The Making of a Cocksman
by Lubrican
Chapters : 1 | 2 | 3 | 4 | 5-9 & Epilogue Available On 
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Chapter Two
So there we were. My sister and I had just agreed to masturbate in front of each other. Now that's weird, any way that you look at it. It was weird because she was my sister. But it was also weird because, as she stood up, pushed down her shorts and pulled her shirt over her head, I was with a naked teenaged girl for the first time ever. I had done a lot of fooling around with girls - don't get me wrong - but none of them had ever been naked. And I had never been naked in front of a girl either. Parts of me had been naked, but never the whole shebang.
So it was surreal as I got up and pushed my skivvies down and suddenly I was naked with my sister. Of course my peter didn't think so. As soon as I saw her luscious soft titties and that fluff of pussy hair I had the hardest boner of my life. It just screamed to be stroked and I found my hand wrapped around it before I realized I had even done that.
Claire was looking at me with these eyes I'd never seen her have up to that point in time. They looked ... hungry ... or something.
"Wait for me" she panted. "Don't start without me." She went over to my bed and got up on it. She leaned back against the headboard and then leaned forward and grabbed my pillow to put behind her. I was standing there, my hand wrapped firmly around my prick, squeezing it hard, because that suddenly felt really good.
Claire looked at me and there was a sort of pleading in her eyes, now. She didn't have to tell me how vulnerable she felt, because it took her a few seconds to get up the courage to bare herself to her first boy ... her brother. And, when Claire drew her knees up and let them fall apart, exposing her whole pussy to me, I thought I'd shoot right then and there. I squeezed harder. It had never felt this good before.
I saw the fear and nervousness fade in her eyes as I didn't laugh or say something to put her down or whatever she expected her big brother to do, that he didn't.
"It's pretty," she said, as she slid her hand over her abdomen, toward that beautiful pussy. She was staring at what was in my hand. That hungry look was back in her eyes. It was crazy how her face could change emotions so fast like that. But then the whole situation was crazy, you know?
And even though I didn't want to think about my penis as being "pretty", I wasn't about to get into an argument about semantics.
"It's big too." she breathed.
Now that's what I'm talking about!
She curled up all but three fingers and then covered her pussy with them. I think I moaned. I hated to see that beautiful pussy covered up. My frazzled brain was just then becoming capable of letting my eyes concentrate on really looking at my first set of pussy lips. Then she started doing little circles with those three fingers and her head went back, like she was staring up at the ceiling.
"Ohhh Bobby this feels so good," she moaned. Her head tilted back down and she looked at me. If you're ever in the jungle, and you suddenly come face to face with a hungry tiger or something, you will see the look I saw in her eyes. I knew if I jerked more than twice I'd blow spooge all over the place.
Then she let her middle finger bend and it disappeared inside her.
That was it for me. I felt semen trying like crazy to get out of my cock, but I didn't want it to be over so fast. I squeezed hard and felt like my head was going to explode. Drips of white oozed out of my piss hole and started stringing out, like somebody was trying to lower sheets to the ground to climb down during an escape.
"Ooooo" sighed Claire, her eyes riveted to that long string of cum.
Now I had this problem of not wanting it to end so soon, but wanting to spurt so bad I couldn't stand it. I shouldn't have done it, but something just made me. I took two steps toward her and jacked on my cock four or five times fast. Cum rocketed out of my prick and arced through the air to land on her arm and stomach. I felt the second shot coming and leaned my hips forward about the same time she realized what had happened. I thought she'd scream at me, but her eyes went wide and her hand blurred as she rubbed her clitty hard and fast. There came a sound from her throat I didn't think a human being could actually make and I realized she was cumming with me. My second shot splatted right on her left breast, making a line across the nipple.
I was so excited that I couldn't even aim the last two or three shots and they landed mostly on the bedspread beside her, or dripped to the floor. I got so light-headed that I had to let go of my cock and lean forward to support myself on the bed. That put my head only a foot and a half from her pussy as she continued rubbing it frantically. She let her knees fall to the sides as her butt jerked upwards and her finger flashed in and out of her pussy.
I could smell her.
She smelled fantastic.
