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Like any young guy I’d thought about sex a lot growing up. I’d masturbated and fantasized about my neighbours daughters, my teachers, and just about every woman or girl I knew, but I’d never felt like pursuing sex. By the time I got engaged I still hadn’t had sex, and as it happened neither had my fiancee. In the months leading up to the wedding I took care of myself on a regular basis, and due to the fact that my fiancee was back overseas where she was from, still didn’t have sex. As the day of the wedding drew closer I began to get nervous about having sex for the first time. Little was I to know how unnecessary that was.

I was booked to fly to Toronto a week before the wedding, and was a little disappointed and angry when my fiancee told me that she was going on a road trip with two of her friends and wasn’t going to be back when I arrived. It was going to be a few days after I arrived before she got back, and so I was going to be staying with my future mother in law Jane. Jane was single having divorced her husband a few years ago and not having dated since, so it would be just her and myself that whole time. It never occurred to me I’d get on so well with her as I’d never met her before, and had only talked briefly on the phone a few times since having proposed to my fiancee.

The last few days before heading off overseas seemed to be the longest of my life, but finally I was on my way. Thirteen hours flight later I arrived in Toronto rather exhausted, but I’d still decided to freshen up and have a shave etc before meeting my soon to be mother in law. Naturally I’d seen a photo of her previously so I knew who I was meeting, and while she looked pretty cute in the photo I was still stunned when I saw her in person. My fiancee was only 21 at the time, and her mum was only 20 when she was born, so she was only 41. A damn fine 41, and only about 15 years older than me herself. She’d obviously taken care of herself and had a really lithe body, with long shapely legs, and what I thought looked about C size breasts. Even though I was tired from my 13 hours on the plane without sleeping and a couple of fitful nights sleep prior to that, I was still impressed. She was one hot lady and I couldn’t help but feel a bit turned on. I put the thought out of my mind and walked the last few paces to meet her.

Quickly the thoughts returned as she gave me a big hug and her breasts pressed up against me, spreading out against my chest. I glanced down and with the top she was wearing, a tight black woollen thing with a pretty wide v front, giving me a really nice view of the supple skin of her breasts. I could feel my cock twitch and rapidly grow, and figured she must have felt it, but she didn’t seem to notice, or so I thought. After a minute or two of small talk about the flight we headed off toward her car with her naturally leading the way. As I followed her, my cock still partially erect and pressing up under my belt I watched as she walked, her firm looking ass swaying slightly as her hips moved.

Here I was, staring at my soon to be mother in law, and thinking how hot she was, and how much I wanted to slip my cock between her cheeks. I decided to walk beside her so that I couldn’t see her sexy butt, and we shortly arrived at the car. She unlocked the boot of the car, and had to rearrange some of the stuff in order for me to fit my suitcase in there, and as she did so she bent forward, lifting the hem of her little red skirt up her long legs. In the bright midday light in the open car-park I could clearly see the bottom of her thin black thong barely covering her womanhood. My cock hadn’t yet subsided from the earlier show, and I now felt moisture begin to spread in my boxer briefs as the first drops of pre-cum made their appearance.

After she had cleared enough space, I placed my suitcase in the car and we left for her home, discussing this and that on the way there. I’d never been to Canada before so was looking at everything with her telling me about some of the more interesting sights as we drove the 45 mins to her home.

We arrived and went inside with me following again carrying my bags and admiring the view as she went up the sort flight of stairs to the front door. She showed me around the house, showing me all the rooms, including her bedroom and rather large en-suite. Then shared bathroom was even bigger and very well decorated with a nice 2 person bath which I couldn’t help but imagine being in it with her. After the tour was done we took my bags to my room, then had a quick lunch, again chatting about small things, getting to know each other. My mind wasn’t really in it though as I was so tired from lack of sleep, so she suggested that I take a nap for a few hours, which I decided was I great idea, and left for my room.

