Chapter 2: Back to Basics

“Lennie, come sit. We have to talk.”

Lennie stopped in his tracks. He looked down and saw that she had opened a bottle of Leonetti Merlot, Lennie’s favorite expensive wine. While he was now worth millions and could drink it every day if he wanted to, it was an unofficial house rule that a Leonetti would only be uncorked for a special circumstance. Lennie never thought that it could be a bad one.

He was never an expert in relationships. Although he read enough stories on that adult story website, Lit-something, and when the girlfriend or wife commented to the man that “they had to talk,” it meant something bad. Usually, the relationship from the woman’s point of view had run its course. It was pretty much a universal plotline in those stories.

Oh well, he thought to himself. I have had an incredible time in these last six months or so. I mean, who would believe that seven gorgeous women who made millions by offering some of the richest men in the world fantastic sexual and emotional experiences had moved in with him and insisted on providing him the same things for free that they charged all the others thousands of dollars an hour for?

Cindy got up and walked to Lennie, hugging and kissing him passionately.

That doesn’t make sense, he thought, his mind wandering. Still, he met her passion with his.

“So, baby, how was your day? Did your investment manager have good news for you?”

“Uh, yeah, Cindy. My investments increased 21% in a year. And I instructed them to invest in safer stuff because it’s not like I’m 25. I don’t need risky investments at my age. I want to ensure that I keep my capital in my later years. That increase in value for safer stocks is incredible. I’m happy they are doing such a good job. Oh, and Danny called and shared some great news on the company front with me. He got a meeting with the Green Dragon! They are considering our espresso machine steam wand cleaning solution for their entire retail operation! Josh and he want me to lead the presentation to them in the next few weeks.”

The Green Dragon was their code for the largest coffee company in the world, whose headquarters just happened to be located in his home city, just over a half-hour away from where they were.

“Baby, that’s great!” She smiled warmly. “They are huge! If they buy your tool and the cleaner, your bank account will explode! Danny and Josh must be happy at the news.”

She’s smiling so sincerely. That’s weird if she is going to break up with me, he pondered. I wonder if the other girls will move out, too.

Cindy paused with a puzzled look on her face. “Wait a minute, you said Danny called you instead of texting? I thought all the kids texted these days.” Nobody, except for Lennie, called him Danny. Everyone else simply referred to him as Dan. He was Danny to the girls because that is what Lennie called him, and Lennie was their guy, at least until now.

“Well, he is 28, but yeah, I usually only get texts from him. I think he wanted to hear my excitement when he told me, plus it was easier to call than type and text all of that information.”

Cindy nodded; his answer made sense. She took another sip of the expensive and hard-to-find Merlot.

She looks so relaxed and confident, his mind again wandering. This has to be the strangest breakup ever.

“So, Cindy, you said we have to talk. I guess this is where you tell me that our relationship has run its course, and you are moving on, right? I guess the next question I have is if the other girls are moving on as well.”

Cindy’s face immediately changed to complete shock.

“What do you mean, I’m moving on? Where did that come from?”

“Cindy, we both know that I am no expert in relationships. I have a lousy time reading women’s minds. However, when I read that adult story website, Lit-something, every time the woman tells her man ‘they have to talk,’ it means the relationship is either over or going through massive changes that the woman thinks the man will not be happy with. So, which is it?” He wasn’t shocked, although obviously dismayed.

“Huh? What are you talking about, Lennie? Break up? Why on earth would I want to break up with the man I have waited my entire life to find, who has proven to me that he is wonderful, the man to whom I’ve relinquished all of my wealth so he knows I am dedicated to him?”

Lennie had a perplexed expression on his face.

Cindy snickered. “And your string of being unable to read a woman’s mind continues, you big galoot. No, I’m not breaking up with you.”

Their conversation ran through her mind. “But your news is actually helpful to what I need to tell you and what we have to discuss.”

Lennie was now completely confused, and the look on his face confirmed it to Cindy.

