Stepsister
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My Stepsister Took My Virginity free porn video
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.
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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