The following story is a work of fiction. None of the events portrayed actually occurred, and any similarity to actual people or events is entirely coincidental.

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I was about 14 when my meager sex starved adolescent life changed. My life of peeping on my 12 year old sister basically came to an end. I guess it all started when I saw my sister Penny, masturbate for the first time. I never really even thought girls did that. Until that day, that is. Let me start from the beginning: I was probably about 13 and my sister was about 11 when I noticed the bumps on her chest one day. It wasn't like they came up overnight or anything, just that I noticed them. It was at the beginning of summer and she was wearing last year's suit. It was a little faded, and it seamed to have shrunk a little. We were in the swimming pool in our back yard. I watched as she climbed out of the pool and headed for the diving board. For some reason, I looked a little closer than I normally would have. I could see her nipples through her tight one piece. She had grown a couple of inches, and this caused the crotch to pull up tightly into her groin, highlighting her pussy lips. "She doesn't have a baby pussy anymore," I thought to myself. "She is growing up." The effect on me was instant wood. How could I be thinking like this about my little sister? I couldn't believe I was actually considering her bent over the couch in the living room while I slipped my stiff cock into her virgin pussy. I was really off on another plane, watching her tiny bump titties poke out of the front of her suit. She trotted to the end of the diving board, dove in and swam straight for me. I didn't notice until she was right in front of me. I felt my face turn red and tried not to look down at the front of my suit. "Damn! Why does the water have to be so clear?" I screamed to myself, wondering how to hide the log poking out in front of me, tenting my swim suit. There was no way she was going to miss this. Worse yet, I could tell by the way she was weaving back and forth, always getting closer, that she was going to jump on me and try to dunk me. I waved my arms in front of me, stirring up the water. I started to feel relieved, when suddenly, she jumped at me, gripping my waist with her legs. She had both hands around the back of my head, trying to push me under water. The harder she tried, the harder she squeezed her legs around me. Of course, the whole time, I'm making like I am trying to throw her off. I was enjoying the feel of her tight ass under the slick surface of her suit. Because my dick was sticking straight out in front when she jumped on me, she didn't really feel it. I could feel it. Every time she tried to twist my upper body, I could feel her ass cheeks slide up and down on the top of my shaft. I was really starting to enjoy this. I even reached behind her, grabbed her hips and held her tight to my body. This is as close as I had ever been to a girl before. And I was loving it. I knew I would cum soon if she kept it up just for a couple more minutes. When she gave up trying to dunk me, she unwrapped her legs from around my hips and put her feet down, closing her thighs on my cloth covered cock. I was caught off guard, still holding her hips. She slid down the front of me, squeezing my throbbing boy meat, between her thighs. As I let her go, she slid down and off of my cock. This was all I needed to set me off. I started shivering, trying to control at least what my face looked like as I ejaculated into my swimming trunks. I know I groaned, but I hoped she didn't hear it. "What the matter?" she asked, looking into my face. "Nuthin," I said. I know I sounded weird. I was breathing ragged and trying to control it, like nothing had happened. "Your face is all red and you sound funny," she said. I figured she had not felt my cock when she had squeezed it between her thighs. It was so quick, if she had felt it, I hoped she didn't know what it was. She looked at me kinda funny and started swimming to the edge of the pool. "Mom is gonna be mad if you're sick and out here swimming." She advised me. I think she thought I was coming down with a summer cold or something. I don't remember what all happened the rest of the day, but I know now, that I was looking at my sister in a way no brother should. After that day, I also began treating her like a lady, rather than the annoying kid sister she used to be. I know I had to beat up a couple kids at school, defending her honor. I don't even think there was a real misdeed, but the way I felt about her, anything anyone said, could end up getting them an ass beating. Even my Mom noticed the change. "I am so happy you two are starting to get along so well!" she said one night at the dinner table. In the past, I had always been a real asshole to her. I would go out of my way to trip her, push her or torment her in any way I could think of. Even washing my hands and coming all the way out into the living room, to flick water on her while she was watching cartoons. Mom even commented that my grades in school were improving. I don't know what my