My First Sexual Encounters Pt 2 free porn video

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PT. 2



The following is a continuation of a recollection of events from my youth. I was never for ced to do anything I didnt want to and was a willing participant in everything I did with any of the individuals I had sexual contact with. I look back on these events fondly, and enjoyed them very much at the time they occured. I have tried to keep the events in chronological order as they occurred, but it was a long time ago, so here goes...


Following the first attempt at anal sex, things went back to normal. I would still hang out with Eric and we would jack off and I would suck him as had become normal. It was mid July, about a month after my 1 2 th birthday when two things happened pretty close together. I moved in with my dad and step mom, and my step sister who was around 1 0. Nothing much ever happened with her sexually, the connection just wasn't there. We got along OK, just not that close. Once, after I had been there for a month, maybe two, I was coming out of the bathroom after a shower, wearing only a towel as I had forgotten my shorts in my room, and I guess I didn't shut my door all the way because when I dropped the towel to put my underwear on I hear her gasp at the doorway. I looked and saw her walk away towards her room. I was facing the door so I know she saw my dick. Nothing was said until a couple weeks later, when we were home alone waiting for our parents to get off work. She said she was sorry she had peeked at me earlier, and that she had never seen a boy naked before. I blew it off, and said it was ok and not to worry about it. We went back to cartoons and it was dropped.

One day, in mid July I was in the woods by myself near my dads house jacking off, and as I climaxed, I saw my first spurts of cum shoot out of my dick. A few weeks after that, my aunt and uncle moved much closer, and my cousin Dave spent almost every weekend with me at my other grandmother's house. We became very close very fast, as we both like similar things, (and still do to this day.) During our first weekend, we were up late watching HBO looking for naked women in the shows. I asked Dave if he was jacking off yet. He said he was. I asked him if he was shooting cum yet. he said no, and asked if I was. I said "Yup, just started afew weeks ago." he was skeptical and said, "prove it." So, not being shy, I pulled my dick out, which had been mostly hard, and within seconds, was fully erect at almost 5 inches now. I began to stroke as he watched, and I could see his hard on tenting his pajamas. "You can do it too if you want." I told him. He hesitated for a few seconds, then he whipped his out and I got my first look at his dick. It was almost the same length as mine, but below the head his got wider than mine, then tapered back down to the same diameter as mine close to the base. His head was the same shape as mine, but a bit smaller. He had more foreskin, but was also circumsized. Watching him stroke, I got closer to climax, telling him I was about to shoot. He got closer, still stroking. I slowed down as I began to cum, so he could see the spurts as they erupted from my dick and landed on my stomach.
As I lay still catching my breath and wiping the cum off me, he had his own dry orgasm. "That was awesome. I didn't think you would actually show me." he said. "Why wouldn't I?" I asked, debating whether to tell him about me and Eric's games. I decided not to, I didn't know how he would react at the time. "I just never jacked off with anyone before." he said finally. I decided to share the knowledge I had gained from Eric. "I heard it feels a whole lot better when someone else jacks you off." I said. He seemed interested in this idea. "You want to try it?" I asked him. I remember he thought this over long enough I started to think he would say no. "Does that make us gay?" He asked. After a second of thought, I asked "do you like girls?" He immediately said he did. "So do I." I said. "So we can't be gay." I remember thinking this was an absolutely logical conclusion.
Convinced, he scooted over and sat beside me on the floor and leaned against the couch. Without hesitation I reached over and gripped his erection. After a second's hesitation, he gripped mine. His dick felt good in my hand. It was wider than it looked. Didn't take us long to reach another orgasm. He had his before me, and I finished myself off again, as he wasn't too keen on getting cum on him.

So at this point, I remember I had Eric on one side of my family I was sexually active with. And Dave on the other side I was also starting to be sexually involved with. Now at this point neither knew of my activities with the other. Also the encounters were not nearly as frequent with Eric as with Dave. We continued this in the same manner until I was almost 1 4.