Just then she dragged her finger out of her and, just before those perfect pink lips closed up again, I could see into her pussy tunnel. It was wet in there. Clear liquid was seeping out between her lips.
"I can feel you breathing on me" she panted. "That was so hot!"
I just leaned and panted on her pussy. Finally I could get enough air to talk.
"You should shave your pussy hair off." I gasped. "That would look sooo good."
I have to mention here that Claire was the kind of girl who gets energized by an orgasm. When she has one she's all perky and happy and full of energy. She sat up and suddenly her bare titty was inches from my face. There was a drip of my cum hanging from the nipple.
"You really think so?" she asked excitedly.
"Oh yeah" I groaned. "But then I'd want to touch it, so maybe you better not."
"Ick!" she said suddenly. "You got your stuff all over me." She touched one finger to the drip on her nipple. "It was warm at first, but now it's getting cold. Let me up. I need to go clean up."
I staggered back, my dick still dripping spunk and she bounced up off the bed like it was the first day after school was out for the summer. She grabbed her shirt and panties and, after peeking out of the door to make sure the coast was clear, darted into the bathroom across the hall.
I got stuck cleaning up the mess. In the end I just wadded up the bed spread and used it to wipe everything else up. Then I put my shorts back on and took it to the laundry room and got the washer going. I didn't even care if my mom appeared and wanted to know what the heck I was doing washing clothes after bedtime. But she didn't, and I just went back and fell into bed. I had a hard time getting to sleep because I kept replaying the whole thing in my mind. I couldn't believe we'd done it.
Or that I'd loved doing it so much.
Claire had this amazing ability to take things in stride. Something pretty momentous had happened, as far as I was concerned, but at breakfast the next morning she acted just like usual. No blushes. No furtive looks. No apparent guilty conscience. She was just Claire. In fact, all day long she was just ... Claire.
Which is why, that night, after Mom and Dad had gone to bed, I was actually surprised when she slipped through the partially opened door of my room again. And again she was only wearing panties and a T shirt.
She had that look in her eye again. The one that made the hairs stand up all over me. And she had a magazine in her hand. It was one of those magazines for women. I don't even remember what it was called. Today it would be like 'Seventeen' or something.
"Look at this." she whispered. She held the magazine out and the great big headline to the story read "Is sex good for your skin?"
"So?" I responded. What was I supposed to do, read it? I was too busy staring at the two little points on the front of her T shirt that told me she wasn't wearing anything under it again. Suddenly I smelled that odor again. Her odor. She was excited! I mean ... that way ... you know ... like last night.
"It says that semen has all these things in it that are good for your skin. They actually say you should rub it in!" Her whisper was really loud and I shushed her, looking anxiously at the door.
She looked too. "They won't hear anything. A bomb wouldn't wake them up. I dropped a pan in the kitchen one night and it was loud enough to wake the dead and they slept right through it."
"Yeah, but do you have any idea what they'd do to us if they caught us?" I asked.
Claire stood up and looked around. Her pony tail swished in the air.
"What? We're not doing anything. We're just talking."
"What do you want Claire?" I asked. It was a legitimate question.
"I want to do it again."
"What we did last night?" I thought her curiosity had been satisfied and I'd never see hide nor hair of her naked body again.
Boy was I wrong. You remember that 'Claire takes things in stride' thing I told you?
"Yeah," she said, breathing deeply.
It was strange, looking at my sister and thinking 'Man, I'd like to see her naked again.' But hey, I'm a guy, right?
"Okay" I said.
She almost yipped as she jumped up and down. That did the most amazing things to her unfettered breasts and they wobbled beautifully inside her T shirt. That shirt was the first thing to go and those wonderful soft looking pink tipped breasts came into view again. I got hard almost instantly and my briefs jutted out obscenely.
Then she took her panties off and the breath caught in my chest.
She had shaved.
And, like I had told her ... it made me want to touch it. I had the insane urge to lick my sister's pussy. It made my hands twitch.
Claire stood there, looking beautiful, biting her lower lip as she waited for me to say something.
"Fuck ... it's beautiful!" I blurted.
