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
I knocked the door to the five-star hotel room in a suit and tie. The suit was Italian made and fitted to my then twenty-three-year-old body. I was slim, not overly muscular, with dark hair and green brown eyes. I smiled as I heard someone fumble with the door.
'Game on," I thought as the door opened and I was greeted by a balding man almost sixty years old. He wore slacks and a button-down shirt with a very expensive watch. Money to spare. And he was ready to spend it.
"Come in," he said briefly making eye contact.
I had a feeling this guy stared down people during business deals like it was second nature to him. But not tonight he wasn't. Tonight, he looked away as soon as I stared at his face like a good submissive. A role I never asked anyone to play in my encounters with their wives.
"My name is George."
As expected, we only used first names.
"Dave," I replied introducing myself and walked past him. The bed was empty as the rest of the suite. "Where is your wife?"
He smiled apologetically and rushed to the bathroom to apparently get the fashionably late princess. They were new clients and I was willing to be accommodating as I had been informed, they had money to spare for a small country.
"Honey," he yelled out to her. "Mr. Dave is here already. Let's not keep him waiting."
"OK, I'm coming," the woman said in an almost irritated tone. Then she came out of the door in a long red robe open at the front. She was I would say a well kept fifty or a not so well kept forty-five-year-old fake blond woman with large fake tits and a fake tan. We didn't have housewives of New York then, but you get the picture. Semi rich and a bit trashy. I will say there was not a lot of make up though. Just enough to accent what the old girl had. I learned later she was fifty-three.
When she saw me, she stopped to stare. She looked me up and down and I saw a smile form on her face. I nodded to her politely and gave her my best Dave seductive stare and disarming smile.
"And who is this beautiful woman?" I asked. The things we do for our jobs.
She actually was trim and probably worked out to keep up with the other rich wives. Not to keep her husband happy.
"This is... Gladys," her husband said. His hesitation told me that was not her name. And his was not George either. But then I didn't mind.
"Hi Gladys," I said and took her hand as she offered it to me and kissed it as if we were at the Queens palace in London. Not that I would ever be invited. I could see myself introduced by the head butler. 'Squire David Fulsome, Bull to bored rich wives of the rich and famous.'
"Oh..." she cooed and fluttered at the respect I gave her. Inside I was thinking how she was going to be sucking my dick in minutes.
"Well," I said taking my jacked off and hanging it around a chair. "Before we go any further, lets get the unseemly out of the way. You have an envelope for me?"
"Oh yes," George said and gave me the envelope. As instructed, they had the payment in $1000-dollar bills. On top of them was a note describing what they wanted for the evening. Five-grand was the standard package for intercourse. Another grand for her to blow me and another for me to eat her out. And I noticed he wanted to watch it all. That was another two-grand. Nine thousand in nice bills. But there was a total of fourteen. I didn't see it mentioned on the note, but I assumed they wanted me to anal fuck the missus.
"I need the request for the last five stated in writing please," I said politely handing him the note. "Nothing verbally please."
George fetched a pen and wrote anal on the bottom of the note. I nodded and then tore the note in multiple pieces. Walking to the bathroom I flushed them down the toilet and placed the envelope inside my jacket pocket. Then I smiled at her.
"Before we start, some small ground rules. I saw nothing in your request for humiliation of the husband. So, we will not be doing any of that at all. Gladys, that includes you. If you do any, it will put me off and I will not perform well. If you do it again, I will leave. "
"Interesting," Gladys replied. "Is that what costs more?"
It actually cost ten thousand dollars more for her to humiliate him in my presence verbally and there was no price for me to do so. I never did. One man had asked, and it had cost him a BMW sedan. I thought asking for it would end his request, but he had gladly agreed. I hated doing it, it was a put off, so I never made it an option after that time.
"Gladys, I want you and George to have a good experience and call me to you again. Disrespecting the customer is not a good business practice."
George nodded politely and Gladys made a face like she didn't care. Or maybe she was disappointed.
"So, I said. How about you sit out of the way George and we can begin."
Like a good little submissive boy, George rushed to the chair by the window and sat down looking at us expectantly. Gladys didn't waste any time either. She came over and started undoing my thin fashionable tie. She stared at my body like it was some new dish at her favorite restaurant.
"Oh my," she said as she felt my crotch and grasped my cock. It was starting to get hard. But she had some work ahead of her. "I think he's big George. Bigger than..."
She caught herself and stopped before she said that her husband's dick was too small. But then George surprised me.
"I bet my cock is smaller," he said to say out loud what his woman had intoned and stopped. "Dave, I hope you don't mind, but I am willing to... provide the full... sum...so my wife can use humiliating terms. Is that ok with you?"
"That will double your total George. And I need to see that up front."
George rushed to his coat and pulled out another envelope. He counted and gave it to me. A quick count confirmed it and I nodded.
"Go ahead Gladys, George paid your right to free speech."
"Good," she said. "That small dicked asshole can be so cheep sometimes."
By now she had undone my belt and my pants fell down on the floor. I surprised them by not having any underwear on. My thick cock stood at attention for both of them to admire. But only Gladys was allowed to touch it. Still George leaned in to take a good look. I noticed his hand grasping his hardness in his pants.
After that, the Gladys show began. The woman fell on my dick like she hadn't seen one in months. She stroked it, fondled my balls, licked the whole shaft and kissed it as well. Then went under and did the same to my shaved ball sack as he hands massaged and stroked my shaft.
"Oh George, look at how thick it is. So much better than your little dick."
George stayed quiet, but I would see a sizable tent under his expensive slacks. I let them do their own thing as Gladys cam back to my cock and licked under the head. The old girl had some skill and pressed my cock tightly with her hands releasing a big drop of precum that she made a show of licking and tasting.
"Yummy George," she said. "I think I love this dick... it's a monster."
And with that out of the way, Gladys tossed her robe off to reveal a tighter body than I had expected. The girl did work out for it as I thought. My hands went to her blond hair and pulled it out of the way so George could see my cock as she licked it and then took it in her mouth. By now I had enough men watch me fuck their wives that I didn't get rattled from their gawking. And George certainly gawked. He looked like he was going to jump of the end of the chair.
Eventually, Gladys went for it and took more and more of my dick in her mouth. And more. And more. It helped that she had a real wide smile, because soon she had my cock going in her throat. She kept licking my underside which I have to say scored points with me. She gagged a bit and pulled back, but then she took more of it in and held it.
"Are you ok honey?" George asked with concern. I could see his balled fist on her knee as his other hand massaged his cock over his pants.
Gladys pulled back and looked at him with disdain.
"Don't touch yourself yet. I'll tell you when."
I have to say that I am all for the customer is right rule, but I also detest bullies. I had yet to see a kind gesture from Gladys toward George and it irked me a bit. Not that I was going to lecture her about it and spoil the mood, but I did manage to grab her head by the hair and jam my dick all the way into her mouth.
She almost gagged, but surprisingly, she let me drive and work my dick in her throat with four thrusts. I held it there to teach her a lesson in obedience and then pulled back to just before her throat. I menacingly jabbed into her mouth to remind her that I could do that again as I let her catch her breath.
"Don't worry George," I said to him. "It looks like Glady is quite an accomplished cock sucker. She's got this part down."