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.
*****
New York 1981
I had been working as a hired male escort for wealthy New Yorkers for close to three months when I met Melanie Price.
She was forty-four when we met and a stunning woman. And also, a wealthy unattached one which was a change. She was a money person of some sort in Wall Street. I knew enough about the racket to know she was connected and a bit on the shady side because when I asked about her, I got "the looks." Looks of "be careful."
I wondered what that meant? I mean she did come off as a man eater, but she had enough money from her first husband's death and her second husband divorce that she was rolling in dough. And she knew how to make more money with other peoples' money. She would eventually help make my money grow with her talents. Along with other things.
Melanie knew the women in the cuckold circle and was introduced to me by Abby at a party. She was the one who warned me, but then she saw an opportunity to give me a referral and to grow my nest egg. Abby meant well, but she didn't know what Melanie was involved in and when I found out I didn't hold it against the woman I had loved now for years.
At first Melanie just hired me to be her escort at parties and functions. I suffered through Opera and Broadway Plays. I was dragged to art gallery openings and loft after parties where she and her "friends" did lines of coke and were entertained by the never-ending line of young beautiful women in attendance.
Other young men and the women were there to entertain the guests as if catered for the occasion. But my job was to be her exclusive escort and evening entertainment. I was working the cuckold circuit, but I didn't pass up women who wanted my company either. So, this was not uncommon. It was in one of those after parties that Melanie took me aside to a bedroom.
"I need you now Dave," she announced, and I went to work.
She went at me like a tigress. She undressed me and then took off her dress to reveal high dollar lingerie in very dark purple and high heels. Her breasts were not huge, but they were a nice 36C. Her body was obviously sculpted by her exercise club she spent all morning at. Women in their twenties did not look as good as she did!
I had some experience with older women during my swinger days with my ex and loved being with them. But they had been married women in their late twenties, thirties and early forties. And I met them in the full group swap swinger scene which is very different from the cuckold realm. They were generally younger and wanted just the sex with other men, just like their husbands wanted sex with other women; both without cheating and destroying their marriages.
Melanie on the other hand wanted the control and power of hiring a young man to parade around and then screw as she wanted. I approached her like I did other clients. That means I played along and gave her what she wanted. After all she was great looking and sexy. And as she sucked my cock and fondled my balls, I had no reason to complain.
Before long, we were naked, and I was doing things to her with my tongue I knew she liked. With two fingers in her cunt and another in her ass, I licked her clit until she gasped and bucked pushing her groin to my face. She had one hand on the back of my head and the other was twisting her nipples. The woman had a thing about her nipples handled roughly.
We hadn't turned the lights on in our haste to get at each other. She was the boss paying for the night, so I let her drive. Soon I was on the bed and she was riding me for all she was worth, moaning and gasping.
"I love your dick Dave," she hissed riding me harder and harder.
The bed made creaking noises as she rocked back and forth to rub her clit on my pelvic bone. I had to say she was definitely enthusiastic. And then things got a bit weird.
I have never felt that feeling before, but I felt it then. I thought we were being watched. I tried to put it out of my mind thinking that the cause was the strange and unfamiliar surroundings. Then Melanie spoke and it got worse.
"Your dick is a lot bigger and thicker than my ex-husband's."
I had heard stuff like that from cuck wives but couldn't understand why she would be saying that right now.
'Her ex-husband? Whatever...' I said to myself. 'It's her dime.'
Eventually she stopped and got on her knees. Taking her lead, I got behind her and shoved my cock back in her cunt. She let me fuck her at my pace now but got more vocal.
"Your dick is so big, I love it."
I was think but not that big. But I went along with her game. Some women called a thick dick big, as they were used to thinner dicks. Hell, I had a customer who had a longer cock than mine, but it was thinner, and his wife wanted something wider instead of long. She called it big too and her hubby went along with it. Strange right? But part of the culture. Let the customers have fun. Remember... they are paying for it.
"I'm so glad you are here and not my husband. If he caught me cheating on him he would kill me. This is so exciting."
As you may have guessed I was more than a bit intrigued by this sex play talk of hers. But I figured, when in Rome... so I played along.
"Fuck him," I said. "It's just you and me."
"Oh yes Dave, you are so much better than he is."