I remember right before I turned 1 4, I went to stay over at Eric's house one night, and that afternoon we were at his house, alone for the afternoon as it was harvest time on the farm, playing nintendo (yeah the original) and he asked if I would give him a blow job. I got on me knees in front of him as he pulled his shorts down freeing his growing dick. I remember only sucking him for a couple minutes before he asked if we could try butt sex again. "I don't know dude, that really hurt last time." I said, remembering it vividly. "I promise we will go slow, and I will stay still you can do the moving." he pleaded, remembering his thrusting had caused his dick to pop in quickly last time. I remember I was still unsure, and I figured it may go better this time. "I guess we can try, but don't push it in like last time. That really hurt." I finally agreed. He spread his legs wider, and I pulled my pants down to my ankles. Backing up between his spread legs and facing away from him. I spit on my fingers and wet my butt, then his dick. Trying to help, he spread my cheeks apart, and I guided his dick to my hole. I lined everything up, and started lowering myself down. I remember being nervous, and hoping it didn't hurt like last time. I also remember my dick was rock hard during this whole time. I felt his tip touch my ass, and eased down. nothing happened for almost a minute. Then I felt the head slide in just a bit. maybe a couple millimeters. I remember it was not quite hurting, but uncomfortable, so I eased up, added more spit, and started again. I felt it slide to about the same place, and then very, very slowly, I felt him going in just a bit more. Then, suddenly enough it startled us both, my sphincter slipped over his head and it popped in. we both froze, waiting for me to yelp and jump off. It didn't hurt though. It was tight, but bearable. "You OK?" he asked. "Yeah, doesn't hurt yet, but it feels like its stretched too much." I said. "Can you keep going down?" he asked.
In response, I eased down and with the spit I had added, I was surprised his dick slid in fairly easily. No pain, so I asked "now what do I do?" once I had his entire length inside me. "Just go up and down, not all the way off though." So I did. I bounced my hips up and down at a regular pace while he lay still. He was really enjoying this, and when i would go all the way down, (he would touch what I now know is my prostate,) it felt really good to me too. Then a thought occurred to me. "Are you going to cum inside or do i get off you?" I asked him. "If its ok then I want to do it inside." he said. I remember I didn't think it gross, compared to what came out of there normally, so I nodded yes. I kept bouncing until he tensed up, and I felt him grab my hips and spread my cheeks again. Holding them apart, I heard him grunt, and felt his dick jumping inside me. He told me to stop soon after, so I pulled off and headed to the bathroom feeling I had to take a dump. He came in and washed his dick, which was still 3/4 hard and I was surprised to see it was not covered in p*o.
We agreed that it had went much better this time, and would be awesome to do again. I had enjoyed it, the feeling of having a dick in my ass while my own was hard and bouncing with my movements. I knew I was going to try to work out a plan to get Dave to try this too. Just as we finished washing up, we heard the vehicles, and dashed to get our clothes back on. We were innocently playing nintendo when the grown ups came in.
Later that night, we had planned to do it again, but the bed made too much noise, so I gave him a blow job instead. I was so involved in what I was doing, that I missed his signal he was going to cum and he shot his cum in my mouth. I was surprised, and choked a bit, swallowing about half. Trying to cough quietly, I said "I don't care for the taste of cum." He said no worries he would try harder to warn me next time.

