Neighborhood Sex Club - Book 2
Copyright© 2025 by Wolf
Chapter 62: Mentoring
Erotica Sex Story: Chapter 62: Mentoring - Due to the waning sex in their marriages and busy lives, three ‘hot’ neighbors create some sexual challenges, with some requiring people other than their spouses. As the games go on, others besides the three couples join in, forming a Neighborhood Sex Club. Many adventures occur, especially for Melissa, the wildest of the group. Book Two! The sexual challenges, initiated in the first book by Melissa (Mel) and her friends, continue on!
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Romantic BiSexual Heterosexual Fiction Sharing Incest Group Sex Polygamy/Polyamory Anal Sex Exhibitionism Masturbation Oral Sex Voyeurism
MEL
After the tizz that Paul got into about Warren using some of the girls in the Sex Club to close various deals for Prentiss Enterprises or the Prentiss Foundation, I decided to take the man to lunch – assuming that I could even get on his schedule.
My first call was to Margo, Paul’s wife. She had not heard about her husband’s melt down, nor did she know that Anne and Monica had been lined up by Warren to serve as call girls as he lured some rich Chicago business men into his web. She laughed at that possibility.
Margo gave me the go ahead to fete Paul. She even told me to get a hotel room and fuck his lights out. “Hopefully, it’ll put him in a good mood by the time he gets home. He can be a bear most days.”
After that chat, I called Monica who also kept Paul’s schedule. She was expecting my call and had three dates for me to choose for a ‘long’ meal. As it turned out, we’d be having a dinner and not a lunch. I picked the nearest opportunity: two days later on Thursday. I told Monica that I was getting a hotel room. She said that she’d handle security.
I typed up our notes to discuss with Paul. Despite his lofty post as head of his empire, I hoped to do this right and be sure we were all on the same page.
Thursday, Paul found me in the lobby at the Westin, and we went into the bar for a drink. The table we took was obscured by plants, so other patrons really couldn’t see us. He sat with his back to the room, too; reducing the chance of recognition. I also realized that one of the men sitting near me had been one of his security guys assessing me and the rest of the setting.
After we’d ordered, I set the agenda for the early part of our meeting. “You know that I am probably the most outrageous person in the Sex Club. Heck, you probably read my dossier at night for salacious entertainment.
“I’m afraid that I kind of started this ‘escort thing’ with Monica and Anne, and I want to apologize for that.”
Paul reached forward and put his hand on my arm. “Just to clarify who started this, it was Warren when he propositioned you and offered you $40,000 to fuck him for a long weekend on our yacht. You didn’t accept then, and I know the idea grew on you until we did take that trip with a bunch of us, including your husband.”
“And he did pay me,” I grinned back.
Paul laughed, “I know. I reminded him to honor his business offers.”
“So, the cruise was alright?” I asked.
“Errrrr. I had some issues with it. Warren assured me he had everything covered and that there’d be no fallout. I believed him, and so far, so good. I didn’t realize the degree to which he was using the sex to garner donations to the Foundation. The gentlemen he was feting on the yacht were genuinely his friends. They all go back in time. I thought this was just a lark for all of us.
“I tried to be congenial to Mark, Doug, and Carl, but Warren got an earful from me for the set up. I also didn’t know that Anne was part of the entertainment. I expected a much different cruise than what happened. Did I expect the sex, yes; but the rest, not so much.”
“I’m sorry,” I said.
“Not your problem, not your monkey, and not your circus. That’s part of why Warren is on his way to South Africa. The other reason is that he does have a lot of sway in the business and by signing up Monica – my assistant of all people, along with Anne to be the entertainment for a few nights he was leaving a large trail that lots of people could follow right to the executive suite. Our stock would have taken a beating and I would be out of a job for allowing that shit to happen. As it is, I’m still worried about the fallout from the cruise. Are Anne and Monica okay? I was kind of hard on them in my office.”
I said, “I coached them a little about what they were doing, but I missed the big picture. I wish that I’d known what was on your mind. This wouldn’t have happened.” I paused, “To be sure that it doesn’t, at least with those of us in the Sex Club, those of us with a link to Prentiss industries put our heads together and came up with some rules and boundaries.” I passed Paul the page that we’d prepared.
Paul read each item and I could see him thinking about each of the seven statements. He finally said, “I like that. Spread that around our group. I’m going to keep this copy and see if we can’t institutionalize something like this at work. I’ve never liked non-fraternization policies. They invite cheating. Of course, people will meet others they want to date and even marry. I think you threaded the needle rather well on that third statement.”
