3 comments/ 132154 views/ 22 favorites Sleeping Sissy By: LolaPop One night, I passed out downstairs on the couch and awoke to a ton of snoring going on. I sat up groggy and couldn't imagine where it was even coming from. I started walking around the house, made it up the stairs, and realized it was coming from my sisters room. Holy crap was it loud! I was so tired and really wanted to get back to bed, but there was no way that was going to happen with that hibernating bear in the house. I thought to myself, "I will just go in and maybe plug her nose and she will shut up." I open the door and creep in real quietly, and there in the moonlight I see my sister Stephanie, passed out and laying on her stomach. She is fully clothed, and I thought to myself, "that is unusual for her?" Then I had remembered how earlier she had gone out with a few of her girlfriends. I cant believe this bitch is passed out drunk! I walk closely to her and notice she is wearing a short black skirt. Peaking from under the skirt are her pink cotton panties. Instantly my dick gets hard! Holy shit, this is my sister, what am I thinking? What the hell is my dick thinking? Stephanie is my older sister by 9 years, she is 27. I have never found my sister "hot" before, but most of my guy friends say they want to bang her. Now that I am seeing her from this angle, in this light, I am going to have to agree with my friends. She is pretty tall, about 5'9. She has sun kissed skin year round, long golden blonde hair, and big brown eyes. I can't help but stare! At this point my dick is pounding and begging for some attention. I whip it out and think, "maybe it would be ok if I just whacked off over her sleeping body?" I start stroking myself and my heart is beating right out of my chest. I am so afraid I am going to wake her, but I can't help but take advantage of this moment and the immense pleasure I am feeling. She's still snoring like a banshee anyway... My mind is racing and I can't help but want to see more. After a few minutes I can't take it anymore and decide to take my chances. I lift her skirt up, to expose her sweet little round ass. I still want to see more, so I grow a pair, and slowly move her panties over to the side. Seeing her ass crack drove me wild and I had to touch it. Some of my precum dripped out right onto her tight hole and I couldn't stand to let it go to waste. I start rubbing the tip of my cock on her crack, and with my other hand, I move her panties over a little more to expose her pussy. Holly shit was it beautiful! Nice, tiny, tight and pink, just the way I like them! I am jerking it hard now, while rubbing it back and forth between her pussy and her crack. She is still sound of sleep, so I decide to take it a step further. I lick my finger and start caressing her pussy lips softly. It felt so fucking good! I slowly stick my finger inside, and just as I suspected, she was tight as fuck! Oh how I wish my finger was my cock right now! I was feeling so good and knew I couldn't take this much pleasure with out cumming soon. I am trying to hold off for as long as I can. I keep jerking harder and harder and continue fucking her pussy with two fingers now. I feel her get really wet and I take some of her juices and rub them around her clit. "Oh Shiiiiiiit! This is it!" It sent me over board and I couldn't hold back any longer. I pull back and jizzed all over her pussy. That was the best nut I have ever experienced and can't believe it was over my sister! I am still feeling the spasms! I put her panties back in place, pull her skirt down, and go running out of the room to clean up. I am now looking at myself in the mirror, guilty over what I have just done, but holy shit did it feel good! I can't wait for Stephanie to go out drinking again. Next time I am going to stick it in her ass. Sleeping Sister Hi everyone, I am Cool Hacker. I am new here and I wish I could tell a wonderful story for you all. Let me go in. Am Shiva from Chennai India. I am 18 years old guy with all the satisfactions a girl could get. Still I get ten or twenty applications all the day, from varieties of girls. But I feel no interest in them. but there is a special one, for whom I fell for! She is Shakthi my only and lovable sister. She is three years older than me. She has finished her schooling and staying at home for the results. But she feels no more to study and it's time for her to marry. My parents are looking a good groom for her. She is a beautiful girl, with all attractions. A cute and charm face, average body weight and height. Fair skin. Slim, nice pair of boobs and specially a wonderful piece of ass. All what I could say about her is Excellent. I have always noticed that all the guys stares at her when we're out. The lust started for me, when we were heading home from Kaarai koattai, after attending a wedding in my mom's sister's house. While coming by bus, as it was so crowded, I saw a young man standing behind Shakthi and jacking her ass with his crotch. Even they were both