Chapter 10

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, designer sunglasses, 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 girls’ 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 afterward 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 feel his concern immediately, 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 who 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 throes 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 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, between us girls, I’m guessing a hundred and fifty, maybe two hundred 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 hundreds of 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 acting as 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. The client had known them for years when they first enlisted.”

“Huh. Yeah, that’s what I would call “thanks,” Lennie scoffed, showing air quotes with his fingers. Cindy giggled. It was funny how he was whining about it.

“It was Taylor, Amber, and me 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 me. 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 lay 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 many 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. Rick told me in one of our many conversations that he planned to start a private security agency when he got out of the Army. My client heard us talking and offered to bankroll his business to get going. I hired Rick to be our full-time security guard. 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 had turned down those requests 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 that 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.”

Someone I can relate to, Lennie thought to himself.

“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 who chooses to work for me to do this. It’s intended to help both the man and the girl. 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 have 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 is aware of, the sponsor visits 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 on her and reclaims her on the spot.”

“The sponsor, myself or one of my girls, often joins in, but their need for the married couple to re-establish their closeness is the primary goal. The threesome is there for fun, or if the husband is having second thoughts about taking her back. He has to reclaim her. It’s really important for their relationship. I will arrange the same thing for you. Except you will get two girls, Lori and Taylor. They are my two most experienced girls. They will be with you until I return from my date.”

Lennie was speechless, simply staring at her without any emotion. Cindy could read his face. She said nothing, letting him process what she had just said.

“It’s simple, Lennie. When I come back home to you, still used and dirty, you will reclaim me. Lori and Taylor are there to ensure you do, not forcing you, but as assistants. For hours, they will be teasing you and tempting you, waiting for the big buildup when I return.”

Lennie continued to stare at her, motionless. “Unlike the husbands, there will be no surprises for you. You will know what will be happening and why. None of the husbands knew about the reclaiming activity beforehand. It’s a total surprise to them, partly because we want to maximize the shock value. I’m telling you because that’s the kind of guy you are, baby. I’m telling you so you have time to process it and decide what you are going to do. No surprises.”

“Lennie, you have to face this and decide if you can completely accept what I do for a living. If you reclaim me, we go forward. If you can’t, it’s over between us, or at the very least, we have to rethink how we live our lives. It’s all up to you.”

There was a sense of urgency in her voice that Lennie had never before heard.

“How successful is the reclaiming process for the husbands?” Lennie asked.

“It’s been over 90% successful. But if the man isn’t accepting of her activity, I don’t let her continue with me. The man has the right to blackball her from the escort service if he wants.”

“OK, Cindy. I know that you’re sincere. I’m willing, I guess. When is your date?”

“This Friday night. I leave at 7 p.m. I want you to help me get ready: shower and clean me, dry me off, assist with my hair, choose my outfit, and help me dress. You watch me put on my makeup, and then help me get into my dress and heels: the whole thing. Hopefully, we can let it happen instead of crying about it. Then after I leave, they do their thing. That’s a surprise for you to learn. And when I return, hopefully you will be so horny that you want to take me, to reclaim me.”

Lennie’s head was spinning. Talk was easy, but could he actually do this?

Lennie was nervous as he woke up alone in his bed. He looked over at the clock on the dresser and saw it was not only 6:30 a.m., but also Friday. He sighed and realized that time was up. It was tonight that he would watch the woman he had come to love have sex for money with a stranger, and then come back to him. To make love to him after what she did for her money. It would be up to him to either accept her for what she did or to walk out of the condo and out of her life forever.

It was one thing to talk about it and discuss it with others, but to go through with it seemed a tall order. He thought he could do it, but what if he couldn’t? The last month and a half of his life was a dream. The most exciting, most sexual, and surrounded by some of the most beautiful women on the planet, who worshiped him simply for who he was associating with. This woman had given him such an amazing time since he met her. She kept no secrets from him. He would have to decide if the terms for continuing their relationship were acceptable.

He sat up in bed and, looking out his bedroom window, saw a single tugboat towing a huge barge up-sound to its destination. It could be Seattle, Vancouver BC, or Alaska. He thought of the old children’s book entitled “The Little Engine That Could”. As he watched the slow tug make progress, he decided what he had to do. Was Lennie like that, Little Engine?

Lennie got out of bed, showered, put on jeans, a black t-shirt, socks, and shoes, and went down to the kitchen. Ignoring breakfast, he ground up a cup of Costa Rican beans and brewed a pot of coffee. He went through a mental checklist of what he had to do. Yesterday, he told Matt he wouldn’t be coming into the gym today, and probably not Monday either, but look for him on Tuesday. Matt was getting paid regardless, so Lennie thought he wouldn’t mind too much. Then he made a list of items he wanted to pick up today. For the next two hours, he drove around to various stores, checking the items off his list.

He hadn’t seen Cindy since Wednesday evening, when they had their last incredible lovemaking session. He was gone before she woke up the next morning. She didn’t contact him because she knew their future depended on what he would do, or not do, late Friday night when she returned from her professional encounter.