Chapter 1
Who am I? Most of you know me, or my doppelganger. I'm 29, close to 5'11"; jogging keeps me lean, and many women would say I'm a little better than average looking. I have brown hair, brown eyes, and weigh about 170. There are a million of me, you see me every time you commute to work, or go shopping; a decent looking fella, who looks like a lot of other decent looking fellas.
My life is good in the girlfriend department. About half of every month a sweet airline stewardess named Roberta calls my house home. The other half she's normally somewhere in Europe. My place in the woods helps her decompress I'm told.
I have a great job, even if it's no job to me. I rent out a dozen fishing cabins that I built myself over the past few years.
When I started out, I had little money, but I was able to buy a long unused camp grounds for a song. Only two of the buildings were worth salvaging, even they needed major work. Today, I'd never be able to afford the place, but ten years ago, Interstate 287 looked like it would never be built due to environmental litigation. Thank God I bought this place before a 287 re-route was finally approved. The revised right-of-way made my country and the lake far more accessible to tourists than it would have been.
Ten years ago, a depression in our area meant none of the few locals with any money left wanted to invest it close to home. So I was able to get the defunct camp, 20-acres with plenty of lakefront, for a song.
Ever since I was a kid, I'd made money helping the plethora of retirees populating our county because of its low property taxes. Between my savings, and a loan from Dad, I was able to swing the land.
I always loved fishing. As a kid I'd spend every minute possible fishing from every place I could get to around Ten Islands Lake. As soon as I was old enough to safely operate a motor boat, I was fishing from one end of the lake to the other. Over time, with a little help from the old timers I'd pester for information, I grew to be as good a guide to Ten Islands Lake as there ever was. So as soon as I got my first two cabins going, my reputation a fishing guide kept my fledgling resort full. Soon I was making as much money as a guide as I did from the cabins. The money coming in was enough to build another cabin or two each year.
Folks say I was a quiet kid, I suspect I was about as average as a kid could be. If I had any talent, it was that once people got to know me, they generally liked me. That was especially important when I was building my little business. Friends in the local timber business would set aside good second's that were fine for building my cabins. Other folks would steer fishing friends to me. Even as a kid, once I'd mow someone's lawn, they'd always find a way for me to earn a little money thereafter. Extra Bass, Blue Gills and Walleyed Pike were bartered for having my long, rutted, dirt access road gradually evolve into respectable tar and gravel roadway.
The story I'm here to spin is about my older sister and me.
Being only one year apart, as small kids we did a few things together. There was a time when we could both enjoy Chutes and Ladders, and other simple kid's games Even Monopoly or Scrabble during heavy snowstorms when we were older. We always got along as well as most brothers and sisters, although we did have several years where a real Love-Hate relationship would best describe our interactions.
Certainly I don't recall my pre-pubescent days very well. You know, way back when we were so young that our only understanding of the difference between boys and girls was that boys liked to fish and girls liked dolls. Recollections of peeking a few times are still with me, but don't ask which of us first figured out that our bodies were different, or who got curious enough to initiate the innocent explorations.
When Liz hit eleven, her and my daily lives noticeably diverged. Guess it was about then our Love-Hate years began. The love parts were typical. For example, I'd defend her if a boy tried to pick on her. We were both fairly thoughtful about Christmas or birthday gifts. Like I said, typical.
Naturally I could be a real pain-in-the-ass, but that wasn't my exclusive province as Liz sought to establish her own identity, so the hate parts should be easily understood by anyone who grew up with a sibling.
As I grew into my mid-teens, I was customarily awkward around girls. Apparently a few liked me enough to be a spend a little time with me at a community picnic or school event, but I didn't have a true date until I was past 16.
When I was 13, maybe 12, I began to periodically pester Liz to show me her boobies. Starting as young as I did, she never reacted with uncommon anger. Sometimes she was annoyed, sometimes amused. Asking as frequently as I did over time, she surely felt every possible emotion at one time of another.
Continuing to ask her often as we grew up, my naughty requests became something of a tradition. It may be annoying when it rains sometimes, but a rainy day is hardly surprising.
The first major shock I got came when I was just 18. Following my usual request for a bare boobie show, Liz stood silently. An instant rejection had, heretofore, been the only reaction I'd ever gotten. Sure, the verbal response would vary from caustic to scathing, but it was always a ready response. Not that day. No, that time a minute passed while she silently looked back at me.
"Since you think you want to see my chest so much, let's see just how much you really do. I want five dollars. You give me five dollars, and I'll let you see me for two minutes."
Stunned doesn't come close to how I felt.
This took place at a time when America, especially rural America, was far more naive. Seeing a women wearing a bra in Sears catalog was a big deal! I'd never seen a live bare breast, and damned few photos. A flash of flesh as a girl at school bent to pick up a dropped pencil was about the best I'd ever managed. So the possibility that I could actually see not one, but two totally bare breasts was enough to have me masturbating around the clock for days on end.
Hot Damn, I had a chance to not only see boobies, but Liz's boobies! While I found many girls to be attractive, Liz's body had always held a special fascination for me.
How much is five dollars? Back then a bottle of soda or an ice cream bar cost a dime. So five dollars was a small fortune. Talk about put up or shut up, Liz nailed me pretty good. I had to mow a lot of lawns or clean a mile of gutters to earn that kind of money. But I was trapped, I was fully ensnared by my own web of desire.
Three weeks and a few days was how long it took me to save up five bucks. All my dimes, nickels, and quarters I converted into a brand new $5 bill. Now that I was actually ready for the biggest purchase of my young life, I struggled with how to ask.
Last month, the only TV station we could pick up had shown Casablanca, our family had watched it together. It wasn't my all time favorite film; it did have Nazi's, but there was too much romance. However, the line "Here's looking at you, kid." had with stuck me.
When I was out busting my butt so I could see Liz's young breasts, "Here's looking at you, kid." Would frequently run through my head. BINGO, it hit me; taking my crisp fiver, I drew a pair of glasses on Abe Lincoln. Proud as a peacock, I strutted to Liz's bedroom door, then knocked. Coming to the door, Liz peeked out as she gradually opened it.
I thrust the bill towards her, said "Here's looking at you, kid... When, by the way?"
