[m]y [f]irst time with a married woman

Okay so a little bit of background really quickly. I’m from the UK, I find a lot of posts on here seem to be American so not sure how many other Brits are out there. Anyway, this was a few years ago and I was about 21/22 maybe. The woman in question was 30ish. We knew each other through a past relationship of mine and it kinda went from there.

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So I’m going to call the woman in question Jess, for anonymity. I knew Jess for a few months during a past relationship. Jess was my ex’s sister’s close friend. We actually first met in kind of like a pre-wedding party. Jess was one of the bridesmaids for my ex’s sisters wedding. Anyway, we didn’t chat much up until the wedding, and we only interacted at the wedding because she’d heard through one of the groomsman that I may have been able to get hold of some party favours should we say. I thought she was really attractive and when she approached me, all drunk and keen for me to get what she needed I played up to it a little bit and flirted with her. Okay I was still in a relationship but we were all drunk and tuned in and she was 30 and married so I didn’t think much of it. Anyway, months later I split with my ex and I never saw Jess again. She’d occasionally message me from time to time when she was drunk to try and get her some stuff again but I could never help for one reason or another. She’d make idle conversation but looking back I was oblivious to her intentions.

One evening Jess messaged me again asking to hook her up and I said I couldn’t because I was already out in town in the pubs. She suggested we meet up later that night “for old times sake” (which was weird at first because there were no ‘old times’) but I was drunk at this point so I said sure why not. Feeling drunk, horny and being a 21 YO I kept eagerly checking my phone throughout the night, sending the odd chaser message to Jess to spark a meet up time or place but I got no response. Eventually I was too drunk to even think about it, but that’s when it came. My phone buzzed in my pocket as I was queuing up at the bar of some club whilst I’d left my mates who were trying to chat some girls up.
“Sorry, I’ve gone home now.” I was a little gutted I must admit, I’d warmed to the idea of meeting her again. “It’s okay” I replied, still trying to get the barman’s attention.
“Why don’t you come round to mine. It’s a little far but you’re more than welcome.” Now I was taken aback because I knew she lived a good 25 minute taxi ride away and I knew she was married…and I still hadn’t clarified the motive behind us meeting so I was sceptical.
Nonetheless I replied, “Isn’t your husband home?”
“No, he’s away for the weekend. I understand if you don’t want to.” Now, I’m not stupid and that was enough to suggest that something was on the table. So I disappeared from the bar and text my mates saying I decided to shoot because I felt sick. I jumped in a taxi and gave him a postcode and asked how much it would be. The fare was around £30 and I couldn’t quite believe I’d agreed to go but I’d already committed now. Jess messaged me a few times on my journey saying she hoped I was serious because she’d waited up. She said to look for the house with the light on outside.
Once I arrived I walked up to the door and knocked. She almost immediately opened the door and she was stood there in presumably the outfit she’d wore to go out in and she looked stunning. I couldn’t quite believe that A) I was there and B) that she was clearly interested in me. She welcomed me in and we awkwardly created idle conversation. If I was confident enough I’d have pinned her against the wall and tried to fuck her there and then but I was still a bit in shock so we sat on her sofa and drank some red wine. We messed about on her laptop, listening to music and we both kept saying how crazy it was we were in each other’s company because it was “so random”.

Anyway, eventually I think we both sensed we were dragging it out unnecessarily so I made the move. I leant in and put my lips on hers. There was hesitation at first, maybe 2 seconds, but then a primal feeling took over and lust filled our bodies. Our hands were all over each other. Tugging at hair and clothing. Our tongues exploring each other’s mouths. I reached for her crotch and rubbed her through her jeans. She broke the kiss and breathed heavy as I stimulated her. I popped the button on her jeans as her hands found my belt. I bit on her lip as she fumbled with the buckle and popped open the button and the zip. My cock was rock hard at this point, precum dripping out of it into my boxers. I pulled her shirt over her head and made a move to remove her jeans. I took my shirt off as she slid my jeans down so that we were both in our underwear on the sofa. Here we were, I’d never have thought this was going to be how my night turned out when I was getting ready earlier the afternoon.