You have to cut me a little slack here. I had touched several pussies, but most of that was groping in a back seat somewhere, and only once had I gotten my hand inside a girl's panties. She creamed almost immediately and then got scared and made me take my hand out of her pants. So, while I had this reputation for being all knowing and all that crap, I was looking at something I'd only seen once before, and even then it had been mostly covered by her fingers. Even though she was standing with her legs together, I could see the protrusion of her pussy lips in a little hollow kind of place right up high between her thighs. And they did look like lips! They were pressed together, like my mother's lips are - the ones on her face - when she's pissed off about something. But they were also fatter and so pale as to be almost white. They just begged to be kissed and licked.
Claire was excited, but not at the same level I was. "Really? You think so? It was really weird shaving. I was afraid I was going to cut myself and I was so nervous it took half an hour."
"Lie down." I suggested "I want to see better."
My poor trusting sister lay down on the bed as I got off of it to make room for her, and she splayed her legs wide with no hesitation this time, no shame whatsoever. She was looking at the lump in my shorts. She drew her knees up so her feet were flat on the bed.
Then she made the fateful comment: "Aren't you going to get undressed too?"
Okay, I know it's actually a fateful question, rather than a fateful comment, but the point is it's actually her fault that, when I climbed onto the bed, my rock hard and leaking prick was naked and ready to do what it was intended to do. I wasn't planning on doing anything other than rubbing the skin off of it, but I steadfastly maintain that I'd have left my briefs on to look at her pussy if she hadn't suggested I take them off.
But I did take them off.
So, when I got up there and crawled between her legs, my prick was stiff as a board and pointing right at her, like one of those hunting dogs that points at the bird hidden in the grass. I leaned in and saw those soft kissable lips up close and ... well ... I kissed them.
What I actually did was smash my face into her mons and bite them with my lips. My tongue came out and slithered right between those tightly closed lips and I sucked, all at the same time.
Claire froze. I mean she went rigid like she was actually a department store mannequin or something.
Then she unfroze and her thighs slammed together on my ears as her hands grabbed two handfuls of my hair. And her knees went back apart like they were operated by springs or something. I felt the hands ripping my hair out by the roots begin to push me away, and then, a split part of a split second later they reversed course and pulled instead of pushing. I felt the bed depress as she dug her heels in and she pushed her pussy up into my face at the same time she jerked my hair hard enough to make me grunt with pain. It's a good thing I had already decided I loved sucking pussy, because I couldn't have gotten away if my life had depended on it.
I will never forget the sound that came out of her throat. I've heard it lots of times since then, and it sounds remarkably similar regardless of what woman makes it. It was a whoosh of air that something was trying to cut off, and that 'something' made a groaning whining sound that made my dick jump and dribble.
All this was happening at the same time my mind was going about a thousand miles an hour. I had lots of thoughts, among them "Oh shit, what have I done now?" and "She's going to scream and Mom and Dad are going to bust through the door and kill me!" and "Man! She tastes good!" and I was noticing the texture and smoothness of her mound and those lips, which all of a sudden weren't so tight and weren't so closed up. And finally, I was suddenly afraid that I'd scared her so much that she'd peed her pants.
Well, not her pants, but you know what I mean. That was because there was this rush of wet against my face. As it turned out, she was so primed, thinking about rubbing off in front of me, that the sensations I caused in her caused her orgasm to burst on her unawares. For both of us.
Well, after she entered that orgasm and pulled my hair out, she let go. I pulled my face back and saw a pussy that had undergone some changes. It wasn't flesh colored any more. It was red, and her pussy lips were open now, showing me that dark hole that went up inside her. And it glistened with all that moisture. I looked up and saw her looking back at me with eyes so wide that I could see white all around the dark centers. She was gasping for air, her breasts moving up and down two or three inches.
"Do that again!" she panted.
Like I said, Claire took things in stride.
I stared at her pussy and saw that mythical thing I'd heard so much about, and managed to actually touch, that one time when I got my hand in that girl's pants. It was her clit. I was amazed. I didn't know what to compare it to, back then. Since then, though, I think the closest thing that comes to mind is that arcade game where there are a bunch of holes and you have a hammer or club and a mole head pops up out of one of the holes and you have to try to hit it before it pops back down. Well, her clit looked like a little tiny mole head just starting to poke out of a really tight hole.
