This story and the chapters to follow are fiction.
It's a story of a man who became a bull in the cuckold scene of the early eighties in New York. This is his road to that place in his life.
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New York 1981
To tell you that being a male escort and a bull for wealthy cuckold couples in New York was a chore, would be a lie. Yes, it had its ups and downs, but when I would review my bank accounts and stock portfolio I was making easy money.
Let's face it. I was twenty-two going on twenty-three, at the prime of life with a very healthy sex drive and using it to make a load of money. My clients were wealthy New Yorkers who were quite willing to pay for exclusivity and discretion. I gave them what they needed, and they kept coming back. By now I had steady clients and little time for new accounts. But Abby, my best friend and lover advised I rethink my business model.
In her view, today's "in guy" is tomorrow's yesterday guy. In other words, I needed to take new clients occasionally to make up for those who wanted variety and stopped calling. She was right and I was glad to take her advice.
I would love to puff my ego by saying all these women and their husbands kept me a client until I left the profession, but that would be a lie. Some needed variety and moved on to other guys who provided the same service. Others divorced and in one case the husband had a heart attack in the boardroom of his company. One couple decided to try black men and since I'm not black... you guessed it, they never called again. Hey, business is business.
Abby worked as a buyer in for a famous department store and had made good connections with women of money. And these women liked to be entertained by young men. They also spent much of their time to outdo each other in looks. Be it at the gym or at their plastic surgeon, they looked younger than their years. And many were kept trophy wives for their rich older husbands. You could say that through her connections, Abby had become both my lover and madam.
"I have a new client referral," she said on Sunday as we lay in bed.
"Who are they?"
"Yvonne and Andrew. They are young professionals both and trust fund kids. Her father is a medical industry millionaire and his mother a state senator on her way up."
"How young?" I asked.
I was weary of young cuckold couples. They were still new to their marriages and the culture. Being young, they still had normal marriage thinking that often conflicted with the cuckold lifestyle.
The best clients were from late thirties up. The older and more experience with it, the more reliable they were. These new ones were skittish. The guy still unsure of his sexual nature and the same with the wife. Too much drama for me. I wanted them to know what they wanted, get it and then call me again in a couple of weeks for more. Those were the best clients.
"He is thirty-two and she twenty-nine."
"Have they done this before?"
"No. It will be their first time."
"I don't know Abby," I said shaking my head. "I've never done a new couple and I'm not sure I want to unless I know he is all for it. What about her?"
"I had a talk with her, she is a little slut all right acting like she is curious and only doing it because he is asking for it. But I can tell she can't wait."
"What about him. Is he doing this just to please her?"
Abby went to say something, then thought better of it.
"I'm not sure Dave. I haven't talked to him yet. Just her. She heard about the lifestyle from one of the other women and approached me to ask about you."
"You're becoming my... madam." I said with a smirk.
Abby looked at me thoughtfully. I could tell she wanted to say something but was hesitating.
"What's up Abby? What's on your mind?"
"We need to talk about something."
"We are talking," I replied.
I was still young and wasn't experienced at the 'we need to talk' phase of a serious relationship. My Ex and I were hardly the talking kind. It was why our relationship had failed.
"Dave, I... I think about you and these women."
'Oh shit! Here it comes,' I thought.
"I wonder what it's like with them," she continued. "You know... since you and I are so intimate. How is it with you and them. What do you do with them. How does their husband react."
"Are these jealousy questions or... curiosity?"
"Bit of both?" she replied with a forced smile.
"Do you think about it when we fuck?" I asked surprised at her revelation.
Abby looked down at her hands then up as if she had been caught doing something wrong by her parents.
"I have been having thoughts of you with other women since the first night at your parents' house." She replied with a dream state like voice. "I wanted to stay the night and watch you fuck Jillian. To see you... pleasuring her. Her pleasuring you."
She stopped trying to gauge my reaction.
"You must think I am sick," she replied.
"Abby, I never knew..." I replied still shocked at her confession.
She pushed her face in the pillow and I could tell she was crying. I loved her so much, the thought of her in pain or sorrow pained me. Yes, I was in love, lust and totally owned by this woman. And I also felt that in the past I had failed her when she needed support. I had been too busy with Nora, my ex. and the swinger crowd we fell in with to notice and be there for her.
