The Pilots
Copyright© 2025 by Wolf
Chapter 8: Threesome
Romantic Sex Story: Chapter 8: 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
Kim held her arm out to June and repeated, “Come and join us, June.” June looked somewhat surprised. Kim had a devilish look on her face, but was smiling and obviously happy.
June hesitated as she stood. Kim added, “And take those silly clothes off. We’re setting a fashion trend over here; no clothes allowed in the house from now on. We plan to have an open relationship and I know you already do, so come join us.”
Kim turned to me. She’d missed my initial shocked look. She leaned in and kissed me tenderly; “You don’t mind do you?” I think her question was rhetorical, but it hit me kind of hard, especially since we’d only just re-established our couplehood an hour earlier.
I numbly shook my head “No”, of course. Hell, the woman I loved had just decided that I would soon be in a big bed with two of the most gorgeous women in the world – and they’d both be naked – and I’d just made wonderful and healing love to one of them. I had to admit that I’d indeed lusted after the other. What’s not to like about all that.
Kim and I watched as June stripped her dress and bra off. I wondered where her undies had gone, and then even had the thought that maybe the whole time we’d been driving and flying she hadn’t been wearing any. That gave me pause and a jolt of arousal. June tossed her clothes into a pile on the floor. Her body was as equally magnificent as her sister’s. Her breasts were perky and the nipples were still aroused from her self-pleasure. My own arousal factor was mind blowing; I really hadn’t softened much since my climax inside Kim’s warm tunnel a several minutes prior. I was thinking this was new ground for this fifty-year-old male.
June crawled into the bed and cuddled up next to Kim and me. Kim still straddled my hips with her legs, and my shaft was still inside her snug channel. Kim leaned over beside me and kissed June tenderly. She whispered to both of us, “I’ve never kissed a woman like this before and never my sister. I’ve certainly never been a lesbian. I am flying higher than a kite, so please both bear with me.”
June chuckled and said to Kim, “One day does not a lesbian make; besides you already know I’m bisexual. Be prepared, I’m just perverting you.” She leaned up and kissed Kim again, then leaned over and kissed me, dragging her generous breasts and nipples across my arm as she did so. That single touch by June’s body, particularly her breasts and erect nipples as she’d kissed me, made me harden right back into a steely shaft again. I pumped slightly into Kim who tightened and relaxed her vaginal muscles in response. She could tell that I was turned on by what was happening.
“Make love to my sister,” Kim whispered to me. “I want to watch. I want to share you with her. I love you – I love her – you both love me.” Kim rose and I fell from her pussy along with a dollop of our mixed juices.
I was astounded and heading back into a state of shock. Kim turned me towards June, holding onto my cock as she did so.
I spoke carefully, mindful of everyone’s feelings and the heightened emotions we all seemed to be feeling. “Kim, are you sure that you want to have me do this – or have June do this? June may not even want this to happen. After months apart and pining about each other, we’ve only just reaffirmed our love.”
Kim leaned over and kissed me quite passionately. The erect nipples on her breasts grazed my chest. “Yes, I am sure. I want this. I want this for you and for me, and hopefully for June. This is what our love and our lust want. Please, make love with June.”
June looked at Kim and said, “Thank you and, yes, I would really like this. Thank you sharing your true love with me. I promise to blend into whatever you want. I’m not going to steal him, but ... he is so nice and so loving. I know why you fell for him as fast as you did.” Kim led my cock straight to June’s luscious pussy, and, of course, the rest of me willingly followed.
Because of June’s little bout of masturbation, she was mentally ready and lubricated around her pussy. I wanted to do more, but Kim almost insisted that I go straight to penetration. June seemed to want that, too. She whispered to me, “I’m ready,” and spread her legs in invitation.
I moved between June’s legs and in a series of small thrusts sank my full arousal into her body. June threw her head back and gasped, “Oh God. Oh God. Oh, thank you, Universe.” I started a slow in and out motion with my cock. Kim moved to June’s breasts and sucked on her hard nipples, raising them further as thimbles of steel atop her firm globes. I leaned down and sucked on each of them as well. June was in heaven at the attention, arching her back as we over-stimulated her.
