*NOTE: I POSTED THIS IN* r/sex *WITHOUT READING THE FAQS. IT WAS DELETED AND I’M BANNED FROM THE SUBREDDIT. IF ANYONE WAS OFFENDED BY SEEING IT THERE, PLEASE ACCEPT MY APOLOGIES. OBVIOUSLY, IT’S MORE APPROPRIATE HERE.*
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Everything I write really happened. Fiction is OK, but I am turned on the most by true events, and by knowing that others are reading about my real experiences. I could probably get away with using her real name, but instead I will call her Karen.
Karen and I dated for about 6 months. Our first fuck was especially memorable because I hadn’t been in a situation before where the woman took the lead.
We had known each other for about seven years before we actually began dating. We worked at the same organization, but in different departments.
When we first met, we were in our early thirties. I considered her attractive, but untouchable, as we were both married. Karen had long, straight, dark hair that hung all the way to her ass. She reminded me of the country star, Crystal Gayle. She was about 5 foot six, and seemed to have a nice tight ass, and decent boobs.
Karen and I didn’t have much to do with each other socially, until I found myself separated from my wife, and by then she was divorced. She had been dating someone else from work, but he had moved on, and she was now unattached as well. We ended up hanging around with a mixed group of people, all of whom had been recently re-introduced to the singles scene. Karen and I gravitated to each other. I took her out to the movies, but was too shy to take it beyond that
We began to talk about getting serious, and suggesting ,when the time was right, there’d be candles everywhere and we’d make love like we mean it. I don’t remember why we didn’t just pile into the sack immediately, but somehow the anticipation made it all the more exciting.
One night, when my children were away with their mom, Karen phoned. She had been out for dinner with her former boyfriend who was in town for a brief visit (their split was amicable) along with a couple of others. Their dinner was over, and would she like it if she come over? Of course I jumped at the chance. I knew this would be the night, and as soon as she arrived, we began snuggling on the living room couch.
She was wearing a button down white blouse, and slacks made of a very light material. As we kissed, I brushed my hand across her breast. There was no resistance, so I slowly unbuttoned her blouse, exposing her bra-enclosed breasts. Wasting no time, I pulled the bra strap off her left shoulder, and took in my breath, appreciating her naked breast. Karen’t skin was creamy white, and aeriola and nipple were pink. I didn’t expose the other breast, but instead leaned into her and nuzzled into her nipple,
Concerned about going too far too fast, and possibly scaring her off, I pulled her bra back over her tit, closed her blouse and then asked if she’d like a massage. She laid on her stomach, and I began massaging her back, moving myself down to her hips and the backs of her legs. I remember kicking myself for not going an extra step and at least stripping her naked from the waist up before moving into massage mode.
After a while she sat up and we began to smooch. I leaned into her, and my hard cock pressed against her hand which was resting on the couch between us. This is when Karen took over, showing me that I really had been too reticent.
She began stroking my cock over top my pants, something that I had not experienced before..having a woman take the lead. Before long, she had unbuckled my pants, and slipped her hand right into my underwear, stroking my stiff cock, and then moving her hand further down to cup my balls.
I took that as a green light, and lifted the front of her pants and underpants, giving me a glimpse of her pubic hair down below. “Let’s go into the bedroom,” I gasped. “First I need to use the bathroom,” she replied
While Karen went into the washroom, I found some candles and placed them strategically around the bedroom. I lit them, and turned off the overhead light. I’m not sure where I found all the candles, but there were enough that the room was well illuminated.
I stripped naked, and waited under the sheet. And waited. And waited. I don’t know what Karen was doing, but it felt like forever before she came into the bedroom. Finally, she sat down on the side of the bed, facing away from me, and I watched as she slowly undressed. First the blouse came off, and then she reached around and unhooked her bra. She then stood, and eased her pants and underpants in one smooth motion, exposing her naked, tight ass.
Karen then turned, facing me, and slid onto her back. She was beautiful. I felt her firm breasts, and nuzzle my face between them. I positioned myself on my knees between her calves, and she opened her legs, displaying her pussy in the clear light from all the candles.
I reached down with my hand, and could feel her wetness. I was as hard as a rock, and was at the point where anticipation was about to be thrown out the window. With my right hand, I guided my cock to her pussy, and rubbed it against her first on the right lip, then on the left. Then, slowly, I pried her cunt lips slightly apart, and placed the head of my stiff cock between them.
“I should tell you,” said Karen. “I have a reversed uterus. I’m not sure you’ll notice anything, but it might make it a bit uncomfortable fo me. But go ahead” I wasn’t sure what that meant and I’m to sure I know even now…but that’s when I pressed further into her. I began stroking, deeper each time until I was stroking all the way in and out. Karen’s head was turned to one side. She was flushed, and was breathing heavily.
She began bucking her hips in time with mine. I could’t last any longer, and released my load into her steaming hot pussy. I can’t honestly say if she came when I did or not, but she seemed happy with the whole experience. I know we should have used condoms., but we never did over the course of the next 6 months that we dated.
Source: reddit.com/r/gonewildstories/comments/i2ksrw/first_time_with_karen_mf