The hostess came and greeted Paul by name. We went to our table and ordered. I said, “You’re not mad at me or Dave?”
Paul smiled, “I got over my rant and did take some remedial action with Warren. I am not mad at you or your husband. I did throw him into the deep water by putting him in charge of the Foundation. He’ll do okay, and I feel that he’ll rise to the challenge.”
As our meal ended, I mentioned to Paul that I’d arranged a room at the hotel and that I hoped he’d join me there.”
He laughed. “I’d love to, but how would I walk across that lobby to the elevators and not get spotted? I’d be tomorrow’s juicy gossip.”
I passed Paul a room key. I pointed towards a doorway just behind us. “Just inside that door is a service elevator. There’s also a somewhat soiled white apron, a baseball cap, and some dark glasses. You’re just delivering or picking up something in room 1403, which you find is the room immediately adjacent to the service elevator. Besides that, I promise to make it worth your time.”
Paul stood and said, “And I promise to make it worth your time. All is forgiven, by the way.” He headed through the door. I nodded to one of the security men that I’d clued in about what would probably happen. He also went through the same door that Paul had. I made sure no one had paid any attention, and then I also exited the room that way.
DAVE
I was alternately sucking on two nipples that graced an exceptionally lovely pair of breasts that were attached to a very loving body that I’d been playing with for the past hour-and-a-half. My highly aroused cock was also moving in and out of the vagina that also belonged to that body.
The female I was romancing moaned loudly, “Oh, God, another one. How’d you know that was my weak point.” Given the combination of things I was doing, I guessed that the ‘that’ in her statement was making love to her while I orally romanced her breasts.
This was not the first time that I’d made love to Charlotte. That had happened a couple of weeks earlier after her step-brother, Mike, had me put on an eye mask so that, in theory, I wouldn’t know who I was having sex with. That little ploy was to give me plausible deniability around the faculty-student-no-sex rules.
“This time was, however, the first time when we were not in a teacher-student relationship. Earlier that day, I had posted all the grades for the two classes that I taught. Charlotte had earned her ‘A’. For that matter, so had Wendy. All that faculty-student shit had gone away.
Charlotte was a beautiful ash blonde with slender legs, a to-die-for body with skin as smooth as silk, graceful breasts that adorned her chest, and a face that would make most models green with envy. Right at that moment, she was all mine. I knew that because she told me that. “I give myself to you completely. I am now yours to do with as you choose. I want to be with you all the time. I feel so lucky to be with you like this, and to also be your intern.”
Besides her physical features, that defined her innate beauty, she also was the type of person that everybody really liked. She made friends easily because people liked and even loved her. My observations in my own family were that Charlotte fit in everywhere, with everyone, all the time. If there was an argument, she showed up and things calmed and got settled to everyone’s satisfaction. If someone was feeling blue, her presence was like rays of restorative spirit and sunshine.
Charlotte also seemed to have taken a pill that required her to be helpful. She had started helping with meals, laundry, ironing, playing with Beth and Scott, and then seeking out ways to help each of us in the house with little favors or services. Further, she seemed tireless. We’d go to bed late but she’d have breakfast all prepared when we got up.
Ultimately, it was Mel that invited Charlotte to our bed – the bed that already had five people sleeping in it. She became the sixth and blended in perfectly with Mel, Cindy, Trish, Wendy, and me.
Charlotte had not had sex with any females before she became our bed mate. That deficiency in her experience got remedied her first night with all of us. I’d cum in her sweet young cooter as others made love around us, and then Wendy and Cindy decided they’d do clean up while Mel and Trish each sucked on a breast or kissed our new lover.
Later, I came in Cindy, and Charlotte lunged into her pussy, not only to clean-up, but also to deliver as many orgasms as she could. She’d caught on to our nefarious plot to deliver orgasms to our prey. She was orgasmic, and just about told the whole street what was happening.
Over the next few days, I had one-on-one talks with my ‘wives’ and they liked having a new pussy in the bed with us. Cindy described Charlotte as warm and cuddly. Trish also loved her and wanted her around. Wendy felt like she was finding another BFF. Lastly, Mel just grinned at me and said, “New pussy; what’s not to like?”
Bit by bit, Charlotte moved from the apartment she shared with Mike into our home. Our kids were delighted that they had yet another ‘mommy’. They thought they were the coolest kids in their school because of what our home and lifestyle was like, and they didn’t even know about the sexual side of things yet.
The kids took direction and coaching from each of my ‘wives’ and me without questioning anybody’s authority. What rules we had for them were mostly about their safety, health, and growth. I hadn’t seen any playing one person off another – yet.
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