Five days later, Cindy and Lennie were sitting on the soft green grass shore in Coulon Beach Park at the south end of Lake Washington, in Lennie's camping chairs. It was a sunny warm day and Cindy was in a skimpy blue bikini, designed sun glasses, and a big floppy hat, drawing the stares of men as they walked by. Lennie was wearing medium to long shorts, a polo shirt, and sandals watching and enjoying the men (and a few women) staring at his gorgeous girlfriend.
He thought about what had happened so far in the week. It had been a glorious five days, some of it spent with Maria and Kaylani, another long threesome with Lori and Cindy, a long hour with Taylor, a kissing, blowjob and fingering session with DJ, an hour of 69 with Fiona, and the rest together as a couple with his girlfriend. While Lennie's cock was worn out, his tongue and fingers went on overdrive, coaxing climax after climax out of Cindy's, and all of his other girl's bodies.
After 36 hours of recovery, Lennie lasted nearly a half-hour until he shot his last load in Cindy's sweet pussy. After he kissed her, he slowly went down on her and ate her salty snatch again, voluntarily tasting his own spunk for the first time. It didn't seem too bad. Cindy wouldn't let his head up, keeping it between her thighs until she tensed up, wrapped her legs around his head, and screamed as she shook uncontrollably. Only afterword would she open her legs, pull Lennie's face to hers, and passionately french kiss.
It seemed that all was going smoothly, but not exactly.
"Lennie, I have something to tell you", Cindy said as he lazily sat beside her in the camping chair. "I will tell you everything from now on unless you tell me not to. I have an appointment with a big client in a few days."
Lennie tensed up and she could immediately tell his concern, but he said nothing. He was trying to adapt but old feelings hung on.
"And there is more. He's been a regular with me for nearly a decade. He's a multi-billionaire, and has a kinky side he likes to play out role play scenarios. This time, he wants me to play his wife and when he comes home unexpectedly, he finds his wife cheating with her lover in the throws of passion in the living room of his home. He stands over us and watches us as I verbally abuse him and call him a cuck. After my lover cums in me, I make him lick me and clean me up. There is no make believe, it all really happens."
Lennie just stared at her. It was registering but he couldn't say anything.
"And one more thing, the guy who plays the husband, well, it's Rick."
"What? Rick? You mean, the Rick who is Lori's friend? Your security guy? That Rick?"
Cindy just nodded while she looked into his eyes.
"No!" He started to shake his head. "It's one thing for strangers to fuck you, but someone I know? How can I ever look at him in the eye again?"
The response started to frighten her. Had she lost everything she had gained?
"Lennie, listen to me. I know this is your most difficult thing to face if I am going to stay with you. Many clients like to play out a cheating or a cuckold fantasy from time to time. Obviously, I have to have a man to play the lover-cheater. Rick and Doug are the two guys who do that for us girls during a date. They get paid just like we do, although not as much. Using them, we know everything is safe."
"Oh, gawd! Doug, too? How many times have you done this over the years?"
"I don't know, guessing a hundred, maybe a hundred fifty times when we need a guy to create the fantasy, maybe more."
"You mean, Rick and Doug have fucked you more than a hundred times over the years?"
Cindy paused for a moment, nodded, and added, "Besides a cuck scene sometimes Rick and Doug are part of a gangbang fantasy with the client, too. That's part of those hundred-plus encounters. That's all of us girls by the way, not just me."
"So I ask you again, Cindy, knowing this, how can I look either of them in the eye again?," Lennie repeated.
"Lennie, they aren't my lovers. I've never had a non-pro date with either one of them. They are male prostitutes, pure and simple." Lennie stared at her. Reading his mind, she continued "And no, they aren't gay. We've had requests for bisexual male and female encounters, or fully gay male encounters but we don't do that, no matter who it is or how much money they offer. Of course we often perform lesbian encounters, just like at home." She offered a confident smile. "We're pretty good at that, you know."
"I just don't see how I can face him again," Lennie muttered as he stared out at the deep blue lake.
"Oh wait, I misspoke. Rick and Doug have had me once professionally."