sister had to do with my grades or how I thought about my sister, but my grades were actually improving. Even some of my friends began giving me a hard time about waiting in front of the elementary school across the street (Our schools were across the street from each other and high school was down the street.) and then walking an 11 year old home. Sometimes, even carrying her books. I didn't like the fact that she would have to walk home alone. After I advised my idiot friends that she was my little sister, I thanked them not to comment on us any more, or they would be facing the consequences. The comments stopped. It went on like this for the rest of the school year. We became closer and closer. Soon we were confiding all sorts of thing to each other. I didn't know what girls thought about guys before, but had a pretty good idea, now. Girls are bizarre creatures and think about things entirely different from boys. I had an inside edge on the female population at school. Sure, I dated and she helped me say the right things, but I was still technically a virgin. I wasn't really trying too hard when I went on a date. All I could think about while I was out, was "Is my sister ok?" Or, "I wonder if she needs help with her homework." I don't think I was as attentive as I should have been. I was always glad to be home when the date was over. Somewhere in this timeline, I ended up walking in on her in the bathtub. I didn't see the light under the door, so I thought the bathroom was empty. Oops! It wasn't. I walked in and immediately saw my sister stretched out in the tub with a washcloth over her face. (I don't know why they do that, but I think older girls do it to soften up makeup.) She heard the door open and sat up. I had frozen in mid step. I had not been able to get a look at her body since the end of last summer. Her walnut sized nipple bumps had blossomed into real girl tits! She had a sprinkling of hair on her pussy mound. All of 3 seconds had passed but felt like hours. I got my feet back, mumbled "Sorry" and hurried out of the bathroom. She never made any attempt to cover up or hide. She just smiled and said "That's okay," covered her face with the washcloth again and leaned back in the tub. I immediately went to my room and started jacking off. I couldn't get it out of my mind that my baby sister was turning into a real girl! I thought how nice it would be if we were both in bed, naked. I came so hard, it hurt. I blew cum all over the headboard. I had never blown past my chest, before that evening. I still had no clear jack off fantasy involving her, but I knew that by tomorrow, I would have to come at least 3 more times thinking about her. At that moment, I knew, we would become more than brother and sister. I received a car for my 15th birthday. It was a big, 1962 Lincoln Continental armor plated limousine with bullet proof glass and 'drive flat' tires. It was a real 'steal' at $600. Now, for some reason, I became the grocery getter. I had to go to the store at least once a day. "Why cant they just get everything when they go shopping once a week. But, no, everyday, something was forgotten or we needed more milk or some bullshit thing. One night at the dinner table, my Mom suggested, since I wasn't doing well with dating other girls and my sister had never been on a date before, I should take my sister out on a practice 'Date'. She said it would be good for both of us and there was a good movie on at the drive-in. She even said we should 'dress up' a little. Make it special. The movie was one we had both been waiting for all summer. We all agreed and set the date for the upcoming Friday. Mom seemed so pleased when we agreed and started making suggestions to my sister on what to wear. Long black dinner gown with faux diamond necklace, long white communion dress, short skirt... It all droned into oblivion as I cleared the table of dinner dishes, quietly digesting what was going on behind my back. I seemed to take forever for the rest of the week to pass. I felt like my tongue was plastered to the back of my throat whenever we were together after school. Sure, I still made sure she got home safe. I waited out front for her and we both came home together. Regardless what I was thinking, we always remained proper for the short drive home. "Are we pretending we are boyfriend and girlfriend?" my sister asked as I backed out of the driveway. "Of course!" I said as I slipped my arm across the back of the bench seat. She took the hint and slid over next to me. I swear, that car had room for at least four in the front seat. "You smell good!" I said to her. She had leaned her head on my shoulder and could smell perfume. I had never known my sister wore perfume. "I wore it just for you," she said. I said nothing, but wrapped my arm around her shoulder and squeezed her. I had never noticed my sister could be so soft. We drove the rest of the way to the drive-in in silence, each thinking our own thoughts. I wondered if hers were as graphic as mine. As I paid for the tickets, I noticed the combination of the soft skin of her arm, her perfume and warm body pressed into mine were giving me a