Now it was Liz's turn to be stunned as her initial confusion turned into comprehension that I'd called her bluff. The door opened no further, Liz froze for several moments. When she regained her wits, she at last replied "I'll let you know, soon." Then her door closed.
My hand was very busy before I was able to fall asleep that night.
* * * * *
The next day, when I walked into my room, Liz was sitting on my bed. Standing as I walked in, Liz told me to sit on the edge of my mattress.
Once I was seated where she'd just been, Liz said, "We're alone, Mom must be food shopping. Here are my terms. I'll keep my promise, but this is educational only, no touching allowed. You can look at me for two minutes, then I leave."
Nodding, dumbly, my posture couldn't have been any better, I sat up as straight as a board.
Facing me from roughly two feet away, Liz began to unbutton her blouse. My mind raced, it was the very same blouse I'd seen her wearing all day at school. Now I was seeing what happened every other night of my life behind her closed bedroom door. To her credit, she didn't rush it, at an everyday pace her buttons one by one opened, each one undone revealing a little more bra, or a little more flat tummy to my eager eyes.
With the final button undone, Liz pulled her shirttails out of her skirt. Unhurriedly, she removed her blouse, then tossed it onto my bed. Allowing me a few seconds to study her wearing nothing above her skirt except her fancy looking white bra.
Her arms whet behind her. Unclasping it, her hands each reached for, then lowered a shoulder strap until gravity slid the bra down her arms. Catching it in her right hand, she tossed it atop her blouse.
As you'd expect, nothing else registered with my conscious brain except the sight of two very female breasts before my aching eyes. What an amazing sight! A pair of large apple-sized orbs, floating before her chest as if defying gravity. Back then I didn't know the term was areolas for the silver dollar-sized dark red areas surrounding her tender looking nipples.
Neither of us spoke, I couldn't even move. I simply absorbed every detail I could gather for my information-starved brain. Each tiny bump on each areola was duly noted. The amount of white skin versus dark red was observed and filed. The fact that both nipples grew larger and more inviting as I stared at her was detected, the details, second by second flooded into a Sahara of male ignorance.
"Dear Lord in heaven, what a beautiful sight." was the first and last true thought I had before Liz learned over to grab her things, then covered herself with her loose garments.
My heart had nearly stopped when she bent to retrieve her clothing, her breasts had swayed and jiggled beneath her as she'd made her fluid movements.
Gathering herself, Liz assured me I had nearly two and a half minutes to see her after the bra was removed. It felt like ten-seconds, but I knew she was telling the truth.
"Liz." I shouted to her retreating form. When she paused, I said to her back. "You are very beautiful. With no facial expressions to guide me, I only knew she was thinking something, but after pausing a few seconds, she continued to her room, closing the door behind her.
It was only after I closed my door, when I lay on my bed, that I actually got an erection. Moments later, with my pants around my knees, the twin images so recently burned into my cranium triggered a powerful, prolonged orgasm.
Chapter 2
That five-dollar investment brought me considerable return on my investment. I lived on my daydreams for weeks. My appreciation of Liz's figure never waned. Yet gradually my almost obsessive desire to see more of her returned. Again, I resumed hounding her, but now it was to see butt.
Jeans or skirt, it didn't matter, neither one could keep her secret. A delightful, delectable, derriere dwelt within. Having seen breasts, I was desperate to view a female backside. My persistence eventually, at long last, earned me the same financial offer. "Five Dollars for two minutes."
By that time I had regular customers for my services. I had to work plenty hard, but it took under three weeks to earn another crisp five-dollar bill. The same day I brought it home, I drew glasses on Abe again, then left it on her pillow.
That night I was reading on top of my bed before going to sleep. A knock sounded behind me, it was so soft that I initially wondered if I'd actually heard something. Knowing the folks had gone to bed before I'd begun to read, I crept to my door rather than speak. It was Liz.
Holding the door open for her, I eyed her pajama-clad figure as she softly padded into my room. Her left hand made a sweeping gesture, silently inviting me to sit on the edge of my bed. Following her unspoken bidding, I settled my PJ clad butt onto my mattress, praying silently that she was here to earn her money.
Facing my seated self, Liz appeared calm as she stated, "Two minutes, no touching. OK."
"OK." I whispered, barely able to breathe from the anticipatory tension. My fingers griped the edge of the bed, in somewhat the fashion of a cowboy biting a branch as a bullet was extracted.
Turning, facing away from me, Liz grabbed her waistband. To me it seemed an interminable delay, but a few seconds later Liz pushed her PJ bottoms below her buns.
It would be unfair to call it a show, but as she gave me my two minutes of viewing, her cheeks tightened, then relaxed, several times. I never got the sense she was trying to do anything more than give me my money's worth. By turning a little left, then a bit right, I was treated to a nearly left profile to right profile perspective. Liz stayed upright, so even seated, I barely saw more than a bit of dark brown fuzz between her legs. Yet as much as I wished to see her pussy, her young bottom held my rapt attention. I may not have breathed for the entire time.
If you want to know what I saw, imagine a roman statue with its scooped butt cheeks. Long story short, she represented the female form magnificently.
Having been monitoring her delicate, 17-jewel Lady Bulova, Liz soft called "Time." As she bent forward to grasp her PJ bottoms, I did spy the briefest hint of her vaginal slit beneath it's furry covering. Regrettably the sole light atop my headboard didn't illuminate very well below her jutting tush.
My eyes were still striving to magically see Liz's glorious gluteus maximus though her thin PJ's, my fingers remained locked in a death grip on my comforter. Promptly turning to face me, I saw surprise cover Liz's face, her eyes dropped to my lap.
Tonight, I knew what to expect when Liz walked into my room, knew I was going to see a mighty nice looking girl's butt. Let's face it, the first you've seen has to be the best you've ever seen. Anyway, my body was also a bit a ahead of the curve this time.
The result of that bit of anticipation was Liz seeing a major league erection poking out through my PJ's fly. I'd been ready for bed; my underwear was in the bathroom hamper. The one tiny snap in the middle of my fly was never designed to confine an angry penis. The nearly purple crown, drooling a thin trail of clear liquid, was as much a surprise to me as to Liz.
For several seconds it seemed as if the world stopped turning; crickets fell silent, owls couldn't hoot. Abruptly Liz shook her head, straighten up tall, because she'd ever so slightly leaned forwards, then headed for the door.
