The Pilots
Copyright© 2025 by Wolf
Chapter 50: Another Rating in the Group
Romantic Sex Story: Chapter 50: Another Rating in the Group - 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
I ended sleeping with Trish and Vanessa the night that Debbie seduced her flight instructor and introduced him to the somewhat wanton behaviors of the Circle in our Saturday evening ‘orgy’. Vanessa had gotten home from her restaurant after eleven, and we’d also made love as Trish poured some of her special attention on our favorite chef.
Van was up early and went to help the breakfast team get started. Trish and I threw on a few items of barely there clothing and went down. Jim was helping with a huge batch of scrambled eggs. He informed us that Mark and Debbie had been leaving for the airport just as he was starting his duties.
I knew that Debbie had the flight test for her instrument rating starting in mid-morning. I sent her some calming vibes and said a little prayer that she’d do what she knew how to do well. I did have faith.
Gradually, most of the others in the Circle drifted into the dining area and partook of the breakfast buffet that had been laid out on the sideboards. I learned that Debbie had helped Mark couple with June and then Karolann, before she recaptured him as her overnight partner. The two women said that he was a keeper and hoped that he’d become a ‘steady’ in the group.
We got a group of ten together to go running, so after we’d digested some of our food, we teamed up about ten a.m., and took a ten-mile run around Camp Forge. Penny was running with us, and even though we panted, she told me how much fun she had acting as the restaurant’s hostess the night before.
I thought about what gem that Penny was. How she’d ended up her asshole ex-husband was beyond me. She must have felt really insecure to put up with him that long. Memo to Self: be sure Penny feels her self-worth. I think her discovery about her cordiality at the restaurant was great for her self-confidence.
For mid-May the weather was unseasonably warm. Bob had opened the outdoor pool the week before and had the heater going, so the water temperature was in the high-seventies or low-eighties. Very comfortable. The runners all stripped away their clothing and went for swim.
Penny started doing laps, and I knew her penchant for exercise, and guessed that she’d keep plowing through the water for either an hour or a hundred laps depending on her mood. She was in the best shape of any female her age that I ever knew. As far as exercise and staying in shape, she was becoming a role model for the other women. Kim was getting out more, which I thought was great. I praised her starter efforts to push out for longer runs or to take advantage of the home’s gym.
About noon, we all heard a car horn beeping its way up the driveway. I made a guess that turned out to be correct. We had a new instrument rated pilot in our midst. Debbie came running through the house to the patio where most of us were congregated.
Deb came out the door and screamed, “I PASSED! I can fly IFR.”
Despite nudity or only towels around some parts of our anatomy, each of us went to Deb and congratulated her with hugs and kisses.
I teased her when she was in my arms. “Now you can start on your commercial rating and roll out of that into your flight instructor’s rating – oh, and then there that air transport rating.”
That earned me a light punch in my arms. Deb said, “Just for that, I’ll do it. I do want those ratings and I’ve already talked to Mark about it. This is so exciting.”
Mark appeared behind her laughing. He came up and said, “She nailed it. The examiner told me that giving her the rating was a no-brainer. He’d never had somebody so prepared or so accurate and precise in her responses.”
Mark looked around at the naked bodies scattered around sunning. This was the first warm weekend of the year. He said, “Am I over-dressed?”
Several of us laughed. Jim said, “That depends on what activity you want to engage in. We were running and then came back for a swim. The pool is heated and quite enjoyable. Most of us don’t worry about bathing suits.”
Just then, Vanessa came out of the house – naked and with a towel tossed over her shoulders. She was pulling her blonde hair back into a tight ponytail with some kind of rubber band. I got a chubby just looking over at her. Mark about dropped his eye teeth. She was alluring and beautiful.
Vanessa deviated in her direct line to the pool to come by my chaise and kiss me. I kissed back and ran a hand up her thigh to her pussy. She froze and said, “Oh, God, you turn me on so when you do that.”
I teased, “That’s the idea. What time are you going to work?”
“About two o’clock. We’re doing a new special on the menu with Cornish Game Hen. We got a shipment yesterday, and I have a recipe for apple-cranberry rice stuffing that I’m putting with it.”
I held my hand up, “Stop it. I give in. You’ve convinced me. I’ll be there for dinner.”
Van shook her head, “That’s the same menu as here at Acre Woods. Someone will bring the servings over about five-thirty. Are you back to Chapel Hill tonight?”
I nodded, “After dinner.’
Talking to Van was distracting, because as she talked her breasts had just enough play to them that they jiggled and shimmied inadvertently. I chuckled finally, because Mark was nearby, still standing, with his eyes locked on to the beautiful sight.”
I patted Van’s cute butt and said, “Go take your swim. The water’s wonderful.”
She commented, “I like swimming outside rather than inside. There’s just something about the air and the openness above.” She turned and greeted Mark, “Oh, you must be Mark, Debbie’s friend.” She put her hand out to greet him, and in the process induced a major ripple in the space-time continuum of the universe; at least, Mark seemed to think that was the case.
Mark shook her hand and said, “You’re beautiful. And doubly so, since I infer that you were the one responsible for the dinner last night.”