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Introduction:

She was an A#1 tomboy, but she was all girl from head to toe
JackassTales…Tale #30…Readers; Okay here I go again presenting a story with a teen girl in a sexual relationship with an older man. Please, if this subject bothers or offends you, find something else to read. This site is full of stories to suit anyone’s preference. If you decide to read this story; thank you.

Rachel, My Naughty Little Tomboy Neighbor

(Part one) The Orchard

I heard giggling but there wasn’t anyone in sight. Supposing I had imagined the sound, I ignored it and went back to eating my apple. I was sitting on the ground with my back comfortably resting against a huge apple tree. It was my neighbor’s orchard I had invaded to ‘steal’ some of their succulent fruit.

Of course now, I wasn’t really stealing. I’d been given explicit permission to pick some apples from the bountiful orchard. My friend Bill had said, “Jack, pick all you can eat; we’ve got plenty.”

Bill and I had been neighbors and friends since boyhood. As youngsters we had ripped and run the hills and hollers of our neighboring farms. Now, several decades later, our friendship was as strong as ever. Why, just last weekend we’d celebrated our 35th birthdays at a strip club we occasionally frequented.

I heard the giggly sound again. This time, it was more of a snickering laugh someone was trying to restrain. Before I could locate the source of the puzzling noise, an apple fell from above and landed between my legs. I don’t think Newton’s Law of gravity says anything about the painful effects a falling apple can have when striking a pair of tender testicles. I cried out, “Oh goddamnit, that hurt!”

“Oh Mr. Sharp, I’m sorry,” a voice from above spoke repentantly. “I was just teasing. I didn’t mean to hit you ‘there’.”

Twisting my head to look up, I saw a barefooted, pigtailed form scampering among the tree branches. I spoke a little more sternly than I intended, “Damnit Rachel, you did hit me ‘there’ and it stings like hell!”

“I’m sorry, I’m sorry, I’m sorry,” the girl apologetically said. “Can I do anything to make it stop hurting?”

My mind immediately came up with an answer, but just as quickly tried to dismiss it. I was thinking that ‘yes’ there is something a female can do to relive a man’s testicular discomfort. But, this particular feminine personage was not the one to do it. First of all, she was my friend’s daughter. Secondly, and more importantly, this girl was only 16 years old!

I thought I’d seen the school bus stop a little while ago. Rachel must have scurried over to climb the apple trees shortly afterward. I believe this girl loved climbing trees more than any other activity. To put it bluntly, this girl was a certified, A#1 ‘Tomboy’. She wore scratches and bruises all over her body as badges of tomboyish honor.

Looking more closely at the bedeviling vixen sitting on a branch a foot or so above me, I noticed that today Rachel didn’t look ‘boyish’ at all. Surprisingly, she had on a dress! Sitting as she was, the yellow sundress had hiked up her legs and the hem was now far up on her thighs. The shoeless, sock-less legs were slim and short, yet today they somehow seemed seductively attractive. Why, the girl’s halter-topped dress even displayed a hint of ‘bosomy’ cleavage!

I supposed I ought to stop my unintentional gawking and answer the girl’s question. “Monkey,” I said. “There is not a thing you can do to help me with my ball-busting pain. Next time, Monkey, why don’t you throw a banana at me? They are softer and do less ball-bruising than apples do.”

“Stop calling me ‘Monkey’!” Rachel angrily retorted. “You know I don’t like for you to call me by that name. I’m a ‘girl’ not a monkey!”

While it was true I knew Rachel didn’t like the name, I just couldn’t resist mischievously teasing her with it. “Monkey,” I said. “The way you scamper around in the trees like some wild primate, I wouldn’t be a bit surprised to see a tail sticking out behind you! Hey, Monkey, do you have a tail?”

“I don’t have a damn tail!” Rachel heatedly responded forgetting to watch her language. “I bet you a dollar I don’t and I bet you I can prove it!”

Not knowing why I did it, I said, “Alright Monkey, I’ll take that bet. I don’t know how you can prove it, but I’ll say it’s time to ‘put up’ or ‘shut up’ and prove it!”

I had no idea what Rachel was planning to do, but when she did it, she just about blew my mind. Twisting around on the thick tree branch, the girl turned her back towards me and raised her dress above her waist. “Okay Mister,” she triumphantly said. “Do you see any tail?”

For a fact, I didn’t see a monkey’s tail. Nope, all I saw was a shapely, underwear-covered rear-end. Answering the girl’s question, I said, “You’re right, I don’t see a tail. But, Monkey, for all I know, you might have your tail tucked away under your clothes!”

