My Stepsister Took My Virginity free porn video

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My step sister took my virginity. And I took hers. And this is how it came about.

Sherry was 20 and in junior college, I was 18 and a senior. [We were of age.] Sherry was in the band and had started dating the clarinetist sitting next to her, a nice, gangly boy, Joseph, both very innocent and virtuous, not far along in dating, kissing and cuddling, waiting for the other to advance to second base. Sherry was about 5’ 4”, plain, straight brown hair, a little thick waisted, modest tits, not much hips, not a movie star or stripper material but wholesome. I mean, nobody really thinks their sister is all that hot. We mainly ignored each other, it annoyed her I would once again be at the same school with her the next year. She had her driver’s license, I did not, and she was truly annoyed when my parents told her to go pick me up from football practice.

I was an honor student, football player, saxophonist in the band, a good number of friends, no girlfriend. I was shy, like my sister, not overly attractive, big – about 6’ and 240 lbs. though more big boned than fat. I had, though, discovered masturbation and practiced it with far greater enthusiasm than either my horn or football. I had also found my father had a Playboy magazine in his underwear drawer along with a partial box of condoms. Maybe my parents had decided they had enough c***dren. Anyway, those were the days before Penthouse began to show pubic hair and later vaginas. A lot was left to the imagination, but certainly enough to inspire a 9th grade boy to fantasize about pussy and getting laid. On the other hand, Playgirl was some time in the future and porn generally was quite difficult for small town k**s to get their hands on. Many elements about genitalia were mysterious, both ways, other than seeing farm a****l parts and our local pets. And you know, those were really not that helpful. It never made me want to go fuck a heifer.

Saturday night in January, our parents were out to a bridge party, would be gone until about 11 pm, Sherry and I were home together watching a television movie, Sherry on the sofa, I was in an upholstered armchair, Annette Funicello on TV in a bikini. My sister pointed at my sweatpants and said, “I can see your boner!” I turned to the side to hide my erection and blushed. Sherry said, “Take it out, can I see it?” Hell, no! “Look, I have seen your dick when you came out of the shower and left the bathroom door open. Let me see it, please. Nobody needs to know.” Hell, no! “What if I let you see my boobs?” Hey, Sherry, I am not sure boobs are a fair trade. And I have seen your tits anyway! “And when was that?” Oops, should I tell her about looking in her bedroom window from outside, and I probably should not tell her my friend, Don, was there, too.

Look, Sherry, if you want to make a fair trade, I get to look at your pussy. By the way, by now I had no erection at all, but telling her that, now that my interest in seeing a pussy was truly sparked, seemed like it would diminish my cock’s trade value. None of my friends had probably seen a vagina or even a picture of a vagina, unless maybe they spied on their mother, and even then, as I was to later learn, her twat would be pretty much hidden deep in her pubic triangle.

Sherry conceded, “Okay, we both take our clothes off together, and then we take our underwear off at the same time. But you stay over there!” Oh no, my erection is back! And for my step sister, Ugh! And in about a minute, my step sister and I dropped our underwear to our knees, my cock sticking straight out at her, but I could see nothing but a triangle of hair, and I still don’t know what a pussy looks like! Is it just a round hole or what?

Sherry, show me your pussy! You promised. “I am showing you my pussy! I took my pants down just like you did!” Well, my dick is where you can see it. All I see is hair, this is not fair! “Too bad, I took my pants down like you wanted.” Sherry, I just want to see it, I just want to see a real pussy, c’mon, please? “I guess so. But I am going to have to lay down.” She sat on the sofa and then laid back, lifting her knees and spreading her thighs apart. And then I saw it, a vertical smile below the hair, a closed up pussy, not a lot of detail to see. And then she snapped her legs back together, stood up and pulled up her panties and jeans. I was still stunned, standing there, my erection quite hard and now a drip or so of precum my sister saw. “You came! Don’t come near me!” Well, not exactly, but the adventure of the night was over.
Monthly bridge night again, this time I wore just my sweats, thinking maybe something might happen, and Sherry would show me her pussy again. Surprise, I got an erection just thinking of that. Sherry said, “Whoa, look at your boner!” but this time I did not blush and I did not turn aside. I kind of poked it out. Wanna see it again? “Well, maybe,” You have to show me yours! And I got up, dropped my sweatpants altogether, and walked over to the sofa. I wanted to see her pussy closer up than before.

