The Pilots
Copyright© 2025 by Wolf
Chapter 49: Mark
Romantic Sex Story: Chapter 49: Mark - 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
Mark arrived at the start of the cocktail hour. He was NA or non-alcoholic since he was instructing so much and didn’t want any hint of the substance in his system. The military had schooled him well.
My initial chat with him was about the compressed training that Kim and I had gone through in Orlando so that we qualified to fly the Challenger 350. We had a long discussion about simulator training versus the real thing.
Eventually, I knew I had to talk to him about the Circle. Everyone else was buzzing around in the living room where we stood. I suggest, “Mark, take a walk with me. I want to show you part of the house.”
We walked down the hallway towards the indoor pool and gym. Those did amaze him, but then I did Deb’s bidding.
“Mark, Debbie wanted me to be sure you understood about the Circle – that’s the term that everyone here uses to describe our group. We use that because the term implies that we are inclusive, but we don’t mean for that to imply that we shut people out. We are close-knit.
“We are an intimate group. We love each other in just about every way you can imagine – mind, body, and spirit. The women are a little more expansive and love each other; the men are buddies, but are not intimate together – I guess I should say, unless it’s required to satisfy an itch one of the women have.”
Mark was hanging on my every word. I was going for broke here on Deb’s account. I guess if this went bad, I’d hope he moved to New Zealand.
I went on, “We spend our time together as much as we can. Besides our intellectual affinity for each other, we are also each ... hypersexual. That’s the term for horny all the time. As a result, we have sex a lot. When Deb and I have used the word ‘intimate’ that is what we are trying to tell you.
“We enjoy that sex in couples, threesomes, and moresome, alone, or all together – usually in the living room of the house. The activity is no coarse but more romantic and loving, not that we don’t get a little wild occasionally. Partial nudity is often the dress code around the house, although over the winter you wouldn’t have known that.” I chuckled to try to loosen both of us up a bit.
“We try to give each other unconditional love and be especially supportive to a person’s growth and intentions in life. We are not exclusive. We rarely feel jealousy about what’s going on. I am married to Kim, yet she spends significant time with the other men. I was married before and my wife and I had similar relationships but on a smaller scale than the Circle. I was ready for this. Kim had to adapt a little more than I did.
“I tell you this under the banner ‘Debbie Really Likes You’.” I made the air quotes obvious to Mark. “I think you turn her on and that she’d like to take your relationship, such as it is, to the same level that she has with the men in the Circle. I want to see her happy and usually getting her own way. She’s important to me and we trust each other. That’s why I’ve just had this conversation with you, although I’ve done most of the talking.”
I gave Mark a look to signal that I was done and was inviting questions.
We walked around the outside of the indoor pool, and then into the gym. I wasn’t giving a tour, only showing him the rooms. We passed the sauna and he looked inside. It was large enough for eight people without crowding.
Mark stopped and asked, “How often do you have sex?”
I responded, “Every day. We often change partners between ‘rounds’. We love each other and want to be with people we love in that way.”
“And you ... Debbie ... want me to be part of that?”
“Yes. That’s what she’s hoping for. From what I see, you’d fit in well with our group. The traits in you that I see in order to say that are your congeniality, your caring about other people and empathy with them. You are obviously independent and know yourself, you can be assertive if called for, you’re optimistic and you seem to make friends easily. There’s more, but I don’t want to swell your ego too much.” I rolled my hands theatrically.
Mark said, “Thank you. Just so you know, this environment that you described is a leap for me. I’ve been well-schooled in the paradigm of couples, exclusivity, almost ownership, pretty tight boundaries, being a good soul mate, and I guess having marriage as a goal. What you described is pretty different on many of those points.”
I commented, “A lot of people live like we do. Several different researchers guess that three- to five-percent of the family units in this country are something like this, but that really allows anything non-standard. That’d account for several million people.”
Mark and I headed back towards the others in the living room. Dinner was going to be called soon, and I wondered whether Mark would stay.
Debbie met us in the large foyer as we can from the wing at the back of the house. She looked hopeful.
Mark took both of Debbie’s hands in his. He said, “I want to try this, but ... I just told Ron; this’ll be a leap for me. I care a lot about you, and you know my worries about having to just drop this and go off to some job in Timbuktu. How do we start?”
Debbie looked at me and I nodded at her and winked.
I said, I see three options. First is simple dating as you’ve done, leading to the second option, where Debbie plays the single-female with no other attachments, to the third option, that you stay around after dinner and participate in our evening love fest with everyone. On that second option, she may or may not want to continue with the rest of us, and clearly on the last one she does.”
Just then, Bob and Penny came out of the dining room and announced, “Dinner is ready everyone. Buffet style. Vanessa sent over Trout Almondine, and there are luscious side dishes, and save room for dessert.”
Mark said, “Let’s enjoy dinner while I think a bit.”
We joined the line for food.
Vanessa’ restaurant had sent over our complete meal in various chafing dishes that we could keep warm and ready to be served. There was more than enough food, and I could have gone back for seconds, but I could hear Van’s voice inside my head reminding me that I needed to have will power and watch my waistline.
Mark made it a point to stay with both Debbie and me when we got to the dining table and took seats, but our conversation, like that around the table, addressed nothing risqué or sexual. There was some conversation about the renovations on the third floor, Vanessa’s restaurant, the jet and our training, the TNA stock split that had just taken place, and other topics.
With mentioning the sexual aspect of Circle, Mark did ask about people jobs and how the Circle got formed with as many people as it had. I handled most of that, and Debbie filled in some of the newer members of our clan. Our pride in Vanessa also came through, as we both comments about her joining us ‘under adverse circumstances in her life’. He didn’t probe, but seemed to understand that she’d had extra care and loving from everybody.
Mark was surprised that my daughters and their husbands were part of the Circle, and then Debbie filled in the relationship between Kim, June, and Penny. Penny was missing that night, having been asked by Todd to play greeting hostess at the restaurant. I realized that we’d all take turns doing some jobs there.