dressed, I felt like he is fucking my sister. I got angry. I usually get angry for no reason. I stared at him once and I came into middle of them as to protect my sister. He was a little taken back as I am a well muscled as I go to gym often. He got scared kept away. As I was behind Shakthi, her huge ass started caressing my dick. And he began to grow. Oh my god what type of feeling is this? I felt inside. I got aroused by this and I kept my dick pressed into her ass. Even she kept pressing against my manhood. I don't know weather she liked it or not! But I felt like heaven. When the bus shakes or jerks I started to thrust her like I was fucking her. my mind said that it was wrong, but the other side or my brain said that She was all yours and a superb piece of ass and why should you give up? So my brain won at last. I began caressing her ass with my dick. with some thrusts on her ass I came in my pants. I just withdrew then and we reached home. From that day I used to stare at her ass when she was walking or standing or whatever she does.I've fallen in a made love with her and her ass. I was all thinking of her and masturbate and some times I used to jerk her panties, bras, under gowns even her other clothes. Once we were left home alone, as my mom and dad went to a funeral in Kaarai Koattai and they won't be home at that night. I was watching TV, "Hey have this!" Shakthi gave me a cup of tea, and she went in front of me and sat on the stool. She was wearing a nice Kameez that day where she looked like an angel. Hair unfolded. The shape of her tight ass clearly visible in that costume. Anyone who see her that time would get the intention of fucking her like mad dogs. My brother started to grow inside my pants. Thanks for my underwear, he helped me from getting caught. At that night she was sleeping in her room. And me in mine. But I was sleepless. I couldn't sleep thinking of her. I started rubbing my dick through the pants. I got an idea and went into Shakthi's room. You know what, no one can wake her up from sleep, unless you keep a hot cup with coffee as my mom does all the day. Oh my goodness, the door was opened and I slowly peeped into the room. She was sleeping with that Kameez which she was wearing that evening. I entered the room with the door sound, and she didn't feel a breath. I couldn't leave this. I started to rub my dick while looking at her. her boobs and her ass even her curves. Oh my goodness, my 8 inched dick grew fully erected as it has never happened before. I unzipped my trouser and let it down to my ankles and the underwear too. My dick stood straight looking at her in a demon hunger. I started stroking it slowly with my hand. She was gorgeous. I went near her with fear. "Shakthi" I whispered. "Shakthi" again. But no responds. I am alright. No barriers. I am on it. I kept my other hand her breasts slowly as I am stroking my tool with the other hand. She feels nothing, I kept caressing her breast and it was firm like sponge. Heavens go to hell. This is the real heaven. I slowly moved my hand to her ass cheeks and caressed them. The were sponges too. At that moment I felt like I want to come right there. But I controlled my self. Then I got on to her bed and rested beside her. Still writing with my pen. I got her hand and just kept it on my dick. Oh my gosh, I could drop all of my cum I have there, I slowly stroked her hand, my pleasure she never felt a thing. After that I realized that I need some thing more. I slowly kept my fully erected thing on her ass over her dress. It pressed her ass like a prick. I bended my dick and gave some thrusts while holding her waist. Hoping she won't wake up. And then I turned into a wolf. I turned her facing upwards. I raised her kameez up and removed the lays on her pajama (A silky trouser usually wore with kameez). I pulled it down with no fear. And bingo, I found her white panties. I cant wait more. I just dropped it down to her knees. I saw her shaven pussy. Welcoming me. But I can tell definitely, that she is a virgin. I was feeling like I am to sit for my Graduation Exams. I kept the head of my dick on her entrance and rubbed it for a moment. To make sure she won't wake up. I slowly started to push it inside. I couldn't. It was tight like hell and she was a virgin but no more. I looked at her dressing table for some oil and her it was A hair oil. I applied it on my dick. And went in to the action. I got over her and again began the process. Now it was OK for me. I pushed my animal into her. It slipped and went in her and I am sure I broke her cherry for the first time. All she did was, turned her head from right to left. I was frightened at that move but then back to normal. I started to thrust deep inside her. I kept the rhythm in and out. While I was fucking her I kept caressing her boobs over her dress and kept kissing her cheeks. I fucked her for several minutes and was fucking her like there's no more life. As I was to cum I stopped fucking. I don't want to make her pregnant. After