Standing in front of my step sister with my cock straight out, Sherry slowly reach out and put her thumb and forefinger around my cock. I didn’t move. “I wanted to see what it feels like”, she said. Okay. And she put her right hand around my cock. I thought I might come, and then she took her left hand and reached out and cupped my testicles in her left. I jerked a bit, my cock jumping out of her hand, and then she took it again. Don’t rub it, Sherry. I get to touch your pussy now. And here was the thing. She dropped her clothes, laid back on the couch, spread her thighs, and used her left hand to part her pubic hair and two fingers to open her twat and still kept her right hand on my cock.

I laid down on the sofa against Sherry and I reached over and put my index finger into a very wet, slippery pussy that felt a lot like a raw oyster when you rub the meat in your fingers. And the smell, I could not characterize, certainly not bad, but not profound, yet mesmerizing. Sherry moaned and grabbed my cock harder, and I moved another finger into her vagina, both of us breathing hard. Sherry, uh, have you done it before? “No, have you?” No, this is the first time I have ever touched a pussy. Wow, you are great!

And then she said it: “Do you want to practice? Practice fucking, I mean?” I could not breathe; this would be i****t! Do you? Well, Joseph wants to, and I don’t really know how, so maybe, yes, just this once, not really fucking, just to learn how, practice fucking.” Well, if it is just practice fucking, it must not be i****t anyway. “But you can’t get me pregnant!” Don’t worry, I will be right back. Moving rapidly to my Dad’s sock drawer, checking the condom box, um, six, he probably won’t miss one.

I was back, Sherry still on her back, and I opened the wrapper and took out the condom. Interesting, I had not seen one before, I guess you roll it on. And hard as I was, this was no problem. But Sherry said, “Not here. Let’s go to my bedroom”. Sherry fully undressed and laid down on her bed, legs spread, reached out, took my cock and pulled me between her legs and the tip of my sheathed penis against the opening of her pussy. “Be careful and don’t stick me! I will pull you in.” And she did, we were laying face to face, and it took a while but she had my whole dick in her pussy. And it was instinctual, I started to stroke, pulling part way back out and then pushing in again. I did that about three times, and then, uh oh, I came. “What happened?: I blew my load. “Oh no, I thought you would pull out. I thought you knew that. Shit, shit, shit. Did the rubber break?” Uh, no, it’s all in here. I’m sorry I came. It just felt so good. Sherry, I never knew pussy could feel like that. “Go get rid of that condom, and make sure it flushes down the toilet the whole way.” And then the best news: “Go get another one. You maybe got some practice, but I really did not get much. So, we need to do this again.”

I got hard again as I flushed one condom and opened another. Sherry was still on the bed, sitting up, and she said she wanted to put the condom on my cock. It did not take her long to master that, and then she pulled me down by my cock back into her pussy. We started fucking again, and Sherry started to push her hips against my groin. I was lasting better this time and Sherry seemed more comfortable, too. I didn’t know I had broken her hymen (really, I didn’t know what a hymen was though Sherry later told me I had broken her “cherry”). We stayed face to face, missionary, and we even began to kiss. It was at this point Sherry began to make noises and to thrust more quickly, she broke from our kiss, shook and make a gasping noise. Sherry, are you all right? “Shut up and fuck!” Well, I shut up, and a moment later, I blew my load into Sherry’s twat, well, into that condom. I pulled out and we lay side by side in Sherry’s bed for about five minutes, not talking. Then Sherry said, “Okay, we did that. But we can’t do it again. I just needed to learn how to fuck.” Yeah, I think so, too.

But, you know, it turned out there were many things we did not know that required practice – fellatio, cunnilingus, rimming, milking, g spots, fingering, hand jobs. Maybe practice didn’t make perfect, but it sure made having a step sister a lot more interesting.

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Lovely and warm greetings to all of you. So, what’s going on with all of you? I hope all of your hopes are fulfilled. This is a continuation of my story. Please read the previous parts to enjoy the story. Here I continue about my wife’s anal virginity. With that incident, our whole life took a U-turn. Now I used to kiss her, hold her and do everything that a loving husband must do to their wife without fear of getting caught. Her daughter always smiled, watching me flirt with her mom or kiss...

4 years ago
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The Sex Games Round 1 Losing My Virginity

The Games are a yearly event where five randomly selected eighteen-year-olds are required to compete for survival. The theme varies from year to year, but the conclusion of the Games forever constant. One player remains alive, the others having failed to prove themselves worthy. The fate of this final contestant rests in the hands of the masses. If they acted with noble intent and provided worthy entertainment, they are crowned victor. If not, they are banished to the outerland, a fate far...

