My First Sex free porn video

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My first real sex, that is with other than my right hand, was when i was eighteen. Though my sisters, cousin, and i had been masturbating together since before the previous christmas, our activities hadn’t progressed beyond that point. Mid summer that year was my true initiation with a woman.

I was working my usual job at the feed & grain store in town. It had been in business since before i was born, owned for the last twenty years of so by man and wife who lived outside of town on some acreage. The husband was killed by a drunk driver several years before my seventeenth year. His widow, rose, decided to hold onto the store but sold their acreage after having an apartment constructed in the back loft area of the large, barn like structure which housed the store. Rose was in her late forties at the time, fairly large bodied but not obese, thick thru the waist with large hips and absolutely ponderous tits. Contrary to the styles at the time, she generally wore her hair down rather than “big.” most of the time she was dressed in jeans and either a sweatshirt or western style shirt. The jeans were always tight, not painted on tight, but definitely hugging her form, holding her butt cheeks like two nice globes. I never saw her at work without what must have been an industrial strength, superduty bra on under her shirt. Her tits seemed to counterbalance that butt of hers. While mom had large breasts, rose’s when constrained and supported by her bra seemed to dwarf them by comparison.

One afternoon in late july, i’d put in my usual 7:00 am to 4:00 pm work time humping sacks, bales, and bins around, in, and out and was sitting on the loading dock, more like a large porch on the side of the building, sweating and drinking a coke. Rose had come out there and we were making small talk as i tried unsuccessfully to cool off in the shade. She asked me if i could help her get a new table up to her apartment before i headed home. I saw no problem with that of course so i stood up, tossed my now drained coke can in the trash barrel and said, “sure.” we went inside where she pointed out a small table by the sales counter.

“mr. Harbaugh brought this in today – he built it for me in his woodshop.” she told me. “i’m just not comfortable carrying it up the stairs.”

“no problem.” i told her and checked the heft of it. It was a solidly built, white oak end table and was heavier than it appeared but not too heavy for a eighteen year old dumbshit like me to hoist up and carry. So i picked it up and rose led the way to the stairs along the side of the cavernous interior of the building which provided access to her apartment up in the loft. Up the steps and into the apartment where, for the first time i’d ever seen the interior, i took note of how it was finished. It was done in a kind of rustic style with real wood paneling and burnished pine floors. It was larger than i realized and had large windows on the backside of the building that admitted a lot of light. A window unit type air-conditioner built into the rear wall had it comfortably cool compared to the july temps outside.

Rose pointed out where she wanted the table and after i placed it as directed she asked me if i wanted another coke. I said “sure, thanks.” and she headed into the kitchen, returning with a coke for me and a seven-up for herself.

“sit down, hut. You don’t have to just stand there.” as she motioned toward her couch.

I said, “i’m pretty dirty, rose. I don’t think you want me on your furniture.”

She said, “you’ve earned a sit down.” so i sat down and leaned back against the back of the couch to enjoy the coke. Rose sat opposite me in a chair and began asking about my family, how they were doing, how about my sisters, etc., etc. We sat and chatted as we drank our pops. Before i finished mine, she asked me, “so, do you have a girlfriend yet, hut?”

I just told her, “no, not really.” and it was true. The mutual masturbation sessions with my sisters and cousin had taken the edge off my teenaged lust so i felt little real burning need to find a girlfriend.

She said, “well, that’s too bad. Maybe the right one will come along this coming school year. Your going to the jc this fall, aren’t you?”

“yeah, start in september,” i stood up and told her, “i better get going,” and started toward the door.

As i went out, rose patted me on the shoulder saying, “thanks for the help, hut.”

“no problem,” i replied over my shoulder and headed down the steps to go home.

The next afternoon, around my quitting time, rose approached me and asked, “can you give me another hand up in my place?”

Without a thought, i said “sure,” and she led the way to the stairs.

Up in the apartment, she closed the door behind me and told me, “i’ve seen how you’ve been staring at my chest.”

“uh oh,” i thought, “it’s been that obvious? I’m in trouble now. I’m gonna’ get my ass fired.”

She saw the look of consternation on my face, stepped closer, and said, “oh, it’s ok, hut. You’re not in trouble. I take it as a compliment that a young buck like you is staring at my old body. Here, sit down, i’ll get you a coke,” as she put her hand on my shoulder and nudged me toward the couch. I sat down and she returned with a couple of cokes and sat down next to me on the couch. “you don’t mind if i sit here, do you?” she asked.

I said, “it’s your place. You can sit wherever you want, i guess.” she handed me a coke and began drinking hers. “what did you need help with, rose?” i asked.

“nothing really,” she replied, “i just wanted to let you know that it’s ok that you look at me like that.”

As i felt her hand on my thigh down near my knee, all i could say is, “oh.” she was turned slightly toward me with one of those humongous tits shoved into my right upper arm. I had to switch my coke to my left hand so i could raise it to drink without mauling that tit as i moved my arm. Thinking about that tit on my arm, i could feel my penis beginning to engorge in my jeans.

She moved her hand to my shoulder and said, “you get pretty hot and sweaty out there in this heat, don’t you?” her tit was pressed tighter up against my arm now that she moved her hand up to my shoulders and her arm was out of the way.

I lamely said something like, “uh, yeah,” and took another drag off my coke.

She said, “you know, rob used to like a long soak in the tub after getting so hot and sweaty.” rob was her dearly departed husband, pancaked by the drunk in a big oldsmobile a couple of years prior. “he even like some bubble bath in it. Does that sound like something you might like?”

“i usually take a cool shower to feel better after work,” i replied.

“well, nobody says the bubble bath soak can’t be cooler water,” she said as she pulled me closer with her left arm wrapped around my shoulders and put her right hand on my leg.

