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Sugar Daddy Diary: Jul 26, 2010

Monday, July 26, 2010

Spanked

35 y.o. finance professional, married and overstressed, is seeking an exciting affair. Pampering is available for the right lady of color. You must be a college grad, classy and with great manners as we will be going to some business functions. You will be at home in a dive bar and a 4 star restaurant. In return you will get whatever you ask for (just don't get too greedy, ok?). Looking for the girl next door who has a naughty edge to her and just waiting for the right man, and the right incentive to show it. Forget pictures, we will meet in person and talk for 10 minutes. If we like what we see great. If not we part as friends, no questions asked.

That was one of my very first CL ads. A few hours later I got a response that was not spam (surprise!)

Hi David, my name is Arielle and I am a 26 y.o. very attractive and tall, Pratt Institute educated lady of color, just how you like them!. I am looking for a benefactor, something short term though and just casual. I hope that is ok with you. I hope you like the pic I attached, even though you said not to send a pic. I just moved here from Seattle, and I am looking for a place to stay. In bed I am submissive, is that ok?

Hi Arielle, you are indeed very attractive. I would be interested in meeting one early evening after work for a drink to see if we hit it off. Submissive is good. And I sympathize with you looking for a place in Manhattan. Not easy! Where would you like to meet?

Hi David lets meet at Baby Bo's. A friend of mine is a bartender there.

Hey Ari: deal! See you at 7:00.

I arrived a few minutes early and as was my MO I waited across the street from the place to scout the comings and goings of people, and also to get a good look at her without being seen. I saw a Nubian princess, with dark glasses walk to the entrance and just stood there. I liked what I saw and crossed the street at a quick pace and called her name. She turned around and seemed a bit nervous as she took of her glasses: she had a little scar under her eye that was recent. She immediately clarified it was not an std! she had slipped and fell in a bar. We shook hands and then went in, said hello to her friend Alexis the bartender and took our seats. Cold beers and quesadillias appeared almost immediately! I noted that she was carrying a bag that contained something long. I asked what it was and she explained it was 3 hitting sticks of different thickness, that I could use on her later. After all she did mention she was a sub. Well, I have to say that on this particular date I didn't even have to try. The woman came prepared! And she hunted me!

I was prepared for an allowance, since most of my experiences to date were of that sort. But she first offered that she is more comfortable in a monetary gift situation as we went along. And that was because in a previous situation, her SD gave her a large monthly allowance but he expected her to be on call whenever he wanted her. She had a problem with that type of situation, and being independent minded she preferred the 'pay as we go' format, as long as I was generous. I had no problem doing that, so off we went. She was so experienced she scared me. I didn't want to catch any std's even in the remote chance, so we basically had sex covered in latex, practically all over, lol. Her experience consisted of orgies, hanging out with an Arab sheik, a Russian 'businessman' who made her get a tattoo in Russian, and God knows who else.

This lasted about 1 year and I even flew her to Texas for a couple of weekends when I first moved there. We were thinking of going into business together , in the porn movie finance business, but had a misunderstanding, due to my hot headedness, and the relationship broke down. I sent a few apologetic emails over the next few months but those went unanswered. Too bad, it was a very fun fling that had a promising future in the movie business.