Her father had been dying and I didn't even know because I lost touch with her for a while. Alan had been the one to be supporting and caring when she needed him. And it was why she was with him. She had married him out of gratitude. A bad reason as already knew he was bi going to full on gay. They had been my first cuckold couple even before they were married. I had let him watch for her and because I wanted her again. And we had been having this strange love affair ever since.
Now she was hurting and all I wanted to do was comfort her and make her feel safe and loved. Not only that, she was carrying my child. In my mind this woman and that child were my future.
"Abby, please talk to me," I said rubbing her back as she sobbed quietly. I could see her body shake.
Eventually she got a hold of herself and turned to look at me.
"There is something wrong with me Dave. I should be jealous of you fucking those women, but I am not. I dwell on it all the time and even play with myself thinking of it when you are not with me." She stopped to get her thoughts together I guess. "OK, I am a bit jealous. I wonder what you are doing with them... to them. You must think I'm sick."
She covered her face with her hands.
"No, I don't Abby," I replied taking her in my arms. "I have wondered about us and our relationship. You got me started in this strange career of mine. Don't think it hasn't crossed my mind why you did. At first I thought you did so to help me out financially. But as time passed and you sent more clients my way, I figured there was possibly more to it."
She settled her face on the crook of my neck and held me as I had been talking and some more after that in silence.
"Dave," she said and went silent again as if trying to get the courage to say something. "Do you think that I can be there once to see it? To see you?"
'What!' I thought. 'Is she serious?'
"You mean with a client?"
"I know it's stupid. I'm sorry, but I had to ask."
She wanted an answer, but I wasn't sure what exactly she was asking.
"Abby, these people usually want it to be just them and the guy doing the wife. They are not swingers where they swap."
"I could do that I think, if they wanted to," she replied. "And you were OK with it of course."
I smiled at that. If she did I would have no room to say she couldn't fuck another guy with all the screwing I was doing. Plus, I had been a swinger and knew how it works. If you swing, someone else will fuck your man or woman while you do theirs. It's the definition of swinging. And if you go to a swinger party, you can't keep up who your partner fucks or gets fucked by. Or even how many. It's the nature of the lifestyle.
"Abby, it's not just want I want. It's what you want. I can't tell you not to have someone else when I'm making a living having sex with other women."
"Dave, I think I could, but it's not about that, as much as seeing you fucking another woman. I have never seen that. I used to be jealous of Nora for that. She saw you with other women. I never have."
"OK, so if you came along to one of my client meets, would you be watching? Or participating?"
"If I had to participate to be there I would. But I want to be in the same room so I can see you fuck her."
I smiled at that and she looked at me trying to gauge what I was thinking and how I was reacting. You know how women are with men. Especially one they think as their man. And by then Abby did think of me as hers. My child was growing inside her.
"I can't see us doing that with my regular clients. I have them used to paying for everything I do, and they do. Bringing you along sounds like something I would want; not what they want. It would change the event dynamic. After all they are the ones paying for it, they decided what happens."
She looked disappointed.
"But, I can offer it as an option. One they would have to pay for. The added notion of humiliation for the man? The exhibitionist aspect for the woman? After all Abby, you are stunning and younger. Those women would be showing off to you as well as their husband. Let me think about who a likely candidate would be. Ok?"
"What about these new people?" she asked. "Yvonne and Andrew."
I thought about it. Being new to the lifestyle, they would be less likely to shoot down the idea than cuckold regulars.
"You may have something there Abby."
My mental gears were turning. This opportunity had possibilities.
"How so?"
"The guy is my main concern. He may not be fully ready to accept his status in their relationship. You being there may ease the pain for him."
"The pain?"
"Abby, cuckholds feel pain and jealousy every single time they watch a man fuck their wife. The difference between them and a new one is that they have accepted that they like and look forward to it. A new cuckhold is still between two worlds.
"George went over this to me one night when his wife was asleep. He explained the lifestyle to me in a way no one else has. It helped me deal with these people."