Stupidly i asked, “where’s this going, rose?”

She replied, “well, if you want the whole story, rob used to like to soak and have me bathe him when we got home from the store. Would you like something like that?” i could feel my penis getting harder until it was pressing against and constrained by my jeans, preventing it from rising to its desired stance. Rose looked down at my lap and said, “i think you would like it, maybe a lot,” as she let her hand glide up my thigh to the bulge in the crotch of my jeans. “you can’t hide it,” she said. Nudging me off the couch with her arm on my shoulders, she said, “come on. I’ll run you a bath.”

I stood with her and let her lead me down the short hallway to her bathroom. It was fairly large and had a very large bathtub with a shower curtain. It was the size tub we’d call a soaker tub today, but i’d never seen one like it at that time. I said, “large bathtub.”

Rose just said, “yeah.” as she turned on the water to fill the tub. She sat down on the closed toilet, drew me over in front of her, and began to undo my belt and jeans. As she did, i kicked off my sneakers, and she pulled my jeans down to my ankles. I stepped out of them and she picked them up and draped them on the side of the countertop. My boxers were now tented out and she took them by the waistband to pull them down my legs. As my penis popped free of the waistband it was standing fully erect right in front of her face. My penis is of average size, so there’s no bullshit here about my “ten-inch love pole” or any such thing as that, but it was, none the less, fully erect right in front of her. She gave no apparent notice of it as she reached up and lifted my t-shirt hem up to pull it off. I raised my arms to let it slide off as she stood up to pull it over my head. Onto the counter it went then she sat back down, leaned over, and pulled my socks down, one at a time as i raised each foot off the floor. There i was, standing naked in front of my boss in her bathroom. She reached over on the counter and took a bottle and poured some directly under the water flowing into the tub. Bubbles immediately began to brew up and spread across the surface of the water. “this isn’t scented very much, you’ll like it. Into the tub with you,” she said as she nudged me toward the half filled bathtub. I climbed in and sat down in the slowly rising water. “is the temperature ok for you?” she asked. I nodded and she said, “i’ll be right back,” as she left the bathroom.

I laid back in the tub. Inside it now, i could feel how big it really was. I could stretch out it in lengthwise and with my feet touching the faucet end, my shoulders barely reached the other end of it. And it was at least ten inches wider than me at my shoulders. It seemed more like a small pool to me than a bathtub. As i lay there contemplating the tub, my mind off the fact that i was naked in my boss’s bathtub, rose came back into the bathroom. She had changed into a flower print, satin like long sleeve robe, tied at the waist, the wrists loose around her forearms. It was similar to a japanese style kimono and her breasts strained against the fabric above the waist sash, nipples protruding clearly against the flower print. “how’s the water?” she asked.

“feels good,” i replied. The water was about two-thirds of the way up the inside tub wall, covering me completely as i reclined.

“good,” she said, “i knew you’d like it.” she turned off the water and reached for a large, natural sponge hanging on a rack midway between the lower faucet and the showerhead. After dipping it into the bath water, she squirted a liberal amount of liquid bath wash onto it. “here, sit up, hut,” she said. I sat up in the tub and she began scrubbing my shoulders, back, chest, and arms with the sponge. “lift up your leg,” she said. I raised my right leg – the one nearer her – out of the water and she scrubbed my foot, my calf, then began on my thigh. The sleeve of her robed dipped in the water so she stopped, put the sponge down, and rolled it up above her elbow before finishing with the sponge on my right thigh. After i dropped my right leg back into the water i raised my left leg. When she reached across to scrub it, her right sleeve fell down and dipped into the water again. “darn,” she said, dropping the sponge in the water and standing up. She undid the sash of the robe, pulled first one arm out, then the other, letting the robe drop on the floor behind her.

“holy shit!” i thought, “those tits are even bigger than i figured.” they were huge, hanging down to her waist, but with just enough firmness remaining in them that they stood out a ways from her body rather than just flattening out as they sagged.

She must have seen my eyes widen or something because she said, “rob really liked them, too. He never, in over twenty years we were together, ever tired of them.”

I looked away momentarily then looked over the rest of her body. She had a smaller waist than i realized, large hips and heavy but not obese legs. She looked fairly well toned, not flapping rolls of flab or anything like that. Like the hair on her head, her pubic hair was very dark brown, almost black, and was shiny in the light of the bathroom. As she was sitting down on the toilet lid again she asked, “that’s ok, isn’t it? I mean my taking my robe off.”

Almost blathering i said, “sure. I see my mom and sisters naked all the time around the house.”

She said, “stand up.” so i stood in the tub and she proceeded to scrub my butt, testicles, and still erect penis with the rough sponge. When she stopped, i stood there for a moment then sat back down in the water. She asked, “do you mind if i get in with you?” without waiting for a response, she proceeded to climb in and sit down facing away from me. “scrub my back, ok?” i picked up the sponge and began to scrub her shoulders and back with it. When i’d scrubbed down to below the waterline she said, “let me get some more of the bath wash,” as she stood up and leaned over to the cabinet on the other side of the toilet to pick up the bottle. Sitting back down facing me she squirted a fair amount on the sponge and handed it to me. With her sitting, facing me, her feet were on either side of my butt. As she raised her arms up over her head, elbows bent, forearms resting on her head she said, “here, scrub.” i began with her shoulders then upperchest. Her tits were hanging down well into the water and as i began to lightly scrub the front of them, she reached down with both hands and lifted them out of the water, raising them up. I scrubbed them lightly then scrubbed under them and she let them back down into the water before lifing one leg. She put the sole of her foot lightly against my chest and i scrubbed her leg from her foot to the top of her thigh, then we did the same with the other leg.

