The Pilots
Copyright© 2025 by Wolf
Chapter 24: Debbie’s Introduction to the Circle
Romantic Sex Story: Chapter 24: Debbie’s Introduction to the 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
“Departure, November-Eight-Two-Four-Eight-Golf with you climbing out of Chapel Hill airport at 1,000-feet, IFR to Camp Forge, ready for our clearance.”
ATC said, “Squawk one-two-zero-zero and stand-by, four-eight-golf.”
A minute later ATC said over the radio, “Radar contact four-eight-golf, and clearance is ready.”
“Four-eight-golf, ready.”
“November-eight-two-four-eight-golf is cleared to Camp Forge Municipal Airport, As Filed, climb and maintain 7,000, squawk four-two-one-five. Altimeter is two-niner-eight-six.”
Debbie awkwardly read back the clearance that I’d rapidly written down on a clipboard in front of her. I’d talked to her about getting some radio experience and told her what to say.
ATC came back, “Read back correct. Cleared to 7,000, four-eight-golf.”
I showed her how to dial in a transponder code and the button to push to ‘squawk’. I explained about how we showed up on the air traffic controllers radar display and also what our route was on a VFR map. I told her that she’d be able to look over and see Washington and Philadelphia, and other cities along our route. She locked onto the route on the map and then couldn’t take her eyes off of various places we were flying over and matching them up to the map in her lap.
We climbed up to 7,000-feet MSL at about 500-feet-per-minute. We had one traffic awareness call, and I’d already spotted the other plane before ATC called it. We leveled out right at 7,000, and I showed Debbie how to trim the aircraft so it was almost hands-free. My plane did not have an autopilot. Kim’s did.
I trimmed up the power and prop settings, and off we went, skirting around Washington and then nicking into the Philadelphia terminal control area under ATC guidance as we did the last of our descent for a visual approach into Camp Forge. The weather was warm and VFR. We did punch through a few cumulus clouds at 4,000. Debbie thought cloud surfing was great fun.
Kim was in the back seat of my Cessna, apparently doing emails and texts on her iPad. Beside her sat our three ‘go bags’. Debbie’s first cut at clothes for the weekend was a packed a roll-on suitcase and a clothing bag. Kim had made her cut and cut and cut what she was bringing, until she had a small exercise bag with a few items of clothing and a running kit in it.
Debbie was somewhat shocked when Kim said that most likely she wouldn’t wear any clothes the entire weekend. Kim teased that she’d be ‘free use’ for the entire weekend, explaining that would mean any of the other people at the Circle, could just stop and have any kind of sex with her that they chose. Debbie kept saying, “Really? Really? Really?” She sounded as though she liked the idea.
We landed at 6:20 p.m. I parked in the usual spot at the small airport and checked in with the small FBO. The door was unlocked but no one was around. I guessed that maybe the man that ran the place was giving a flight lesson. I left my business card on the counter with a note about my plane and tail number.
Kim had arranged for a ride, so Jan was at the airport with her SUV to pick us up. She drove right out to the plane after I’d shut down the engine. Debbie was amazed that she was allowed to do that. Many of the smaller airports had installed fences and cars couldn’t get out to the planes without some kind of authorization. I’d gotten the Circle a transponder so they could open the gate at the airport and drive in and out to our planes.
We were out of the plane in a few seconds, and there were lots of kisses and hugs. Jan looked over Debbie’s hot body and said, “Well, you are going to be VERY popular this weekend.” Her leer and the sexual overtones to the remark were obvious. Debbie did look like sex on a stick, even though she was in sneakers, Bermuda shorts, and a short-sleeve top that was even properly buttoned. She had her blonde tresses pulled back in a ponytail pulled through the back of a baseball hat with the TNA logo on it.
Kim and I were also casually dressed. I was in jeans with a TNA t-shirt and baseball hat. Jan was wearing athletic shorts and a crop top, and obviously no bra. I guess that she was also excited to see us. I immediately put my hand under her top to cop a feel as we kissed. She pushed into my hand and made me promise that we’d be partners later.
Debbie took all that in, especially as Kim repeated what I’d done.
We tied the plane down, got our luggage in the SUV, locked up everything, and then drove to the Circle. Jan gave us a brief update on who was around. I was glad to hear that Doug would be back again for the weekend. Trish was expected with him home from Boston about seven-thirty.
At the houses, Debbie got introduced to Jim, Bob, and June. We were assigned our usual room, and since it was a king-size bed, Deb was in there, too. June, who was showing us around, emphasized to Debbie that she probably wouldn’t be sleeping there. “You’ll be having sex somewhere else in one of the two houses, and stay with whomever your last partner or partners are.” The statement was made in a matter-of-fact way. Debbie reacted slightly.
I pulled Debbie aside as we headed back downstairs. “Honey, I want you to know that while this is a very sexually-active group, you do not have to participate or do anything that you are uncomfortable with. We’ve teased you a bit about all the open sex and being ‘free use’, but not one person here wants to make you unhappy or put you in an awkward situation. Understand?”
She nodded, “This will all be new to me, but don’t take my lack of experience and my naiveté as reluctance to be as active as everyone else. I think I’ve waited for this weekend for my entire life, or at least since I learned that sex could be recreational.”
Debbie kissed me. I unbuttoned most of the buttons on her blouse. I also suggested that she lose the bra. She went back to our bedroom and came back a moment later just finishing the only two buttons she planned to use on the shirt. The bra was gone.
By the time we got downstairs, June had eclipsed Debbie by completely removing her t-shirt and going topless. As we appeared at the door to the kitchen, Bob was sucking on one of her breasts as she stood still with her eyes closed enjoying the erotic sensations.