boner. She had her hand resting on my thigh, and my cock seemed to be trying to stretch towards her fingers. Fortunately, the concentration of parking the car and getting the speaker placed in the window, distracted me enough to keep from getting totally hard and sliding under her fingertips. That was short lived. We still had a few minutes before the movie was to start. We sat back and were pretty quiet. Neither one of us wanted anything from the snack bar. (We brought our own sodas.) Neither one of us really knew what to say. My sister broke the ice. "What do a boyfriend and girlfriend talk about?" she asked. "I don't know. Just stuff I guess," I said. "Stuff?" She thought about this for a moment. "Like sex stuff?" "Sometimes," I answered. I didn't think my sister knew much about sex at 13, but I was wrong. "If I was your real girlfriend, would you get a boner?" she asked. "Huh?" gasped, choking on my soda. "You know, did you ever do anything? Like mess around and stuff?" "Yeah, a little. We never did anything major, though." "You mean you guys never did it?" she asked, almost looking shocked. "No she was too much of a prude." I explained. "She was great at teasing." "Teasing?" my sister asked. "Yeah, getting a guy all worked up and then, with a flip of the back of her skirt, the night would be over." "So, you did get boners then," she stated, looking down at her hand on my thigh. "Well, yeah, I guess so." All this talk about my cock was having an effect on me. Not to mention the soft warmth coming from her hand just inches away from my cock. Just then, the speaker popped and a scratchy voice droned the Welcome to the Redwood Drive-in. tonight our feature is..(and then it changed into a woman's voice to present the movie title.) "Good thing this isn't a scary movie," I said. "Why?" she asked. "Because then you would have to jump and hug me every time you got scared," I explained. "Would I have to hide my face in your neck while you held me in your big strong arms?" she asked, giggling and I was sure she was blushing. "Most definitely," I said. "And would you try to take advantage of scared little me?" she asked in baby talk. "Absolutely!" I said. "I wish this was a scary movie," she said just above a whisper. She sighed and leaned back a little further into me, now slightly stroking and gently squeezing my thigh. My cock was growing harder by the second. "You know," I said, also barely above a whisper. "I wish you WERE my girlfriend!" "We are supposed to be practicing how to date," she said. "And we ARE pretending to be boyfriend and girlfriend. Did you kiss her when you were on a date? "That's all we really ever did. She did let me feel her boobs, once and only through her shirt." "Will you show me how to kiss?" she asked, slightly turning so she could look into my face. I could see the reflection of the film on her shiny lips. I had never seen her wear lipstick before. "Uh, I guess so," I stammered, my throat desert dry all of a sudden. I took a quick sip of my soda and leaned down to kiss her. She was so soft and tasted like strawberries. We just kissed lightly for a few moments, then parted, wondering what the other was going to say. "Wow! That was so cool," she said. I could tell her breathing was getting faster. "That was just a polite kiss," I explained. "I know," she said. "A girl at school was telling us about how her dad taught her to kiss 'French'. They touch tongues and stuff." "When did Mom let you start wearing makeup?" I had to ask. "She said tonight was a special occasion and I should dress up a little. That's why I have a new blouse skirt shoes and guess what else?" "I give, panties and bra?" I kidded her. "No, Silly! Look!" she pointed at her legs. "I know, you said you got new shoes," I said as I looked at her shiny dress pumps. "They are pretty." "No, are you blind? I have nylons on! She suggested it when we were in the store buying clothes and makeup." "She wanted you to wear makeup and nylons for me?" I asked, somewhat shocked. "Yup. She said it might help you act a little more natural on a date. She also said you would be more comfortable if it didn't look like you were taking out your little sister." I leaned over and looked closer. She sure was wearing nylons. Sexy black numbers with an embroidered flower pattern. "They look so grown up!" I said. I wanted to look up her thigh a little further to see what kind of nylons she was wearing. I couldn't see in the dark, so I made a note to look when we got out of the car. She was wearing a fairly short skirt. "Can we kiss again?" she asked. I gently touched her lips with mine. We kissed politely for a moment, then I gently touched her lips with the tip of my tongue. I could feel they were already slightly parted. I slid slowly and gently into her mouth, following the tip of her tongue. I knew I didn't want to scare her. When our tongue tips were done playfully dueling, I pulled my tongue back. I was delighted to see she kept touching and stroking the tip as she followed me into my mouth. After a few moments, it was a back and forth, follow me, follow you kind of action. My cock was now raging. I could feel it trying to