She then stood up and turned her backside to me. I scrubbed her lower back, butt cheeks and crack, and the tops of her thighs. She turned around to face me. I scrubbed her lower abdomen, pubic hair, and tops of her thighs before she bowed her legs slightly. I scrubbed between her legs and she said something like, “hmmm, thats nice,” before i quit and she sat back down in the water. After she sat down, she scooted toward me so that her legs were on top of mine, her feet reaching behind me as mine did behind her. She touched my chest with the fingertips of both hands before letting them dance softly on my skin down into the water. They lightly brushed my still erect penis and testicles before she grasped my penis in one hand and cupped my testicles with the other. She was squeezing gently and releasing with both hands as she said, “without a girlfriend at your age, you must be playing with this thing fairly regularly, aren’t you? I know boys your age walk around with just about a all the time with a hard-on.”

I admitted “yeah, i guess so,” as she began to stroke my penis lightly. I reached out, first with my right hand then with my left and grasped a tit in each. Lifting them out of the water i looked at them closer than before. She had large, dark aereola and protruding nipples which seemed to harden almost instantly under my touch.

She softly said, “let’s get outa’ here,” and reached behind to open the drain before standing up above me to reach for a towel on the rack next to the tub. As she leaned over me, her wet, matted pubic hair was just about in my face. She had a towel for each of us and handed me one as she climbed out of the tub. She stood there on the bathmat drying as i stood up in the tub and began doing the same. When i had dried down to my knees, i stepped out of the tub next to her and leaned over to finish drying. When i stood back up, she was waiting for me and enveloped me in a tight hug, mashing me into those massive breasts before releasing me, taking my hand and leading me out of the bathroom then across the hall to her bedroom. Turning back the covers she motioned me onto the bed before climbing in next to me. I was on my back and she scooted up above me on my right side until those tits were right in my face. I did the natural thing and began to suck on first one and then the other. She said, “hmmm, that’s nice, hut, but suck more of my nipple into your mouth. Suck the whole thing in and squeeze it with your lips and massage it with your tongue.” i did my best to comply and got a “yeah, that’s better,” from her. After a few minutes, she scooted down next to me and took my left hand and pulled it toward her abdomen. I rolled toward her onto my side and she put my hand right in her damp pubic hair saying, “touch me everywhere, hut.”

Moving my hand lower i searched between her legs. She put her hand on mine and guided my fingers to the lips of her pussy. I felt their moist softness and began to explore with my fingertips. Determining the length of her slot i began to let my fingers slide up and down it’s length. She put her hand on mine again and pressed my fingertips into her pussy a bit. Following her lead i began to probe into its warmth and growing wetness. Remembering those big tits i raised my upper body enough to lean over and try to suck on them. She lifted the one nearer my mouth and held it up while i began to suck it just as she had explained to me. I felt her hips begin to rock a little as she put her hand on my fingers and guided them to her clit. I felt its marble sized firmness and began to play with it with my fingertips. She put her hand on my fingers again and softly said, “around it, hut, up and down its sides, you can squeeze it gently. It doesn’t feel that good when you’re pressing on the top of it.” so i began to circle it with my fingertips, squeezing it gently then releasing it to let my fingertips dance around it some more before repeating the gentle squeezing. She softly said, “oh yeah. That’s it,” as her hips began to rock more, thrusting at my fingertips. She pulled my face to hers and kissed me, tongue probing my mouth for my tongue until we met in the middle and let our tongues play gleefully with each other. I could feel her hips moving faster and more until she began to tremble all over and moan softly, as if to herself.

We were still kissing deeply when she had made her way through her orgasm and i had removed my hand from her pussy. She took it and put it back as she broke off the kiss and said, “just touch me softly for a bit more. It feels good after that.” so we laid there for a few minutes like that, my fingertips lightly caressing her very wet lips.

Rose sat up, pushed me onto my back, and said, “now, for you.” and straddled my legs. She began to stroke my penis with one hand while cupping my testicles in the other. After a few moments of this, she raised herself up and moved up my body while holding my penis before guiding it into her pussy and sitting down on me. I felt the wet warm softness of her pussy envelope my penis. “how does that feel?” she asked, “like you thought it would?”

“i guess. It feels great, i mean.” and it did. She leaned over toward me and lifted one of her tits toward my face while supporting herself with her other arm. I began to suck on her breast and she began to rock her hips on me. I could feel myself rapidly rising toward release before my hips began to thrust involuntarily. Still sucking on her tit i felt my scrotum tighten up and my penis begin pulsing in her pussy. She slowed down her rocking motion as i came then stopped altogether. I said, “sorry i didn’t last any longer than that.”

“oh you were just fine, honey.” she replied as she rolled off of me and used one of our bath towels to wipe both of us off some. We laid there on our backs next to one another for a few minutes before she asked, “was it what you expected it to be, hut?”

I said, “i don’t know what i expected it to be, but it was great as far as i’m concerned,” as i rolled onto my side facing her. With her on her back, those big tits were mounds hanging off each side of her chest, so her right one was up against me. I began to run my fingers lightly around the nipple before asking, “could i suck on them some more?”she said, “of course you can, baby. Here,” as she scooted herself back against the headboard to sit most of the way up on the far side of the bed and patted her lap. I crawled over crossways on the bed and with my head in her lap began to suckle first at one breast, then the other. Rose was running her fingertips through my hair as i sucked. I spent some time enjoying those big tits before i felt her hand on my again erect penis. She asked, “are you ready for more?” i stopped sucking and sat up; she scooted down the bed on her back and raised her legs in the air beckoning me with, “here, honey, right here.” i scrambled over between her legs and into her arms and had no trouble finding her wet pussy with my penis, sliding it right into her hot wetness. I laid down on her and began kissing her as i thrusted my hips, our tongues played together as i continued to thrust in and out of her. Breaking off the kiss, i raised myself on my extended arms and knees and began to thrust faster and harder using my whole body. Rose wrapped her legs loosely around the small of my back and cooed, “that’s it, honey. Fuck rose hard.” i began to hammer her as hard and fast as i could, the mounds of her tits bouncing back and forth in response to each of my pile driving hits. Rose began to say, “oh yeah, oh yeah,” repeatedly and was meeting my thrusts with her own. She suddenly stopped thrusting her hips in rhythm and began to just jerk and tremble. She pulled me down to her with her arms wrapped around me and tried to stick her tongue down my throat as she came, trembling all over. I was still thrusting as best i could and felt myself about to come. Just as i hit top, i planted myself as deeply as i could in her and hung on as i rattled and shook through the best orgasm of my life to that time.

