl doesn't like this sort of thing Dave?"
In bed she was pretty good but she reminded me of an escort, in that she seemed to be holding back somewhat. I only saw her a few times. So the "I have only been with 4 men my whole life" comment I take with a grain of salt. Very nice lady, and I can certainly imagine her in a corporate office somewhere. This economy really sucks and it makes good people do all kinds of crazy things to get by.
I still wonder how is she doing, and hope she is well.
I knew she had great listening skills: the day after we met she set up a little lunch time meeting at a chocolate themed bar/restaurant. I had told her I liked chocolate so she picked that place special.
So that's one more thing about her to impress me. Add that to the classy behavior, great looks, education, and an interest in the markets. And all this at such a young age! Where have you been hiding, bambino? It seemed that she came from a very good family background,spoke foreign languages and parents with some type of means. I was, therefore, wondering why she would do the SB thing. Not that good girls don't do these types of things (we all know they do don't we ;). I just thought that in her sweetness, she wouldn't be the first person that I would pick out of a line up as being an aspiring SB. Just an observation.

So we took our assigned table, and ordered some drinks from our British (yeah right, great fake accent, bud) waiter, she arranged them nicely on the table and took some pictures of them for posterity, before drinking. She said she writes Yelp! reviews, so it made sense.

The chemistry was palpable (if she reads this post she may shoot me, but anyway), I think we were both getting a bit excited. I excused myself and went to the men's room to splash some cold water on my face as is an old habit of mine before battle, big meetings, great sex, etc. She texted me some naughty things (such as hurry up, I want to....) while I was in there, that made me smile from one ear to the next.

After we got much better acquainted she stepped into this huge shower that was covered with black tiles and looked very snazzy. The glass door was getting fogged up by the hot steam, and she called out "David why don't you step in here". Which of course I did. As I was walking toward the shower I saw her dangerously curvy yet firm figure and great derriere through the glass door and it reminded my of some movies: a classic scene.

One thought crossed my mind. How come she invited me in the shower? Not that I mind, but after all, most women I have met do like their privacy in there. So I found that very noteworthy. Maybe she wanted to fool around a bit more. Or, maybe she wanted me to be in there with her so she can keep a close eye on me. This way I wouldn't go through her purse or something like that (or maybe I am just sooo jaded). I would invite someone in the shower with me just to keep an eye on them. I wouldn't want one of the so many lovely ladies I have met over the years to steal some sugar from my wallet, snoop and find out my living address or real phone number etc. So that caught my attention in this whole story....
Was a perfect date though. If I were to plan another perfect date I wouldn't add or subtract anything. Unless of course it was with a sugar momma, lol, lol. Then I would hope she would help me add to my silver and gold coin collection. I just love that collection.