Again, before she could exit my room my voice brought her up short. "Liz, it was worth it. You're very, very exciting to look at."
["Guess she has to believe that." I instantly thought to myself!]
Before she could move, I added, "Liz, I want to see... in front. I've never wanted anything more in my life."
At least twenty seconds later, I heard a fairly business-like voice drift back to me. "Twenty dollars." The amount, and the possibility of actually seeing her, both stunned me.
That night I masturbated four times. The following day I played hooky because I got so little sleep. Even though I slept much of the day, I enjoyed a date with Mother Thumb and her daughters between each nap.
Chapter 3
As a senior, I was dating now and then. I had day-to-day expenses. During the winter, it was a little harder to earn money. On the other hand, I was older, bigger, and I did have clients. Cutting firewood, shoveling snow, fixing a fence were all potential cold weather income. Lawns were a steadier business, but there was always something I could find year round if I hustled.
Funny thing when I dated; I'd look at my girlfriend, then think about Liz's body half the time. Of course in an era and locale when a boy was lucky to get a kiss on the third or forth date, you weren't expecting to learn much about life's sweetest mystery on a high school date. Hell, if you went steady for months and months, you might get a chance to touch a breast through a sweater. If you hoped to see between a local girl's legs, you'd have to marry the girl more likely than not.
Twenty bucks that I could part with took a while to pull together. But I did it. Many dreams about what a real girl would look like teased me between the first dime and the final dollar earned to fulfill my fantasy.
Not wanting to jinx myself, when at long last I reached my goal, I traded my box full of coins and dollars in for a nice crisp picture of President Jackson. Thinking "Here's looking at you kid." for the hundredth time that week, I drew spectacles on poor Andy's face.
Barely able to contain myself, I was eventually able to a deliver the $20 into Liz's soft hands after dinner that night. I couldn't read her expression when I handed it over. Was she smiling? Was it a wry smile, was there irony, amusement, subtle triumph. Her thoughts at that moment were as much mystery to me as the treasure between her legs. When she finally looked into my eyes, her voice was soft, but her expression remained inscrutable. "Friday night?" was all she asked.
I nodded a yes.
It was only Tuesday night, but I'd learned my lesson. When I managed to see my first pussy, I didn't want to worry about not being able to sleep all night.
Ask a kid on December 22nd how far it is until Christmas. Triple that is what I felt as I waited impatiently for the clock to finally put me out of my misery.
Whether for good or ill, time finally passes. Friday night arrived with all the speed of an arthritic tortoise, but the turtle at last crossed the finish line. Our folks left for a PTA benefit supper about 7PM. As soon as they departed, my feet made tracks for Liz's room. Her door was open; she was reading on her bed.
"Is now good for you?" I asked trying not to sound as hyped up as I actually felt.
When she nodded a yes, I softly asked, "Would like for me to wear my pajamas, just like that other time a ways back?"
We both knew what I was asking. Still, I couldn't read her almost neutral expression when her eyes met mine. For a time, I thought she wasn't going to answer.
"If you feel like it, I don't mind."
Leave it to a female to speak, yet say absolutely nothing!
Retreating to my room, I changed into my PJ's, then sat on the edge of my bed as before. Suspecting that Liz was at least a bit curious about how I looked, I'd only done the snap at the waistband. Already I felt tingling in my groin just from thinking about the impending two magical minutes.
When I heard Liz approach my doorway, my penis began to swell. By the time she stood 3' away, facing me, my half-awake shaft was creeping into the light. I had the impression she was staring at my penis, but my eyes were glued at her leg's juncture, afraid I might miss even a second of seeing what I tried so long to envision.
Taking a deep breath, Liz unsnapped her pajama trousers, then let them fall. Sweet Jesus, there she was, there IT was. A lush covering of nearly black fur adorned her groin. She stood with her feet a bit more than 2' apart, so I could see between her legs. Her pelt was thick, the hairs were fairly straight, but it pressed tightly against her. Details of her pussy were hard to see, but I could discern a shape like a 3 turned ninety degrees to the right at the lowest part of her pussy.
as we studied each other, I began to observe a hint of a slit, a touch of pink underneath her covering. Feeling movement between my legs, I suspected my soldier was saluting her breath-taking beauty, but I refused to waste a single second by looking away from Liz. My heart hammered at my rib cage, my lungs seemed determined to demonstrate just how much air they could inhale at one time. Yet I wasn't alone, even with my eyes riveted to Liz's most feminine attribute, I could see her belly rise and fall from her breathing.
Distracted as I was, I knew Liz was giving me well more than the agreed two minutes. When her hands began to move, my instant reaction was nonetheless to think, "Oh God, not already." Maintaining my unblinking attention was greatly rewarded. Instead of bending from the waist to reach her bottoms, Liz squatted, lowering her entire body.
By the time her fingers touched the waistband, her knees had spread wider, and with her butt near the floor, I was finally able to glimpse EVERYTHING between her legs. A line of bright pink clearly peeked through her dark bush; I saw things that I didn't know the names for.
Looking calm as you please, she drew the bottoms up, then headed out my door.
"Liz, I can't say just now much beyond thank you. I'll talk to you tomorrow."
"I'll close your door. As soon as I get to my room, we'll both be doing the same thing."
If Liz had turned around, she'd have seen me grab my shaft, then seen sperm erupting from me. Before I could even grab a tissue, I was deep into an orgasm so potent that I couldn't hold myself upright. The way my body jerked, an observer might have thought I was being electrocuted. I was so incredibly innocent, I'd never imagined that my sister ever fondled herself. The image, the concept, of her playing with her pussy, perhaps at that very instant, kept my balls pumping and my penis waving for far longer than I'd ever experienced. The faint awareness that she'd confided that revelation after seeing my penis only added fuel to my enflamed brain.
Chapter 4
I didn't get out of bed until lunchtime on Saturday. My poor pud was sore from self-abuse. I had a date Saturday night. Thank goodness we went to a school play, I was so distracted I wouldn't have been good company. As usual, I did wonder about my date's body, but my mind kept drifting back to Liz.
Liz had been dating for two years longer than I had, and more frequently. How far she had gone with those boys became a new angst for me to fret over.