Collapsing on rose, i was breathing hard as she stroked my back softly with both hands. “that was good, hut. You did real well.”

We laid there for some time before i said, “i better get going.”

Rose replied, “yeah, i guess you better. Tomorrow?”

As i got up and wiped myself off with a towel, i said, “sure. If you want to.” i went in the bathroom, found my clothes on the counter, and brought them back into the bedroom to dress. My legs felt weak as i worked to lift them to get them in my boxers and jeans.

Rose got up off the bed, stuffing the other towel between her legs and stood by me as i sat on the edge of the bed tying my sneakers. When i sat up, my face was close to her tits and i leaned over to suck the nipple for a moment before standing up on wobbly legs and kissing her on the lips. “bye bye,” i said.

“bye, honey,” rose replied and i headed down the hallway and out the door of her apartment. I had to hold onto the rail whan i was descending the stairs since my legs felt like they could collapse at any moment and fling me down the rest of the steps.

Out of the store building and into my truck, i headed home. On getting there, i headed straight to my bathroom downstairs to take a shower, lest somebody notice the nice scent of rose’s bubble bath and bath wash on me. I was lying naked on my bed across the hall in my bedroom when i heard mom coming downstairs. She came into my room and asked “long day?”

I said, “yeah, i had to stay a little later than usual.”

She rubbed my damp head before heading back upstairs with, “dinner will be in about an hour.”

I worked the next day as usual until just before my quitting time when susy, the girl who was manning the sales counter called to me and said, “hut, rose asked if you could bring these up to her. She’s upstairs.” she handed me a folder with about an inch of papers stacked in it and i headed for the stairs. When i knocked on rose’s door she answered it in her robe.

“i’ve already drawn our bath, hut. Come on in.” she said. She took the file from me and laid it on the couch as she led me to the bathroom. I began to undress as she slipped her robe off and let it fall to the floor. She climbed in the tub ahead of me and sat in the water watching me finish undress. I climbed in and rose invited me close by pulling me by my shoulders. I scooted to her until her legs were wrapped around me on top of my legs wrapped around her. She reached in the water to stroke my rapidly engorging penis and testicles.

We washed each other pretty much like the afternoon before except when we were done, i reclined on my back and she laid down on top of me, those big tits squashed up against my chest and spilling out on either side. We laid like that for a while, kissing and me stroking her back. When we decided to get out, our skin was beginning to prune up.

In the bedroom, i laid down on the bed, covers pulled back, followed by rose scooting over against me on her side. I turned toward her to kiss her and play with her tits, them lying sideways in a huge doublestack. After a while of tongue gymnastics and titty play, she raised up, pushed me on my back, leaned over me and began kissing my chest and skating her tongue around on it. She worked her way down to my abdomen, came back up and kissed me on the lips again, probing for my tongue before drifting back down to my abdomen and then to my thighs. Working up from my thighs i felt her mouth on my testicles and her hand on my penis just before feeling her lift my penis and take most of it in her mouth. She began to scoot herself around until she was head down sucking on my penis and her thighs were near my head.

She kind of rolled on top of me with her knees on each side of my head and i was staring into her pussy at point blank range. I brought my hands up and began to explore it with my fingertips, able to see exactly what i was doing from this angle. I was able to see how much her lips protruded and even see the slight bulge of her clit when i separated her lips there. Lifting my head slightly i ran my nose closer and smelled the scent of the bubble bath and bath wash. I began to lick her lips from front to back and rose responded by lowering her body until she was basically grinding it into my mouth. I continued to lick her lips, circling and began to probe with my tongue. She responded with faster stroking of her mouth on my penis and a hand tickling my testicles. Searching out i found her clit with my tongue and circled it over and over, my tongue dancing around it. Reaching with my lips i was able to draw it between them and begin sucking it gently. I heard rose’s “hmmmm,” as she continued to suck and lick my penis. I could feel her head bobbing up and down on me as she stroked. Feeling wetness running down my chin and cheeks, i continued to suck on her clit, interspersed with running some laps around her lips and probing as deeply as i could with my tongue.

I could feel her hips beginning to rock, grinding herself into my mouth more and more until she began to shake through an orgasm. Once through the climax, she began to really work on my penis as i continued to lick her gently. I could feel myself rising toward my own orgasm, my hips began to thrust, thrusting my penis in and out of her mouth as i got closer and closer. Feeling myself about to cum, i stop thrusting as i began to shake through it. I could hear rose making slurping and swallowing noises as she milked me dry.

She turned around to lie next to me. I said, “that was great.”

Her hand was on my fading erection as she said, “you liked that, did you?”

“oh yeah.”

She climbed off the bed saying, “i’ll get us a couple of cokes,” as she left the bedroom. She came back shortly with two cans. As she came through the doorway, those big tits really caught my attention and i felt myself beginning to engorge again. She sat down on the bed and leaned up against the headboard as she handed me my coke. I reached out with my free hand to fondle her tits as she sat there. “you really do like these things, don’t you? Do you want to suck on them some more?”

