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Sugar Daddy Diary: Jul 29, 2010

Thursday, July 29, 2010

Getting ready for sugar

First time meeting a new sugar baby? Yikes, it can be nerve wracking depending on your personality. Or just plain confusing if you have not done it before. Or it could be time to lock and load and go hunting. The latter is the best, who has time for wracked nerves anyway. Although both have happened to me.

Getting ready:

Scout out the restaurant the day before, check out the layout of the restaurant, to see if it's possible to get a booth or a quiet table where the chances of getting noticed are small. Or if she is not pretentious, suggest the bar, to keep things casual. Check out the crowd. I prefer mixed age and population: young, old, business crowd and families etc. In this diversity of patrons there is again less chances to get noticed or suspected by prying eyes. Note I keep mentioning 'less chances of getting noticed': That is because, being married with a large, local, extended family, I would rather keep a low profile.

Make sure your car is 'clean' as they say, i.e. remove all personal belongings, signs of ownership, or even CD's. Put them in the trunk for Chrissakes! More than once I had someone go through insurance, registration etc, luckily I caught her in the act and dealt with her.

Clothes: other than 'Don't Be A Slob', would it really matter? I personally don't like to attract attention, so I would tend to favor business casual in order to blend in. Leave the suit behind if you can help it. Plus, depending on the SB's age it may make you look older and maybe even a bit intimidating to some anyway. I like putting SB's at ease.

Watch: Anything that costs less than $2K, leave it at home. Period. People do notice watches more than many other items of clothing. Especially if you are sitting and having dinner next to each other.

Nails: If you need advice on that, just forget the whole thing and stay home.

Manners: Impeccable. Treat her like a lady, like she is a million bucks, and like you have known her for 6 months already. Even if nothing else happens, at least you have gained a friend.

Table manners: Know how to use your utensils, in what order and which one goes where and when. I am so amazed as to how many people (men and women) have the lousiest table manners. Hopefully you didn't grow up on farm, or if you did you observed and picked up some good table manners. It is, by the way, one of my pet peeves, and the lack of table manners annoys me to no end.

Keep it professional and light hearted at first says Mister 'I try to have sex with them on the first date'. But seriously, it might be better to wait a short while, to iron out all details, so there are no misunderstandings on intent and contents or expectations of the relationship. This way it has the feelings of a longer term arrangement, rather than short fling. And when all is said and done the medium to long term affair is a much better situation than the short term fling. Immediate benefits vs. delayed gratification: pick your pill, SD's and SB's.

Another post will be on mental preparation and 'personality modification', lol, which is of course the most important aspect of this 'business'
Was shopping around with my assistant at the Houston Galleria once, after work. We had a long hard day so I told her 'Hey it's only 10 minutes away lets go. You drive!' 'OK boss' she says.

We were walking around and I spotted De Beers which is one of my favorite stores. So we walked in and started browsing around, as I was thinking of buying a holiday present for my better half and I needed a woman's opinion. As we were looking around, the nicely dressed salesman came over, took one look at me, then a look at my assistant, then looked at me again with a sly smile and he said: 'Sir, would you like to buy that nice bracelet from our Talisman collection for the young lady?' and he kept smiling. I cracked up and said 'No we are just browsing thank you'.

I could hardly believe it. Here I was, a 42 y.o. man with a 28 y.o. blond and the guy was asking me if I wanted to get her something. I guess I have a large 'S' written all over my forehead? 'S' as in 'SUGAR', lol.
I remember being about 28, and having just started working on the trading floor. While I was running some stock screens and waiting for the system to cough up its answer, I started teasing my neighbor. His father was a very senior executive with the firm but had recently retired. The whole family was therefore, loaded. So while we were talking about his favorite municipal bond picks, he casually mentioned a new 'hottie' he had started seeing, indicating that she was very very young. So I joked with him saying:

'Wow Andy you are her sugar daddy, ain't ya?'
'No man don't say that, don't like it'.
'Oh come on bud, just admit you are into sugar'
'Hey dude, I told you, don't say that'
'All right man, Geez Louise'

I thought his instant and quite negative reaction was a bit strange but I let it slide, without thinking much about it. I just figured he was having a bad day. So I decided to find someone else to pick on.

A few months later, however, I was talking to my old boss who knew Andy's father and he said:

'You know, his father Anthony, had a kept woman while married. Mister senior executive himself....go figure'

And then his reaction made perfect sense! He probably suspected his father had a sugar baby. Or worse yet, maybe he even caught them in the act. That's why he reacted to my jokes in such a manner.

Note to self: If I am still in the sugar life when my children are in their teens or older, only have one SB. No multiples, because this just increases the chance of being seen by someone. Furthermore, meet her at the other side of town. In addition, make her closer to my age so it is not totally obvious i.e. no 20 years olds!