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Anything Goes
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Lesbian Female / 36
I went looking for an easy job while I was sorting out my life and found this job working as the Personal Assistance to this wealthy widow. The lady was in her 80s and she had a large estate but she didn't have the energy to look after all her paperwork. For background I have a degree in Communications but I am lazy and don't want a full time job working for some corporation, been there and done that and I got turned off. So this job was 10 to 4 and was at her house where she had an office, there was also a full time housekeeper and a man who drove her and fixed things.
After getting an orientation from her lawyer, also a woman, and meeting her tax accountant, also a woman the job felt comfortable to me. Things got a little dicey when going through her mail I found this bill for a club that specialized in providing assistance during travel. Yes she traveled a lot but I had never heard of this and the bill was for 15 thousand dollars. I started to investigate and I didn't get very far, the name and address matched up and the bill was from a corporation, but I was curious. So I found the moment when I was able to ask her what this was for so that I could record it properly.
Well that is when it got interesting, she laughed when she told me. This was for an escort service when she felt like going out. This 80 year old widow was paying some 50 year old man to take her out and give her a good time, to use her words, she was old but not worn out and she needed company now and then. I sat in silence and she asked me if I had a problem with that, she needed to have a man fuck her and did that bother me?
Well, it didn't bother me as much as it scared me, this old woman in the hands of some man who could rip her off, 15 thousand dollars and after researching she had paid him over 100 thousand in the last year. I was looking at it from the point of view of fraud, but she looked at it as cheap entertainment. He took her out, they went to dinner, or the theater, or on a weekend in the country, he had sex with her and returned her home. Money well spent.
I decided to confront her and just put it all out there and told her that I was gay and I preferred the company of other women and frankly I could not see how she could let some man fuck her. Any man, any time, any circumstance, letting a man fuck you is unacceptable. Personal opinion. I was being over dramatic and she came back with the old tried and true, don't knock till you tried it. I assured her that I had never tried it (not true but that is what I told her).
In spite of our spat we got along well and she told me many times that I was wasting away and that one day I was going to realize that women were fine but men were better and that I needed to get over my hang up and give myself up and find out what I was missing. When things got heavy or things got on my nerves she would tell me that what I needed was a good fuck. If I argued or went back to her with the fact that I had a satisfying sex life with my girlfriend, she would answer that no dick meant no sex, pussy maybe fine but dick was better so 'get on the stick'. Like I said, we got along fine.
She came to me and told me that she was planning a weekend at this resort in Canada and she wanted me to come with her, to be aware that most of the guests were ladies with their lap dogs to keep them company and she would get me a lap dog too, she wanted me to try, to find out what I was missing. What did I like? Anything special, young like a boy, or veteran like her escort a man of the world. She didn't like the idea of young women getting with men of the lower classes, she wanted a well educated man to teach me, a man of the world. In spite of my refusal she booked a weekend for the two of us and our lap dogs, both men coming from this escort service. For her, her faithful lap dog and for me a man of foreign birth but a spec****st for ladies on their first adventure. An Austrian man, an Architect by profession.
My lap dog was kind and generous with his time, he was attentive to a fault and he spoke English like a native with only a slight accent, very handsome and well dressed, after all these men got paid 15 thousand a pop, excuse the expression. We had dinner, we had conversation, both men had been around the world, very well educated and very attentive. But I told my lap dog that there would be no lap, I had a preference for something less intrusive if he could understand me. But he had been paid to push and to accomplish his mandate and in spite of my stated preferences he was going to accomplish his mandate and if that meant tying me down he would tie me down, if meant outright domination then that is what it would be. How did I want it? I didn't want it, but I had no choice and I decided to just surrender to him. Maybe a totally limp uninterested woman would turn him off. It didn't, he didn't care, he had been told to complete his task in me and he meant to do just that. As I lay there totally passive without any resistance to his efforts it dawned on me that I was totally unprotected and in the middle of the act I asked him if he had a vasectomy.
He withdrew and stared at me and asked why I would think that he had a vasectomy? The answer was no, and I had to tell him that I was vulnerable right then as I had no protection of my own, never having been on the pill or using any other form of birth control. Well then, lay back and let him decided, he was back at it in a flash, this time I was wide awake and hyperaware of what he was doing, he had practice and in spite of my feelings he was getting the better of me and I was going down the route of an uncontrolled orgasm which caught me off guard and sent him into his moment of climax and his complete domination of the moment releasing all his sperm into me.
I spent a troubled night and the next morning looking for a pharmacy to buy the morning after pill, which fortunately in Canada is widely available. It worked, but I have never been the same since. My employer insists on company, the cost of the lap dogs is indifferent to her, whether it is for an evening at the Opera or a week in the South of France. She absolutely refuses that I bring my girlfriend along, she thinks it is much ado about nothing. She does ensure that I have one and only one lap dog, my Austrian Architect friend who now presumes I am protected because is his world that is not his concern. I remind him that I am not my mistress, I am not 80, I am healthy and I am 36 years old and every time he insists of carrying out his mandate he is playing with fire, even if I have come to accept him and his advances and be his toy for the evening he has no way of knowing whether or not I am a soft target.