I quickly put my coke down on the bedside table and scrambled over to lie down with my head on her thigh and a nipple in my mouth. Drawing as much of her tit into my mouth as i could, i began to squeeze the nipple up against the roof of my mouth with my tongue as i closed my lips on the aereola to squeeze it gently. I laid there happily sucking her tit while she drank her coke and stroked my penis slowly and gently with her free hand. When she was done with the coke, i heard her put the empty can down on the bedside table on her side of the bed and turn loose of my penis. “come here.” she said. I sat up and she scooted down the bed to lie flat and raise her knees and arms up to welcome me. I quickly scampered over between her legs and she immediately had my penis in her hand guiding it to her pussy. Supporting myself on my knees and hands, i began to thrust then increased my speed and force until i was really hammering her good. Those tit mounds were jumping back and forth with each impact as she wrapped her legs loosely around my lower back and ran her fingertips up and down my chest and abdomen. This time i was doing a lot better than the previous afternoon at lasting before cumming and i continued to hammer her until she tightened her legs around me and hugged me down to her with her arms. As she reached up and pulled me down, her arms being up lifted her tits some, making the mounds squeeze in and up, and i landed in them as she hugged me close. “let me get on top.” she said as she loosened her grip on me. I rolled off of her onto my back, my erect penis lying wetly on my abdomen.

She raised herself up and straddled me, guiding my penis as she impaled herself on it then leaned over to put those tits right in my face. I reached up with both hands to grab both tits as she began to slam her hips on me front to back, front to back. She was hammering me like i hammered her. Lifting her left tit to my mouth i began the same sucking action on it as before except that the movement of her body made it kind of jump in my mouth. I had switched back and forth between her tits several times when she began to cum, her hip movements getting a little more erratic. She began to tremble and shake while moaning softly in time with her movements. When she finished with a sigh she stopped moving and just sat there with her eyes shut. Opening her eyes she looked at me and smiled then began to move her hips again, more gently than before. She continued gently like that until i was near orgasm. My hips began to thrust and she stopped her movement and raised herself up some on her knees. I began to thrust into her as hard as could while holding onto her hips. It wasn’t long before i began to cum and planted myself into her as deep as i could. She lowered herself, pushing my hips back down as i worked my way through my orgasm. When i relaxed she laid down on me and kissed me. We laid there kissing as i felt wetness running down my testicles.

We spent several afternoons a week for the rest of the summer in such play and rose taught me a lot about how to please a woman, how to make her the center of the world when making love with her. I think back often to my times with her and, not infrequently, she will flash through my mind when i’m making love, even to this day.

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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...

4 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...

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....

2 years 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...

2 years ago
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Our final encounter Me and my transsexual

Me and this girl nikole have been talking for months now. We haven’t seen each other since our 2nd encounter together. At this point I was fully on board for the thought of tucking transsexuals. Nikole was so damn beautiful I couldn’t stand it! But I was beginning to wonder if we’d ever seal the deal. Every time I thought about her naked body, my dick would get so rock hard. I’d say dream about her at almost every possible second. I’ve masterbates to her nudes and even showed her the gooey...

1 year ago
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war of the sexes

WAR OF THE SEXESThis is a work of fiction. It is a humorous take on the age old rivalry between the sexes and to the debate as to which is the stronger sex. The male sex organ i.e. the penis or the FEMALE sex organ, that is the VAGINA. I have given life to the sexual organ of the male and the FEMALE and in this war of words, the genitals argue out amongst themselves as to who is the stronger of the two. It’s an all out war between the penis and the VAGINA. Although this is a work of fiction,...

2 years ago
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Discovering Mom8217s Sexcapades

Hai, this is Agil, I’m a big fan of ISS. I love to read the cheating moms and wives stories. Also I love the incest and gangbangs. I appreciate all the writers in here for giving us the ultimate pleasures of our dreams. They are the inspiration to the new writers like me. I’m not a good writer, actually this is my first try. I hope all ISS readers will forgive my mistakes. Now about the story. This is a fiction story that made up through my imagination. You can understand while reading it. Ok...

1 year ago
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His teacher The transsexual

A really nice story from another web page! EnjoyGreg was late for class. He ran through the hallways. They were very particular about being punctual here. His health teacher especially. She was very focused on such things. Greg had been late twice this week. He couldn't help that his car kept breaking down. Ms. Sin was a real hardass and didn't accept excuses. Greg had only started his last year of high school here after his eighteenth birthday a few months ago. He was worried about the...

1 year ago
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Battle of the Sexes

Battle of the SexesAngi and Mike Dawes trudged up the dirt path, eyes hopeful for the first time in days as they eyed the faint structure in the distance. From this far away, they couldn’t tell what it was, exactly, but any kind of structure - any shelter from the rain - was more than welcome. It had been nearly a week now since they’d last slept in a bed, safe from the elements. That felt like a lifetime ago to the weary couple – Mike especially. ‘How far do you think?’ Angi gasped out, bone...

3 years ago
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First Bisex

I had always felt comfortable when around other guys. Secure in my sexuality, I knew I was only into women. Confident with my body and size, I had never been embarrassed in the locker room or when changing around guys. I kept myself in good shape: decent six-pack abs, toned arms ... and a 7" cock with just the right amount of girth. I kept my pubes shaved close to make it look even bigger. So it almost goes without saying that moving into the guy's dorm, at the start of my freshman year of...