While trying to watch the play, images of Liz's beaver would crowd out the dialog. I wondered if her breasts still looked the same as they had two years ago when she'd displayed them for me.
Then, as images of Liz's body would fill my head, all I'd seen would be pushed aside by wondering what I hadn't been able to see. It was only when Liz had squatted down to grab her bottoms that I gotten a hint of just how much of her anatomy had been obscured by her pubic hair, how much I'd missed by her having stood erect for all but a second.
By Sunday, when I was finally able to speak with Liz, my head was spinning. Foremost on my mind was telling Liz how attractive I thought she was. There was no way she couldn't know she was a desirable, sexy girl, yet I swear she blushed at my compliments.
Even though there was more on my mind, more I wanted to say, the words wouldn't come. Liz sensed I was beating around the bush about something, she prodded me to spill my guts and be done with it.
After a few deep breaths and a couple false starts, I managed to outline my fascination with her, confiding how I'd think about wanting to see her naked even when I was out with a girl a liked. Finally, I confessed to my now overwhelming desire to really see everything between her legs. At last I was able to blurt out that I was desperate to learn what a girl really looked like. "I want you show me everything, to teach me about a girl's body... down there."
Instead of any of the things I was mentally expecting, Liz calmly said. "Twenty Dollars."
* * * * *
Thanks to a Manhattan doctor who'd heard about the big Walleyes in our lake, I earned the next extra $20 and a bit more during a school holiday 4 days later. Good thing, I'd been ready to dip into my savings, which I very much didn't want to do. I was committed to having a nest egg by the time I graduated high school.
I traded in the dog-eared 5's plus one of the ratty looking 10's I been paid for my day on the lake, for a crisp new $20.
A bespectacled Jackson was into Liz's hands that very night. Since our folks were planning to visit close friends Sunday afternoon for a small birthday party, we agreed upon that time for my 'lesson'.
Chapter 5
Just hearing the engine start in Dad's Dodge Saturday afternoon was enough to set my heart racing. They were finally on their way to a party at the Dobson's. Soon Liz should be coming to my room.
Minutes later, Liz sauntered into my bedroom. Though she only wore a white blouse and jeans, the way they hugged her form made Liz look sexy as hell. From my prone position on my bed where I'd been dreaming about her, I snapped into a sitting position, silently awaiting her directions.
Before I could ask what I should do, her hands went to her waist. Unsnapping the brass button above her fly, her right hand then pulled the zipped down. For a few moments her arms hung by her sides, allowing me a peek at the shiny white panty material now visible where the flaps fell apart. Following that pause, she worked the jeans off her hips until they fell in a pool around her ankles.
"Stand up so I can lay on your bed." came Liz's softly spoken request.
Standing, Liz moved past me, moving my pillow near the middle of my bed. Turning to her, I watched every motion has she lay down with her head on my pillow and her body towards the foot of the bed. By pulling her knees up, she was able to fit entirely on the lower half of the bed.
"Move down to the foot of the bed so you can see... what you wanted."
In a flash, I stood at the end of the bed, staring down at her panty-clad groin.
"I'd like you to take off your pants so I have something to look at while I'm lying here, it'll make me feel a little less like a piece of meat."
My pants practically flew off my body. As I reached for my bulging Fruit of The Looms, Liz spoke. "Take your time, let's do it together."
The moment I began to lower my underwear, Liz lifted her hips allowing her panties to slide over her buns. Keeping her legs pressed together, she squirmed until they were past her knees. Releasing the silky garment, it fell to the floor. Slowly Liz spread her knees, revealing herself completely.
My penis bounced along with my heat beats as I stared at Liz's fantastic pussy. Having given me a few seconds to mutely stare, Liz asked, "What do you want to know?"
"I... I... want to see you, I... want to know about you... there."
Gently her hands moved her pubic hair one way then another; she helped me view her vaginal lips. Unconsciously, I crept forward until my shins pressed against the bottom on the bed. I was towering over Liz, standing between her widely parted knees.
"It would be OK if you want to touch yourself while you look. In a moment, I'll show you how I give myself pleasure."
Gripping my shaft, my fist slowly moved in the universal, piston like fashion of masturbation.
Placing a hand on either side of her crease, Liz lectured to me using gentle tones. " When I get... aroused, my lips grow puffy and very warm. Officially they're called labia majora. They swell until they look like little hills, normally they're sort of flat. Opening herself so I could see between her lips, the moist pink flesh drew my eyes like iron to a magnet.
"I have... hidden parts that stay covered unless my body is... preparing for... sex. Then it gets slippery in there, so... skin can slide around OK."
Her fingers glided to the lower end of her crease.
"These delicate inner lips swell and open pretty far as I... a girl gets more ready. Doctors call them labia minora. Normally they cover and protect the place where a man... would go... when a girl was ready for him. You may not be able to see the... opening, but..."
Following a long pause, Liz wormed her middle finger inside herself.
By testicles began to earnestly tighten, clear fluid flowed freely from my tip.
"My finger is in my vagina. While it can feel incredible... to a girl, to have a man inside... there. Up here is very, very important for a girl to... enjoy sex."
While the free hand spread the folds apart, Liz withdrew her finger, moving that hand up to toy with the pink thing that looked like a little finger.
"This is my clitoris. If I'd been a boy it would've developed into a penis. For a girl, it becomes a little tube filled with very sensitive rod. When it gets moved around or rubbed just right, it makes... a girl feel so good I... she could scream from the pleasure. This is what I do when I'm trying to... when I'm almost..."
The hand she'd held her folds open with moved up to her right breast, she fondled her mound through her blouse and bra. But the middle fingers of her other hand were soon massaging directly on top of her plump clitoris. She began slowly, but in under a minute, Liz's fingers were a blur.
Before the minute was half over, my shoulders hunched forward, my chin fell, my mouth gaped, and my knees bent. As my body had absorbed Liz's precious sights and unsuspected aromas, the tingling moved from feeling really good, to REALLY good, to fabulous, to heavenly, to ecstasy, then far beyond.
I'd felt my sperm being readied, then pushing though my tubes, then, as I stared at Liz's frigging fingers, sperm shot out of me. The first bolt went as far as her breasts. Thick ropes of semen steadily erupted from my drenched tip. As the strength of my ejaculation gradually weakened, I left a trail of puddles down her torso, over bare the bare tummy, onto her dark fur and flying hand. By the time I'd finished, droplets were scattered over both inner thighs and exposed buns below her pussy.