A few weeks later I met up with Dave at grannies again for the weekend. We Followed our normal ritual, and around 1 1 ish we were the only ones awake in the house. We flipped over to the late night boobies, took out our dicks and stroked each other. I was still trying to work out how to broach the subject of butt sex with Dave. I don't know where he got the idea, but Dave said, "lets try jerking them off together." I was game and we set to work out the best method. We wound up balls to balls, dick to dick, (frotting) and man that was awesome. I jerked for a bit, then Dave would take over. I got close a few times and backed off, jerking just him while I eased back from the edge, then I would bring them together and we would continue. I was doing the jerking when he said he was ready to cum, and while I stroked both our dicks, he came. And as we both watched, he shot his first spurts of cum. They went up about 3 inches, then came down coating both of our dicks. His cum on my dick set me off, and I added mine to the mix.
We were both kinda in shock. "Thats the first time I ever shot cum!" he whispered excitedly. "Excellent!" I said. "Now we both shooting our stuff!" while we wiped it off, he said how he didn't really like having his, and my cum on him. I could understand this, as it was kinda a mess after words. I didn't really care if it got on me, it just didn't bother me. We went to sleep after that, still talking about him shooting cum.
A few weeks later on another weekend trip to granny's with Dave, I hadn't figured out how I was gonna try butt sex with Dave yet. Once the play time started, I told him we should take turns jerking off. I told him he was first, and as he sat back, I got closer and used one hand to stroke his cock, and the other to rub and fondle his balls, while I Jerked him, I would palm his balls, letting my fingertips fall between his cheeks and touch his hole. Either voluntary or subconciously, his legs parted a bit more, and he closed his eyes. I continued this pattern getting more and more bold with touching his asshole. when I was stroking his dick, and rubbing just his sphincter, I asked " does that feel good?" he nodded, and said "yep, and I'm getting close." As he started breathing a bit heavier, I licked my fingertip, and on his next breath, stuck about and inch in his hole. He grunted, and shot cum onto his stomach. "what the hell?" he said. I shrugged, "I thought it would feel good. did it?" he thought about it, and said "I guess, but its sort of weird." I just laughed. " you came hard though" he agreed and it was my turn. "I'm not sticking my finger in your butt though." I assured him it was ok. Just jerking.
Then he situated us with him between my legs, kneeling with my legs thrown over his thighs, and his dick was about half soft. He began stroking slowly, just using one hand. I just lay back and enjoyed it. After a couple minutes, I guess he got hard again, and his dick head was touching my anus. I knew it wasn't his hand as it was on the floor next to him. "change your mind?" I asked without looking. "no, I got hard again, its my dick poking you. Scoot up and it wont touch." I shook my head, glad fate had intervened, "no it really does feel good. leave it there." to emphasize my point I scooted back towards him and all but wedged his dick against my ass. "ok, no sweat." he said continuing to stroke. I was starting to slowly grind against his dick, and I guess there was a mixture of cum from his last orgasm and pre cum, because I could feel it getting slicker.
"You keep pushing back and its gonna go in your butt." he said. "but it feels good while you stroke. I'm ok with it if it does slip in though." He shrugged, and kept stroking, his dick hard as iron, and I judged slick enough to slide in. I just kept grinding in small circles, until I felt the head of his dick pop inside. No pain, so I didn't stop, neither did he, though he said, "dude, my dick is inside your ass!" I stopped, looked at him, smirking and said, "feels damn good too! if its weird, you can take it out, but damn it feels good." He just looked at his dick, the head still buried in my ass. a few seconds went by, then, testing it I guess, pushed in a bit, maybe an inch or so more, and pulled back about the same. "It doesn't hurt?" he asked. "No, not as long as you go slow, its ok." Still looking at his dick in my ass, he asked "is this fucking? I mean is this what it feels like?" I shrugged, "I dunno. I never did it with a girl. I suppose its pretty close."
Just then we heard an indication of someone else awake, so we jumped under the blankets, still naked, and prayed for a bathroom trip. I guess we pretended good enough to be asleep, cause the tv and light was shut off, and then we were left alone again. Close enough call that we called it a night, and I jerked off in the bathroom alone. While talking about it the next day, I asked what the difference was between his dick in my butt, and his finger in my butt. "I dunno. putting my dick in there doesn't seem weird, but my finger seems gross." I was ok with that answer. " would you try that again?" I asked. He shrugged, "sure, but I don't think I want to try yours in my butt. Your finger was bad enough, and your dick is bigger than your finger." I was ok with that arrangement, so I said "cool, we can try that later."
We went to the woods near my grannny's house, and played in the shallow creek. It was sandy and had some smooth stones so it was ideal for wading, though not deep enough for swimming. We did the normal k** stuff, forts and swings and stuff. Once we had wandered far enough to be secluded, we decided to take a piss, and raced to get our already hard dick loose. He won, but I started my stream first. I love pissing outside, especially with other people watching, still to this day, although much less frequent now. Once I was done, he was still going as I reached over and started stroking him, careful not to get his piss on us. He let me, and as he finished up, dripping a few drops as I shook it for him, I asked "want to find out what a blow job feels like?" He was interested now, "out here?" he said.
In response I knelt down in front of him. Taking his dick in my hand, he stepped closer, and I licked the tip of his dick, then put him in my mouth, sucking a bit, just like I do with Eric. He gasped. "How do you know this stuff?" he asked. I told him books and talking with people. I still don't know why I never told him about Eric. I sucked him for a bit, then stopped. "You want to try it on me?" I asked. "Sure." he said. He got down in front of me, took my hard cock in his mouth, and seemed to like it. He was pretty fast on the learning. After a short time he stopped, and said "thats fun dude. Doesn't taste like I thought it would. Tangy." I agreed, and we decided to have a jerk off race. I let him win so I could watch him shoot his cum on the ground, then I added my own. We went back to playing in the creek after that.
We didn't really get another chance to try butt sex again for a while. We jerked off, and sucked each other for a while, but thats about all we could get into. Then it was school season again, and our schedules kept us busy enough that we only got to go to grannies together when other company was there limiting our time alone.