a deep fuck in her pussy. I took my Player out and turned my sister as her ass faces upwards. I urgently wanted her ass. I again applied some oil to my dick and found a beautiful ass holes after spreading her ass cheeks. What a pity, Shakthi knew nothing. I entered with fear but confidence. As I first entered her ass, it was tight as hell. But can't help. All I was in. I started to fuck her hard. Like a mad dog actually. My balls clapped on her ass cheeks, making "puff" sounds. After about ten minutes I cam in her asshole. I shot a huge load of love juice inside her. I kept my bat inside her for a few minutes and rested over her for a while. I made sure that I have given her the last drop of my cum and it want leak. Then I got my tool out of her ass hole. I dressed her up as she was before. As nothing happened I went to my room and slept well. I was the happiest person in the world for that minute. And still Shakthi doesn't know that she was fucked by her younger brother in both her holes and he has came in her ass hole. Sleeping Sister It's been two years since I've seen my dad and his side of the family. Now I have just gotten finished with my Freshman year at SIUC and summer is upon us. I step out the door in my pink, black and white knee-long dress with my suitcase in hand. I turn around and lock the door behind me and then watch as my dad pulls up in his old, beaten up, red station wagon. I set down my suitcase and smile as I run up to my dad, giving him a huge hug and kiss on the cheek. Then I hurry to the other side of the car, greeting both my step-mom and her son, Dan. Dan helps me get my things into the trunk and we all get into the car to start the 45 minute drive home. Dan gaped at my body, staring me down head to toe and back again. I'm not the 'cute' little sister I used to be. I used to be pretty short with small 'B' cups and no real figure, but now I have voluptuous 'C's and a beautiful curve to match. Rather than calling him out on it, which I was very tempted to do, I was flattered and let him stare as I gazed out the window, continuing conversation with the parents. I turned towards Dan and he quickly averted his gaze. We begin conversation about life and for the rest of the car ride just caught up with the times. After the long car ride, we all went into the house and ate dinner. As the conversation died down we cleaned up and I hurried to Dan's room to take over his XBOX 360 before he could and he just hopped onto his computer playing other games. After a couple hours of mindless games I put Finding Nemo into the disk drive and within 15 minutes I was out like a light, passed out on Dan's bed. It had just been getting dark when I fell asleep and when I awoke it was pitch black, probably around 2am. I simply closed my eyes again to fall back asleep when I felt a slight touch on my thigh. I froze in place, wondering what the touch was. It slid to my inner thigh and moved upward, pushing my dress upward. I repositioned myself, trying to discourage the intruder, all the while pretending I'm still asleep. The touch disappears, but soon comes back, but this time on my upper chest, just above where my dress sits. With every breath I take, the hand slips underneath my dress further and further, I open my eyes just enough to glance at Dan with his hand softly sliding further into my dress, onto my breast. I shifted my position again, but for some reason I opened myself up more to being touched rather than as I had discouraged it before. Dan's hand jumped away at first, but then returned to the thigh of my leg that was hanging off of the bed now, making my cunt so much more easily accessible. I can feel my pussy lips pulse as his hand slides further and further up my leg. Why was I thrilled by this? I knew it was Dan, my step-brother standing over me, and I knew it was his hand creeping its way up my leg. Why was I so enthralled by it? I hold back the urge to bite my lip as I think of all the possibilities of what could happen. His hand gets closer and closer to my pulsing, hot, wet pussy and I feel his fingers brush on the edge of my panties. Oh how I wish I wasn't wearing any right now. As his fingers dance at the edge of my panties trying to maneuver under them, I desperately resist the urge to move so I don't stop him. He slips his finger into my panties ever-so-softly so he doesn't 'wake' me, but he feels my juices flowing and can't help but slide his finger between my lips. It took everything I had not to move toward him hand and make him slip deeper into me. He slides his finger along my wet pussy and when he hits my clit I twitch a bit in pleasure and he freezes in place, staring at my face for any sign that I was awake. Then I think about how people walk in their sleep and move to their dreams, so I act as if his actions are reflecting on a good dream I'm having. I move as if to reposition myself again, but Dan knew that if he pulled his hand back he would 'wake' me. I move down a bit on the bed, and his finger slips deep