I slept well, falling asleep straight away, and woke up about 4 hours later rather horny. I’d been dreaming about Jane and knew I wanted to have sex with her really really bad. In my dream her pussy had been impaled on my 7 1/2 inch dick and I’d blown my load in her twice without going soft or having a break at all. She’d then turned around, cum dripping out of her pussy to suck off what cum was still in and on my cock. In my dream she loved the taste of my cum and began to catch the stick white fluid dripping from her pussy and suck it from her fingers, devouring every last drop.

Once again, I decided that I should put it out of my mind, but knowing I wouldn’t be able to until I relieved myself, I made my way to the bathroom to bring myself off and flush the evidence down the toilet. The door to the bathroom was closed but unlocked and thinking nothing of it I walked in only to discover the woman I was dreaming about fucking had just finished having a bath and was standing facing away from the door drying herself. Surprised, she turned as I came in and quickly moved the towel to cover herself as she did so. I apologised for intruding and made the excuse that I was just going to use the toilet, but she said that “no it’s all right, no harm done”. Feeling a little better she continued “In fact now you’ve seen me like this there’s no reason for you not to use the toilet as you’d planned.” I didn’t know what to say but stammered “okay” and wondering why I hadn’t just said “no it’s okay I’ll come back when you’re done” made my way to the loo. Standing I tried to force my cock down towards the bowl and finally managed to pee, even with my cock still hard. As I finished I looked up to flush and noticed I could see her in the mirror out of the corner of my eye. My heart almost stopped as I realised that the towel was fairly small and she had it a bit too high, with her pussy just visible peaking out underneath.

Hoping she wasn’t going to adjust the towel, I quickly finished what I was doing and casually turned around. “YES!” I thought to myself, there it was the pussy I had just dreamed about cumming in was showing under the bottom of the towel. Clearly she didn’t realise and I didn’t want her to either, as I tried to discretely perve at her. What I could see of her pussy was shaved smooth, with not a strand of hair showing, her pink lips protruding deliciously. Oh how I wanted to suck them and feel them wrapped around my hard cock.

She moved aside to let me pass, but happened to leave only enough room that as I walked past my arm brushed against her breasts. I continued on as if nothing had happened but in reality I was replaying the whole thing over in my mind. Seeing her pussy, feeling her soft breast against my arm… and I still hadn’t managed to cum. I was so horny now. I waited for about half an hour with us playing a card game, before I couldn’t stand it anymore and pretended I needed to go to the loo again. I made my excuses and went to the bathroom. I came fast, almost as soon as I’d let my cock out of my pants. I was so horny for her and blew a huge load into my hands. I quickly cleaned up and went back out.

We spent the rest of the afternoon chatting and playing card games, before having dinner. We played a couple more games of cards, then Jane suggested a movie. She chose ‘Broken flowers’ and we settled down on the sofa to watch. It wasn’t very interesting and I was acutely aware she was sitting rather close to me. All of a sudden one of the characters in the movie, a reasonably attractive girl appeared on screen fully nude. I was surprised and looked at Jane, who just smiled back and said “I thought you’d like that bit”. It was at that point that I started to wonder about Jane.

After the movie finished we talked for a bit and I was just thinking about going to bed when Jane straight out said to me “So, Suzie tells me you’re a virgin?” In shock I replied “Uh, Yeaa…”. “Well” she continued “In that case you’re going to need to learn how to fuck her before you get married so she doesn’t think to look elsewhere.” In shock I replied “Um, okay… How would I do that?” She didn’t say anything in response but just stood up, took my hand, and pulled me to the centre of the room. She stood in front of me and placed my hands on her breasts. It felt so good, and part of me wondered if I was actually asleep. Was the movie so boring I’d fallen asleep and was now dreaming about fucking Jane again? It was definitely plausible, but no, there she was standing in front of me holding my hands against her amazing breasts.

Stunned, I stood there for what seemed like and enternity, before she kissed me and began undoing her top, letting it slip to the floor exposing her breasts to me eyes. She didn’t have her bra or anything on underneath her top so I knew she’d been planning for this to happen. Finally she spoke. “Show me” she said. “Show me how you will fuck my daughter”. I couldn’t believe my luck, I’d been fantasizing about Jane since the moment I saw her, and now I was going to get my chance.