slip under her hand. I knew she could feel it, but she kept her hand where it was and continued kissing me. I was trying to twist my body towards her, so we were more face to face. When my thigh moved, my cock was removed from underneath her hand. I was surprised that when I was turned and able to get my arms around her, that her hand appeared back on top of my cock as she started kissing me again. Not a word was spoken the whole time. She was breathing real hard and making tiny moaning noises in her throat. It was a sound I had never heard from my sister before. I was breathing hard, too, but I wasn't making any noises. Then I felt her hand very lightly squeeze the head of my cock through my pants. I think I groaned too loud, because she stopped kissing me and looked startled. "Did I hurt you?" she asked. "Oh no!" I said. "It felt really good and you just caught me by surprise." "Did you ever do this with Pamela?" she asked, giving my cock another squeeze. She knew my girlfriend was a prude. "Unngh!" I groaned, feeling the lube starting to drip out of the end of my cock. "Uh Uh," I moaned as I inserted my tongue into her mouth. I knew if she kept this up, I would be drenching my shorts. (and probably my pants, too.) I started running my hands up and down her back, hugging her occasionally. I could feel she was almost gasping. She would give a little squeak whenever I squeezed her and a tiny moan when I stopped. I could feel her breasts becoming firmer against my chest, under her silk blouse. "Can I put my hands under your shirt and rub your chest next time?" she asked. "I had always thought my first kiss would be a guy like you, but without a shirt. Like on the covers of romance novels. And he wouldn't have chest hair!" "Sure, if I can rub your nylons," I bargained. "Okay," she agreed. "After all, tonight we are boyfriend and girlfriend!" "Cool!" I said. "But we will have to scoot around a little. Put you feet up on the seat so I can reach them." After a little shuffling around, we were sitting face to face, my sister's one leg straight, the other on the floor. I sat cross legged, facing her. We leaned towards each other. I was wearing a button down shirt and it was still tucked in. I felt her tugging the front of the shirt out from my pants. When the front was free, she continued around my waist, pulling the shirt completely out of my pants. "I might want to feel your back, too," she explained. "Oh, okay," I said, leaning forward both offering my chest and reaching down and gently touching the material of her nylons, just above the knee. My cock was stretched down the top of my thigh. I thought about moving it to a more comfortable position, but I didn't. I didn't want to attract attention to my condition any more than was necessary. By this time, the movie had been totally forgotten. I ran my hands up and down her thighs, feeling the tops of her nylons. They weren't panty hose, they were the high top kind that end mid thigh. I leaned forward a little more, sliding my hands farther up her thighs until I reached the soft skin of her tender inner thigh. When I leaned forward, she moved her hands behind, stroking my back. After a few minutes more, we were separating, gasping for breath. "Wow!" was all she could say. I couldn't say anything. Not for a few minutes, anyhow. "Jeff?" she asked. "Huh?" I answered, my breathing returning to normal. Unfortunately, my cock was still rock hard. "Do you masturbate?" she asked. "Of course, all guys do! Do girls do it?" I asked back. "Yes," she said. "Do you feel like doing it now?" "I don't know," I said. "I don't know if I could do it if someone was watching." "Then what if someone else was doing it too?" she asked. "Well I guess we could try it," I said nervously. "Well?" she asked. "Besides, I want to see what you look like." "Well what?" I asked. "Aren't you going to take off your pants?" "Oh, yeah, I guess I should," I said as I unbuttoned my pants and slid them down past my knees with my shorts. My cock was still covered by my shirt tail. "What are you going to do?" I asked. She leaned back, lifted up her butt and reached under her skirt. When she removed her hands, she tossed me a small white bundle, giggling. "I'm going to want those back!" I laughed and slipped them in the glove compartment. "How do you start?" she asked. "Usually, I just wet my hand like this," I explained as I got my hand wet with a little spit. "Then start rubbing up and down like this," I explained as I lifted up the shirt, giving her first look at a hard cock. "How do you do it?" I asked. "Usually I'm in bed or the bathtub," she began. "I like to start off just rubbing my fingertips across my belly, like this." She lifted up her skirt past her waist and began lightly stroking her belly. Her legs were still spread from when we were kissing. I looked down to the dark area between her thighs. I couldn't see much, but I could see a small thatch of her blonde hair at the top of her pussy. I sat there, stroking my cock, watching my sister watch me and masturbate. Soon she was slipping her fingers lower into her valley. I could see she was lightly stroking the hair. "I