into my soaking pussy, then I stop moving again, pretending I'm comfy in my sleep. Dan's fingers slide out of my pussy then, thankfully, back in again and again. The suddenly he stops and follows the strap on my panties to my waist and begins to softly tug them down. They, regrettably get stuck on my hip and I do another 'sleepy repositioning' to help him get them off. He pulls them past my feet and tosses it off the bed onto the floor. When I moved I had left plenty of room for another person on the bed and Dan took advantage of that and joined me on the bed. Just in his boxers, he lies down next to me and I can no longer pretend I'm asleep when I feel his cock pressing hard against me. I open my eyes and stare at him, not knowing what to do or say. His had returns to my sopping wet pussy, him completely unaware that I'm looking at him. He slipped his fingers in again and again and froze when he saw my face. Hoping he was just seeing things in the dim light, he inched closer to my face with his fingers still in my pulsing pussy. He realizes that he's not imagining anything and jumps backwards, pulling his hand from between my legs. I don't want this to stop at all so I reach down and grasp his wrist, pulling his hand up to my mouth. I wrap my mouth around his juice-covered fingers and suck them completely clean. I leaned back a little and placed his hand on my breast, hoping he wouldn't deny me. He definitely understood what I wanted and began to massage my breasts and with his other hand, moved the straps of my dress from my shoulders, hinting at me to take it off. I stretched my arms over my head and he pulled my dress over my head and let it join my panties at the foot of the bed. I didn't want to be the only one who was naked so I reached for his boxers and pulled them down to his feet and he kicked them off and onto the ground. He placed his hand on my pussy again, pushing two of his fingers deep into me, rubbing on my g-spot. Then I reached over and grasped his hard cock in my hand, massaging up and down at the same time he pushed his fingers into and out of me. He started to slide down on the bed, bringing his face closer and closer to my cunt, but I wanted to taste him so bad that I turned around so we could both enjoy each other. He turned so he was on his back in the middle of the bed and I was above him, my wet pussy just above his face. His cock stands up strongly right in front of my face and the glistening tip tempting me even more. I grasp his cock with my hand again. Stroking him in order to make his head glisten even more. A little more pre-cum seeps out of his hard cock and I can't hold back anymore. I lower my mouth to his cock. Barely touching it with my lips, parting them as I go further and further down, taking his full 8 inches into my mouth. As I do that he simultaneously reaches his head forward and sticks his tongue into and all around my pussy. As his tongue strokes my lips and flicks on my clit I get even more into it, deep-throating him every time he hits my clit. He soon gets what I'm doing and is sucking vigorously on my sensitive clit and I swallow him time and again. My body starts to tingle and I know I'm getting close to cumming, and knowing that he is about to as well, I stop and pull my soaking pussy away from his face, and twist back around so his dick is standing just outside my pussy. He places his hands on my hips, trying to coax me onto his cock, but I don't need encouragement here. I tense in pleasure when his head touches my lips, parting them more with every movement. I slowly go down further, greatly pleasured by his sweet, delicious cock sliding deeper into me, filling my cunt. With every thrust comes a new wave of pleasure taking me over. Soon after we start I am already on the verge of cumming and I whisper into his ear, "I'm about to cum, you feel so great inside of me". Than must have sent him overboard because almost instantly he came, hard, into my pussy, in turn making me convulse in pleasure, cumming all over his cock and making it drip down his balls and then his ass until it soaked into the bed. I slow down as we both cum more and become really sensitive, but not wanting to stop this ecstasy. I whisper in his ear, "That was excellent we should do it again sometime" I smiled and kissed him softly on the lips, the first time I had ever touched his lips with mine. We melted into the kiss and kissed again, then again. I felt his tongue brush my lips and I eagerly open my mouth and accept him. We made out for what seemed like forever in bliss. We both relaxed and I sat next to him on the bed, too relaxed and pleased to move. We hear a noise coming from the kitchen and we both look at the clock, realizing that its already 5am and my dad works on Saturdays. We hurry and redress ourselves and I wrap myself in Dan's blanket, pretending as if I'm sleeping again. And Dan does the same, but he's sleeping on the floor as to not arise suspicion. The next morning I wake up with a kiss from my beloved brother