Eric started driving, and was 1 6 now, I was 1 4, and we were working in the fields a lot in the summer and fall. On our way to the fields, we would take the dirt roads, and I would suck him while driving. Sometimes he would cum, sometimes not. Though now we had begun taking his ATV to the trails, and stopping off in the back woods. I would stand and lean over him sucking his dick while he would lay with his back on the gas tank and hang his legs over the back rack of the three wheeler. While riding, I would always sit behind him, and I would reach around and jack his dick while we were riding the trails.
Most trips, we would stop on the trail somewhere, and he would lay on the ground behind the ATV, and I would hold onto the back rack while i was bouncing on his dick. I loved having his dick in my ass. Felt so good, and I never really had an urge to put my dick in his ass. I remember he had a girlfriend, and on our way to her house, I would suck him, but he wouldn't cum those trips. I liked her, but I never spoke a word to her about it. I would have liked to fuck her, even asked Eric once, and he said she wasn't doing him either, so I dropped it.

I was almost 1 5 and Dave was almost 1 4 when we got a whole weekend to our selves at grannies. That Friday afternoon as soon as we got there, we hit the creek and the woods, playing normal stuff, until we were far enough away. then we turned to the job of pissing, difficult with hard ons, which we rubbed together, play sword fighting with them.
Once done, we went back and we went out to eat at a local diner. Nice burgers, but the condom machine in the bathroom was the objective. We were determined to get one or two, and try them out. I went to the restroom, a single person one, and bought two. A french tickler, and a climax 4. I hid them well, in my inside secret pocket of my coat.
Once home, we watched TV, bed time taking FOREVER. I remember that was the longest 4 hours waiting with those condoms in my pocket. Finally, we stripped down to boxers, and opened up the packages. we could put them on but they were a bit loose still. I told Dave I wanted to try putting his dick in my ass again. He was game, and asked which condom he should use. since he had it in his hand already, I told him the climax.
I slid my boxers off, and he lay flat with his now condom cover dick sticking up like a flagpole. I wet both my ass and his dick, and hovered over him. "Ready?" I asked. He nodded, and I eased down until I made contact. I pressed harder, and waited. The condom was slicker than skin, and the tip began to slid ein easier than last time. I felt his head pop in, and I was hard as a rock. I eased down until I hit the place on his shaft it got wider. This took a couple tries to get over. But finally, I had my ass on his stomach, and he was pressed against what i now know was my prostate. I was leaking pre cum at this point. As i began to slowly bounce up and down, riding him, he said it felt different with the condom, not as good. So I pulled off, and he removed the condom, and I sat back on his dick again, all the way to he hilt. After a short couple of minutes, he was really close, as was I. I hadn't been jacking off, just the bouncing was enough to get me close. I remember it took a couple more bounces and I felt him tense, I remember clearly as his dick flexed in my ass, I felt him spurt deep in my ass, and began to cum at the same time. As he shot his cum in my ass, I shot mine on the mattress. I had never cum at the same time as Eric, or cum by only getting fucked and not jacking off. That has also never happened since that night. "That felt awesome, I could feel your ass tightening around me while I was cumming, it was so nice!" he said. I could only grunt a response. I pulled off, and began to clean up, as did he.


That was pretty much all we did from that point, we would still jack off, jack each other off, sucking, and occasionally, have anal sex. Eric was the same way. Even if we had girl friends, we would always do our private thing with each other. We are all still friends and hang out, but we don't get sex into the mix anymore. Wish we did.

In closing, I will give the last time I messed around with either Eric or Dave. As it happens, it was Dave. I was 25 I think, he was 24, I was married, and while my wife was on a trip to visit family with my k**, Dave came over, and while looking at porn, I talked him into jerking off together. We didn't touch, though I offered to jerk him, suck him, even let him put his dick in my ass. He just said, no, he only wanted to jerk. I was ok with that, and after I shot my load, I watched him shoot his. That was the last time. My wife has no idea to this day about any of it. I still like to watch men jerking, solo, together, in public, etc. but only on video.

I hope you have enjoyed my memories as much as I did. Remembering all this has made me jerk off more than once. I hope you get some enjoyment out of it as well. The events are true, and as correct as I can recall.

Cheers!

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I have always been a sexual person. I have always been turned on by sex. When I was 16, I got my first “serious” girlfriend, meaning the first girl I ever tongue kissed, made out with and felt up. My dad sensed that I was a in the beginning stages of a hormone drenched relationship with a girl who was a bit more experienced than I and a year older. He had the “Sex Talk” with me where he discussed STD’s, pregnancy, and condoms. But he also instilled a bit of wisdom in me about sex. He told me...

