The Pilots
Copyright© 2025 by Wolf
Chapter 23: A Comfortable Sub-Circle
Romantic Sex Story: Chapter 23: A Comfortable Sub-Circle - 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
Less than an hour after we left the restaurant, I’d made love to Kim, and Debbie also lay in a puddle of well-loved sexual energy in the middle of Kim’s bed.
Debbie gasped, “That was without doubt the best fuck of my life. Thank you. Thank you. I will learn how to return all that passion and love energy you both pumped into me. And watching the two of you is sooooo arousing.”
I chuckled. “It’s not over yet.”
When we started, Kim and I helped each other lose their clothes. Kim and I couldn’t wait to couple, so we did with Debbie naked and watching us and withing our reach. Then, the two of us made love to every part of Debbie’s sexy young body. We both did cunnilingus on her, and romanced her breasts. After I started intercourse with her, Kim was all over her, and often joined me with romantic kisses when our positions allowed. The orgasms started after ten minutes and continued until I finally came deep inside her warmth.
I went down on Debbie at that point. She popped up on her elbows to watch me eat my cum from her pussy. “Really? Are you sure? I didn’t think men did that. You two are giving me so many firsts.”
I brought some cum up to snowball with her and she caught on right away. While I was doing that, Kim collected another wodge and as I pulled away, started her own snowball with Debbie. Eventually, all that clean-up produced one more orgasm in our guest.
At that point, we cuddled her between us with more kisses and went to sleep.
In the morning, Kim and I certainly moved around the bedroom and bath without any modesty about out nudity. Debbie soon realized that modesty wasn’t necessary and happily moved around as freely as we did.
Debbie borrowed some clothes from Kim, and we all drove to the TNA complex of buildings. I wonder whether anybody noticed that Debbie’s car had been there overnight, and if they did what rumors that might spark. In the car, we were mostly silent on the short ride. Debbie finally said, “I need to say something. Last night was ... spectacular. I will remember every second as long as I live. I am also hoping that we can do that again and again – like every night. I want to learn to do things to you two wonderful people. I love you both, so much.”
We told Debbie what a great person she was and assured her that we loved having her as our companion in everything that we did. Kim told her, “If you want more of anything, just ask or hang around with us or both – yes, even tonight.”
I started the day greeting some of the workers as they started fabrication on the shop floor. I remembered about two-thirds of the names from the men and women that I’d met the day before, and also added to my list of friends. I also fielded a question or two that I couldn’t answer. I promised a response.
Just for fun, in mid-morning, I sent Debbie down to the factory floor to find Frank and respond to a question that I hadn’t had the answer for about the NASDAQ exchange and our company stock. Kim had made sure that every employee had company stock after their first ninety days on the job, so that if there was a run-up in price after the IPO, they’d bask in that success. Company bonuses had been in stock, too. Given the pending IPO, that had reduced attrition to nearly zero.
Debbie looked sexy in the outfit that Kim had clothed her in, plus she was always a bright ray of sunshine. I knew that at least a few of the men would enjoy interacting with the sexy, young new head of special projects. I suspected that Deb didn’t have a lot of experience with men, so I thought she’d have to stretch to interact with them in a business-like manner.
Later, she passed by the War Room where I was working and said, “Well, THAT was interesting. I think the guys liked having me come down there better than YOU. I got a really friendly welcome and got told to come back any time.” She laughed.
I told her, “You have a lot more sex appeal than you think you do, and certainly more than I do.”
Debbie came around the table, pulled my chair away from the table, and sat in my lap. Her lips were on mine for a long, satisfying kiss that even involved some tongue. She certainly raised my libido, and I know I was raising hers. After a minute or so, she got up and just walked out of the room leaving me panting. She liked me.
Kim and I had agreed to no PDAs at work. I was thinking that we should have the same conversation with Debbie since she hadn’t gotten the memo, so to speak.
Just before I was going to break for lunch, Debbie arrived in the War Room followed by Kim. She had a large tray with three chicken-Caesar salads. I had pledged to have one of those as we had our morning coffee, since I was always trying to lose weight. The three of us ate together. Kim and I were telling Debbie more about the Circle in Camp Forge and each of the people in it.
Debbie also asked about the flying incentive that Kim had given her. She seemed juiced up about that. I ran through some of the major areas that she’d have to study to pass the FAA written test and also be able to respond to questions from her flight examiner: weather/meteorology, aircraft systems, air traffic procedures, rules, and regs, navigation, flight planning, and more.
She was a little intimidated, but I pointed out that people with far less education or motivation routinely became safe pilots and even moved on to highly ratings, such as an instrument rating. I suggested that she come out to the airport with me after work and that we’d take a familiarization flight. Debbie liked that idea.
We each went back to work after lunch. About two o’clock, I was sitting and editing one section of the Submission for Listing, when a pair of hands from under the table reached to the zipper in my slacks and proceeded to create an opening to my briefs, and then by pulling them aside, reach in and extract my tumescent cock. I was remaining silent, although I did peek to be sure I knew who was harassing my body.
Debbie’s mouth encircled my cock and she used her hand to stroke me up to some real hardness. Her suction power rivaled a Dyson. She started to move up and down on my cock but her head needed more room. I backed up slightly so she could continue to give me head without her head hitting the table.
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