and from then on our relationship had changed. Not in front of the parents of course, but when we were alone, we were no longer just brother and sister... Sleeping Sister Just a week into my first year of college, I had already settled into my sister's two bedroom apartment. She was in her second year, and had agreed to let me stay with her if we split all of the bills and I didn't bother her. One night, after going to a party with some friends, I come home to find her already asleep in her room. She looks like an angel; the light from the living room illuminating her beautiful face, rich brown hair, and rosy red lips. I walk over to the side of her bed and softly kiss her warm cheek, gently brushing the hair from her face with my hand. I lightly lick her moist lips, the taste of her sweet in my mouth, the aroma of her perfume filling me with lust. I couldn't help myself: I slowly pull her blankets off to unveil her heavenly body, wearing only a white T-shirt with no bra, vibrant pink panties, and little white ankle-high socks. I run my hands up and down her smooth, lightly tanned legs, my little one bulging in my pants. She moves her right arm to rest on her stomach, startling me. I regain my composure and kneel at the end of her bed, cautiously pulling off her socks and placing them on the floor. I admire the smooth skin of her angelic feet with my hands, her perfect arches, her lovely toes painted dark red. I repeatedly lick her heels up her arches to her toes, being careful not to tickle her. I unzip my pants and pull them off quietly, tossing them on the floor and kneeling down again. I slowly stroke my throbbing cock with my hand, sucking on her gorgeous toes and holding her foot with my left hand. I stand up and hold the sides of her feet, putting my hard shaft in between her arches before pushing her feet together. I slowly pump my swollen member between her feet, being careful not to move her, my dick enjoying her silky smooth skin. I was so turned on I was reaching orgasm exceptionally quick. I carefully bend her knees slightly upward, placing her feet flat on the bed, holding her legs in place with my left hand. I rapidly stroke my engorged member, biting my lip as a tingling sensation flows through my body. I squeeze the base of my cock as I shoot warm cum on the tops of her precious feet, tilting back slightly to get some on her toes. I rub my semen all over her feet with the tip of my penis until the swelling subsides. I straighten out her legs and sneak off to the bathroom, returning with a small towel. I gently wipe my juice from her feet, placing the towel down beside the bed before I slip her socks back on. I stand beside the bed and slowly pull her panties down to her knees, marveling at her magnificent vagina. I tenderly stroke her neatly trimmed pubic hair with my fingers, then lightly touch the inside of her thighs. I lean over and lovingly kiss her sexy pussy lips, feeling her twitch slightly. I run my tongue along her vagina up through her short brown hair, savoring the sweet taste. I move her arm to the side and lift her shirt up past her chest, revealing her unbelievable breasts, the perfect size and shape. I gently touch both of her boobs, her soft skin heaven in my hands. I cover her tits in short kisses, licking her petit points as my penis grows erect. Her nipples stand to attention, either due to arousal or being cold. I tenderly suck on them, mindful of not using my teeth or sucking too hard. I stand up and rub the tip of my cock in circles on her left nipple, holding her limp hand by her hip. I eagerly stroke my shaft, feeling her supple breasts in my palm. I turn her head toward me, running my fingers through her hair as I rub the tip of my dick on her plump lips, her warm breath tickling the head of my cock. I gently open her mouth wide, putting my right hand under her cheek as I slowly put the head of my penis in her mouth. Her tongue feels amazing on my dick as I carefully move my cock around in her mouth, brushing up against her teeth and the inside of her cheek. I stroke my shaft, my head still in her mouth, growing closer and closer to orgasm. I pull out and move beside her chest, my mushroom glistening with her saliva. I grab her left hand, holding her palm as I suck on her pretty fingers. I wrap her hand around my cock, holding her fingers tight with my left hand while I hold her wrist, slowly moving it back and forth down my shaft, struggling to stop myself from making noise. I squeeze her hand around my shaft, my cock spasming in her warm hand as I ejaculate onto her left tit, the euphoria of orgasm taking my breath away. I go limp in her hand before letting go, placing her arm at her side. I grab the towel and carefully wipe off her breast, pulling her shirt back down. I passionately kiss her pussy lips before slipping her panties back up, and gently putting the blankets back over her. I grab my pants and put them back on, then I give her a nice kiss on her forehead. "I love you Kayli," I whisper