I leaned down taking her nipple between my lips, and as I did so I heard a small sigh escape her lips. I began to suck the nipple gently and Jane brought her hands up, one behind my head clamping me to her, while the other began to massage her free breast. I could feel my cock straining against my belt, wanting to be free. It’s head began to force it’s way up past my belt but I was enjoying sucking her breast too much to release myself. Jane pulled my head away and told me to drop my pants “I want to see this cock of yours before you fuck me with it” she said. Not needing to be told twice I quickly undid my belt and zip letting my jeans fall to the floor. She knelt down and quickly yanked my boxer briefs down exposing my raging cock before her. She stared wide eyed at it for a few moments, then without warning shoved it right into her mouth taking my whole length and licking my balls with her tongue. I’m surprised I didn’t come right then, it felt so good. I’d never had anyone suck my cock before, let alone swallow the hole thing and lick my balls at the same time. She began to massage my butt while she greedily sucked my cock to the largest it had ever been. I must have been easily and inch or two longer than normal. As suddenly as she started she stopped, standing up she slipped off her pants then laid down on the rug spread her legs and lifted her pussy towards me. “Fuck me with your tongue!” she commanded. “I want to make sure you know how to lick pussy”.

I lay down on the rug between her legs, my swollen cock pressing into the floor, and dived straight into her pussy. “No” she chided, “you must work your way there. Start on my thigh and slowly kiss your way down, alternating between my legs. Tease me” she instructed. I wanted nothing more than to lick and fuck that pussy, but did as she commanded, taking my time before she had obviously had enough teasing and aggressively pulled my head onto her cunt. She was absolutely sodden already and I tasted the sweetness of a juicy pussy for the first time. I licked around her hole and then flicked my tongue across her clit. She reacted more strongly than I expected, ramming her sopping pussy into my face. I took it as a sign to continue and took her bud into my mouth, rolling it between my lips and licking the tip.

She was clearly enjoying it and her body began to quiver. Silent she came on my tongue, sweet fluid flowing from her, I licked it up for all I was worth. I’d never tasted a woman’s cum before but I knew straight away I was hooked. I cleaned her all up and then continued to lick her clit. It wasn’t long before she was lifting herself to me again, and soon I felt her hand on my head again. She pushed my head down, and I began to tongue her cunt hole, but the pressure on my head continued and she lifted herself further up until my tongue was teasing at the entrance to her anus. I was somewhat surprised by this and grossed out at first, but she held my head firm and as it didn’t taste or smell bad I kept licking. With all her juices having dribbled across her crack she tasted good and I began happily licking it clean, following the juice inside her hole. As I pressed my tongue into her arse hole, she yelped and exclaimed “fuck yes, fuck my hole with your tongue. Just like that, keep going, oooohhhhh fuck that feels good!” I realised her hand had begun stroking her clit at the same time, and decided to take over. I inserted my thumb into her cunt and pushing her hand away massaged her clit deftly with my fingers. She quickly came again, juice flowing out of her pussy, coating my hand, and down into my mouth.

I cleaned the last of her cum off, and she pulled me up to her, sticking her tongue roughly into my mouth determined to get a taste of herself. As she did so, my cock was nudging at the entrance to her pussy, and she placed her feet around my waist and pulled me toward her, forcing my cock into her pussy. She was tight, but very wet so I slid in easily. I began thrusting my cock in and out of her while she still sucked her cum from my mouth. She then pulled away from me, turned around and sitting me backwards she took my rigid cock in her mouth and proceeded to suck the mixture of my pre-cum and her juice from my cock. I was so close to coming by now and she sensed it. She decided that my first time should be in her pussy so quickly spun around on all fours presenting herself to me. I needed no advice this time and slammed my cock into her, cumming almost straight away. As I kept pumping my cock slowly began to soften and I could feel my cum starting to leak out. She pulled forward, turned around and kneeling with one hand between her legs to catch my cum still dripping from her pussy began to suck my cock clean. She finished off eating my cum dripping from her pussy while sucking my now soft cock.

We lay on the rug for a while before heading to bed. I never did sleep in the spare room again, but spent the rest of the nights in her bed, while she taught me everything she knew about sex.