By the time my spewing finished, I was hunched over like a ninety-year old man, but my eyes remained fixed on Liz's pussy. Liz reached an orgasm during the time I was making a mess on her incredible body. I don't recall even thinking of any words for the climax I witnessed, but I instinctively understood that her hips jumping, her visible lower buns clenching tight, her fingers achieving a blinding speed, all together they meant my sexy sister had experienced the female version of what I was feeling.
I guess I knew that sex was supposed to feel good to a girl, but it was major revelation that it could be the intense pleasure I observed. Even in the throes of bliss, unable to stand erect, I still watched closely as her fingers gradually slowed, watched until they finally stopped. By then I was on my knees, holding my shrunken penis, breathing like a bellows.
When at last she composed herself sufficiently, Liz rolled off the bed. Picking up her jeans and panties, she walked towards the door. As she passed me, Liz stopped for a second. I tried to look up to her face, but my eyes couldn't rise above her sodden pussy, now mere inches from my face. I managed to rasp out "You are the most amazing... " before my voice betrayed me.
Tenderly, Liz ran her fingers through my hair from my forehead to the back of my neck before walking out my door for the bathroom.
Falling towards my bed, I nonetheless managed to watch her gorgeous buns sway where they peeked out beneath her curved shirttail until the bathroom door closed behind her.
Chapter 6
I briefly left my room a couple times later that day, once for a quick sandwich and a couple times for a pee and a drink. But other than telling Mom that I'd eaten a bite just before they got home, I was too emotionally and physically drained to see anyone.
Even though I resumed dating the following weekend, I couldn't get Liz out of my head. While more curious than ever about whatever girl I was out with, Liz's body became my Holy Grail.
Roughly three weeks after my 'plumbing lesson', I asked Liz to join me for an evening walk. That wasn't an unheard of event, as we'd matured, we would share a walk once or so a month. Maybe she guessed I had something on my mind, Liz spoke nary a word as we strolled.
Finally, the words gelled in my head. "Liz, a like a lot of girls around here, but you are the woman that attracts me the most. There is something about you that makes you... more special than I can describe. I've thought about this a dozen times each day since you... taught me about... biology. Liz, guess it's obvious I'm still a... I've never... Liz, will you teach me the rest?"
Her pace never varied as we continued our walk. Reaching the huge elm that marked a mile from home, we turned as usual. A few steps later, she took my hand, but remained silent as we strode on. There wasn't a thing I could think of worth saying. My head swan with hopes and fears. She hadn't said a word, but she hadn't yelled, or flat out said 'no'.
As we reached the front door, as I turned the knob to open it for Liz, as she stepped in ahead of me, I heard "One Hundred Dollars." Never turning back to me. Liz went up to her room.
Liz was long gone before I managed to stagger up to my room. Anyone seeing me lying still on my bed with my eyes closed would have assumed I was at rest. Yet inside my stomach churned, my heart pounded, and brain crackled with activity.
When I heard "One Hundred Dollars", for the tiniest fraction of a fraction of a second, my shocked mind tried to form "You rotten whore..." but I cut that notion down in mid-thought. Reigning in my runaway head, I forced myself to think.
Who is obsessed with whom? I had no concept of how unappealing my requests might be to Liz. Maybe she totally hated those show-and-don't-tell sessions. Maybe she thought I was pathetic, or worse. Everything we'd done had happened after a lot of me hounding her. Maybe, maybe, maybe... And let's face it, if she'd just said, "Ya wanna screw me? Sure, no problem. Let's go do it." Wouldn't I be tempted to call her a slut in anger some day?
Eventually, I got past the wondering and doubts that were on the verge of making me a complete lunatic. Forcing myself to comprehend the awesome reality that I was only $100 away from losing my virginity, with the girl I wanted more than any other, allowed my thinking to finally straighten out, plus other things.
School was about to let out. I could make a lot more money during the Summer, naturally. But to clear a C-note, plus sticking to my savings goal, meant I'd have to bust my hump like never before. I'd sworn years ago to have a stash so I could start a business when I graduated; I HAD to follow my plan.
Hey, if I could just make an extra $10 each week, in ten weeks I could be in heaven. With my thinking becoming more logical, I knew having Liz initiate me was worth a king's ransom. Whatever I had to do, I would. Having Liz was worth any sacrifice. Let's face it, could ten times that amount ever buy something that would mean as much to me? No way!
So now I had a plan. My first decision was to stop pushing the vision of Liz, on my bed, with her legs spread, out of my mind! For now I'd drop my drawers and masturbate like crazy. Later I could list all the ways I could think up to generate extra income.
Chapter 7
I won't bore you by listing all the hump-busting jobs I took on, but most of it was work with a capital W. Twelve weeks is what it took me. There was a two-week stretch where it rained damned near every day. Yet the day arrived when I came home from the bank with a mint condition bill sporting Mr. Franklin's likeness. As I drew the old fashioned looking specs on him, I tried to remember... hadn't he invented bifocals or something to do with glasses?
After a shower, dressing, and generally doing everything I could to make myself as presentable as possible, my 100 clams and I traveled to Liz's closed door. You might think I wouldn't be nervous, but I was, tremendously. Even my knock on the door sounded nervous to me.
"Come in." was my cue.
Stepping in, I spied Liz on the old easy chair she used for most of her reading. Kneeling beside the chair, I clutched her left hand, opened her fingers until her palm was flat, then carefully laid the decorated $100 face up.
Her expression flickered, I knew the tiny glassed I'd drawn had registered, we hadn't spoken a word about our conversation of three months ago. But I knew this was a lot bigger deal than asking to see "boobies", I was paying her to take my cherry. My conscience compelled me to speak.
"Liz, guess I'm worried that you might have thought I'd never want you enough to actually earn this money. I need you to know that I want you more than anything. But I can't tell you how much I adore you, then push you into something you weren't... "
When I paused, searching for words, Liz ended my stumbling offer to renege with a simple, soft-spoken "When?"
"Well... there's girl stuff I'm mostly in the dark about. Guess, I'm pretty much ready all the time, so maybe you should just let me know when it's good for you."
A sweet smile spread across her face, her voice was warm, "I'll let you know. It was nice the way you asked."