Bisexual
4 years ago
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My Sister My Lover Part 4 Transexual Fun

We sat on the sofa as we talked about the day. Liz told us about the troublesome customers she had at the store. Linds told us about events around the house. Then I told them about the training and the events after. I described Crystal and our sexual activities in the motel. By the time I finished both Liz and Linds were obviously excited. They had their hands on me as I kissed each of them in turn. Liz rubbed my nipples through my shirt as Linds opened my pants and fished out my...

4 years ago
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Crossdressers first gay encounters

I had met Steve thru a gay dating site, we exchanged messages over a few weeks and then finally agreed to meet. I was very nervous on the way over to Steve's for two reasons. One was it was going to be my first gay encounter. The Second reason, and one i had only agreed to after Steve's insistence, was that i was going completely cross-dressed. I'd gotten dressed at home as Steve wanted. Putting on a satin and lace garter belt which i attached to lace top suspender stockings, then a lace bra...

4 years ago
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  • 154
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Chloersquos first sexual encounter

Chloe’s storyI was a small, petite shy girl at school and I didn’t get that much attention from the boys, they all preferred the girls that had huge boobs and would suck them off for an ice blast. I had boyfriends but I was so shy I would avoid seeing them so there was never going to be any sex happening that was for sure.The strange thing about me was that I was horny all the time but I never masterbated, I’d never tried it. I only started masterbating from about 24, even that was rarely, I...

2 years ago
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A Moms Sexuallity is Awaken Chapter Two

Chapter Two A Mom’s Sexuality Is Awaken Josh looked down at his mother’s head as she was busy sucking his cock again today. Her face was still covered from the last blow job she gave him earlier. Three times every day now she had been sucking him off. She never once complain no matter how long he’d take or how many times he wanted it. She would suck him off six times a day if he asked. On the morning of his 19th birthday she sucked him without stopping until he...

2 years ago
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Random Encounters

This is the story of how a lonely, frustrated life was changed one day in the most unexpected of places.5'5", long wavy strawberry blonde hair, turquoise eyes, DD cup breasts, voluptuous hour-glass figure. Lonely, depressed, repressed, frustrated, trapped, controlled, engaged. These are the words Beth uses to describe herself...this is what lead her to a random encounter."Crap I'm late again!" Beth mumbled as she ran out of the house and jumped into her car. ‘Buzz -Buzz’ her phone started...

Lesbian
3 years ago
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Forbidden Encounters

Since his last visit to Larry’s Mum’s house, Matt had hardly thought of anything else. Being his best friend’s Mum, he had always attempted to keep any ‘thoughts’ he might have under mental lock and key. Being alone with her in her kitchen, while Larry was in hospital and her husband working away, had gotten out of hand. While his first blowjob and tit-wank from the buxom 39 year old, should have eased his frustrations, it had the opposite effect. Being nearly 17 with a teenager’s rampant...

Wife Lovers
4 years ago
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Taboo encounters

My hands still quiver as I begin to type, but I promised to keep you informed. I'm sipping some teamy nipples are hard, I have many stories to tell. At the present moment I'm perched in this chair, wearing nothing but my morning robe. My pulse is high my legs are free, and my cleavage is well exposed. I'm waiting for Michael he'll be home soon, he's in fora treat indeed. A wonderful secret resides in this house and another encounter is about to occur. The coastis clear his Father is gone, and...

4 years ago
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Random Encounters

So I was alone and horny on a Friday night. No prospects in sight. Wasn't dating anybody. My main friends were out of town and I typically don't go to bars. Especially alone. So there I was. On the wordlwide classified ads to see if someone, anyone was nearby. Didn't matter. Girl, guy, group, I just needed to get my rocks off. I guess I was a bit luckier than some in that for me I was open to all.I saw an ad in the "men seeking men" section for a self described "fuck party." It was...

3 years ago
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Lovely Encounters

LOVING ENCOUNTER Hello all ISS readers, I was not aware of this site. Few days back when I was browsing through net, I came to know about it. I am narrating a story. All names changed for maintaining secrecy, which is most important for me. This is the real incident going on in my life. I am Rakesh from Pune / Nagpur. I am 37 years old man with good health and physique. Two years back I had been to Mumbai to attend marriage of my friend. There I was introduced to one good looking lady of 47 yrs...

