Swinging Generations - Cover

Swinging Generations

Copyright© 2026 by Tim-Rachel

Chapter 4: Taking It Further

Coming of Age Sex Story: Chapter 4: Taking It Further - Our life so far in various chapters... Swinging and a lot of first times, together with how our story is coming on....

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/ft   mt/Fa   BiSexual   Cheating   Sharing   Slut Wife   Wife Watching   Incest   Mother   Son   Father   Daughter   Gang Bang   Group Sex   Orgy   Swinging   Analingus   Masturbation   Oral Sex   Water Sports  

Rachel and I continued to swing, visiting couples, parties and sex clubs. Occasionally my parents were present, and whenever they were, we always had sex with each other. Away from the swinging scene, at home, we never mentioned swinging at all. I was surprised at how effortless it was to keep things separate.

But we did start to become more and more adventurous. We still hadn’t found any limits, and we’d always said yes to everyone and everything. We felt proud about that. We signed up for the app that Mum and Dad used, called “Match & Mingle”. You can imagine that there’s some overlap of people who are on both apps, but we found a large number of couples who were “new to us.” One of the big differences between the two apps was that on “Match & Mingle,” you set not only your own age but also the age of the people you wanted to meet. You could still contact couples outside of their (or your) preferred age range, but you accepted you might not get a reply. We tended to send such couples a “like” to indicate our interest. That worked, most of the time!

One couple we met were in their early 40s. Jen and Darren had met whilst at school, like us, and they’d been together ever since. They had never had kids and had a high standard of living, enjoying holidays and delicious food. They were looking for bi couples. Rachel had long since answered the question about her bisexuality, and I had also experienced both giving and receiving oral sex on a few occasions. The taste of cum, whether mine or anyone else’s, was addictive!

We had a video call with them after receiving their message. It was clear that we both liked what we saw. Darren was very similar in build to me, but with more muscular arms and legs. He was a mechanic, and Jen was a school secretary. We talked about what we liked and disliked, and we talked about things we’d done.

We chatted a bit more and agreed to meet them in our couple’s room at the university on Saturday night. The couple’s annex at university was located in the smallest of the accommodation blocks on the top floor. They were four self-contained flats, and we’d always felt we were lucky to obtain one. At weekends, two of the flats were always empty, and the other occupied flat was in the furthest corner. Darren and Jen were the first couple we’d hosted; previously we’d always said we would travel but couldn’t accommodate. We’d spread out two old duvets on the lounge floor and made it as cosy as we could.

Let’s be honest, though. Shagging in a college flat, on two old duvets, even as cosy as we’d tried to make it, wasn’t especially glamorous or comfortable. We had been with couples who had laid duvets on the floor before, but that was in nice and established homes. This was very much an attempt to put lipstick on a pig! We all undressed quickly, and I found myself next to Darren with my face between the legs of his partner. Jen had a landing strip of hair and dark labia. I found her very easy to turn on, and she writhed no matter what I did. Even before I began, she was already wet, and as her arousal grew, she appeared to become increasingly vocal. Not that I was concerned, but at least with our flat being at the end of the block, nobody was being disturbed.

At one point, she leaned towards Rachel, and the two started kissing. Seeing any two women kiss is erotic, and when it’s your girlfriend, doubly so. However, I couldn’t stop and stare because Jen was seeking even more attention. I’m not sure who had the first orgasm; there wasn’t very much in it between the two ladies. What I will say is that I’m sure Jen had more than one. I continued to seek more orgasms, encouraged by her, and my face became increasingly wet from her juices.

I proposed the idea of 69ing, and it was well-received. Darren and I stayed on the bottom layer, and the lovely ladies straddled us. Much like I had done with Hannah (chapter 2), I relished the opportunity to savour more of Jen. I was discovering that rimming was something I looked forward to doing with new partners, so I focused on giving Jen the full runaround. Meanwhile, she was expertly giving me an excellent blow job, using her tongue and hands to very beneficial effect. It was taking all my mental distraction skills to hold back my cum, and my current routine was to bring to mind the entire journey between home and university to slow my ejaculation. But eventually, I filled her mouth with my cum and she and I French kissed before she swallowed.

Rachel, meanwhile, was struggling with the girth of Darren’s cock. It wasn’t that it was particularly long, but it was certainly thick. His glands were dark purple and swollen, and his cock was huge in her small mouth. But Rachel enjoys the sensation, even if she is stretched, and the feeling of being full is one that really excites her. When Darren came in her mouth, she was choking at first, but the look of pleasure on her face was priceless.

Before Darren could kiss her, Jen moved in, and the two girls started to play with each other. Darren and I, both recently spent, moved to the side to enjoy the view. When you watch lesbian porn, you sometimes get the feeling, on occasion, that the girls aren’t really into it. Plenty of stroking of legs and tummies, but not much actual genuine licking. That wasn’t the case here. I could see Rachel lapping at Jen’s pussy and I could see Jen reacting to my girlfriend’s tongue. And it was the same when the positions were reversed. But by this time, both Darren and I were proudly standing to attention, and, remembering their question from our initial chat and wanting to show my taste, I knelt between Darren’s legs and started to blow him. Even I felt he was big in my mouth, and my mouth is much bigger than Rachel’s.

“Are you a bottom or a top? “ asked Darren.

I took a breather and said I had no idea.

“You’ve never been fucked by a guy?”

“No. Sucked but not fucked.”

“Something for next time, if you like?”

And I gave him a thumbs up as I continued blowing him. He didn’t cum, in the end, because the girls wanted to be screwed, and that’s not something to turn down lightly. Both girls were fucked by each of us, next to each other, and without a condom in sight. There are plenty of people who will only have safe sex, and it’s drummed into you at school and at university. But we’ve found more people who prefer to go bareback than use a condom. There are risks in many aspects of life; some are carefully considered, while others are based on a whim. Our view is that if the other couple wants to use condoms, that’s fine, but if they don’t, then we don’t want to use them either. There is something exciting about cum, about sharing cum, about sloppy seconds, and that’s fun for us. And no, we’ve never had an STD, and we do undergo regular testing at the medical centre on campus.

 
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