Two Girls, One Cheat

I’m not a great fan of labels.  I do use them for convenience, but I sometimes find them restrictive, particularly when it comes to something as ambiguous and fluid as sexuality.  One of the sites I frequently visit seems to attract young men who are questioning themselves and their desires: “I love women but I’m fantasizing about cock: does that make me gay?”. I’ve always thought of sexuality less as tickable boxes and more of a fluid continuum, a sliding scale or a cobweb diagram, where varying preferences can be dialled up or down over time as tastes change.

Sadly, when it comes to registering on hookup sites the vast majority don’t have an option of “loves cock but wouldn’t turn Mary Portas down given the opportunity”, so when I met R I had my profile set up so say I was hetero.

Until that point, I hadn’t really considered other women as potential sexual partners.  R was bi, and was very open about his bisexuality (online – not so open in real life).  While his preference in women was for the chunkiest of monkeys (hurrah!) his taste in men was for pretty boys with a slight build, all soft skin and delicate hands.

I found the idea of R with such another man incredibly erotic.  For most of the time we were together we were monogamous, so I never got to see him enjoying a guy, but it was one of my favourite fantasies and I used to love to hear about his previous encounters.  I’m not in any way turned off by same-sex encounters, but I had never considered them for myself.

R rarely shared fantasies with me.  He was very open about fantasies he’d lived, but less so about fantasies he still wished to explore.  He discussed a medical scenario he found arousing with me one night, so I bought a wide range of equipment ready for his next visit and we amused ourselves with various specula, dilators and clamps.  In truth, we both grew bored relatively quickly and had far more fun making the specula quack like ducks, but that’s just because we were both incredibly childish.

One fantasy he did discuss with me was the idea of a MFF threesome.  I had been focused on the idea of seeing R with another man, it hadn’t occurred to me that he might hold a similar fantasy for me.  I started approaching other women online, particularly ones who also had a couple’s profile, and eventually found J.

J was a knockout.  A zaftig sultry brunette in the Nigella mould, all lush curves and generous features, she was incredibly patient with me when I explained the scenario.  It was a surprise for R’s 40^th birthday, and J seemed unperturbed by the fact she wouldn’t meet R until the night (still a few months away).  She told me her arrangement with her partner was that either were free to play with a couple, but no one-on-one meets, so she explained they might want to call me as a couple or facetime me together to prove that J wasn’t meeting a man alone – not an issue for me.  

J and I met up to discuss it over a glass of wine, I showed her some photos of R and she liked what she saw. As we said goodnight I was really surprised when J kissed me on the lips, a deep kiss, rich with promise, as her breasts pressed against mine and one of her hands caressed my back.

I found myself increasingly impatient for R’s birthday to arrive, so I was dismayed when our differences drove us apart a month before.  I had always known our arrangement was temporary, but I was bitterly disappointed we couldn’t have held out just a little longer, not least because I thought J and R would find each other every bit as sexy as I found them both.

I took a day or two to adjust, then messaged J to explain what had happened.  We were both disappointed, but once again J surprised me when she asked if I’d consider joining her and her partner for an evening.  I’m a little less sanguine about playing with people I’ve not met, so we arranged another pub visit.  

J’s partner, S, was a nice enough guy, though in honesty, stood next to J he was wallpaper – everything about her was so openly sexy.  We all got along very well, and I found myself increasingly aroused as we sat chatting, J’s hand on one of my thighs and S’s hand at my back, brushing the back of my neck.  When they invited me back to their flat I was eager to accept.

I hadn’t planned on undressing for an audience when I left home, so my underwear was nice but not showy.  The laugh we had when J and I proved to be wearing the same set of underwear really helped calm the nerves that had started to build, and while S showered J and I started to explore each other.

Another woman was a revelation for me, but as her thighs parted and I lay between them I felt a moment’s compassion for all the clueless teenage boys out there, no idea what to do when first confronted by a naked woman.  By the time I realised S had rejoined us I was gently fingering J, with my mouth on her clit, and I flatter myself I wasn’t doing a bad job based on J’s apparent enthusiasm.

I delighted in kissing J, loved the feel of her breasts and the sound of her moans.  As we moved up the bed to make room for S we carried on kissing, J licking her own taste from around my mouth as S started to finger us both.

The night had many amazing moments – J grinding herself into my face as I licked and sucked her to orgasm while S brought me off by pounding into me doggystyle is one of my favourite memories, as is the moment when I was under J in a 69 position as we slightly awkwardly ate at each other (so much easier to do with a man than it was for the two of us), when S slid into J and I licked her wetness from S’s cock each time he withdrew.  S didn’t use a condom with J, but did with me, and I could taste the slight tang of the latex masked by the sweetness of J on his skin.

It was a beautiful experience dozing off, all three of us intertwined on the bed, waking up to feel hands and mouths on me, both nipples being sucked or the sensual pleasure of kissing J while S brought her to orgasm and she moaned into my mouth.

I had little doubt we would meet again (surely when an evening is enjoyable to that degree we’d all want to repeat it?), so I wasn’t surprised to receive a message from S a week later.  Sadly he wanted to meet up just the two of us, but needed me to keep it from J because it broke their agreement.  Knowing his intentions put me off having any more to do with him, and meant that sadly I also had no more contact with J other than the post-meet messages thanking her for arranging such an amazing, eye-opening night.

I’m not sure I’d have enjoyed an evening with just J, but it has left me eager to explore the threesome dynamic further.  I’m currently on a swinging site and I do get approached by couples but as yet I’ve not found one where we all gel.

Most of the approaches I get are from women who want to put on a show for their partner (I’m looking to get laid, not audition for a west end musical), or men who just want to watch me with their wives (I suspect without male involvement I’d find it far less stimulating).  I am aware of the hypocrisy of turning down women who want to gift me to their partner (“it’s his birthday/our anniversary and it’s his fantasy”).  I’m incredibly grateful J looked past the nature of my identical request (“it’s his 40^th!”), but I was just as keen for the woman who joined us to be the focus of our attention as I was for R to live his fantasy.

I still hope I can find another couple who don’t find my lack of experience with women off-putting.  I am, after all, very eager to learn so I’m sure they’d find me eminently teachable!