2 years ago
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First EncounterHardcore SEXXX

First Date ... Amazing SEX!!!After 2 weeks of chatting, we finally decided to meet. From the pictures she looked gorgeous and so she was. I went to pick her up from her place and I parked just around the corner. When she came out, I realised that she was way taller than me around a foot taller at least but that didn’t bother me. She was wearing a nice red shirt and torn jeans. Her walk was special. She had this cute ‘giggly’ ass, I am suspecting due to her long legs. We chatted incessantly...

1 year ago
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First time Bisex

Well here it goes. My wife and me have a great sex life. we fuck each other almost every day sometimes multiple times. i have always been i guess you can say "curious." i have always wanted to ask her to do other stuff but have been nervous that she would freak out and be mad at me. so one night i finally gained enough courage. while having sex and fooling around i put her hand on my ass. she stopped and asked what i was doing? I said i have wanted to see how it fell if you play with my ass as...

Bisexual
2 years ago
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first bisex

This is real and takes place when i was married to my first wife she was seven years older than I was,she really knew her way around a cock. I friend of ours had stopped by to see us he usally came by ever once and awhile. My wife and I had been drinking already. We were pretty lossened upshe was wearing tight jeans and a tee and bra. she was a 5'4" redheaded stick of TNT 38 d tits cute ass. Right before marring her she had told me she was bi i had watched her with her best friend a knockout...

3 years ago
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mandatory bisexuality

Gang activity was common and most were afraid to leave their houses at night. The city council and PTA, eager to reverse the rising trend in crime and v******e developed a plan to build common ground between young men, instill a sense of humility and encourage bonding; mandatory bisexuality.Mandatory after school meetings were immediately implemented for all senior males. Age requirements for entering school were reconfigured for legality purposes requiring seniors to be 18 years or older....

3 years ago
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myfirst experience

She is disable and lived in her room and cannot move. My aunt also live in same village but at some distance on the other side of the village.She has four daughter's and uncle was died when the her youngest daughter(sadia) was 3 years old.Since then she was taking care of them.Her daughter's name were summaya(1st),sidra(2nd),nuvera(3rd) & sadia.Nuvera lives with grandma and take care of her. She was 17(now 19) at that time and is the prettiest in her sisters with 5'4'' tall, long black...

1 year ago
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FirstBGG

First BGG! It will come as no shock to my readers that I love fucking pussy. It's one of the few things that I enjoy more than masturbating. I know you guys can't empathize, but the feeling of a tight pussy sliding up and down on your cock is incredible. There's nothing like it. I only wish you could experience the joy I feel every day, just once.Better Than Pussy?But hold on one god damn minute. Believe it or not, there is something I love even more than fucking pussy: fucking two pussies at...

Premium Gangbang Porn Sites
3 years ago
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First Time By Transsexual

When I was 21, I spent a summer in a southern city doing a service project. I was engaged to a girl and excited about marriage, but I was also extremely curious about the male body. I was one of those k**s that masturbated constantly, and almost always about sex with a man or a transsexual. The summer before my senior year, I was down in this southern city living completely on my own for the first time. Since I was doing a service project, I only got one night a week off. I wasn't sure what to...

1 year ago
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Random Sexiness

Reddit Random Sexiness, aka r/RandomSexiness! Have you ever seen a random chick and just went, “Damn, she’s fucking hot!”… I am sure we all have. Well, as I have said many times before, Reddit has a section for everything and everyone, and r/randomsexiness/ is a place for just that. You have random images of sexy girls, in a variety of scenarios and a lot of random crap all around.I’d say that this is a specific niche, but it really ain’t. As long as you enjoy looking at cute and sexy...

Reddit NSFW List
2 years ago
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Sexting

“Thank you Grace.” I thanked him back and wished him a good day. With his departure, a smile broke across my face. Our deal concluded, the man would be moving into his new home within a few days. My name is Grace and contrary to my job as a real estate agent, I’m actually an introvert that posses good communication skills. Type of person that stays to herself so much that she has never had a relationship with another person besides her son. Actually he was the reason why I hadn’t....

4 years ago
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Episode 139 Sexting

A text arrived from an unknown number, it just said: is that David?Probably a hoax, but I replied anyway: sure who is this?There was a long pause, then: it's me nat - I've got a new playmate - she’s got red hairMe: is her name Justine?Nat: yeah - shes really funny - she stayed all weekend - I heard daddy making love to herMe: and did nic and mummy tie her to the bed and smack her bottom? Nat: yeah - and how did u know they had no clothes on either?Me: lucky guess - she’s called a submissiveNat:...

3 years ago
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Quarantine Blues and Sexting

For obvious reasons the start of 2020 is proving to be a real kick in the teeth.Yet through all this chaos a friendship I made online has evolved somewhat. Backing up a little... For a couple of years I'd been talking to a girl online, she'd sent photos but nothing totally concrete proving she was who she said she was. She had always ducked out of video calling or meeting in real life. So naturally my brains often assumed she was a Catfish, I mean all the logical evidence was there. But that...

3 years ago
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A Touch Lead To Sexting

Hi guys, this is the story about my last function. I intentionally touched the private parts of my cousin’s wife. So now without wasting the time let me narrate how and what happened. Let’s start with sexting- Manpreet- Hi! Me- Hey hi, how are you? Manpreet- I am good and what about you? BTW, I want to ask something. Me- Me, good too, yes tell me what you want to ask. Manpreet- The other day on function your hands were not in the right place. Me- Sorry, I didn’t get you. Manpreet- Oh really?...

2 years ago
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Firsts

Dedicated to a lovely young lady that would have graduated in 1960 with a first initial of "J" First and most important, this is a totally true story. Because it is true, there is little sex and what there is, has not been embellished to the best of my knowledge. One almost always remembers their "Firsts." Their first kiss, first date, first love, first sex and first crush. This is a story of all the above and more. I have always been a shy person. All through my freshman and sophomore...