Leaning in, I did something I hadn't done in ages. I kissed Liz, almost full on the mouth. Gently, her lips pursed slightly, returning my kiss. Never imagining this far ahead, having no further idea of what to do or say, I stood, turned, then beat a hasty retreat to my room where I spent all night dreaming of a day to come.
Chapter 8
Though outside it was a cool, dreary, rainy late August night, I was as bright and cheery as I'd ever felt. Our folks had just left for the VFW Hall in Plainfield. Following a fund raising dinner, they'd be staying for speeches and schmoozing with local political wannabes. Since the drive alone would be nearly an hour each way, they clearly would be out until the wee hours.
Three days earlier, Liz had casually mentioned that this evening would be a good time to conclude out business. She was as poised as if she'd been suggesting it would be a nice night to help me balance my checkbook. Who knows, maybe it meant little more to her. It sure meant a hell-of-a lot to me.
No start time having been mentioned, and me being too nervous to press for particulars, I'd merely showered and spiffed up before the folks departed. Having changed into nice pants and a pressed shirt, I waited expectantly in my room for events to unfold.
Time distorted so badly for me that each minute dragged by with a painful slowness. I'd left my door open, choosing to read a new science fiction book by Isaac Asimov about robots. I'd just accepted the fact that no matter how many times I'd read page 1, tonight I wasn't going to remember what it said.
Mercifully, as I flipped the paperback into my headboard, a lovely Liz wearing a simple, but delightful frock appeared in my doorway. I arose from the bed a bit too fast. Desperate to appear grown up, calm, and collected, my voice betrayed my true anxiety when it croaked, "Come in, please."
Probably a girl could have told you every detail about the pattern and shade of her dress, I only recall it showed her marvelous figure, was a light color, and had some kind of flower pattern. My hyperactive male brain was too busy trying to see the female form within the dress for much else to register. Still, it was her face and eyes that consistently held my gaze.
As usual, I could gauge little from her slight smile or her few words. Since I was obviously glued to my spot, Liz strolled over to me. Before I had time to wonder what to do, she turned halfway around saying, "unzip me."
oping she couldn't feel my hands shake, I did my best to gracefully pull the tiny metal tab all the way down.
Turning to face me, Liz offered, "I think it would be nice if we helped each other undress." When she leaned a bit forward while lifting her arms towards me, at last I got the hint. Grabbing the material at each shoulder, I slid the dress down her arms until it cleared them, then I helped her step out of it. Liz took the dress from me, walked to my chair, folded the dress, then carefully draped it. As she did, my knees grew weak from the impact of her gracefully moving about in a matching lacy bra and panties.
Returning to me, I muttered, "Wow" as Liz unbuttoned my shirt; she smiled, then slid it off me. My undershirt followed.
"Well, you're bare above the waist, so I guess you get a turn." Liz turned away, inviting me to unclasp her bra.
Using two hands and looking right at it, it still took me two tries; now I was pretty concerned about someday having to try it with one hand, behind a back, under sweater, in the dark.
From behind, I ran my palms from her lower back up to her shoulders where I tipped the straps forward, then down her arms. Liz slowly faced me; her breasts were even more beautiful than when I saw them months earlier. After a short delay, which allowed me to drink in her beautiful bosom, Liz walked the several steps required for her bra to join her dress. The tick tock sway of her tight buns, then the jiggle of her gravity defying breasts as she returned, left me excited as hell, and wondering if that short trip was calculated to have precisely just that effect on me.
Reaching my side, Liz led me by the hand to my bed. Lightly touching my shoulders, she turned me, then guided me down until I sat on my bed. Kneeling, Liz removed my shoes and socks. That done, my belt was soon loose, my pants unhooked, my zipper lowered, and my slacks sliding off. Liz took my shoes and clothes over to join her things, then kicked off her loafers, leaving them next to my shoes.
By the time she turned around, I was already on my knees waiting for her. The moment she reached me, I took Liz's panties off. With the raised mound of her pussy practically in my face, my brain sent out a hundred different 'do this', no 'do that' type messages. There being so many things I wanted to try, I found myself frozen, unable to do anything.
"Stand up, I have a turn left." Thus prodded into action, I stood. My gaze shifted to her breasts. Sliding her fingers down the back of my arms, Liz ended up finding both of my hands. As she lifted my palms to her lips, she kissed each one before holding it against her cheek.
"In all this time, we've never touched each other little brother. I think this is the time to start." Liz still had each of her hands covering the back of mine. With a torturous lack of speed, she pressed my hands tightly against her warm skin as she guided them down until I felt a firm nipple pressing into each palm. Before releasing me, her fingers taught mine a basic fondling move.
"If I'm going to be able to take your briefs off, I'm going to have to touch you now, judging by the bulge I see."
Despite my aroused state, Liz made me chuckle a bit as I realized what she meant. I never stopped playing with Liz's soft, spongy breasts, but I did hiss extra air into my lungs when I felt her fingers slide under my waistband, then onto the top of my buns.
Moving her hands to my hips, indeed she wasn't able to lower my underwear very far because the elastic in front immediately snagged on my steely erection. Her right hand slid to down my outer leg, then across the front of it until she found my balls. Liz cupped and rolled them several times. Once I winced when she used too much pressure, instantly Liz played more gently. Soon her palm slid up my shaft, cupping around it, stroking me several times.
With her wrist now preventing the earlier hang up, she worked my shorts down until they fell around my ankles. Her palm wrapped around my shaft once again. This time she fondled the swelling red glans in addition to stroking me. Naturally, my breathing had changed to deep inhalations. I'd been groaning steadily since her hand first touched my genitals.
Into my ear she whispered, "Maybe we should get on the bed now." Releasing my throbbing penis, Liz stepped past me, climbed onto my mattress, then stretched out on her back.
My excitement was so high, that I was past thinking clearly. Immediately, I tried to climb on top of her, my hips tried to poke my erection into her groin. Using an almost maternal voice, Liz guided my actions, "It's too soon, I'm not ready for you yet. Lie beside me. I need you to touch me... between my legs... until I'm all slippery inside."
Rolling off her body, losing the intense warmth of so much naked flesh against mine helped me calm down a tiny bit. After giving me a minute to relax, Liz whispered. "Feel me up now, it's time to play with... my pussy." Lifting my head as my right hand slid across her taut tummy, I saw Liz spread her legs farther apart. My dick jumped.