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Le Cirque du Sexe Max and Martine left the hotel in the Bastille and headed for the Metro. Max clutched the copy of Pariscope they had bought earlier to check out some things to do. Coming across a page devoted to real live sex acts Max had asked Martine if she were interested. “Yeah, why not,” she had said. ‘Something different.” Neither of them had been to a show like that before and they were tired of the cultural trail, Notre Dame, the Louvre, Montmartre and Sacre Coeur, les Bateaux...

2 years ago
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Lessons0

Jack grunted and stopped, looked at her. He had been in a bad mood for the last three days. Half buried memories had haunted his dreams and even being on the road for eight hours straight yesterday had not helped blocking them out. He had planned to travel on, spend the night at a bus station and take the first bus available to anywhere. And now, at just three in the afternoon she wanted to stop. “Come on, a real bed, pizza and some beers. You look like you need it.” He grunted again. What...

2 years ago
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Lessons Learned

I was thinking to myself one day while lying in bed. If men think with there dicks, what do women think with? I realize that not all girls have this nympho desire or nothing. But, you see, I know some who like to be bad, do bad things. Are we just that type? I was trying to come up with a story to write. A good one. Then what do I think about doing to someone. But noooo. I go start to the sex. It was like saying: heyyy, no waiting here! And hurry up I need some! Went to this chat room. And...

2 years ago
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Lessons5

By: YT Chapter 1 Houston, Texas Monday, June 23rd, 2016 9:00AM Roger Healy pulls his car up in front of Maj. Anthony Nelson’s house in Houston, Texas, on a beautiful sunny Monday morning. For years Roger and Tony have been riding together to the NASA base several times a week. Roger sees that Tony’s car is gone so he figures that he’s already left but he decides to go inside anyway and maybe score a cup of coffee from Jeannie. “Good morning Jeannie”, he calls out as he walks...

3 years ago
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Lessons3

Well, here it is, I hope you enjoy... As we sit on the couch in the early evening the movie we are watching has just ended and we are curled up together. I run my hand down through your hair, giving it a light pull when my fingers reach the end and whisper quietly, “I have a surprise for you tonight, one I am sure you will enjoy.” Then, as you look up at me, I can’t help but grin and pull your hair a little more, causing you to arch your head back so I can kiss you and, give...

2 years ago
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Lessons4

In each shed, contained some kind of torture, or breaking machine. Designed to break the will of the boys or girls he took, he didn’t care what happened to them so long as he got his money, that’s all that mattered. Most of the kids wouldn’t last out the year, supply and demand. Some of them did, and they were the ones who were returned to him, in trade for new ones. On this particular evening, Michael, was down at the pub, getting a drink, everyone here knew what he did, they didn’t try...

3 years ago
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Lessons from Duddy Lesson two

Lessons from Duddy (Lesson two)A play on the story written by tuggit4me.https://xhamster.com/stories/lessons-from-duddy-9745876It was one week after my first lesson that duddy asked me to join him back in his office.I was a tad less enthusiastic about going back in, because the taste of his sperm was still lingering in my mouth, and I did not particularly enjoy it that much.However I obeyed like a good girl and entered promptly when he called me over.He sat in his chair behind his big wooden...

2 years ago
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Lessons of sex

After marriage my younger sister accompanied us to our new house in Mumbai. It was a small house and no much privacy for any newly married couple. There was only one bed room which me and my hubby used to sleep and my sister used to sleep in the drawing room. But after marriage everything is new and me and my hubby were floating in heavens. My hubby was a strong young man with a strong big cock. His cock used to get hard and stiff most of the time. The cock always wanted release when ever there...

1 year ago
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Lessons In Life

This story is basically about my first lessons in sex and maybe my appreciation of mature women to this day. At the time I was sixteen and had my second girlfriend. Second girl I had had sex with that is. The first one was a girl who lived on the other side of Birmingham who was more of just a sex thing than anything else. The second one was closer to home who I sometimes took out on dates and we acted in proper boyfriend/girlfriend manner.One day Mrs Hood ( changed for obvious reasons ) was in...