“Lennie, let me ask you, what is more important to you, creating a new company from scratch with your partner or making millions of dollars each year?”

Trying not to think too hard, he thought about her question. Carefully formulating his standpoint, he said, “Probably starting the business from scratch and watching it grow from an idea to a successful enterprise. Sure, I am grateful for the money, but creating something successful is very satisfying.”

“I’m glad you said that, Lennie. Look, the reason why we need to talk is because I found out some bad news today from DJ, and it affects what you think about what I do.”

Lennie was now completely baffled.

“As you know, I started Samantha’s Escort Service over 18 years ago, and it has been growing and changing the entire time. About thirteen or fourteen years ago, I decided that this stable would be the expert in The Girlfriend Experience. That means that we are involved with our clients emotionally as well as sexually. Even with constantly rising prices, we were more popular with our clients than I could ever have imagined. I created the housewife division mostly to provide additional capacity to attend to the clients. There was no way us six girls could handle our growing client base without the ten housewives.”

That makes sense, he thought.

“While they are great girls, and all of them are a fantastic experience for the client, they have their own husbands, kids, and lives. They can’t provide GFE like your girls do. However, since you’ve arrived, we have been slacking. Your girls and I have dropped the ball. Frankly, we are having too much fun being with you, and as a result, we haven’t been as responsive as we should. DJ told me that in the last week, three of our best clients decided to leave our service and seek out other female companionship.”

“If they want to go, that’s on them,” Lennie reasoned.

Cindy frowned at him.

“Do you have any idea how much effort and time it takes to screen a new client? And then, after a few encounters, to decide if he is worth keeping?”

“Uhh, no.”

“It takes a huge amount of time and effort. And then, sometimes we girls decide to reject them because, for whatever reason, we don’t like them, or maybe we aren’t what they had hoped for.”

“That makes sense, I guess,” he responded.

“It’s more than simply the money. I am proud of the business I have created. It has taken years to get it operating this smoothly. DJ told me that three clients have left in the past few weeks for good. One of them was one of our oldest and most profitable clients. All because we girls have been busy having fun and not working. The housewives have been working overtime to replace us, and they are reaching their limits, taking on more hours. I have let the service down by not paying attention.”

Lennie nodded; he now understood.

“This is my baby, Lennie, and I’m disappointed in myself for not paying attention.”

“Now I understand, Cindy. So what does it mean?”

“It means, Lennie, that all the other girls and I will need to double down on our efforts to reconnect with our clients. All of us girls will spend a lot more time dating. I told the girls that they need to pull out their passports and plan to work longer hours. Once I told them of the problem, they all understood. And that means, Lennie, that we won’t be around here as much for you.”

Now he understood fully.

“Look, I’m sorry about that, but at least DJ will be here all the time for you. She still runs the day-to-day management, but you know how horny she gets sometimes. She will be here for you. And there is something else, too.”

“What’s that?”

“It’s something I have mentioned to you many times, but you have ignored my pleas. I told you months ago that you had to experience all the housewives. You are also their pimp now, and it has been months since the last company meeting. They all want to know you personally, and you’ve let them down.”

Lennie recalled that he was told he needed to have an encounter with all of them, and it made sense. They were also gorgeous sexual creatures offered by the service, as well as his girls. Cindy told him long ago, for the sake of the service, he had to have a sex date to get to know them all.

“Now you don’t have to have sex with London or Jessica, because you’ve already experienced them when you chose them after Nancy retired. Both the fact that they have had you when none of the other girls have, combined with the fact that you chose both of them to replace one girl and thus changed the entire dynamic of the service, has caused some negative vibes to start floating between them.”

Lennie thought about what Cindy said. “Sorry, babe, I never thought about that. After all, the sex with all six of you girls, as well as a few great encounters with DJ, has worn me out. I’ve never had this kind of constant, crazy sex ever in my life. Without the supplements and guidance from your RN, Sharon, there is no chance I would have been able to screw you girls as much as I have. After all, I’m not 25 anymore. I’m proud of my ability to make it with all of you, but I know that I don’t have the same sex drive as when I was half my age.”