My fingertips ventured into pubic hair for the first time. My dick jumped. My fingertips felt found the top of her slit, felt the increased warmth and moistness. My dick jumped. My middle fingers burrowed into her slick gash. My dick jumped. The scent of her increasing arousal reached my nostrils. My dick jumped. Everything was new; everywhere I touched was more exciting then where I'd just been.
After leaving me to my own devices for a time, Liz reached for my hand, then showed me a way to massage her. She'd teach me a way she enjoyed being fondled, then release my hand. A minute later, she'd show me another way she liked to be stimulated, then release my hand again.
Just when I was nearly out of mind with desire, I heard the magic words I waited 18 years to hear, "Do you want try now."
Being at an 'animal lust' level, I was climbing back on top of her divine body before she'd said "...now."
The serious tone in her voice cut through my lust induced fog. I did hear Liz say, "You must not come inside me, I could get pregnant."
Grunting a "I'll be careful, promise." I lay atop my sister's sensuous, sexy body. Holding her arms, raising my head, eyes closed, my hips repeatedly pushed my penis into her bush, but unsuccessfully.
"Let me help you. Lift up, pretend you're doing a push up."
Taking Liz's suggestion, I rose up until my elbows locked. When I realized her right hand was reaching between us, my eyes tracked it all the way. I got to see her grip my shaft, then aim me at her opening. When she gently tugged me towards her, my hips followed her lead, pushing gently towards her body. "OH GOD!" escaped me when my tender tip touched her fiery pink entrance.
As passion engulfed me, I found myself unable to think. At best I was able to follow Liz's directions. Following several failed attempts to sink my erection into her, Liz held me stationary after pushing me back. With her free hand, she scooped out some of her fragrant lubricant, added it to mine, then smeared both around my shaft until it was rather slippery.
Gripping me again, Liz guided me back into a short stroking rhythm, this time she lifted her hips slightly. Intensely pleasurable feeling immediately flood my system as we not only connected, but I saw my penis begin to gradually sink deeper and deeper between her hair-lined vaginal lips.
Nearly a third of my length was pushing into her, when I shouted, "Pull me out! I'm going to come."
Like a flash, we pulled apart. Liz pointed me towards her tummy; her free hand grabbed my butt, then pulled us together. She tipped her hips, rubbing her vulva along my shaft at the same time my hips cut loose, thrusting like mad as sperm flooded out of my body onto hers. My chin fell limp over her right shoulder. Her left arm went around my back, holding me close as my body acted out a virgin's first coitus related orgasm.
The innumerable sensations from writhing atop my first female, from achieving a partial penetration, caused my body to jerk, thrust, and spasm for several minutes before exhaustion at last allowed me to lie still.
Chapter 9
Liz coaxed my sluggish body to roll off of her. While I lay panting, she slipped out of the room. It wasn't until I felt a warm washcloth cleaning me from head to toe that I realized she'd even moved.
This time I was at least aware when she left the room. Too tired to lift my head, I at least heard her walk to the bathroom, rinse and wring out the washcloth, then snuggle up beside me again moments later.
The warm rinsing helped revive me. Neither of us spoke for a time, but Liz trailed her fingertips up and down my arms, chest, neck and face for several minutes. Opening my eyes, I smiled up at her pretty face.
"Are you back among the living?" she asked.
I nodded an affirmative, though perhaps a tad more lazily than I'd intended.
"Well, Little Brother, I promised to teach you about sex, but we didn't get far enough to finish the lesson. We have time, care to try again?"
"Liz, you're absolutely wonderful. I hope you know that. May I kiss you?"
Liz launched into a hearty laugh. For a moment I felt hurt and rejected, then she managed to say between giggles, "Well, since I just allowed you to nearly screw me, I guess a kiss would be OK. You are a dear, you know." That said, she lowered her lips to mine for a soft, lengthy kiss.
"What do you call it when your sperm shoots all over the place?"
"Coming like a son-of-a-bitch!" I laughed.
"Well, darling brother, I'd like to come now. If I come, I think you'll be able to get your nice penis inside me a lot easier. Just remember when you do. YOU MUST NOT COME INSIDE ME!"
"Understood, now teach me how to help you come."
"Let's start by seeing how good a kisser you are. Once we get comfortable with kissing, I'll steer your hands or mouth where I want you. Sound OK?"
I let my lips silently speak for me. Pulling Liz close, I began kissing her. I had French kissed with a few girls, but never to a point where we got crazy from it. Weird as it might sound, it was more awkward for me to make out with Liz than it had been to try pushing my penis into her. Guess it was more natural for me to think about having sex with Liz, than it was to make love to her.
Yet the longer I held her warmth close to my naked flesh, the longer I kissed the sweet girl in my arms, the easier it became to make love to the woman my sister had become.
Her tongue wasn't as shy as mine, Liz soon improved my technique to such an extent that she was groaning into my mouth. Her body had been rubbing against me for several minutes when she guided my lips down her neck, then to hers nipples.
I'd only been kissing her engorged nipple, she whispered that it was time to suck it into my mouth.
In my head I heard, "Ohhhh yeah! That's what they're there for." I went back and forth until Liz was outright panting. During this time, Liz had guided my middle finger into her vagina, showing me the in and out motion she wanted from me.
Novice or not, I knew she was about ready to explode. Liz pulled my finger out of her, then dragged it up her slit. Carefully she steered my fingertip until I felt a teeny pearl-like button. "That's my clit." She hissed. "It's super sensitive. Rub it. Yeah. Yeah. YEAH! Quick, get between my legs."
As I clambered between her inviting thighs, her left hand rubbed her clit like crazy; she was definitely having an orgasm.
I was quick getting on top of her. As I'd done earlier, I held myself up with my arms. Liz was still coming, but her right hand found my renewed erection. Immediately she had me in the vicinity of her opening. Frantically Liz rubbed my crown around her slit, then whipped me to her entrance. Her left hand flew from her clit to my butt; she pulled me hard, simultaneously lifting her hips. I sunk nearly halfway into her.
Releasing my shaft, her right hand grabbed my other butt cheek. She pulled us apart until only my tip remained inside Liz. "Now, push hard!" she barked.