2 years ago
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Lessons From The Librarian

Codes: M/f, caning, school setting, BDSM, real, romantic, consensual, Real Life Synopsis: Shannon routinely gets into trouble at school, until she finally meets her match, in the form of the school’s librarian. Her lessons eventually extend beyond those the school teaches. Author’s notes – This story started based on a photo as a task for Qmoq. I enjoyed writing it so much that I’ve continued working on it. There are more chapters to come. I have to thank Q for being the inspiration behind...

2 years ago
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Jamila Tales of a Prison Transexual

I was convicted of drug and weapon possession last summer, and sentenced to 7 years in prison. My idiotic boyfriend stashed coke, and firearms inside of two cars, and 6 houses we both owned together. He told the stupid cops, the crap was solely his. but the prosecutor didn't care. The bitch charged me for basically knowing the stuff was there, and not reporting to the authorities. So, now I'm in prison; and in case you didn't know, I'm a transexual. I have a penis, so I'm...

2 years ago
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My First Time With a Transexual

This is a true story it happened back in 1986 I already knew I was bye and I liked having sex with girls and guys but I had never had a transexual. I went out clubing where all the gays and lesbian hang out just to hang out and have a good time there was always someone who would accept a straight looking guy like me so I went into this one club that had a transvestitied show or shemales show it was a great show they had some singers, dancers a couple of comedians the show was very good so I had...

2 years ago
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My First Time with a Transexual

I was in a large city about 100 miles from my home for a week on business. I had been hitting the bars for a few days with out a lot of luck. On the way back to my hotel afer work one day I picked up a few of the alternative newspapers/sex ads. Checking the ads out later I saw women, men and transexuals all offering there services. I saw one picture of a beautiful blond and was blown away to see that the ad was for a transexual. I called and made arrangments for her to come to my hotel in a few...

3 years ago
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My First Time With a Transexual

This is a true story it happened back in 1986 I already knew I was bye and I liked having sex with girls and guys but I had never had a transexual. I went out clubing where all the gays and lesbian hang out just to hang out and have a good time there was always someone who would accept a straight looking guy like me so I went into this one club that had a transvestitied show or shemales show it was a great show they had some singers, dancers a couple of comedians the show was very good so I had...

2 years ago
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Cybersex

Introduction This is a transcript of an actual cybersex interaction between an older man and his young lover, who is on assignment five time zones away. Only light editing has been done, to correct obvious typos; otherwise this is exactly what was written by the two lovers. I don’t know how erotic this is, or even whether it can be considered a story. But it brought satisfaction and release to the two participants. I’m with you and totally focused on you are you ready? Yeah I want to hold...

3 years ago
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Oversexed

When you're an over-sexed eighteen year old kid with raging hormones and the prettiest girlfriend in town you don't pass up an opportunity to get into her pants; even if you don't know what you're doing. The exhilaration of feeling like a MAN after you've taken her cherry is like King Kong beating his chest while hanging from the top of the Empire State Building with his woman worshiping at his feet. Of course, when you're an over-sexed eighteen year old with raging hormones you don't...

1 year ago
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Lessons in Physics

I was sixteen, an awkward teenager that wanted to do the things that any male teenager would want to do, but shy and nervous around women. I was not too bad looking, being tall, blondish, and evenly featured. But I suppose I was a bit of a geek, being scientific- minded and wedded to my schoolbooks. I'd also been a bit socially handicapped by the fact my father's job had us move to a new town every year or so, which is not really enough time for a teenager to break into any really cool social...

2 years ago
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Lessons in lust from Allison part 2

Lessons in Lust From Allison Part 2 Allison grinned up at me as my boxers landed on the floor. She wrapped her hands around my hips and my skinny adolescent ass and practically shoved me backwards onto the couch. My cock jutted out rapidly in front of me, and she eyed it hungrily. She moved up the couch until her lips were on my cheek. Her hand ran gently through my hair as she whispered, “ I think you’ve earned a reward for all your work tonight Greggy. You like the sound of that?” I nodded...

