Affair with an Older Woman Ch. 01

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May 16, 2023 // By:analsex // No Comment

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As a preface, I thought I’d write about this affair I had with a married woman when I was younger. Let’s call her Gemma. I was 20 and she was about 10 years older and married to a guy she didn’t love. We snuck around a lot while her husband was at work or out of town. We had many sexual encounters, and she was the first woman I had sex with. I’ll write about many of these escapades as it was an interesting time in my life. The sneaking around was sexy but not the smartest choices I’ve made in my life. I think writing about them would be fun to relive some of these moments. Also know, it’s every boy’s fantasy to be with an older woman with sexual experience. This would be a continuation from My First Sexual Experience Ch. 03 which you can find in my writings.

Since the first time having sex with Gemma, we met at her place weekly for a few consecutive weeks. It was during a week day when her husband was at work. We would have sex for hours every time. Gemma told me a conversation she had with her best friend, with whom she talked about our little affair. Her best friend asked her, ‘is it a good 3 minutes of sex?’ ‘you mean a good 3 hours.’ Gemma said back. ‘I wish someone would fuck me for 3 hours every week.’. I had a chuckle being told this and felt proud of myself for lasting so long. At this point, I still took a long time to cum because I was still getting familiar with the whole sex feeling. As I explained in my earlier stories.

I’ve forgotten exactly how many times we had met up when this story took place. It wouldn’t have been more than 5 times. We were chatting on ICQ organising Escort Haramidere our next meeting at her place when she told me the previous night, she had sex with her husband. I didn’t get mad or jealous or anything. Didn’t feel anything at all. I figured at some point she was going to have to since they were married. She said ‘I feel like I cheated on you. I’m sorry but I had to or he would get suspicious.’ ‘It’s ok, I understand.’ was all I said back to her. She went on to explain a bit more. ‘It was really gross but he only lasted a couple of minutes.’ I left it at that as far as I remember. One of the following nights we were talking about our next meet and I said I’d bright a tape of one of my favourite movies over, Hudson Hawk. Video tapes back in those days.

On the day we met, I again went to her house and knocked on the door. She let me in, it was almost routine now because we’d done this a few times. We went to her living room where the tv was and I put in the tape. There was a bean bag on the floor, couches and armchairs. She sat on the bean bag on the floor and I sat up against her and we started watching the movie. We didn’t get very far in at all when we started kissing and feeling each other up. She had on a black skirt and no panties. I had on jeans and a shirt. My hand felt up the inside of her thighs and up to her pussy and she was grabbing and rubbing my dick through my jeans. Gemma was very wet, she must’ve been anticipating this for a while. I stood up and took my jeans off. She laid back in the bean back and pulled her skirt İkitelli escort up exposing her legs and pussy. She opened her legs and I knelt between them. I rubbed my hard dick up and down her slit. She let out some sexy moans ‘ooooo that feels good. Put that dick in me.’ she said. I slowly pushed the head of my dick in and pulled back out, then back in again.

‘ooohh yeah, fuck. Put that dick in please.’.

I did as she asked and pushed my dick in and out, going further and further inside her with each stroke. I was not such a noob anymore and learning quite fast. I had a good teacher I must say. I lent down and kissed her on the lips and she opened her legs further to let me sink into her. I was fucking her with short strokes not taking my dick out of her very far each time. Then we must have settled into a new angle, and we her legs so far opened, I pressed into her and started grinding up and down instead of in and out. I felt the tip of my dick rub against something inside her. She moaned loudly at that instant. So I started grinding and really rub the tip of my cock there. It was her cervix and i’d never reached it before.

Gemma’s breathing went really fast as I was rubbing my dick on her cervix. Then she started panting at the same rhythm as my grinding. She put her arms around and pulled me close to her and started saying ‘fuck fuck fuck oh oh oh. Fuck fuck fuck.’ she started to cum. ‘fuck yeah. Cum on my dick.’ Gemma continued. ‘oh oh oh.’ she was panting. She went all tense and hugged me tight as an orgasm ripped through her. I remember Çapa escort bayan it clearly to this day how sexy she was cumming. After she calmed down, she said to me ‘that’s never happened to me before. That felt good. Do you need to cum?’ ‘not yet but let’s keep going’ I answered.

I started fucking her again and her pussy was a little wetter after cumming. After another 15 minutes or so, her pussy started getting dry and it was rubbing on my dick. She pushed me off her and pulled at my dick to her mouth. She started sucking my dick straight from her pussy. Her mouth felt so good, almost as good as her pussy. She gave me a very wet blowjob getting my dick nice and wet to go back in her pussy. ‘put it back in.’ she commanded

I put it back and started fucking her again. I felt my orgasm build up and I quickened my pace. I felt I was about to cum and I pulled out of her, stood over her as she was lying on the bean bag. She grabbed her tits and moaned. I grabbed my dick and stroked my cock hard over her came all over her tits. It was a decent load of cum.

‘oh yeah cum on my tits.’ she said. I collapsed next to her out of breath. ‘that was fun’ Gemma said ‘yeah that was good. I hit the end of your pussy before.’

‘yes I liked that. I’m going to get a towel and wipe all your cum up before it drips everywhere.’

Gemma got up and got a towel. We ended up eating some lunch and watched the movie. During the movie, I let my hands feel her breasts and play with her nipples. I had a hand under her skirt and I was rubbing her clit and fingering her. Between playing with her nipples and rubbing her clit, she was horny and wet by the end of the movie. We had sex again after the movie. She had another orgasm and I pulled out and came on her belly. It was a great day and I think of it fondly.

We said our goodbyes and was on ICQ that night reliving and talking about our day.

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