Date: Sun, 05 Mar 2006 17:02:10 -0800 From: Erik James Subject: My Sister and her Boyfriend I am 19 and I masturbate pretty frequently. My sister is 16 and I'm pretty sure she's never masturbated in her life. She's kind of chubby, with long, curly brown hair. She's got big boobs and big thighs, and sometimes I imagine her naked, smooth body, how I want to see her masturbate, and I realize that I'm probably just going to have to teach her how. One day I'm sitting on the couch naked jerking as hard as I can, thinking I'm all alone in the house. I'm spread out, my hard cock firmly in my hand, my mouth open slightly in anticipation of orgasmic bliss, fantasizing about an infinite variety of girls pleasuring me, and feeling good and horny. Suddenly, my sister walks into the room. I haven't got a chance at covering myself up, and I know she knows what I was doing. What I don't know, however, is how she feels about it. "I'm sorry you had to catch me doing this," I say with my cock still hard and tingling. "Um, that's okay." she says awkwardly. There's a look in her eyes that seems almost like she's interested. I ask her, "Do you ever do anything like this?" "No." "It feels really good. You should try it sometime." "Maybe." She has a kind of amused tone in her voice, like maybe the situation is turning her on a little. I'm turned on, too. "Would you like me to show you how to do it?" She smiles, a very wide, kinky grin, and says, "Sure!" "Okay." My cock was already hard, but now it's getting even harder at the thought of seeing my sister's naked body, of rubbing my fingers over her most sensitive areas. "Why don't you start by taking off all your clothes?" She strips pretty eagerly, leaving her clothes in a pile next to mine. I look over her pale, smooth skin, her large breasts with big, hard nipples, her unshaven, hairy pussy, and I grin a little bit. She grins and blushes a bit too. "Do you like what you see?" "Very much." I've often thought about seeing her naked, writhing in the throes of a passionate orgasm. "Why don't you sit down on the couch?" I say, a little bit nervous now that my wish seems about to come true. She sits down, beside me, leaned back and relaxing, and I get off the couch to go kneel in front of her. I gently spread open her legs, and get my first look at my sister's pussy. It's surrounded by downy brown hair, her flaps just a little bit swollen and protruding, her clit pink and firm. I can see that she's already a little bit wet, and I ask, "Have you ever touched yourself down here?" "Occasionally, but nothing really serious." "Well, it's important to keep it well-lubricated." She smiles a bit at this. "I'm gonna start off by rubbing you a bit." I take my fingers and I rub them around her clit, slowly, gently. It swells up a little, and some more juice starts to flow out. I dip my finger into it and taste it. "You taste sweet," I say. She blushes. Using her sweet juices, I moisten her clit, spreading it around her pussy with her hands. "Does this feel good?" "Uh-huh." "Good. The clitoris is the biggest source of pleasure that a girl has. You should learn how you like to rub it. Some girls just rub, but others like to stick a few fingers up in their vagina." I demonstrate with a couple fingers of my own. She's really warm, and very slippery. I thrust in and out a bit to give her an idea of what it feels like, then I pull out my juice-covered fingers and lick them once more. Her smell and taste are starting to get me really horny. I can hardly believe that I'm finger-fucking my own sister, and the thought of it turns me on even more. It seems to turn her on as well, because she just keeps getting wetter. "Now, I'm going to show you what an orgasm feels like. You've never had one before, have you?" She shakes her head, no. I can tell by how wet she is that she really wants one, though. I lean in closer, and I slowly run my tongue up her slit, savoring the sweet taste, basking in her rich scent. She lets out a little moan as the tip of my tongue flicks against her clit ever so slightly, once, twice, three times. I run it up the entire length of her cunt, teasing it into her a bit, rolling it around her clit and sucking it into my lips. Then, I start on her for real, furiously licking and sucking at her pussy. I'm so turned on by the way she smells and tastes that I don't take my mouth off her even once. As more juice flows out of her, she starts to tense up and arch her back more and more. Every time my tongue flicks against her clit, she lets out a tiny grunt of pleasure. As I get faster and faster, so do they. I look up to see that her eyes are closed, her brow furrowed, her mouth wide open. She's moaning hard now, so I go for broke, sucking and licking her for all I'm worth. Her moans crescendo until they become outright screams of ecstasy. Her wet, delicious pussy starts to spasm, and she begins to cum. I don't let up for even a moment.. She tastes so good to me that I almost can't. She cums for what seems like a full minute before she settles down some, and I take a last few licks, then pull myself away from her, leaving her flushed and panting. "You like it?" I ask, grinning. She just smiles back at me and nods her head. She's practically too exhausted to say anything, but I know she wants more. "Okay, now