"They hired you for sex?"
"Yes. No. Let me explain."
Lennie was now totally confused, he thought it was a simple question.
"Rick and Doug were both Army Rangers and in the same unit. Everyone in their unit was being honorably discharged and one of my richest clients hired three of us as a "thank you for your service" gesture."
"Huh. Yeah, that's what I would call "thanks", Lennie scoffed as his fingers showed air quotes. Cindy giggled, it was funny how he was whining about it.
"It was Taylor, Amber and myself to entertain them for the weekend. It was held at my client's mansion in Southern California, overlooking the Pacific Ocean outside of Santa Barbara. There were six of them and three of us. We worked the gangbang all night long. After everyone passed out and woke up the next morning, we continued through the next afternoon."
"We wore those six men down. After all, it was Taylor, Amber, and myself. The men didn't have a chance," she giggled. "The next morning after a couple of more rounds, the men all yelled "No Mas!" and the rest of the day we all just laid around with the men providing female company. They kept kissing and fondling us but their cocks were as soft as melted ice cream."
"So you essentially fucked them to death?"
"Well, they weren't dead but their cocks sure were. Afterwards we all showered and enjoyed a catered breakfast from my client's private chef, we also had a lot of conversations over the rest of that time. It was nice, sitting on his large deck overlooking the Pacific, being waited on for anything our hearts desired."
Lennie listened quietly to Cindy's story.
"I got to know Rick fairly well, he's a solid guy. In one of the many conversations I had with Rick, he told me that when he got out of the Army, he was going to start a private security agency. My client heard us talking and offered to bankroll his business to get going. I hired Rick to be our full time security. That was about ten or eleven years ago. The Escort Agency was his first and since he started it, his only client."
Lennie nodded as her story continued.
"He completely changed how security was carried out for us girls. A month after he was hired with Doug as his first employee, one of my clients had a cheating scenario he wanted me to perform. Guess what, to do that I needed a guy. In the past I turned those requests down because I had nobody I could trust. Rick stepped in as my lover-cheater and we've all been using him and Doug ever since when the situation calls for it."
It made more sense now, but Lennie couldn't get over the fact he would have to face Rick the next day after he had screwed his girlfriend.
"Lennie, I had a feeling you would respond this way, and I spent time talking with Lori, Taylor and Sharon about it."
"Oh great, now I'm a talking point. God this is humiliating."
"Of course you are a talking point among us. You are the most important man in our lives, Lennie. We talk about you all the time when you aren't around."
She stopped talking and looked into his eyes. She reached over and held one of his hands and after a pause and a deep breath, continued talking.
"Look Lennie, the four of us decided that you need to go through the same exercise we require all of the married men to do before we let their wives work for us. As you know, I have ten women who are married and their men face a similar thing, knowing their women are screwing other men for money. Years ago, Lori, Taylor, Sharon and I came up with a process that will help you accept my work. We require every husband of a girl that chooses to work for me to do this. It's designed to help the man, and the girl as well. I want you to understand I am aware of your feelings and want to help. Do you trust me, Lennie?"
"Yes, I do, Cindy. But this is so foreign to me. It is contrary to how I was raised and lived most of my adult life. I appreciate your help."
"Lennie, let me tell you how I have the company set up. My four working girls and I sponsor two married women each. For their first official date that the husband knows about, the sponsor goes over to the husband's home and helps the wife get ready for her date. Clothing, hair, makeup, accessories, everything. It takes nearly two hours to get ready. As she comes out, ready for her first date, her husband sees her and the sponsor is right beside him. As she walks out, he gives her formal approval to work for the service and then sends her off."
Lennie took a deep breath as he imagined this.
"The sponsor stays with him, doing whatever he needs to help him. Everything but actual sex, although a blowjob is OK. He just isn't allowed to cum, saving it for his wife. My girl or I kisses him, dances with him, strips for him, talks dirty to him, and does whatever she can to keep his mind off of his wife as she works. When she comes home from her date, the idea is to have the husband so horny and crazy that he jumps her and re-claims her on the spot."