1 year ago
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Sorcha And Megan Join Our Staff And Lose Their Virginity

I’d met Sorcha and Megan seven months before the events of this story took place. They were introduced to me as two Irish runaways, by a client that I was seeing on the south coast. I met them on what was a scorching day for England, with temperatures hitting thirty centigrade. With our meeting and business completed, the girls took me to a local naturist beach and, inevitably, we ended having sex. Seven months later, as I stood on the platform, waiting for their train to arrive, the weather...

Office Sex
4 years ago
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Helped My ISS Fan To Lose Her Virginity

Frankly speaking, this is my fourth sexstory and I write only real stories.This is the story where I will tell you how helped my iss fan to loose her virginity. Feedbacks should be submitted on ””. Hi friends …. It’s me, Kannan. As promised I’m back with my new story, titled “Helped my iss fan to lose her virginity”. Firstly I would thank all my readers for their overwhelming love, response and precious comments which encouraged me to write my new story. And I would apologize for the delay....

Incest
3 years ago
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Gym Disaster 8211 Part1 Virginity

Myself Preeti Manesh, I’m 19 and a half years old, who has just lost her virginity. I have 34 sized breasts, chubby cheeks, thick thighs, thick butts, pink lips, and dimples on cheeks. My boobs are spongy and build a dangerous curve in my bra and tight clothes. My waist size is 32, but due to the thickness of my thighs. My butts are heavy, as well as calves and legs. I have a slight wheatish complexion with thick and delicious-looking lips with bubbly cheeks. Overall my stat looks like South...

2 years ago
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Gym Disaster 8211 Part1 Virginity

Myself Preeti Manesh, I’m 19 and a half years old, who has just lost her virginity. I have 34 sized breasts, chubby cheeks, thick thighs, thick butts, pink lips, and dimples on cheeks. My boobs are spongy and build a dangerous curve in my bra and tight clothes. My waist size is 32, but due to the thickness of my thighs. My butts are heavy, as well as calves and legs. I have a slight wheatish complexion with thick and delicious-looking lips with bubbly cheeks. Overall my stat looks like South...

2 years ago
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How An Old Man Took My Virginity

I’m Madiha . I want to share the experience of how I lost my virginity in one of the most unlikely circumstances.English is not my first language,so please forgive me for any grammatical mistakes and I've used many Indian words which I dont know the exact name in English....Please google "Saree" ,"Salwar kameez" and "Lungi" to understand the different types of dress we wear in India This happened around 7 years ago.We had a marriage of one of my cousins in my native village.But,since...

3 years ago
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How An Old Man Took My Virginity

I’m Madiha . I want to share the experience of how I lost my virginity in one of the most unlikely circumstances. This happened around 7 years ago.We had a marriage of one of my cousins in my native village.But,since I had my practicals just the day before which I cannot skip. My father stayed with me ,while my mother and younger brother went to the function a week earlier.Our native village was a 10 hr journey from my place by bus,but my father decided to drive in our car as it will be faster...

2 years ago
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Taking Paulas Virginity

A couple of years ago I wrote the true story of my first fuck, when I lost my virginity to the mother of my best friend. You can find that story here - https://xhamster.com/stories/the-true-story-of-losing-my-virginity-to-my-best-m-700032Well, I've decided to relate my next 'conquest'. I was still fucking Carol regularly and a couple of months had gone past since that first night. It was early autumn in 1977 and I was at a party in a big rambling nightclub in the Cotham area of Bristol. The...

2 years ago
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I lost my virginity

1. Players„Irina(20), beautiful post. op. amputee sissy boi.„Barbara(40), her amputee mother.„Thomas Sterling(30), admirer of amputee and sissy boisFirst chapterI awakened early morning, after good healthy sleep and erotic dreams. I am in sense at once, because today is the day of my most important meeting of my life. My first real lover will meet me this afternoon. I have to prepare myself for this occasion.My wounds healed perfectly last days. I shut my eyes and start to explore my whole body...

3 years ago
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The Horny Naked Journey To Lose Virginity

Hi friends, am Rajesh here once again, I’m the author of certain stories here, to say about myself, I am 26 yrs old, 5 10 height and athletic body, I am a Bi and would like to be treated like a girl. I have a big ass to enjoy. The story I am explaining is a fantasy I would like to lives as I was chatting in one of the sex chatting sites, I came across a guy called Sudhir and we exchanged our details and came to know that we stay in the same city as usual and he starting chatting sex. Sudhir:...