Already feeling like a coiled spring, when I felt her fingers dig into my buns, pulling me down for all she was worth, I drove my entire erection into her pussy. Hearing a gasp that sounded as if it were tinged with pain, I froze, still buried inside her velvety depths.
I tried to wonder about any pain she might be feeling, but the extreme pleasure of feeling her muscles gripping my shaft, combined with the most perfect moist heat I'd ever known, made it so difficult to think straight.
Just as I was about to ask Liz if she was OK, her mouth found mine. When her tongue slithered into MY mouth for the first time, I was so turned on that I almost forgot I was embedded in her glorious body. I was kissing her with a passion I'd never suspected was in me within two seconds flat. It was actually her hands on my hips, prompting them to rise, then to fall, that got me to begin screwing her while we kissed. Allowing her hands to control my tempo, we began slow, but gradually sped up.
When my thrusts became so fast that I couldn't kiss Liz very well, I dropped my head so we were cheek to cheek. When I felt my climax approach, I began to lift up on my arms so I could withdraw quickly when I had to. I warned Liz, "I'm getting close."
Being up on my arms also allowed me to drive my penis harder into her. Our hips were making loud slapping sounds. Funny, short, breathy sounds came out of me. "Almost, almost. I wheezed."
Liz had lifted her head, watching my shaft sliding in and out of her body. She had a hand between us. When I abruptly pulled out of her, her hand flew to my shaft, gripping me, thankfully giving me a sleeve to piston my shaft through. Like a madman, I pumped her fist. Looking between us, I saw strands of white sperm shooting all over her white skin. I groaned steadily from that moment until I finally fell on her like a limp rag.
By pressing her legs together, Liz was able to keep my hips raised far enough that she was able to lovingly milk my cock while we shared post-coital kisses. When her legs got tired, I rolled off of her. It was only then as I surveyed the aftermath of our love making that I realized I'd been oblivious to something.
My wilted penis, and her palm when I looked closely, showed little streaks of red. I had been so focused on losing my virginity that it never occurred to me that I was asking Liz for hers. Just because she was a little older, and so desirable, I'd assumed she was more experienced. I felt dumb as a fence post.
Unable to think of anything worth saying, I held her close and kissed her with all the love and adoration I was feeling.
Chapter 10
As my passion ebbed, I was in danger of falling asleep. Seeing that, Liz got up, then pulled me to my feet. Holding hands, she led me to the bathroom where we washed each other off. With arms around each other, we went back to my room. Gathering up her clothes, Liz suggested I get into my pajamas, then crawl into bed before I fell asleep.
I knew it was good advice. But before I let her leave, I hugged Liz through her armful of clothing, taking the opportunity to feel up her sexy butt for the first time.
Giving me an affectionate good night kiss, Liz turned to leave. Pausing in the doorway, she turned back to me. Looking slightly concerned, she asked, "Is there anything you feel sorry about tonight?"
This time I didn't have to think, "Only that I couldn't come inside you. Making love to you was a hundred times better than I dreamed it could be. I just wish I could make love to you and not have to pull out. I wish I could keep my penis inside your amazing pussy the entire time my sperm was pumping. I'd give a lot to know how it feels to coat your insides with my hot semen."
Meeting my gaze, yet not missing a beat, Liz simply responded "One hundred fifty dollars." Before my chin finished falling, she'd turned, heading for her bedroom. By the time I reached my door to close it, Liz was already in her bedroom with her door closed.
Crawling into bed, I felt way too good to be depressed. It had taken me all Summer to earn $100, would I still be young enough to have sex by the time I earned $150? Somehow I'd managed, I was feeling highly motivated, also highly pleased with myself, now being a former virgin. So I was soon asleep, with a smile on my face.
Chapter 11
Next morning, I did something I hadn't done in years. I sat on the same side of the table as Liz. I hadn't thought about it until then, but we'd been sitting on opposite sides of the dinner table for years.
Liz smiled broadly when I sat beside her. "What's the occasion?" she grinned, feigning ignorance.
"Maybe I decided you're not such a pain-in-the-ass any more." I whispered so only she could possibly hear me.
Whispering back, she teased, "Before you get any pain-in-the-ass ideas, I'm telling you now... you couldn't afford it."
I nearly coughed the milk I was drinking out my nose.
"Seriously, would you like to go to a movie together next weekend? Dutch treat, I'll even drive so the gas is on me."
"Well, there is something very special I was planning to save up for... [she smiled] but yeah, I think I'd enjoy spending the evening with you."
The still bigger smile I got made my day.
* * * * *
During the coming week, I had had a ton of odd jobs lined up. I made better than average money. Being so busy, the days went quickly, and I slept soundly each night.
Saturday afternoon I arrived home around 4PM. The day before I'd hit the bank to deposit most of the money I earned that week into my savings account. Before I undressed for my shower, I put $11 into a now empty cigar box for my 'Special' fund. Leaving $8 in my wallet for that night.
By 5PM I was showered, groomed, dressed, and seated at the dinner table. By 5:30, Liz and I were in her car, just pulling out of the driveway.
"Before we get too far from the house, are you sure you brought your money? It'd be a long way to come home, and I want to make the 6 o'clock show so we're out early in case we think of something fun to do later."
Taping my pocket, I felt my wallet. So I assured Liz that I was good to go.
"Are you absolutely sure? Because if you're wrong, you know you'll never hear the end of it!" she teased me.
To put an end to Liz's whining, I decided to wave my $8 bucks under her nose. Whipping open my wallet, I froze. My $8 was there, all safe and sound. But I also found two Fives, two Twenties, and a Hundred Dollar bill. All brand new, each had a president with a pair of glasses drawn on him. I recognized my artwork. Liz had saved every bill I'd ever given her.
We never made it to the movies that night. Liz earned herself $150 before we got home.
Epilogue
That's the story. Guess I finished typing it just in time. I want to double-check the house to make sure everything is shipshape.
Liz comes to stay one or two weekends every month, she's due any minute now. I keep a guestroom just for her. When she arrives, on her pillow she'll find two Fives, two Twenties, and a Hundred Dollar bill. They're not so crisp anymore, they've been handled a lot since I first brought them home form the bank, but each bill has a president with a pair of glasses drawn on him.
The End