I pumped in and out of June’s pussy as Kim alternately held June; kissed and licked her breasts; and then even fingered her clitoris. June was writhing and thrusting her hips into me. She fucked back. We changed positions several times; neither of us was in a rush to climax. We were enjoying the feelings and sensations.
I did engage Kim’s eyes for a minute and asked again, “This is what you want?”
Kim grinned and nodded. She asked me to vocalize the differences between them; I talked of the different feelings of skin textures, pussy hair, tightness, agility, rippling muscles, womanly lubrication, aroma, the slipperiness around my cock, and hip thrusts, and of course the different firmness of their breasts and look and feel of their nipples. She wanted differences, she got differences.
Having cum in Kim, I was not in an urgent situation to dispose of my next load. After half an hour of the three of us loving and kissing but with me constantly moving or thrusting into June, her back arched and she gave a colossal moan and thrust into my body, and she again climaxed. The spasms of her vaginal muscles triggered my climax and I filled her velvet tunnel with my second load of jism. I had just made love to two women within minutes of each other – and they were sisters!
I pulled June to me and held her tight; Kim wrapped her body around both of us and we brought her into our loving with arms around her and a boatload of kisses. We were all loved – deeply by one another.
The emotions of the late afternoon had run so high we were all exhausted. We all dozed; taking little catnaps when we weren’t smoothing or attending to the others in our impromptu threesome. Eventually, Kim announced that we all had to eat so we were fueled up for further action. We were going out to eat.
We took turns in the shower, dressed and then headed out. We ended up sitting outside in the mild night air eating Tex-Mex at Bandito’s Mexican Grill. We all had wine and ate too many chips and salsa. In the end though we were happy although I for one, was nervous about what had happened that afternoon. We went back to Kim’s home.
I made sure that June walked ahead of us towards the house from the parked car. I pulled Kim into a hug and kiss. I whispered, “Are you sure that you’re okay with what I did with June. We are just together again, and I don’t want to screw up with you by doing something that would make you so mad that you’d potentially never want to see me again. I do love you and have missed you intensely. Please talk to me.”
Kim said, “I am the happiest that I think I’ve ever been – you’re back with me and I even did some sexual things with my sister. I knew she was accepting, but that was a first. Yes, I want you to interact sexually and romantically with June, but I also sense that you’re not going to leave me behind. I have always loved her and I know that she’s on my side in getting us together and in having us forge our new relationship. She has a unique situation where she lives. You’ll see and understand more. It’s like the living example of all that philosophy about relationships that we talked about.
“Just to reaffirm, I buy into all the philosophy about open relationships and loving that we shared. June lives this way with Jim and the others in her family. This is ‘normal’ for her, so learn from her. Enjoy her, as I will be doing. We’ll talk more tomorrow, but don’t worry. Nothing you’ve done or that I hope you’ll do with her or me is making me rethink our loving relationship. Just plan on more and more of being with me, however.”
Kim pulled us all back to her bedroom. She stripped the two of us and we helped her shed her shorts and top. When we were nude, we made love again – the three of us. The sisters were more attentive to each other this time, especially since I reminded them that at best I could only fire off once more that evening; a statement that proved to be an accurate prediction. I felt lucky to be able to do that.
With June’s obvious leadership, the two gorgeous women became expert at bringing each other off. We worked up a sweat even though the air conditioning was on. Everybody had orgasms, the women many more than me. Eventually someone turned out the dim light we’d had on in the bedroom and pulled a sheet over the three of us, our eyes shut and we slept wrapped in each other’s arms. I hadn’t slept so well, since ... well, since the last time I slept with Kim.
In the morning, I awoke to find Kim’s eyes open and looking endearingly at me. I smiled back at her and she leaned in and kissed me. We both had tears of happiness in our eyes. I whispered, “I love you,” and Kim replied in kind.
June was sound asleep, even as we snuck out of bed and downstairs, carefully shutting the bedroom door so our talking and sounds from elsewhere in the house wouldn’t wake her. We were both nude and stayed that way.
When we got to the kitchen, Kim pulled me to her. She bent down and sucked my cock into her mouth. She came up and commented that I still had the flavors from the three of us on my dick and that she was going to have me for breakfast. I commented that her moves were also a cure for morning breath.