in her ear before I leave her room. I throw the towel in the laundry basket and go to bed, smiling as I fall asleep. Sleeping Sister Over Erin's 19 years, he had always had one craving that was completely unsatisfied... His sister. Carmen was a year younger than him and since he hit puberty he'd seen her in a new light, a sexier light. Once or twice things had been very close between them, but both of them both knew how much it would ruin their brother-sister relationship if either said anything, so it was always kept secret. Both acting as if nothing was ever there. These were Erin's thoughts anyway, but he had always hoped she more than just liked him. On his 19th birthday Erin decided it was time to make a move, but despite all his hormones screaming at him he couldn't do it. He needed a plan, and knew just what he could do. Carmen was a beautiful girl, her young pert breasts being the cause of many erections on Erin's part. She was short for her age, but perfectly proportioned with an ass that could only be dreamed about. And often was for Erin. Recently she had taken to wearing rather short skirts and watching TV constantly, Erin always joined her just for the chance of a quick glance at her snatch, unfortunately she appeared to have sussed out his idea and sat facing away from him, legs crossed. Erin one day realised his chance as they were swimming down the local pool, the changing rooms... Pretending he was bored as soon as they got in they decided to leave early, and Erin seized his chance, tactfully choosing the adjacent changing room to hers. Getting down on all fours he quickly peeked a glance under the partition which had a gap underneath, he saw his sisters smooth legs wandering around the spacious changing room, and pushing his head forward increased his view, only to be disappointed to find she hadn't taken her bikini off yet. Waiting with baited breath and a hand to his unstoppable hard-on, he peered forward so he could see her breasts, which to his disappointment were currently being dried with a towel, but as she lowered he hands to dry her stomach, he almost came as he saw her beautiful nipples and unbeatable tits, his hand naturally started going faster, and he forced himself to stop before he climaxed. Finally Carmen undid her bikini pants, Erin had to forcibly stop himself from gasping in sheer pleasure and giving himself away as her perfect pussy was outlined by her tight panties, and then she dropped them to reveal the most amazing sight ever to be beheld, her vagina. Closely shaved, but a few pubes could be made out, against her crotch But all Erin saw was her amazing pussy, wishing he could pause time and live this moment forever, before she covered her lower half with her towel. Erin ducked his head back under his own side, and finished his masturbating in only a few seconds. The guilty feeling that followed was worth it for that view. Now he wanted to finger her more than anything. That night Erin crept into Carmen's room to see her tightly wrapped under the duvet, but his erection didn't let him think twice as he approached her sleeping form. He lifted the covers back and slowly put his hand under, gently poking her leg until he found her groin. With baited breath he slowly tried to slip a finger into her panties, however this task proved harder than thought at first, and he had to resort to stop masturbating to put his other hand in to pull back her tight knickers, and smoothly sliding his warm hand down her pelvic area... The initial feelings of a few curly pubes were too much for him, and he started nervously shuddering in pure ecstasy. Finally he found the target of his wanking for the past 7 years, his sisters lips. As he slipped a finger over her, mapping out her vagina, he smiled, knowing what he was about to do. He withdrew his hand to lick his finger, quickly sliding it back under her frilly underwear and slowly worked his way down to her hole. As he curved his finger to slide it in, his sister stirred, fortunately not waking up but disturbing his dreaming of what was ahead, so he quickly slid a finger inside her, finding her already slightly moist, perhaps from a dream, he started working his finger back and forth, faster and faster until he exploded in his pants, still he continued though but this time putting his middle finger in too. He felt her body writhe in sleeping pleasure as he spread her lips and penetrated her with his fingers. Cautiously at first, but then he couldn't hold it in any longer so madly went to town on her wet pussy. Then a desire that he thought he would ever satisfy, giving his sister an orgasm, he felt her arch as a thick delicious cream oozed out of her. He quickly pulled his fingers out in case he woke her, but not before wiping up her juices for a bit of wanking lube. He left the room guiltily whilst sporting a raging hard-on Many a time Erin managed to finger his sleeping sister, and although he never got caught, his newest desire was fucking her, but that would have to wait...