The Sexiest Woman I Never Had Sex With [MF]

In many ways, Jenny was the one that got away. I’m sure many of us have a similar story where it “almost” worked out. Jenny and I had known each other for a couple years as acquaintances, then friends, then eventually as a couple. Passionate would probably be the most accurate adjective to describe her, as whatever she did, she did it with earnest zeal. This included everything from the way she loved her friends, family, and myself, to the way she threw herself into her music, studies, and career (more on that in a bit). But perhaps most pertinent of all, Jenny was passionate about her religious beliefs.

We had a number of mutual friends from a more conservative social circle as I was exploring my spirituality at the time, and from the moment we met, there was an undeniable chemistry between us. We just clicked on so many levels. Perhaps that’s why she’s made such a lasting impression on me but that’s for my future shrink to help sort out.

As you can imagine, throughout our relationship, her passion for her faith and values began to clash with her passion for us. I was her first adult relationship and consequently, the first guy she begin to let down some of her physical guards with. Though, in case the title didn’t give it away, “spoiler alert”, we never had sex – at least not in the proper sense. But we we did have so much foreplay that by the end of our relationship, we probably could have painted a portrait of each other’s bodies from memory, blindfolded, using just our mouths to hold the brush. So this story may seem tame, maybe even juvenile to some, but I digress.

See, this woman oozed so much repressed sexuality, it drove me nuts. I never wanted to push her to do anything she didn’t want to do, however I became an expert at finding her limits and bringing her as close to the edge of them as possible. And her response was always so damned innocent yet erotic.

For instance, she would never be so inappropriate to say she’s “horny” or “wet” – but when things were getting hot between us, she’d breathily whisper in my ear that she’s “so aroused”. Then she’d use her tongue to nibble on my ear in ways that made me squirm.

The first time she went down on me was after I had been teasing her for hours while driving home from a friend’s wedding. I had been feeling her up the entire drive home, and before we went inside, we made out heavily for a while in the car. Eventually we went in and we said our goodnights while I got set up on the couch, but after some time she quietly came downstairs, doing her best to not stir her roommates, and laid down with me. She suddenly kissed me hard, and began to feel me up. We passionately kissed a while longer and then, with an almost urgent and angry sense desperation in her voice, she used her hand to stroke me and asked, “is this what you want!?” I simply nodded but she surprised me and quickly worked her way down and took me into her mouth. I had to stifle my moans of surprise and ecstasy to avoid waking anyone as she let her mind and mouth become acquainted with the idea and action of giving her first blowjob. But before I could cum, she suddenly stopped, came up for air, kissed me deep again and said “Oh my God I want you so bad. I need to stop.” I could tell she was filled with nearly as much guilt as arousal, so I kissed her gently and told her that it’s fine, and just held her. But I can tell you, I have never experienced balls bluer than that moment.

As things progressed, she became more open to us bringing each other to completion. And let me tell you, the sound of her cumming is forever etched in my brain. She always uttered the sexiest, passionately cathartic, and feminine moans of pleasure. It really was the sound of unbridled release. The first time she came, she was lying in bed with me, still clothed in her underwear, and I had been gently teasing her all over with my mouth and fingers before I let my hand fall between her legs. I alternated between kissing her on the mouth, neck, and collarbone while my right hand continued to feel around her inner thigh, before rotating to cup her ass and back again. Finally, I brought my finger tips to outline her pussy lips, pushing against her soaked underwear, rubbing up and down a few times as her gasps became more and more frantic. At last, I gently flicked her clit like I was turning on a light switch by moving my finger from bottom to top. She suddenly grabbed me intensely, moaning, almost crying into my ear as she experienced her first orgasm while I slowly circled her clit. After she caught her breath, she looked at me with a mixture of sheepishness and undeniable desire before simply asking “What are you doing to me? … That was… incredible!”

Unfortunately, things eventually came to a head. We were heading in very different paths as I became more “worldy”, and she actually went on to be a missionary [insert sex joke here]. Plus the duality of our relationship and her faith really began to weigh on her, so along with some other inter-personal issues, we knew we had to go our separate ways.

But my parting memory of her was after we were broken up, we remained fairly close and we were hanging out with some friends. Like a lot of break-ups, it took several tries before it stuck since we missed each other a lot, and there was still a lot of unresolved feelings between us. At one point it was just her and I on the couch as the others were in the other room and she quietly whispers to me “So I bought something to try for the first time”. I asked her what it was and she hesitates for just a second, bites her lip and says “I bought a thong”. I looked at her wide-eyed as this is the girl who wouldn’t wear any skirts more than an inch or so above her knees, and preferred to dress modestly. So the idea of her wearing a thong was as equally foreign as it was arousing to me. She then followed-up with “I’m wearing it right now… do you want to feel?” All I could do was dumbfoundedly nod as she scooted closer to me, and I used my hand to trace up those legs, under her skirt, before finally cupping her exposed cheeks in my palm. My fingers then brushed against undeniable wetness, and all I could do is just hold her close as the pace of our breathing increased. It seemed like an eternity before she quietly pulled away, kissed the corner of my mouth, and joined our friends in the other room.

Watching her walk away, there was a finality to the experience that was bittersweet. She had just invited me to share just one more part of her together, where just for a moment, I think we both almost wanted to believed we could work again. They say almost doesn’t count, but the story of Jenny and I is one of many “almosts” … and I’ll never forget any of them.

Source: reddit.com/r/gonewildstories/comments/nq3qz4/the_sexiest_woman_i_never_had_sex_with_mf