Carribe

I received an email from a lady in her thirties who had just started venturing in the 'sugar' world. She lived in a small Central American country facing the Caribbean. In her email she stated she wanted an experienced sugar daddy such as myself to guide her through her journey, and wanted to ask me some specific questions. So I acquiesced. She started sending me emails describing the details of her phone or email discussions with potential sugar daddies, some from Europe and some from the US. Why would someone actually travel for more than 5 hours to meet a sugar baby when one can find one locally is beyond my comprehension. Especially when the SD lives in a place like New York or any other major US or European city where there is an abundance of beautiful women, many of which are seeking a sugar daddy. So anyways, I tried to be as helpful as I could and she had some interesting questions such as: "When a sugar daddy wants to talk to me should I have him call me or should I call him?" To which I responded: "Have him call you especially if it is an international call. After all SD's are supposed to pick up these costs, right?" Or another time when she asked me to review her Facebook page that she set up for her own business, and give her my opinion. Which I did, because I like helping out with advice as much as I can, especially when someone seems very motivated. I believe that good Karma comes back. Then she started inviting me to her country, which at that time was only a couple of hours away from my location. Now this was very tempting due to the exotic locale, great beaches etc., but then my Catholic school upbringing kicked in: I would be actually traveling long distance to meet another woman? Last time I did that, long time ago, it did not end up so well. So anyways, the timing was also a bit awkward as well, as it was just a few days before I moved to another city for work. So I asked my old friend JC about what should I do and she very wisely said: "Well, if you feel adventurous go ahead. But going to small poor countries like that, it could get a bit dicey, and the advantage is always on the House, i.e. her". That was great advice incidentally, coming from a mature and experienced individual so I took it. I did offer Carribe to fly her to my location, all expenses paid. This way I have a bit more time in my hands to plan everything properly, since I am not a person that does things on a whim; it's just not me.
Let's see what happens. I offered that she comes on Memorial day which is a long weekend here in the US but have not really heard from her in regards to that. She is supposed to get her U.S. visa materials together. It takes about a month to get a tourist visa in her country.
As a person she seems to have a very open personality, obviously very attractive with a JLo booty, and she talks about intimate subjects easily. I guess the anonymity of an email makes things easier and less nerve wracking. One thing about her though is that she seemed so eager to become someones SB. She bought special lingerie (fair enough, an SB should be sexy) then she bought books and DVD's about tantra, then she kept soliciting and asking for advice from anyone that would listen. It all seems normal I suppose, but the ferocity with which she went after it, seems a bit surprising. Does she actually plan to make a living out of being a sugar baby? That is the only justification I have for all this pursuit and strategic planning. Not trying to criticize anyone, just an observation.
By the way, just by reading her blog today, it looks like this U.S. trip may not take place anyway. She is supposed to meet a sugar daddy whom she was emailing with on one of the sugar sites. That meeting, where he is was supposed to fly to her country for a few days from Europe is taking place in the first week of June. So timing-wise I am not so sure this NY trip for her will happen after all. And then she made the cryptic comment on my blog: "When the girl is ready, her SD will come". What is that supposed to mean, in the context of our supposed plans, I do not know. And why is this guy traveling from all the way in Europe to see her? Could it be because he is 64 years old with lots of time in his hands? (there is hope after all, ey?) I mean, she is attractive and exotic and all that, and she has a great personality, but why go the extra 7,000 miles just to meet a sugar baby when you have all you would need locally? I ask again.

I imagine that meeting her would be very interesting. I wish I had the time to travel down there, and have her lay beside me on a beach towel in front of the water and keep me company. I really like how Latin women (real Latin ones, not the ones from the Bronx) like to take care of their man, how they enjoy life, and how they all seem to have bubbly personalities. I usually don't like to be taken care of, but somehow in the hands of a Latin lady it just feels so natural. Add the tantric element to that, and I need a cold shower right about now. I also wonder how responsive she would be in bed, and those things I would be doing to please her. My guess is, a lot. I can also imagine hanging out with her in one of those trendy Midtown Manhattan bar/restaurants. Does she even know what I look like? I have seen her picture but have not sent one of mine. Between you, me and this blog I am sure she has gotten at least a description of me off the FB page that some sugars maintain.
As per chance, I am listening to some old Allman Brothers tunes including 'Blue Sky' and this reminds me of my better half before we got married. She had made a tape (yes a tape, we are 40 year olds!) of that album for me and I used to listen to it every night in my college room before going to sleep (drunk or stoned). I still like to listen to it, and think of her the way we used to be.

Now that I am respectable finance professional I don't get stoned or drunk anymore..

Blasts from the past

This was my first week back in NY, and I have already received 3 communications from some old SB's from Texas.

Nina: David you didn't want to have anything to do with me, too many things were wrong with my life right now. So I have not missed you. Although a little vacation in NY sounds good.

The Nurse: Can you send me some money?

Tina (with a southern drawl): Hi darlin, how you likin' New York. I need to spank you in the hand for wanting to meet my daughter you bad cowboy you

All this brings to mind that old tune by George Strait: 'All my ex's live in Texas'

http://www.youtube.com/watch?v=bGyYAzkS9a0