2 years ago
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Aunty or Ushke Behan Ke Sath Sexs

Hi friends I am ajayI am here again to narrate my incomplete story-AUNTY AUR UNKE BEHAN KE SATH,hope you have red it. To dosto again in brief nidhi aunty ki behan hai,uncle kuch dino ke liye city se bahar training ke liye gaye hue hai,aunty aur unki behan ghar par akeli hai and I am 19 yrs ashwin living next door to them.Aunty ka fig. 32-28-34 aur nidhi ka 34-30-36(inke bare me already apni purani story me bata chukka hoon). Us din hum dopahar ke 1 baje uthe aur bathroom me chale gaye aur jaldi...

2 years ago
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Mom and I Get Black Sexed

Mom and I Get Black SexedStory about a sissy pussyboy and his mother who get abused and fucked by a pair of nigger bucks.I had just turned 18 that spring when Mother suggested we take a trip to New York City after school let out for the summer. She had been there while she was pregnant with me when my father was in the Army Air force and was stationed near there and had always wanted to go back for another visit. I had grown up in Chattanooga and had never been out of the South so I thought it...

4 years ago
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The Training of a Transsexual

THE TRAINING OF A TRANSSEXUAL?PART I                                                                        BY MISS PISS        Don’t call me Steven. My name is Stella. I’ve known all my life that in this male Caucasian body, I was all woman. Luckily, I was born with features feminine enough to pull off my true sex. I look like my mother. She was the most attractive woman in my neighborhood, and, without a doubt, a MILF. She had bright blue eyes that are inviting but piercing at the same time....

2 years ago
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Battle of The Sexes

Nothing gives me a sexual high as great as the one I get when I am competing against people, whether men or women. This may sound strange, especially coming from a man. Not just any man. I’m a six-foot-two, broad-shouldered, heavily muscled Black stud. I’m the kind of guy who doesn’t take crap from anybody and I don’t mind showing people what I’ve got. I’ve always been that way. I don’t take bull from any man or woman. It’s just not my style. I’d rather get locked up than let someone mess with...

2 years ago
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Alien Invasion the Battle of the Sexes

The sentient life form tried to get her bearings as she came to a screeching halt at the edge of the large pool of liquid mass. They had told her in indoctrination that the dominant Planet life forms referred to it as an Ocean. Apparently, most of the surface of this sub-category 3 World was covered by the liquid goo teeming with variant life forms dissimilar to the dominant land based one. Ann2734 was a descendent of the original Ann of unknown species who had landed on her world some 54,000...

2 years ago
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Mere Cousin Arpita 8211 Sexo

Hi friends, main aap sab se apni story share karne jaa raha hun sabse pahle main apna intro de deta hun mera naam rahul hai aur main up k ek jile ka rahne wala hun mera fig.fit body hai mere land ka size 6.5 hai….. apko mujhe mail karna ho to is mail id pe main milunga apke mail ka main wait karunga… Ab jyada time naa lete hue main story pe aata hun meri ek door ki relative mein arpita naam ki sister thi uske ghar mera aana jaana bahut kam hota tha… Arpita k baare mein bata dun wo real mein...

4 years ago
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Sleep sexing

I am Mr. Sex Maniac (real name concealed). Let me not create boredom by giving detailed introductions about myself. I know the purpose why you have opened this story. Let me talk it out straight. This incident happened when I was around 25 years. I was working at an MNC where I met one extra-ordinary and extremely good-looking girl called Sridevi aged 27. We were working in the same department and hence got introduced to each other. She got transferred from our Mumbai branch to Chennai branch....

3 years ago
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a straight heterosexual

I am white male 45+ and have always been a straight heterosexual in my life. I have been divorced two times and it was after my last divorce I knew being with women was not working out and not in my future. I always knew my dick was small and not even average for a white male. When hard it only grows to 5 inches; my last wife Roen called it my Dicklit, she said your Penis is bigger then a Clit, but it’s to small to be a dick, and no way is it near being a Cock. (Then she left me for...

4 years ago
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My first Transexual

Back in the mid-1980s, I was newly divorced, beginning to explore my bisexual interests, and very, very horny. I had seen some TV film loops in adult bookstores (usually while getting my cock sucked through a gloryhole), had bought and enjoyed TV stroke books, and had done a little crossdressing in panties. I loved the silky feel, and enjoyed fucking my ass with a small dildo while watching TV porn videos in my living room. I was on a business trip to San Jose CA, just down the road from...

2 years ago
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Fooled Into Love by a Beautiful Transexual

A fictional, steamy love story about a Man’s first experience with a Shemale... a real take charge kinda girl!Maria Lopez was an absolutely stunning 23 yr old Puerto Rican Goddess. I remember the first time I laid eyes on her, bent over inside her hatchback Toyota, pulling out a hanging fern plant to carry inside the duplex. My duplex! This stunning little thang was going to be my new neighbor? Holy Crap!! Damn! Look at that ass! She wore tight jeans, knee high suede leather, high heeled boots,...

1 year ago
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How I became a Transexual

I was driving a different way home after work and noticed a kind of sleazy looking sex shop. Not really wanting to go home yet, I decided to stop, it had been awhile since I'd had sex and was horny. I went in and was browsing around the movies section when I noticed there were doors in the back. I went in and opened one up and saw that there was a screen on the back wall and small seat. I went up to the front counter and asked the older gentleman behind the counter how it worked. I paid him and...

She Males
1 year ago
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Jack Jill his first time with a transexual

Jack and Jill meet It was when I went to the patio to enjoy a cigar after dinner that we met. On the road for business, I found a decent bar and grill near my hotel where I was welcome to enjoy a fine smoke. I had dinner and then moved outside for a relaxing smoke in the cool weather. I lighted a Churchill-sized stick and after a few minutes of solitude, an exotic looking brunette spoke from just behind and to the side of me. “I love the smell of a fine cigar,” she said in a sultry voice that...