1 year ago
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My Fuck Buddy and Porn Partner Pt 2 Chapter 2 Initial Encounters

“You can’t talk to me like that. I am a lady.” “You’re no lady, you’re a horny little girl who loves cock!” “That’s as maybe but I am a lady.” “Oh, ok. We will see.” As we reached the room, I unlocked the door to let Caz go in first. The bed was straight in front of us, with the head to the left up against the wall. There is a window beyond that and a bathroom off to the right. As I close the door behind me, I see there is a full-length mirror on the back of, reflecting most of the bed....

3 years ago
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Shut Up and DriveChapter 3 Close Encounters

“Teddy, although I really would like to spend the rest of my life tucked-up with you in this bed, I really do have to get back to the house today to see what sort of a disastrous mess Roger’s left the place in.” Stella grinned at him, then she leant down and kissed Ted on the nose. “I wouldn’t put it past the bastard to leave all the taps running or something equally as callous. Besides I’m sure Marie would like to get the use of her driveway back; my car’s been parked there since Saturday...

1 year ago
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Bathroom Encounters

I could feel every motion . My pussy felt so full . And stretched . His bendy cock acquainting itself with my G-Spot . It felt intense . I pulled him closer . My nails almost digging in to his back as I tried to feel every last millimetre of cock penetrate me. I was perched on the ledge adjacent to the sink in front of the window . I had been in talking with a friend, powdering our noses at a house party we found ourselves at after a mutual friends birthday celebrations . It was in a housing...

Sex With Stranger
2 years ago
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  • 14
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First encounters

I have always had fantasies about Kirk Stapleton, English teacher at the local college. Lived down the block from me the last 4 years, 6’2, long black hair, dark sapphire eyes, body like a Greek god and an ass to match. He has been divorced the last two years. Around the same time I become widowed, he is a few years younger than me. I have occasionally talked to him at block parties, offered him water during his afternoon jog. His two k**s go to school with my three and are in class with...

2 years ago
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Me and my oldest sons first sexual encounter

Since I’ve got some time to spare, I thought I’d try to write the story of my first sexual experience with my oldest son, Robert.I’m not a skilled writer, so please bear with me, ok ?It was about two and a half years ago, mid summer.It was close to midnight.K., my youngest son, was asleep in his room, and me and Robert were watching a movie, a light, comic thing called “American pie”.Now this movie features a character called “Stifler’s mom”, Stifler being one of the movie’s protagonists, and...

2 years ago
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The Untold Story 8211 Spying A Married Women And Her Sexualities 8211 Part l

The untold story 1 Hi i am Ravi when this incident happen it was may this year. I was twenty seven that time. Worked as a purchasing officer, for a site…. We were in industrial site in Sri Lanka, where lot of desi workers engaged. End of the April our coordinating manager’s wife Reema came there to join her husband. She was about 30 (33 was exact i discovered later with her passport) since they have no children they have free behavior and enjoy their life. I was told by someone that Reema is...

3 years ago
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Bisexuality Training

At the turn of the century it became a highly contentious question; was sexual orientation something learned or innate. More importantly, could it be changed. The mind is a powerful thing, and while orientation was shown eventually to have biological roots, one could build negative association with sexual contact with one sex, in the same way that accidental sexual fetishes developed in early life from exposure. Likewise in the same way, one could build up theoretically an entire sexual...

Bisexual
2 years ago
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First time with a transsexual escort

True Story about my first experience with a transsexual escort.Where I live there isn't many options or chances to meet a transexual. I'm from a small city in a small state that just to be honest is behind the times still. I had always wanted to experience being with a transsexual but could never find any on websites in my area. After several years I just so happened to come across a ad on a website for a transsexual being in my city for a few days in between traveling. She was beautiful! Tall...

4 years ago
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my first sexual encounter

My lifeChapter oneMy first sexual encounterI was only very young when my dad moved to a larger city in England, he said it was because of mum dying and there were always things that reminded him of her, she passed away after giving birth to my younger brother, apparently something happened after she gave birth and was rushed into intensive care, they tried everything to save her but in the end there was nothing more they could do and she slipped away. I have two brothers and seven sisters, we...

4 years ago
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A Romantic Thrilling And Unexpected Sexual Encounter

Hi friends, I am Kunal, 24 years old with an athletic built, normal looks and height. It has been a pretty long time I am reading ISS contents, but never penned down my own experiences. I am writing here for the first time. Please be kind enough to bear with my mistakes. This is first ever encounter of my life and the story is bit long. Like every guys of my age, I do have my own sexual dreams and fantasies. This incident is around 3 years old when I was 21. Before that, I never had any...