As to my mistress, I don't disappoint her, she is totally of the belief that she has shown me the light, maybe it is only a night light but a light never the less.
After getting an orientation from her lawyer, also a woman, and meeting her tax accountant, also a woman the job felt comfortable to me. Things got a little dicey when going through her mail I found this bill for a club that specialized in providing assistance during travel. Yes she traveled a lot but I had never heard of this and the bill was for 15 thousand dollars. I started to investigate and I didn't get very far, the name and address matched up and the bill was from a corporation, but I was curious. So I found the moment when I was able to ask her what this was for so that I could record it properly.
Well that is when it got interesting, she laughed when she told me. This was for an escort service when she felt like going out. This 80 year old widow was paying some 50 year old man to take her out and give her a good time, to use her words, she was old but not worn out and she needed company now and then. I sat in silence and she asked me if I had a problem with that, she needed to have a man fuck her and did that bother me?
Well, it didn't bother me as much as it scared me, this old woman in the hands of some man who could rip her off, 15 thousand dollars and after researching she had paid him over 100 thousand in the last year. I was looking at it from the point of view of fraud, but she looked at it as cheap entertainment. He took her out, they went to dinner, or the theater, or on a weekend in the country, he had sex with her and returned her home. Money well spent.
I decided to confront her and just put it all out there and told her that I was gay and I preferred the company of other women and frankly I could not see how she could let some man fuck her. Any man, any time, any circumstance, letting a man fuck you is unacceptable. Personal opinion. I was being over dramatic and she came back with the old tried and true, don't knock till you tried it. I assured her that I had never tried it (not true but that is what I told her).
In spite of our spat we got along well and she told me many times that I was wasting away and that one day I was going to realize that women were fine but men were better and that I needed to get over my hang up and give myself up and find out what I was missing. When things got heavy or things got on my nerves she would tell me that what I needed was a good fuck. If I argued or went back to her with the fact that I had a satisfying sex life with my girlfriend, she would answer that no dick meant no sex, pussy maybe fine but dick was better so 'get on the stick'. Like I said, we got along fine.
She came to me and told me that she was planning a weekend at this resort in Canada and she wanted me to come with her, to be aware that most of the guests were ladies with their lap dogs to keep them company and she would get me a lap dog too, she wanted me to try, to find out what I was missing. What did I like? Anything special, young like a boy, or veteran like her escort a man of the world. She didn't like the idea of young women getting with men of the lower classes, she wanted a well educated man to teach me, a man of the world. In spite of my refusal she booked a weekend for the two of us and our lap dogs, both men coming from this escort service. For her, her faithful lap dog and for me a man of foreign birth but a spec****st for ladies on their first adventure. An Austrian man, an Architect by profession.
My lap dog was kind and generous with his time, he was attentive to a fault and he spoke English like a native with only a slight accent, very handsome and well dressed, after all these men got paid 15 thousand a pop, excuse the expression. We had dinner, we had conversation, both men had been around the world, very well educated and very attentive. But I told my lap dog that there would be no lap, I had a preference for something less intrusive if he could understand me. But he had been paid to push and to accomplish his mandate and in spite of my stated preferences he was going to accomplish his mandate and if that meant tying me down he would tie me down, if meant outright domination then that is what it would be. How did I want it? I didn't want it, but I had no choice and I decided to just surrender to him. Maybe a totally limp uninterested woman would turn him off. It didn't, he didn't care, he had been told to complete his task in me and he meant to do just that. As I lay there totally passive without any resistance to his efforts it dawned on me that I was totally unprotected and in the middle of the act I asked him if he had a vasectomy.
He withdrew and stared at me and asked why I would think that he had a vasectomy? The answer was no, and I had to tell him that I was vulnerable right then as I had no protection of my own, never having been on the pill or using any other form of birth control. Well then, lay back and let him decided, he was back at it in a flash, this time I was wide awake and hyperaware of what he was doing, he had practice and in spite of my feelings he was getting the better of me and I was going down the route of an uncontrolled orgasm which caught me off guard and sent him into his moment of climax and his complete domination of the moment releasing all his sperm into me.
I spent a troubled night and the next morning looking for a pharmacy to buy the morning after pill, which fortunately in Canada is widely available. It worked, but I have never been the same since. My employer insists on company, the cost of the lap dogs is indifferent to her, whether it is for an evening at the Opera or a week in the South of France. She absolutely refuses that I bring my girlfriend along, she thinks it is much ado about nothing. She does ensure that I have one and only one lap dog, my Austrian Architect friend who now presumes I am protected because is his world that is not his concern. I remind him that I am not my mistress, I am not 80, I am healthy and I am 36 years old and every time he insists of carrying out his mandate he is playing with fire, even if I have come to accept him and his advances and be his toy for the evening he has no way of knowing whether or not I am a soft target.
As to my mistress, I don't disappoint her, she is totally of the belief that she has shown me the light, maybe it is only a night light but a light never the less.