I knew that was a prime place to touch a girl and I'd always wanted to play with a clit. So I leaned down and clamped my lips around it and sucked.
I lost some more hair.
She was slippery. I knew now that she hadn't peed, and that whatever that slippery tangy tasting stuff was, it was a good thing, that meant she was having a good time. She started moaning and saying my name over and over. She was getting louder but I didn't care because I was having the time of my short life.
We both got way too excited. I know that now. But then, in the heat of the situation, you just don't think. She squirted my face again and told me she loved me and to never stop and somehow I sort of ended up on top of her and somehow my prick sort of went in her a little.
Okay, that's not true. When I was wiggling around on top of her it was because she pulled me up for a kiss. She took my wet slippery face in stride too and it was during that kiss that it felt good to rub my prick against her, so I did that, and it was while I was doing that that I felt heat all around the tip of my cock. And that just felt so good I pushed. I didn't mean to. But when I pushed, what with all that slippery stuff coating her pussy mouth, my cock just slid right in and when I pushed there was this resistance, but then it disappeared and I slid in farther.
That was when she hissed and went, "Oooooowww Bobbeeeee!!"
We both knew I had just popped her cherry. We weren't so stupid as to wonder what was going on. I was half buried in her and it hadn't felt very good on her part. I wasn't complaining. For me it had felt fabulous. But still, just the knowledge that you have just popped your sister's cherry has a pretty big impact on you. I know it had a big impact on me. I stopped.
Claire was still making these little, "I'm not very happy any more," sounds and was king of wiggling her butt around, maybe like she was trying to get comfortable or something. Or trying to get away from me. And what she was actually doing was kind of sliding back and forth on my prick a little bit. I suddenly realized her hands were on my sides.
Then some more of that impact on me happened. My prick notified my brain that only half of it was nice and warm and buried in yummy hot flesh. And my brain called to my back muscles and yelled, "Give 'em a little help!" So my back muscles bunched up and I jammed another two inches of hard cock into my sister's pussy.
Now, a piece of my brain knew that was the wrong thing to do. But it was a little like that thing where you're supposed to pat your head with one hand and rub your stomach with the other hand all at the same time. The brain knows what it's supposed to do, but usually something else happens instead. And my brain was telling me to push hard, but reminding me I had no business porking the shit out of my sister all at the same time. And the fact that Claire made it sound like a cat convention, what with all her hissing and spitting and yowling, made it pretty clear that her brain was in agreement that it was time to vacate her pussy.
I got most of the way out. Then that other part of my brain missed all that nice warm pussy flesh and told me to get back in there. So I did that, and was immediately rewarded with that wonderful feeling that nothing else even comes close to, where your prick is surrounded by hot, clasping pussy flesh.
Long story short, there was this little war going on in my head, and the result was the ... ebb and flow, if you will ... of my little trooper. He advanced and retreated until he couldn't seem to make up his mind whether to go forward or pull back.
It was about then that I realized the cat convention had disbanded, and Claire had joined the group of women who made those noises in motel rooms, or on X-rated videos. And she was good at it too! She sounded like she really meant it.
I know this sounds a little disjointed in the telling. But I was prick deep in losing my virginity, while taking my sister's virginity, and my mind wasn't quite at a hundred percent. My memory wasn't quite at a hundred percent after it was over either, but I'm pretty sure the physical part of it was all jerky, too.
Anyway, the next thing I remember was when her fingernails were digging for oil in my back and she was whining and moaning and she hit the note that was hooked to the sonic switch in my balls, because my prick, which had been so trustworthy up to then, started spurting spunk while it was still buried in her belly.
I know what you're thinking. You're thinking that was a run-on sentence, and that no self respecting author would use one in a decent story.
Well, I had just fucked my own sister, popping her only cherry. Moreover I had just spurted her full of incestuous brother spunk and there was no way in the world she was on any birth control. So that means I can't lay any claim at all to being self respecting. And since this story starts out with incest, I can't claim it's decent either. So all I can tell you is that the whole incident was like a long run-on sentence that kept going and going and dragging me along with it until it abruptly ended. Leaving me breathless, I might add. Just like a run-on sentence.