you try it." She smiles even wider and eagerly moves her hand down to her pussy. She sticks a few fingers inside her, tastes her juices off of them, and then goes to work up inside herself, rubbing her clit with her palm. I seat myself next to her on the couch, so very hard, so very horny. I grab my cock and start pumping, our warm naked bodies touching as our right hands both work furiously at sending us into new levels of pleasure. She's fast; she's getting close to another orgasm. I can tell that she's going to masturbate a lot, and that we're going to be doing it together quite a bit. In my horniness, I suggest, "Maybe some other day, I can teach you how to do other things." She smiles and says, "Maybe." In the next few weeks, I watch as my sister turns into a total orgasm fiend. Whenever we're alone in the house, she starts to masturbate. I try to join her, but I just can't keep up. She always cums at least twice, usually more. Seven times in a row is her best record. She keeps talking about how she wants to feel something big inside her pussy, hinting that maybe it could be me, but I don't feel entirely comfortable with that yet, so I simply go out and buy her a big purple dildo. She loves it. Her new record is nine. One day we're sitting on her bed naked, she's fingering herself leisurely, I'm jerking off furiously. She looks at me and says, "You know, I'd like to pay you back for teaching me about this." "Um, how do you mean?" "I want to give you a blowjob." She says it almost tenderly. That kind of takes me by surprise -- I wasn't really expecting anything like that, but I guess I did go down on her first. "I guess if it's okay with you, then it's okay with me," I say. "Good." She grins, then gets on the floor between my legs, and flicks her tongue exploratively over the tip of my penis. It's warm and electric. She gives it a couple more good, long licks, then she takes the base in her hand and wraps her soft lips around my head. She starts sucking it with her lips, working her tongue around my cock as she begins to move her head up and down, her curly hair bobbing between my legs. It feels wonderful. She loves my dick and she handles it like a pro. She goes between fast and hard, then slow and gentle. She looks up at me, my eyes half-closed, my mouth half-open, seeing the pleasure on my face, and then she really gets going. Her lips are tight around me and her tongue works me over deftly as she furiously thrusts her head up and down. I can feel the climax working into my groin and I start moaning. She starts going even harder. My dick becomes a pure mass of pleasure and I spurt out a load of cum into my sister's mouth. After I'm finished, she slowly works me over, milking me and savoring the taste of my cum before she finally swallows it. "Wow," I say. "You're good." "I've been saving it up," she says, sitting down beside me as she licks a few drops off her chin. "I'm tired of doing it by myself. I want cock. I want to drink it up, I want to feel it inside me. I need a big, fat dick." She looks at me. I'm not entirely comfortable with where this is going. "I don't think I can go that far with you. I think you'll just have to find yourself another boy." "I wanted you to be my first." She looks a little hurt. "But I don't think that finding another horny boy will be a problem," she says. "Plus, I bet he'll have a bigger dick than you." "That's quite possible." She eventually finds a boyfriend, a guy named John, older than her, but younger than me. They have sex quite a bit, she tells me, but we still masturbate together. She turns me on by telling me what they do to each other. It seems they can be quite... experimental. And his dick is bigger after all. They usually do it at his house, so I'm surprised one day when I hear the front door open and my sister leads John up to her room. They must not think I'm home, because not too long after that, I hear her start to moan. Getting horny, I decide to go upstairs and take a peek. My sister's lying flat on her back while John just rams into her over and over again. She's moaning pretty hard with her eyes closed, and my dick hardens instantly. John's totally oblivious and doesn't even notice me standing there, but my sister opens her eyes for a second, sees me, and just smiles. Then she goes back to moaning. Eventually, John starts to groan too, and they work themselves up to a big climax, John grunting and thrusting like a bull in heat, my sister lying there taking it. John climbs off her and turns around. Then he sees me and jumps back, startled. My sister laughs and says, "John, I'd like you to meet my brother. He's the one who taught me how to cum." "It's, um, nice to meet you..." he stutters. "Nice to meet you too. I hope you're enjoying my sister?" I say, with a devilish grin. "I am... She's, um... very enthusiastic." I laugh. "Yeah, tell me about it. When she started wanting to fuck me, I told her to get a real boyfriend." "And I'm glad I did," my sister says to John, caressing him, "because your dick is much bigger than his." We all laugh a little at that. There's a brief, somewhat awkward pause, until my sister pipes up. "Hey, is anyone else feeling kinky?" Me and John both go "Yeah..." "Because I've got a good idea." "What is it?" "I want to cum once for