I reached for her crotch again and rubbed her pussy through her knickers. I could feel the heat and the moisture coming from her. It was reassuring to know that this married woman who I considered to be out of my league was eager for my cock. She put her hand in my boxers as my mouth made its way to her neck. She started with a light grip around my pulsing shaft, stroking and caressing as she moaned and invited my every touch. I moved her knickers to one side and used my fingers to explore the folds of her pussy. She was so smooth and so wet. She moaned some more now as I pushed my fingers inside her. She lifted her legs up onto the sofa, her back resting against the arm, her knees bent and her feet planted near her bum. I was awkwardly wedged between her and the backrest of the sofa but I didn’t care right now. This woman was working my cock and I had 2 fingers sliding in and out of her from the fingertips down to the knuckle.

“Do you have a condom?” She asked between kisses. My heart sank. I didn’t have any and I thought this was going to be the end of our night.
“Er….no” I muttered. “I wasn’t expecting this.” I paused and looked at her. She was still wanking me off beneath my shorts, my fingers still lodged inside of her. “It’s okay” she said, “one minute.” She released me and I took my fingers out of her. She disappeared into a nearby room and came back with a condom. “I want you to fuck me here”, she said as she came back in the room. If my cock had started to lose firmness in the minute she was out of the room then it sure as hell had regained it after hearing that. She kneeled on the floor in front of the sofa, in front of me, and pulled my shorts down. She grabbed my cock and commented on its size and then without hesitation, buried it in her mouth. I felt on cloud 9 as her hot mouth and tongue bobbed up and down on my length. Making eye contact every so often as she took me out of her mouth to lick my shaft from balls to tip.

She worked my cock with her mouth for a good 5 minutes before she stood up and took her underwear off. She unwrapped the condom and rolled it down my shaft with ease. My god I was ready to pound this girl. At first I contemplated letting her get on top of me there on the sofa, but I didn’t know if this would be my first and last time with her and I wanted to fuck her so that she’d have no choice but to want me back. So I grabbed her hips and pulled her down to the sofa. I lay her back and in one swift movement I was between her legs, on top of her and my cock was poised at the entrance to her pussy. She was propped up again against the arm of the sofa. I took my cock in my hand and I used the tip to tease her clit. Rubbing the head up and down on it, occasionally slapping it with my cock. She moaned dug her fingers into my shoulders, responsive to my teasing. “Fuck me” she urged, pulling on my shoulders to try and get me to slide into her. I duly obliged and I slid my hard cock into her. We both let out a collective groan as the width of my cock spread her pussy. She pulled me in balls deep and held me there for a second.

Then, I started to thrust in and out of her. Slow at first, not wanting to blow my load too soon.. but at that age, in that scenario, the adrenaline gets the better of you eventually and I started pounding in and out of her. I caught her a few times looking down the line of our stomachs, watching my length bury itself in and out of her and this only spurred me on. Her moans were loud at this point as she clawed at my back. Before I knew it I could feel myself getting ready to blow and I was at that stage, which most men will know, where you have a split second to decide whether you’re going to prolong the experience or you’re going to go past the point of no return. Well, I opted for the latter and I blew my load into the condom. We paused there for a few seconds, taking in the moment and thinking about what we’d actually done.

I wasn’t sure what I was expecting to happen next really but we just lay there in silence. “You can stay over if you like?” She said, breaking the silence.

Feeling like a child at Christmas I agreed and we got sorted for bed. We fucked a couple more times that night in between short periods of sleep and the following morning she even gave me a lift home. All in all it was a very surprising and pleasant evening.

Source: reddit.com/r/gonewildstories/comments/fkzucx/my_first_time_with_a_married_woman