Claire was lying under me gasping for air. I pushed up off of her, hating to feel her body separating from me, and looked down at her. It was another one of those moments of truth. I had just popped my sister's cherry, without her asking for it. It had hurt. I had filled her up with baby juice. Not only that, but my cock kept trying to squeeze out just one more drop of them, and I was unconsciously sort of grinding against her. So I really couldn't expect her to be happy about it. And this was her first real chance to tell me what a selfish, perverted, unkind jerk I really was.
She had this stupid grin on her face. "Do that again!" she panted.
Did I mention before that Claire always took things in stride?
Well, now you know what happened with Claire ... how a pure accident led to something that was not quite accidental, but not intentional either. I still couldn't believe I had packed my sister's pussy plumb full of my baby makers. And on top of that she actually said, "Thank you." when we were finished. I'd had a pretty good time too, and I told her so. I also told her I was interested in doing it again. She gave me a brilliant smile and said "We'll see. I need to see if I get my next period first."
Well, that was sobering. I hadn't really thought a whole lot about that possibility. But then what teenagers do when they're ass deep in hormones and fucking like crazy? But she seemed to be taking the possibility I'd knocked her up in stride, just like she took everything in stride, so I decided not to worry about it.
The next Friday night was a sleepover night for the posse. They had those every month, sometimes even more frequently, and in the past I had tried to make myself scarce when they were all over there doing the pajama thing. It wasn't that I didn't like looking at them in their nightgowns. I liked that a lot! But they invariably picked on me and teased me and generally made themselves a pain in the ass.
But there had been times when I was there at the same time they were, and I almost always heard something interesting in their chatter. Especially if I actually tried to listen. I had no idea if Claire would cop to what we'd done, but I knew if she did it would be ... interesting. I also knew that I'd probably be dead within a week if she did spill the beans.
So this time I planned on staying home. In fact I went farther than that. Claire's room shared a wall with mine, and her closet was beside my closet. I knew she never closed her closet doors. They were those folding type doors with louvers in them, and she just left them folded to the side. So I figured that if I made a few well placed holes in the closet wall in the back, I might be able to hear what they were saying if they were in her room. Of course they gathered and lounged all over the house, but I figured if they talked about sex it would be in the privacy of her room.
I was right.
I knew she was going to tell them at supper. She was all excited ... more excited than she should have been for a routine visit of the posse. After supper I got her in the hallway and told her, "Don't do anything stupid tonight."
"Why Bobby! Whatever are you talking about?" She grinned. She actually grinned at me!
"You know exactly what I'm talking about. You tell them what we did and it will be all over the neighborhood by morning, and parents will be talking to Mom and Dad before breakfast. I'll be shipped off to military school by lunch."
She stuck her cute little nose up in the air. "Don't you worry about it. I know what I'm doing."
I leaned over her. I had her by at least two inches. It wasn't like she couldn't go anywhere, but she'd have had to duck to one side. "You just keep your mouth closed." I warned her.
My mother scared both of us to death. "Bobby!" she said sternly. "Quit harassing your sister." She had come into the hallway and we had been so centered on each other that we hadn't noticed. I wondered how much she'd heard.
Claire wasn't worried though. "Thank you Mommy," she said in that syrupy sweet voice she used to get what she wanted. "He was being mean to me."
"Why can't you two love each other?" said my Mom in an exasperated voice.
If only she knew.
But it didn't sound like she did, so I relaxed and backed off. But my ear was plastered to the three little holes I had drilled in the wall when I knew the girls were in Claire's room.
And I was right about Claire telling them too. Except I was wrong about how she did it. She waited until the last one was there, and they all trooped into her room and slammed the door. I had to stand up in the closet. I had decided the best place to drill the holes was right behind all her clothes, where she wouldn't be likely to see any light shining through them or anything.
"Close the door!" I heard Claire say. I could hear the excitement in her voice. "I have something special to tell you."
I was sweating buckets and not because it was hot in my closet.
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