3 years ago
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Subiksha8217s First Sexual Encounter

Hello readers! I’m writing this for the first time about my sexual encounter, so excuse me for the errors. I’m Subiksha (not my real name). I’m 20 years old, and I’m from Chennai. I’m in the third year of college now. I stay with three other girls in a PG. During my second year, when , I was caught by a roommate. Her name is Harshini. She was not from my college, but she’s elder to me. When she caught me, she didn’t confront or said anything. After a few days, when we were talking, she casually...

3 years ago
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Memoirs of a Bisexual Chapter 1 The Sexual Revolution

I have always been a sexual person. I have always been turned on by sex. When I was 16, I got my first “serious” girlfriend, meaning the first girl I ever tongue kissed, made out with and felt up. My dad sensed that I was a in the beginning stages of a hormone drenched relationship with a girl who was a bit more experienced than I and a year older. He had the “Sex Talk” with me where he discussed STD’s, pregnancy, and condoms. But he also instilled a bit of wisdom in me about sex. He told me...

2 years ago
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  • 19
  • 0

ALMOST Chance Encounters

The continuing adventures of my mind-controlling protagonist. If you want to read about the protagonist and how his powers work, seek out my longer stories. As always feedback is welcome. — All characters and events are fictional. Many are illegal, immoral and/or impossible. Never try this in real life. You do not have mental powers. — One of the unexpected side effects of being able to control minds is that I am never on time to anything. When you can make anyone you see do anything you...

3 years ago
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The Bella Chronicles Chapter 2 Unexpected Encounters

Part 1 Pleasant Surprises Jake stepped into the shower.  The warm water felt amazing on his back and instantly awoke his senses.  It had been two months since he met Bella and every shower since had him revisiting their final hours together.  They had traded texts and Skyped once, but he felt closest to her in his morning shower.As he made the scrunchy sudsy, the smell of the soap had its effect.  He felt his manhood become rock hard.  He closed his eyes as the suds made a trail down his chest...

Group Sex
4 years ago
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Random Encounters

by: S. M. Jester (jesteranime) The bar was dark and lonely on this Wednesday night, few people with sultry low jazz music playing in the background. Just the way I wanted, a drink alone after a stressful day at work. The barkeep walked by, refilling my Black and Coke and smiling sadly at me before helping the two drunk and obnoxious customers by the pool table. Work had become such a chore. Sure, it wasn’t difficult working in an office and filling papers and entering data in a computer, but...

2 years ago
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  • 17
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Internet Encounters

My favourite thing I used to do was get some horny dude riled up by describing myself as some ideal girl, getting them to meet me somewhere, and watching them get angry, or look disappointed in a diner or a parking lot. My favorite at the time was a guy who beat up his own steering wheel on Valentines Day. I had a pretty good thing going for a while. Then I turned 17. 17 was a hard year, I guess it was the year I became the horniest, and the loneliest. December when school was out was the...

1 year ago
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Locker Room Encounters

The pay that his boss gave him per hour wasn't the best but Jake didn't mind, the job came with other added "bonuses." Jake would often wear his favourite tight speedo shorts and the word "tight" was a bit of understatement. Swimming countless laps of the pool over the years had done Jake a ton of favours and the countless stares directed at his muscular figure bulging out of his speedo did not go unnoticed. On this particular day he noticed a couple of seniors Hailey and Jennifer...

2 years ago
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NIGHTLY ENCOUNTERS

"Huh?" When Anna walked over to the window she felt someone grab her by the arm, tossing her down onto the bed. "Did I scare you Anna?" I asked her as I walked out of the darkness into the moonlight coming in through the window. "Beth!" Her tone was harsh even though very little anger showed on her face. "Come on Anna, the look on your face was perfect." I couldn't help but laugh a little. Anna reached up then grabbed my arm and smiled as I was suddenly pulled down onto...

2 years ago
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Fleeting Encounters

My name is Robert. I'm 43 years old, divorced, and all my kids are grown. I am a self-employed software designer and have worked from my home office for many years. About a month after my last child left for college, my wife left me for another man. She had apparently been seeing him for almost a year, delaying leaving me until the kids were gone. I was, to put it mildly, shocked and devastated. In retrospect, it was probably my fault. I neglected her needs while I built my business....

