The Pilots - Cover

The Pilots

Copyright© 2025 by Wolf

Chapter 15: An Intense Threesome

Romantic Sex Story: Chapter 15: An Intense Threesome - A chance meeting between an older gentleman pilot and an accomplished younger woman pilot triggers a relationship that starts rough builds into long-term partners. They build a remarkable business and launch it into the public domain. Their loving connections with a larger group flavors their lives through romance, polyamory, sex, family and lesbian sex, and creative lovemaking.

Caution: This Romantic Sex Story contains strong sexual content, including Ma/Fa   Consensual   Romantic   Lesbian   Heterosexual   Fiction   Workplace   Sharing   Incest   Group Sex   Polygamy/Polyamory   Anal Sex   Exhibitionism   Masturbation   Oral Sex   Voyeurism  

Each person in the Circle shared how they’d told their parents or children about their fivesome and living together. Kim was more curious about the operational aspect of the Circle. She asked, “How do you make the practical side of this work – the money side, the day-to-day stuff, tasks around the home and the like?”

Jan answered, “Well, we’re blessed with good incomes and good jobs all around.” She extended her arms to everyone. “Bob, Trish and I each bring in $200,000 to $300,000 or more a year depending on bonuses. Jim earns around $150,000 and June about $90,000. Add it all together and you have a gross annual family income of about a million dollars a year and after taxes we have about half that. We’re healthy. The homes are not extravagant and are paid for. We have the toys we need at this point in our lives. The big discussions recently have been how to invest our funds and what lavish vacations we can take, if any.”

“What have you done to invest?” I asked.

Bob responded, “We set up a family limited partnership that we all contributed to. We’ve invested for the long term in exchange traded funds – ETFs; we’re pretty diversified and like it that way. We talk about expenses, purchases, and cash flow; we’re well informed about the operations of our group.”

Jan added, “At the rate we’re going in four or five years or so we could probably stop working and just live here forever. That’s a very comforting milestone to be working towards. Working together as a family fivesome is much more economic than as a couple and certainly than as a single woman.”

“We aren’t always hopping in and out of beds, although you couldn’t have believed that last night,” June added. “Our Circle is really five people that love each other living together with all the warts and all the joys that go with them. We may make the group larger someday.” She paused; everyone was looking at her; “Of course,” she added, “hopping in and out of beds with you guys is pretty exciting, too!” We laughed.

I gestured down the block, “To add to the Circle do you plan to annex the folks in the next house down the street?” I was kidding but June took my question more seriously.

“No,” June said and she looked at Jim, “We’ve been talking about starting our family. I can’t think of a better environment for children to grow up in than this one. There are so many loving parents ... and so many disciplinarians.”

Trish moved to June and put an arm around her to show her support; June put her head on Trish’s shoulder. It was loving, almost sisterly or maternal, but it went beyond that into some deeper kind of relationship.

Kim smiled at June too – and me, then asked, “So are you still on birth control?”

June responded, “Probably just for a few more weeks, then we think it’ll be time to forget the pill for a while.”

“Will you limit your love making to Jim?’ Kim asked as a follow up.

“No,” June said, “We talked about that. I love all of you, Kim and Ron included. If I conceive it will be born of that love. Jim is part of that love as are each of you. The baby would truly be a love child we all share. You’d all be the parents. If we love each other unselfishly and unconditionally, this is one implication.”

“So, you all talked about this,” I asked.

“Yes,” June said, “about a week ago to really seek group agreement. Before that the topic of children had come up a number of times but I wasn’t ready; now I am. By the way we think we’ll have two ultimately.” All the other heads in the Circle nodded in agreement with her. I was impressed with the extent of their thinking and communications.

I exchanged deep looks of agreement and empathy with Kim. She then spoke, “Well, count on us as family members. I hope that we hold up our end of things, especially since we seem to be living in North Carolina. We’ll help out anyway we can. Now that we’ve been initiated, we’re an extension of this Circle. I feel so included and so loved by you all.” Bob was sitting next to her; he reached over and took her hand and kissed here palm and wrapped her hand around the kiss. It was a sweet, symbolic, and inclusive gesture from all of us.

Our discussion went off in several other directions at that point. More coffee was made and consumed. At one point Kim engaged the group in a discussion of what the ideal living arrangements would be if they weren’t living in the two houses and money was no object. Everyone had suggestions: five large master bedrooms, rooms for the children, rooms for guests of both kinds – sexual and nonsexual, media room, swimming pools inside and out, spa, sauna, gym, putting green, large kitchen big enough for ten people to eat in, larger dining room, home offices for each person, garage space for every car we own and some of our toys, lots of shop and tool space, play or game room, and on and on. I could see the wheels turning in Kim’s head.

Lunch was a hodge-podge of leftovers and various sandwiches. I had a peanut butter and banana on whole wheat and a large glass of milk.

After we cleaned up lunch and sat around for a while, someone suggested an afternoon jog. The temperature was about eighty-two Fahrenheit. Bob, Kim and I said we’d take a brisk walk in the heat. The rest of the Circle changed into running togs and disappeared in tandem down the street. The three of us adopted a fast-walking pace and followed; soon we were in a park that seemed to run between some houses and then opened up into beautiful forested areas. Adjacent owners had landscaped the entire pathway that included a bridge over a little brook and occasional carp ponds beside the trail. I was impressed with what the community had done.

We huffed and puffed our way along, arms swinging and legs pumping. I felt great. I thought of a line from a Robert Browning poem, “God’s in His heaven, and all’s right with the world.” My fast-paced colleagues agreed with my assessment.

We reached a high voltage power line and Bob indicated we should turn around; this was the halfway point for him. We retraced our steps; Bob said this was the most scenic route and he preferred the park-like ambiance we’d just come through. We ended back at the house a little over an hour after we’d left. The runners appeared from the top of the street at almost the same time. We cheered them home. We all watered up and sat and cooled from our exertions.

Trish was sitting next to me at the picnic table as we cooled down; Kim was beside her. I caught the tail end of some whispering between the two women and the nodding of heads. Trish stood and pulled each of us up, “I’m going to have a rare afternoon with my new lovers,” she announced to no one in particular. We walked with her across the yard and into her house.

Trish led us up to her bedroom that was crowded with a king-size bed and dresser. “Let’s shower first,” she said, “otherwise I’m sure you will stop loving me.” We stripped off our sweat-laden clothes, leaving them in neat piles on the bedroom floor. She led us to her bathroom that had a magnificent shower that the three of us could easily fit into. It was not a tub; it was a small room with high glass block windows you really couldn’t see through and several showerheads at all different angles and heights. We washed and then we washed each other until we glowed with cleanliness. Trish produced large towels and we dried each other. A lot of the drying was done by licking off the droplets of water from each other’s skin with our tongues.

Trish led us back to the bedroom and we lay on the bed with Kim in the middle. Trish indicated I should love Kim’s top half, she wanted to love the bottom half. With that arrangement made, I started to make love to Kim from the navel up and Trish snaked her tongue from Kim’s navel down to her legs and then up to her pussy. I moved to Kim’s breasts as Trish first used her mouth and tongue on her pussy. Kim moaned.

I made love to Kim’s breasts until her nipples were white-hot rivets of steel. I made frequent forays to her neck, running my tongue up and into her ears – an area that particularly turns her on. Trish was thrusting fingers and tongue into Kim’s pussy; Kim was gyrating her lower body in response.

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