Incest
3 years ago
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The Mixed Sexperience

Hi Indian sex stories dot net readers. Myself Manoj 37 yrs old from bangalore. I am back with another story to make you all get wet. My previous story “Sharada Eternal Lust” got a good response and as well as appreciations. I would like to thank ISS readers welcoming new member with such a massive response. I never expected that. Coming to the new story. This story is a mix of the real incident and my fantasy towards the heroine of this story. I started working immediately after my degree in...

3 years ago
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The First Sexperience

The First Sexperience Hi ISS readers, I think all you know me. For the new readers, at first I introduce myself. I am Moni, late 40 and 5’-7”. Today I will tell you the story what Ayesha told me about her first sex experience and I am expressing the story in her own lips. Here is the story for you……… “I am Ayesha, about 20 years old with slightly dark complexion. My appearance is not so cute, medium figure but I have huge breasts with 36-30-38 figure. I am not so tall, only 5 feet. I borne in a...

4 years ago
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My 1st sexperience

Hi all Iss readers! I am Manisha from Pune, 24 years, Female, I have been reading a lot of stories on the site & have found some of them to be very exiting, so I decided to post 1 myself. My personal experience, which will definitely make you horny. But 1st let me tell you about my self, I am a fair complexioned girl with unbelievable mounds. I am 5.3″ with 36 28 36 and above all I was a virgin before having my 1st sex at the age of 16. It was new years eve. Of 2000. We were a group of 4...

4 years ago
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Kerala sexperience

ISS readers, I am Indu, 18 yrs old plus 2 student from Kerala, sharing with you my first sexperience! Ours is an upper middle class family, hailing from Cochin. The family consists of my father who is abroad, mother, my elder sister and my younger brother and me. My elder sister is married just one month back, and my brother prepares for his plus one entry. This happened one week back, while I my sister and her husband came to our house for a short stay for the second time after her marriage....

1 year ago
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EARLY MORNING SEXPERIENCE

I had a thrilling sexperience. It was pure and pure adventurous sex, the type I love most, mere yards away from a main road and mere yards away from a major 4 road junction.I leave to work quite early between 6.15 and 6.30 am. I leave early as I have to take a bus and buses get jammed in the heavy morning traffic. Unlike many others I love to travel in crowded buses and I love the traffic. You may ask me why? It is because crowded buses offer ample opportunities to get rubbed and the traffic...

2 years ago
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My Jouney into Bisexuality

My Journey into Bisexuality We all have those events in life which define us, change us, make us who we are. This is the true story of my own journey into bisexuality. If you were to tell me prior to these events that I would be doing such things I would’ve given you a very emphatic ‘Hell No' and aside from a one time mutual jerk off session when I was 14 where we were both drunk and stoned, I never thought of ever touching another man. Before I begin I have decided to only use initials for...

4 years ago
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moonbeams training bisexuality

This is another story written for a Dom in Florida named Jack, who was my Mentor before i met Master Falcon. Writing stories for Jack to read and critique was a way for me to learn about and explore BDSM. i chose to use this story to explore bisexuality. Please bear in mind as Y/you read this story that when i wrote it, i had just come out of a 20-year vanilla marriage, in which bisexuality was taboo. i’ve come a long way since then.i chose to leave my comments to Jack intact for you to see. In...

3 years ago
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Lessons Of Kota 8211 Part 9 Pleasures Of Sex

Thanks, everyone for reading my previous stories. This part is the ninth installment of the series. Happy and horny reading She extended her arms. I jumped right into them and again started to kiss her neck. But this time she was going like an eel. And if this was not enough I started to touch and massage her breasts over the bra. Without a second she again hugged me. When she let go of me I again started the oral journey of sex- the road to the vagina. After the neck, I moved to the cleavage...

2 years ago
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Lessons

Lessons Inspired by a movie, a husband tries to paint his wife's nails. He's not very good, so he ends up with a very public lesson in the proper technique. Don't try this at home. That's the disclaimer they give on those extreme stunt shows. Maybe they should have put that in the movies, too. For when I tried to copy a scene in one movie, things just got out of control. My story begins happily. I was in my mid twenties, employed as an advertising copy writer and already...

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