She Males
3 years ago
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A different kind of cybersex

A futurist IT scientist geek friend of mine, Obi-Wan, installed his latest test invention on my laptop at home. It worked with the on-board camera, lots of extra GHz’s and a chat room buddy on the other side. The details were still very sketchy and he warned me to be careful where and how I used it. It would put me in serious danger if I wasn’t careful. He showed me how to operate it and how to get back. I should always have the small gadget on my person for it to work. “Oh, yes,” he said....

3 years ago
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wild cybersex

You: how r u?Stranger: good and you??You: im fine thanksStranger: welcomeYou: asl?Stranger: 19 f new yorkYou: 22/m/montrealStranger: coolYou: what do you look like?Stranger: i am 5'5" thin black hair blue eyes siz D bra you??You: im 6f1 145 lbs blue/green/gray eyes brown hair slim athletic fit 6 pack a a thick 8 incher ;)Stranger: nice :)You: you sound hot too :)Stranger: thanksYou: what r u wearing babeStranger: i am wearing a cute zebra print halter top with a short black skirt and high heels...

3 years ago
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Cybersex

i would love to be sitting on ur knee right now...all im wearing is a black bra and knickers n im playing with my tits, rubbing my nipples and making them really hard... im moving my hand down over my stomach and down ....ive slipped my hand inside my knickers........... ,my pussy is nice and wet n im slowly rubbing my clit thinking about ur hard cock. i want u right here right now i want ur hard cock in my mouth n i want ur hands on my body feeling ur way and exploring EVERY part of me .........

2 years ago
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Alyssas sexperiment

Another hand gave him a needle filled with a liquid. He slid the needle deep into her breast through her nipple. She screamed as the liquid spread fire through her breast. Then he repeated the process on her other breast. She whimpered as he was handed a third syringe that entered her vagina through her clit. Then he inserted a fourth syringe into her anus. Her whole body burned as she screamed in agony but thankfully it did not last long. She watched as he pinched each nipple and it squirted...

3 years ago
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Suzys sexcapade

1 Suzy got home from work tired and bored from another mundane day at work. Bill was sitting in his chair smoking a cigarette as usual, doing nothing. Going to the bedroom to change Suzy couldn’t help but wonder how things had gotten so far off track in her life. Suzy had a job that paid well but was basically boring, and giving her no challenge at all. A husband that sat at home doing nothing but smoke up the house and spending what she earned. He didn’t even have an interest in sex; it had...

1 year ago
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my young sexperiences

Everything that follows is a true account of what happened although I have changed the names of those involved. It was 1983 and I was 4 years old. My mothers sister had just got married for the second time and was on honeymoon. While she was away the youngest two of her five children stayed with us. James who was 8 and Natasha who was 11. My name is Gary and I shared a room with my younger brother Peter who was only 1.My older brother Malc had his own room next to ours, he was 7. It...

2 years ago
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DV8 The formula for sucksex

Hopefully you enjoy them both. Because there are some strange people out there I must put in this reminder – this is fantasy, do not take this as reality. In reality people want to be treated with respect and dignity, do not abuse or take advantage of people – play nice. A brief background: Dr. Jack Kylle is 42 years old and works at Janus Pharmaceutical. He is the grandson of Dr. Henry Jeykll, his father had the family name changed because of the stigma placed on it. Jack has a...

3 years ago
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The Vamporient Sexpress

The year was 1956, the place, Istanbul, and the time was about four in the afternoon. The scene was the most extraordinary one I could possibly imagine. I knew I was different from other people but to what extent, I had no idea. British by birth, I’d grown up in a small village in Middlesex West London and had since travelled the world. At the age of 35 I thought I’d seen everything under the sun, from the high Masai planes of Kenya to the Niagara Falls; from the Whirling Dervishes in Turkey as...

2 years ago
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I built my own sextoy

I am so excited that I don’t know how much longer I can wait. Her mother ran off with some guy when Mary was two. I’ve raised her by myself. At age 14, she has turned out just the way I intended. I have spent the last 12 years training her and molding her into the perfect little sex toy. I home-schooled her so that there would be no outside influences and taught her to obey me and how to please a man. It was about 10 years ago when I stumbled across a website devoted...

3 years ago
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Lynns Next Sexcapade

"Really, you're not upset about my being so slutty or wanting to have sex with a dog. "My reply was "No, I get hard just thinking about you with a dog or fucking a group of young boys." "Didn't you say something about a Gloryhole, last night?" "Yes." "What's that?" I explained that at the adult bookstores they have movie booths and in the walls there are holes that go thru to other booths and guys will stick their cocks thru hoping for a hand job or blow...

3 years ago
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SadrinaTeenage SexSlave

Here's what happened: I was walking home from my friend Stacey's house. We were on Summer vacation. It was on Wednesday, September 22nd to be exact – almost one year ago today. I'll never forget that date. It was pretty hot that day, so Stacey offered to give me ride home. But I decided to walk since she only lives a few blocks away. It was about 1:00 p.m. I would have stayed later, but I promised my Mom I'd be home early. We were going to drive out to my Aunt and Uncle's house that...

4 years ago
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A Hidden Room at Motel SextyNiner

Rose kneels down to kiss her sleeping lover on the forehead and to her surprise she saw it was someone else! Oh dear … she thinks … looks around the room finds a pair of pants tossed in the chair in the corner. Her curiosity got the best of her she rummages the pockets looking for an ID. There she found only a membership card for XnXX with a name imprinted on it, Andy. Huh, she thinks, I know this place I must teach Andy a lesson for sneaking into my secret room then she returns back to the...

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