Gay Male
2 years ago
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Maid Takes Away My Virginity

Hello readers, I am Rohan and this is my first story on ISS. Let me give you a brief introduction about myself and my maid. I am 18 years old. Like all other guys of my age, I was desperate of sex. My maid is Sheetal who is around 45 year old. She has dark skin colour and beautiful long hair which is a great turn on for me during sex. Like all women of her age, her boobs were hanging and not the ones you would expect to have sex with. She was a little chubby. She was not the most attractive...

3 years ago
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Sallyrsquos virginity

May I firstly thank all of you that made such nice comments for my previous story (15 years of Lust). If you haven’t read this yet I suggest that you do so, it will set the scene for my next little tail.It had been a busy week, followed by a busy Saturday, we have an L-shaped sofa, and I lay across from the corner, watching some talent show on the TV. Terri lay with her head in my lap, lazily sucking on my cock. Terri loves my cock and plays with at every chance she can get; reminding me...

3 years ago
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Mommy Took My Virginity

I had always been somewhat reserved when it came to the girls in high school and, although I went on lots of dates, I had never gone all the way with any of the girls I dated. For sure there was lots of heavy petting but I never pushed the issue. I preferred to play it safe because I didn't want to get any of those girls pregnant. I started Junior college in the town where my mother lived and stayed at her house while going to school. My parents had been divorced for my whole life and my Dad...

4 years ago
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Letting my brother take my virginity

My mom and dad were out of the house today. My brother, Billy, always watched porn when they were out. He hid them somewhere safe so no one would look at them. I know where he hides them, but I’d never tell my parents. Billy had made sure of that. I was in my room listening to the loud moaning coming from the living room. I was reading my Twilight book and I had a hard time concentrating on my book, the loud moaning was really annoying me. I shut my book off and kept it down, I stood up from...

3 years ago
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Elizabeths story Chapter 7 Gary takes my virginity

Chapter 7 Elizabeth’s story – Gary takes my virginity Friday: As I had promised Gary last night (Thursday night), I took steps to get contraception for our planned big event; the capture of my virginity by my stepbrother. Although I still had serious reservations about doing this, I was committed to keeping my promise and giving myself to Gary as soon as it was ‘safe’. Midday on Friday I skipped my study hall, lunch and poli-sci class and went to the local planned parenthood clinic to get...

Taboo
2 years ago
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The Knight and the Acolyte Book 3 Chapter 3 Stolen Virginity

Book Three: Barbaric Passion Chapter Three: Stolen Virginity By mypenname3000 Copyright 2016 Acolyte Sophia – The Village of Asheth, The Magery of Thosi Angela's cock entered my pussy. I gasped as the intense pleasure rushed through my body. The purity that connected me to my Goddess severed. But I didn't care. The cock felt so good as Angela rammed her hips forward. “That's it, slut,” snarled the masculine voice through Angela's mouth. When Angela talked, I heard her beautiful...

3 years ago
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My Virginity

I gave Gina another night of unbridled sex just to keep her quiet, during the lull while she tried to regain her breath and composure, she asked me about my virginity and how I lost it, she didn’t think it was with Maria and I had to agree, I told her about Mrs Harris, our neighbour when I lived at home with my parents, she was a friend to my mother and father, she was in her early thirties, my mother was quite a bit older but they got on well, she had three c***dren, two girls and a boy, she...

3 years ago
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Friend8217s Maami Took My Virginity

Hi, am Ashok once again and I am sharing my first sex experience with my friend’s wild mami. She took my virginity and initiated me into sex and made me a sex maniac and a sex master and from that day onwards I used to be hungry for sex and have screwed many females and I used to love screwing elderly females and maids. I had passed out my 10th and as there was no good school for my further studies so my parents decided to send me to Vishakhapatnam for the 11th and 12th studies. I was very tall...

1 year ago
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Holly took my virginity

Even though Jimmy was 24, this was his first real kiss and he was really enjoying it. Yes, Jimmy was a virgin. It wasn’t that he was bad looking or stupid; he was just extremely shy around people, especially people of the opposite sex. It wasn’t until the birth of the internet that gave him the opportunity to chat with woman and not be nervous. Holly was more experienced. She was 28 and since the time she lost her virginity in high school, she has had dozens of men. Even though she was...

2 years ago
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He took my virginity

It all started 7 years ago, I can't believe how fast the time has gone but that day marked the beginning of what I am now, never thought I was going to reach this point but I'm here very close to begin my happily ever after with that same guy that took my virginity. Our story is amazing but I will start from the very first time we had contact, Ok we met through the internet in a website not this one here which is wonderful but other one similar with profiles but yeah of course with people...

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