each of us here. Now, John, you've already done a good job. But Erik, you've been neglecting your brotherly duties. I want you to fuck me in my pussy. After that, I'm going to want to get myself off, but I'll need some stimulation, so I want you two to fuck each other while I watch. Sound good?" "I'll go for it." I start stripping down. "What should I do while you two fuck?" says John. "Just watch us and get ready for his dick." "Sounds like a plan," says John, getting off the bed to make room for me. I'm naked, my dick is hard and painfully horny, and my sister is lying naked on her back, her wet pussy spread open for her. I get up and start to straddle and mount her, but she stops me and says, "Wait. I'm bored of missionary-style. Why don't I lean against the bed and you can take me from behind like the slut I am?" I stand up, and she gets down on all fours, wiggling her ass seductively. A little drop falls out of her pussy and onto the carpet. I grab her soft white cheeks. I bend down to lick her pussy, to see if it still tastes as good as I remember. It does. Then I get up and slide myself into her. She's slippery, warm, and inviting. "Don't worry about cumming inside me," she says. "I'm on the Pill." God, she's such a slut. I can't resist her. I start thrusting. Her pussy is deliciously wet. We both moan. I wonder if my dick is rubbing against John's semen. I wonder how many other men have cummed inside her. She reaches under her with one hand, rubs her clit a little, plays with my balls as they bounce back and forth. I look over at John, slowly rubbing her still hard cock. I thrust and grunt. "Fuck me," moans my sister. "Fuck my wet slut cunt." This whole thing is turning me on so much. I know I won't last for long. John must be impatient, because I feel somebody's tongue on my ass. He's massaging me. He must have gotten bored of waiting, and now he's trying to make me cum faster. It's working. I keep thinking about being inside my sister while her boyfriend eats my ass. It feels so perverted that I just get hornier and hornier. She starts to buck and moan, grinding herself back on me, fingering her swollen clit in circles. "Fuck me hard, fuck me hard, fuck me hard," she yells, and I thrust in time to her chant while John tongues my ass. She yells faster, I thrust faster, hearing her yell become a scream and then I realize that I'm moaning too and I'm pumping semen into my little sister's whore cunt while her boyfriend licks my filthy ass and it's against all kind of values and laws but it feels so fucking good. And then I pull out of her, the both of us flushed and panting. She stands up and embraces me, kissing me passionately. "You were great," she whispers. "Now it's time to show my boyfriend how good you are." She sits down on the bed and starts gently rubbing her nipples. John and I look at each other, then I take his hands and pull him in close for a kiss. Our warm bodies come together, hard cocks pressing against each other's bellies. My cock needs a break, so I decide to go down on him before he can do anything to me. I lick my way down his smooth chest and wrap my lips around his big cock. Then I start to suck. He's already sensitive and a little bit of cum squirts out into my mouth. I swallow. John puts his hands on my head and runs them through my hair. I grab the base of his large shaft with my hand and begin sucking while I finger his balls. He moans and grins with a perverse delight, asking my sister, "You don't mind if I cheat on you, do you?" Furiously rubbing herself, she responds "Mmmm... of course not..." "Even if it's with your brother?" "He's already... ohhh... fucked me, why shouldn't he do the same to you?" I suck him a little deeper, and he moans. My sister moans in simpatico. "I'm gonna cum soon," he says, "And I want to cum inside you. Would you like that?" I stop sucking him for a moment, still jerking him with one hand slowly. "I'd love that. But I'd need to borrow some lube. Sis?" She pulls her hands away from her soaking pussy for a moment. "Take whatever you need, boys." I scoop some into my hands, bend over, and start rubbing it on my asshole. John sticks his dick into her to get it really slippery, then he pulls out and sticks it, ever so slowly, into me. I can feel every inch of him as he stretches out my tight hole. Once he's all the way in, then he starts to thrust, his hands grabbing my ass as he fucks me just like I fucked my sister. He grunts and moans as he takes me from behind like a wild animal. He grips into me, and I can feel his claws sinking into my flesh as he comes closer and closer to orgasm. Suddenly, my sisters moans turn to yells and screams. "FUCK! OH MY GOD! fuck Fuck FUUUUUUUCK!" John starts yelling too, and he feels so amazing inside me, thrusting hard, squirting himself into me violently. Just at that moment, I feel something warm and liquid hit my back, and I look up only to catch more of it in the face ^Ö my sister is ejaculating as she screams from the pure pleasure. Afterwards we all get up and sit on the bed together, naked and spent. "That was the best orgasm of my life," says my sister. "I've never cummed like that before." Me and John both agree that it was great for us, too. "Do you want to try it again sometime?" My and John both agree. "Definitely."