4 years ago
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Alien Encounters

Going home alone, I thought, ...again. It had been months since my boyfriend and I had broken up - the only thing that filled my nights after that were flings, and one night stands. It was like no man wanted to hang around for more than a day, and I felt lonely and used. Is my body the only thing people find interesting? I had to admit, I was far from hideous. My legs were thin and long, making up most of my height of 5'7". I was thin, and worked out often, keeping my stomach flat...

4 years ago
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Chance Encounters

“So, have you picked him out yet?” “I’m still weighing my options.” “We all know you’re taking Henry home. He’s your favorite. You practically humped him on the dance floor.” “What can I say? His package is huge.” I sat with my three friends, listening to them decide what poor soul they would be taking home for the evening and using wantonly. I call them ‘poor souls’ because my friends had a tendency to make these men take them to the fanciest hotels, insist on ordering expensive room...

3 years ago
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Forbidden Encounters

Since his last visit to Larry’s Mum’s house, Matt had hardly thought of anything else. Being his best friend’s Mum, he had always attempted to keep any ‘thoughts’ he might have under mental lock and key. Being alone with her in her kitchen, while Larry was in hospital and her husband working away, had gotten out of hand. While his first blowjob and tit-wank from the buxom 39 year old, should have eased his frustrations, it had the opposite effect. Being nearly 17 with a teenager’s rampant...

3 years ago
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  • 22
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More Beach encounters

Lying face down, my were legs spread and my head and cock about to explode as my unnamed friend caressed my inner thighs. My legs opened further accommodating his inquisitive hands. Just when I thought it could get no better, he gently inserted his finger into my anus. I groaned and writhed restlessly, pre cum oozing from my cock. His other hand explored under my full balls and cupped them in his hand. I lifted slightly and he placed his hand up the length of my shaft. Pushing his finger into...

2 years ago
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Alien Encounters

Introduction: Lucy is in for the surprise of her life, feeling unwanted and unloved, her sexual and emotional fantasy suddenly comes true. Mist spiraled through the air, and the chain links that ran under my fingers felt crumbly with rust. It was a typical Oregon evening, minus the rain. My auburn, wavy curls were kissed by the slight breeze and the light of the moon that permeated through the ever-present clouds. A sigh emitted from my full, bare lips. Going home alone, I thought, …again. It...

2 years ago
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Online Encounters

(Please feel free to add Chapters) Tammy woke up to the sound of her alarm clock, She rolled over looking at the empty space next to her. She had gotten used to this sight, ever since she married Scott. It wasn't his fault, he worked as a haulage driver but over the years the firm got bigger and now he was working long distance haulage going from country to country, he'd be gone for weeks, sometimes months at a time. When he was home he was always tired, never in the mood for sex, no matter how...

Fantasy
4 years ago
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  • 28
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Close Encounters

Two years ago the governments of the world brought to light an answer to the age old question: are we alone in the universe? The answer was an astonishing no, and came with the news that for the last 60 years an amphibious race we called the Novaxans had already been sharing our underground. Deals had been being made and hashed out over the decades between their leaders and our own across the globe. An agency called the Novaxan Placement Program was created, assigning Novaxans who signed up...

4 years ago
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  • 170
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Drifts encounters

It’s been a while since Drift has seen or met anyone from his world. About a year ago he was in the Californian desert, minding his business, when all of a sudden, he got transported to another world. He’s adapted to the change, but once in a while, when things get slow, he remembers his home. He had a good life. Everything was great. He even got his friends to start calling him drift. But then...it happened. Drift has friends on the island, and truthfully, life was great. And then the orb...

3 years ago
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APB Reloaded Covert Encounters

(Setting of San Paro and its major characters are adapted from the game APB:Reloaded) Welcome to San Paro! A crumbling police force and widespread crime epidemic has forced the city's municipality to implement the City Security Act, which allows civilians to bear arms and enforce the law on their own dime. As a new entry to the scene, you're here to get shit done. As an Enforcer, you will essentially be freelance security, working with Praetorian Private Security or the Prentiss Tigers. As a...

2 years ago
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Hot Encounters

You are walking home one night, what a night it was. You didn't drink to much at the party though and no one seemed to be paying attention to you. You look at your watch. "It's only one, damn". You live in a small suburb, by no means a ghetto but in no way like the rich neighborhoods across Cherry Street. You probably shouldn't be walking home alone but what the hell you should be fine right? You stop. You notice the old spooky alley you cross when you get home. What is that? A strange bright...

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