“Of course not, sweetie. I’m not scolding you, and for being 67 years old, you have much more stamina than any of our clients near your age, even those a decade younger than you. You keep yourself in great shape. Building the gym in your basement was a great idea. But think of how the housewives feel. They hardly know you at all, and without any other guidance, many of them feel slighted.”

He loved what he saw when he stared into her eyes. “So, just to be certain, we aren’t breaking up?”

“No, dear, unless you are not satisfied with your stable of world-class sex workers,” she smirked.

“Since I have no other stable of world-class sex workers to compare you girls to, I would say that I’m still on top of the world.”

“I thought you would understand.” They kissed and then walked to the living room to sit down together, the bottle emptied and their glasses full.

It was a weekday in the middle of the afternoon. Lennie was in his living room, looking at his iPad and reading posts on X. The X posts were entertaining and always going off on different tangents, which Lennie loved to read. Sometimes, he would waste over an hour watching video clips of everything from breaking news anywhere in the world to all kinds of crazy things that people do.

One of his recent favorites was a video clip taken from a car dash cam. A man pulled his car in front of the lady’s car and, with the dashcam recording, stopped in the middle of a narrow, hilly road for some unknown reason, blocking her. Lennie saw the crime when he replayed the video. Apparently, she had a political bumper sticker on her car that he disagreed with. He jumped out of his car and ran back to scold the woman, angrily yelling and pointing a finger at her. The problem was that in his haste, he forgot to put the car in park. As a result, after he ran back to the lady’s car, it started moving by itself.

By the time he realized it, it was going too fast to catch up, and it kept going straight a hundred yards, gaining momentum. The second problem was that there was a tight bend in the road, and the car kept going straight, straight down the side of the road, that is, and down over a hundred feet, crashing to its demise. The man was frozen, watching his car disappear over the side, and the lady gunned at him, forcing him to jump out of the way or be hit. He jumped into the ditch on the side of the road, which was full of mud and water. She left him lying there, filthy, with no car.

And then, there were news posts and political posts—whether or not he agreed or disagreed with any specific post, he liked the fact that they were direct from the source and not filtered or censored by some news broadcasting editor with an agenda.

Taylor was the only other person in the room. Three of the girls were working out downstairs with Matt and Tony. Taylor sat beside him as he watched the videos and turned to him, pressing her huge breasts into his arm. He knew what she was doing. Was it to break his concentration?

Whatever ... It worked.

“Taylor, you know I love you, and I love it when you press any part of that beautiful body of yours on me, but why now?”

“Lennie, I’m horny right now, really horny, and you are my pimp.”

“Okay,” he answered, confused.

“I want to tell you something that you probably don’t know yet.”

“Okay, I’ll bite. What?”

“I’m overdue for a gangbang.”

Lennie paused reading on his iPad and set it down while playing her words over in his mind.

“A gangbang? Overdue? I would have guessed you have done a few, and many, if not all, of the other girls have alluded to being in a gangbang, but you make it sound like a regular thing on a schedule or something.”

“Right, because I do have a schedule, and I’ve dropped the ball. Gangbangs from SES girls are very popular.”

Lennie continued his silence, having no idea where the conversation was going.

“Lennie, SES is the best gangbang company in the world, bar none, and I am the queen of them. There is nobody better than me.”

Lennie just stared, and he was speechless, but he slightly nodded his head. He understood the words, but still wasn’t registering the idea in his mind.

“Gangbangs have to be bareback to be completely enjoyed,” Taylor explained like it was a college lecture class on a basic subject. “But the problem is that you usually don’t know if everybody is tested, and so condoms have to be used. But with us, our testing protocol and adherence to our rules ensure that every guy is clean and disease-free. Every client can rest assured they won’t catch anything. Clients pay a big premium for that peace of mind.”