'Whatever,' I thought again. Well, we didn't say that a lot back then, but you get my drift. Keep her happy, keep the income coming. Dave is here to please.
And the strange parade continued as she pulled me close to the window. We were high enough that no one could see us from the street, but there was a building across the way that we could be observed from. Light from outside shone on my cock and her face as she took me back in her mouth, but not enough for people to tell who we were. So, I ignored it and let her have her fun. Maybe she wanted to see my cock as she sucked it
"You want the light on?" I asked.
"No, I don't want us to get caught. I like being a bad girl."
And back to sucking she went. I'm talking real enthusiastically like; tongue, lips, slurping and everything. Never pass up a good blow job right?
'Caught? What the... oh, she is really good at this.' I thought as she continued sucking my dick for a few more minutes.
Then Melanie stood, pulled the drapes aside letting a beam of light hit the bed. She moved toward the edge of the bed and sat there spread eagled. I could see her cunt and body, just barely. The was not much light; just enough to see her legs and pussy in the faint glow.
"Fuck me Dave. Stick that big cock in my cunt."
And again, I did what she asked. I stopped caring about her weird ex-husband trip and just focused on the fucking. That was how I managed to stay focused in most encounters. Stay hard, fuck them like they wanted and make them happy for next time. Cacheeng! Help grow Dave's bank account and stock assets.
"Oh, Dave, I'm getting close," she moaned. "Yeah baby, just like that..."
And like a good employee, I kept it going until she eventually did come. Very... loudly. So much for the don't get caught fantasy role play. I was starting to think she was a bit nuts.
"That was great Dave," she cooed. "Better than my husband ever does for me."
I kept fucking her as she kept arching up to meet my thrusts. No, not finished yet until the mistress says we are. I watched her tits jiggle and that helped keep me going.
"Let me be good to you for a change," she said, which kind of felt nice.
She kissed me and let her tongue play with mine and I soon forgot the weird sex talk about husbands and getting caught. Before long, I felt myself getting close.
"Dave, cum on my tits and my mouth please... please!"
By that point I wasn't much in to arguing. Not that I would have. It sounded like fun to do as she asked. When I felt my cum rising, I pulled out of her, took of my condom climbed up toward her face. I let fly a good load on her tits and when she raised her head opening her mouth, I finished on her lips and extended tongue.
"That was great Dave. I love your taste," she said smacking her lips; a bit too loudly. As if she was trying to make a point or something. Clients right? Let them do their thing.
"Dave, I have a confession to make." She sounded almost apologetic.
I wondered if she wanted me to play her priest. Would she confess to me as I ordered her to do 1000 suck-vinas? OK, I apologize to you Catholics; just a joke. One woman and her husband dressed like nun and priest. No shit! And it wasn't even Halloween. Hey, I had done stranger things by now. The weird is what I actually remember most. Not that the rest was not weird but...
OK, where was I?
"Go ahead," I said nonchalantly.
"We're not alone." She said.
I froze. She crawled over me draping her leg and arm over my body as if to hold me in place. I thought I heard something then across the room.
That made me jump, but she stayed on top of me. I tried not to panic, but I became very aware of everything around me. Now the sex in the dark and the feeling of being watched made sense. She tried to keep me in place, but I was stronger and bigger.
"Get off me Melanie," I said keeping my voice steady.
I didn't care about her, but I wanted whoever was in the room to know I was not a weak pussy. Hey, when in New York, you never show weakness to anyone. It's how it is.
"It's OK Dave," she tried to calm me, falling off the bed.
I jumped up and went for the lamp by the side of the bed I could barely make out. It was then I heard someone moving on the far side of the room as if they were pushing a chair back. When I turned the light on I saw a man with his pants down, playing with his dick siting on a chair!
He was a decent looking man around forty; maybe a bit more. He didn't stop, but had an apologetic look on his face.
"Who are you?" I asked standing away from him and keeping the door between me and both of them. "Melanie, what the fuck is going on? Do you know him?"
Melanie stood and got between us. She was quite the sight in the light! Like a Valkyrie woman. She was very fit. Not an ounce of fat on her forty something body.
The guy kept jerking off.
"It's OK Dave really. He's my ex-husband."
"What!"
"I should have told you, but it's part of our thing."