was so glad when I got hair down here," she said quietly. "It was nice when it was smooth, but I think it's much nicer now." I moaned as I watched her slip her finger into the top of her crease. She pulled it out, glistening. "I know I'm going to have a good one when I get this wet!" she said. She put her finger back and spread some of her maiden oil over her clit and began rubbing in small circles. "Why are you rubbing there?" I asked. "I thought the hole at the bottom was what made girls cum?" "Silly! Girls get off both ways, but the bump at the top is best. It's called a clitoris," she explained her breathing now matching mine. "Are you almost ready?" she husked. "Can we both come at the same time?" "I'm almost there and no, not yet, maybe next time. I would miss it and so would you. Hand me your panties from the glove compartment, I almost there!" I could feel the familiar boiling in my balls. I wondered if there was enough light for her to see my balls pull up in their sack. I felt her press her panties into my free hand. "Arrgh! Here it comes!" I hissed through gritted teeth. My ass came up off the seat as my cock tried to fuck my hand even harder. I felt boiling hot cum shoot up the shaft and explode out the end. I tried to hold the panties a short distance away, so she could see me shoot my load. After 5 or 6 good strong streams, the flow dropped down to a trickle. "Ahhh!" I groaned as my cum finished and I started to relax. "That was so strong!" I exclaimed. "I think it was fun with you watching! Now it's your turn." "Okay," she said. "But I usually close my eyes." "That's okay," I said. I reached down and gently touched her nylon covered ankle. She was soft and warm. I stroked her foot and calf slowly as she began to stroke herself in earnest. I watched as she slowly slipped a finger inside her slit. Now I could see what was up. She was lubricating her finger and rubbing a small shiny bump at the top of some folds of pink flesh. This was the first real live pussy I had seen close up. The nearest I had been before was stealing my Dad's Penthouses and Playboys. I was fascinated when her hips started to move. It as though they had a life of their own. When she started moaning, I started squeezing her calf. I hope she would let me keep doing that; I wanted to feel what her legs muscles did when she came. She was sliding her finger up and down her shiny slit. I could hear wet slippery noises as her finger went faster and faster. "Oh! Oh! Oh!" she moaned as she neared her climax. "Jeff! Kiss me!" she moaned. I didn't hesitate. She was leaning up against the far door. I climbed up over her, cock still exposed and began kissing her. Every time she bucked her hips, the head of my drooling cock rubbed against her soft belly. It wasn't long before I was ready to cum again. My cock had never gotten soft. It just stayed hard. It had never seen anything like this and it wanted seconds! I was just about to tell her she was going to get her wish after all when she stiffened up and sucked hard on my tongue. This ground the pre-come/cum slicked head of my cock into her belly button. This was more than I could stand and I blew a second load. This wasn't as strong as the first one, but it was most definitely at least the second strongest cum of my young life. We disentangled ourselves and I stretched out next to her, my leaking cock, dripping on her nylons. Neither she nor I knew it was there. "You got your wish," I said when I could breathe again. "What did I wish for?" she asked. "Both of us cumming together." "Oh! That!" she giggled. "My belly is all sticky." I reached over and began wiping up my load from her belly. "You know, next time we have to do this where there is more light and I want to see your boobs!" We were both laughing as we pulled up our clothes. The movie was almost over and we hadn't seen any of it. We decided it was time to go home. We were both very sleepy for some reason. As an end to our evening, we both decided to give each other a good night kiss on the front porch, just like boyfriend and girlfriend. After a few minutes, the front door opened. "Well? Are you pretending the night is over and it's time for the 2 lovers to part for the evening? Did you kids have fun?" Mom asked, teasing, as she stepped aside and let us into the house. "It was okay, Mom, but the movie wasn't very good," said Penny, adlibbing as she went. "Don't get us caught in a lie!" I thought to myself. Both of us stood in the living room, trying to figure out the best way to go to bed early, without raising her suspicions. "Well I see you had a REAL good time," Mom said with a wicked gleam in her eyes, more directed at Penny. "What do you mean?" asked Penny, getting worried. "Before I started dating, my mother had me and your uncle practice dating. I always made sure to get rid of any 'evidence'. And I would be willing to bet that you aren't wearing panties right now, and they are probably in your brother's pocket or the glove compartment?" My sister gulped and looked at me for a way out. "That's okay," Mom said. "You kids had fun and I hope you learned something about each other tonight.

myfirsttime