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I think the best deal in the world might be finding a man with deep pockets who has a cuckold fetish. Now, cuckolding has been famous for thousands of years, but in terms of pornography it really boomed in the last fifteen. That’s the power of the internet! Porn and escorting go pretty hand in hand. People (men, usually) will pay to live out the fantasies they can not with their loving partners who don’t get off to gangbang or kink shit at two in the morning. Honestly, this applies to women too. I never got many women clients, but almost all of them wanted to be dominated and fucked hard. Bruises hard. But this story is about a cuck. His name was Patrick.

I met Patrick in a voyeur club. The deal was that there would be a peep show with booths like the ones you see in Amsterdam. This was hush hush of course, because in my region it was a questionable legality. In other words, this was strictly invite only. How these shows would usually work is two girls wait in the middle while the men (and sometimes women!) were separated from each other by the booths. This was a pretty elaborate construction made by a friend of mine, Andrew, in the basement of his very luxurious house. They also functioned as advertising for me and the other lady. The viewers got to see us and would usually make contact after the show, asking for our numbers and how they can “see us again.” Andrew’s peep shows were very famous. He was a well connected pervert, and I say that with nothing but love.

That’s how I met Patrick. He was very enthusiastic. The first few times we met were fairly typical. Uncommonly typical, for a connection made through a peep show. He wanted to fuck me in numerous outfits. Nurse, schoolgirl, leather mommy, the works. All purchased by Patrick for my use. He had deep pockets. I suspect deeper than any man I ever slept with, and I’ve slept with some very rich men. He was old money. Unostentatious, except when it came to the bedroom. So after a few nights together, he asked me a question: “Next time, can you bring a friend?”

“Sure,” I said. Very common request. “I know a girlfriend of mine would love you.”

“No. That’s not what I mean.”

Patrick had a very particular idea in mind when he asked me to bring a friend. Tall. Black. Big guy. Big dick. In my comment, the obsession with black dicks is a little offensive, but it’s certainly profitable for everyone involved. Lucky for Patrick, I knew someone that fit the bill: Jacob. Jacob was an old friend from my school days, which are better known as my stripping days. He was a bartender at the place the girls would go to on our off nights. He was very famous. Beautiful, funny, and nice. Very much not the person cucks want because he wasn’t aggressive and mean. Unless you were alone and asked him to be, of course. So I knew I could make it happen so long as Patrick was eager to shell out. And he all the time was.

My meetings with Patrick soon took on a predictable, and enjoyable, formula. First we would have dinner at a very expensive restaurant. Not all the time an amazing restaurant, but sometimes people that rich are so used to shelling out that they conflate it with quality. But this was all part of the “play” for Patrick so I didn’t complain. I would wear whatever dress he had bought for me, as well as some very expensive lingerie. He was a good conversationalist. Like many men paying me for my time he liked to complain about his wife, his kids, and his work. Patrick really despised his wife, and got a divorce later. That was what ended our relationship, if you could call it that, but that’s neither here nor there. After dinner, we would go back to his fuck-pad.

Whenever we arrived, we would be alone. Patrick liked to begin things off with a blowjob. Cuck though he was, he still wanted to use me a little. As I’ve said before, I’m a master with my mouth (or a mistress, as so many people have called me!) and he wanted to take benefit. It wouldn’t last long, though. He didn’t want to cum. Or maybe I should say he didn’t want me to make him cum. That was one of his quirks. It was the same way when it was just the two of us. He all the time finished himself off. And that’s something to respect, for all you gals out there. Everybody has their quirks!

So there I am with my dress all mussed up but still on. My makeup, on the other hand, is immaculate. Anyone who spends so much time pleasing men learns to know what they like. And Patrick did not want to be the one messing up my makeup.

I edged him, in other words. And when he was brought to the edge, he demanded a stop.

Here comes the crux of the night. At this point, I would send a text to Jacob. Jacob would be waiting nearby in his car. He knew the address and I would give him the code for the parking garage. So while Patrick and I came back from dinner and I started taking care of him, Jacob would be getting ready.

The knock at the door. That was Patrick’s favorite part, I think. That was his sign to step away from the bed and take his post on the chair in the corner. I would greet Jacob at the door, still in my dress. That wouldn’t last long.

Now, I should remind you. Jacob was famous with the girls from the club. When you’re a star player in a whole roster of strippers’ rolodex… let’s just say that he got his reps in. He knew how to treat a girl right whether she wanted romance or abuse. On nights like these, it wasn’t what I wanted that mattered. What mattered is what Patrick wanted to see.

Patrick paid top dollar for two star performers to work together in a marathon show. That meant multiple hours with only a few breaks in between. Suffice to say, Jacob and I worked very hard to train our cardio in our free time! All to ensure that what would follow was some of the most spectacular, intense, insanely rough fucking of my life. I would go from dressed and made up to smeared, naked, and folded every which way under a beautiful Black man in a matter of minutes. During this time, I would forget about Patrick entirely. That’s how he wanted it anyway. I would beg Jacob for more and say whatever nasty things he wanted to hear. He’d toss me around the bed, make my body into a fleshlight for his fun.

So what does that mean? I’ll give you a snapshot.

One night, Jacob fucked my throat as I hung my head off the side of the bed until I was gagging and crying with my hand deep in my underwear. Even he couldn’t last long, and soon I had cum covering me from my underwear to my neck.

With a plug in my ass, he had me in a chokehold so stable I couldn’t move at all. I stared up at the ceiling with my eyes rolling back and my mouth hanging open as he fucked me from behind.

A rare footjob. It wasn’t my thing or Jacob’s, but after months of regular nights together, we were eager to try anything to scandalize our patron. I wondered that thanks to all my stretching I would be able to blow him while I cradled his dick between my feet, but not quite!

Sometimes Patrick wanted to shake things up. We would bring in other women sometimes. Still the two girls would only have sex with Jacob, but those were all the time fun. Sometimes he would pay me and Jacob to go out on our own for the night, though that was rare. Once, for Patrick’s fiftieth, and right before his divorce proceedings started, he hired *two* girls to join us; and for all his generosity, all he got was a double blowjob.

I spent about a year meeting with Patrick a few times a month. Jacob and I made out like bandits thanks to this arrangement, and we became much closer as friends. When Patrick got divorced his finances were scrutinized much more closely and he couldn’t afford to see us as often. But he provided for some of my best working nights of my life.

NSFW: yes

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