With her temper inflamed, Rachel reacted instantly. She pulled her dress up higher and then pulled her white cotton panties down several inches. “Now smart-aleck,” she said victoriously. “Do you see a tail? Mister, I believe you owe me a dollar!”

Again, for a fact, I saw no monkey’s tail. What I saw was a beautifully-formed female’s ass! For a girl of 16 years in age, Rachel was developing really well. She didn’t yet have what could be called an ‘hourglass’ figure, but the sight of the nude young ass was causing an undeniable stirring inside my pants. Monkey tail or not, give this girl a little more time and she’d make a good ‘piece-of-tail’ for some guy!

As Rachel pulled up her panties and pulled down her dress, I removed a dollar bill from my jeans. The girl turned back to face me, reached down, snatched the bill away, and tucked it into a sundress pocket.

Not contented to sit back and savor her victory, Rachel pushed her luck. She had ‘bested’ her mischievous neighbor in a teasing game but she wanted to rub salt in the wound. “Mister,” she commanded. “Don’t you dare call me ‘Monkey’ again! Let this be a lesson to you. Sir, I’m smarter than you are!”

Smarter than me, are you? My mind was racing a mile a minute in an effort to formulate a plan to once more get the upper hand over this impish child. Finally, something came to me. “Yes ma’am,” I replied in mock defeat. You’ve proved to me that you’re not a tree-climbing primate. But child, if you’re not a monkey then what are you? I guess you want me to call you a ‘girl’?”

“I most certainly do!” Rachel answered adamantly. “That’s what I am. I’m a girl from the top of my head to the tips of my toes! As a ‘girl’, I’d expect a great deal of respect from an ‘elderly’ gentleman such as yourself!’

This impudent nymph was ‘cruising-for-a-bruising’ and I was just the fella to give it to her. She had taken the bait I’d thrown out and now it was time I sprung my trap. I intended to teach her a lesson and win this teasing game.

“Okay ‘girl’,” I said with a mischievous twinkle in my eye. “You’ve proven to me you’re not a monkey so I’ll accept that fact. But Dearie, am I supposed to just take your word for it that you are indeed a ‘girl’? If you want me to believe this as fact then I guess you’ll just have to ‘prove it’!”

Aha, I had her! She won’t be able to give evidence of ‘girlhood’ without displaying a bit more feminine flesh than a quick flash of naked ass. This was a shy, immature tomboy who was fearful of boys. I had known this child all her life and I knew she was so modest she wouldn’t wear a bathing suit in front of boys. I had this teasing game ‘in the bag’!

Just to taunt and embarrass her into admitting defeat, I said, “I’ll tell you what. I want to win my dollar back, so I’ll bet you a dollar you can’t prove you’re a ‘girl’!”

Sitting there on the outstretched tree limb, Rachel’s face showed conflicting emotions. She was frowning and pouting because her ‘elderly’ neighbor had outsmarted her. Yet, there was also a smirking sneer of rebellion attempting to betray modesty. This girl’s hair was blond, but she sometimes had the temperamental stubbornness of a redhead.

Rachel’s inflamed temper asserted itself now. “Okay, Mister,” her voice angrily wailed. “I’ll take your bet and I’ll take another of your dollars, too!”

Unbelievably, this aggravated girl-child reached for the hem of her sundress and started pulling it up. She lifted it above her panties and her abdomen. A white, lacy bra came into view. The girl lifted the yellow dress higher.

Taking in a deep breath, the girl grabbed the edge of the skimpy bra and pulled the stretchy garment up to her chin. Released from their cloth confinement, a pair of small breasts burst into the open.

With her face blushing with embarrassed awkwardness, Rachel nonetheless spoke triumphantly, “See these, Mister? They’re ‘tits’! Only girls have tits! I have tits therefore this proves I’m a ‘girl’! Smartass, you owe me another dollar!”

I don’t believe I was paying much attention to what my tomboy neighbor was saying. My mind was too busy trying to adjust to the sight before my eyes. Now, I’m a guy who loves tits, but it had been a long-damn time since I’d seen a pair of beautiful young breasts. I was seeing them now! Small and petite, they certainly were, but god they were perfectly proportioned to fit a young lady’s chest! I’d bet they would fit well inside my hands, too. Those perky little nipples looked ripe for sucking. The stirring in my pants was now growing into a stiffening erection.

Goddamn pervert, get your dirty mind off little girl tits! Shaking my head to rid my thoughts from wickedness, I heard a feminine voice say, “Well, Mister, are you going to pay me my dollar, or not?”

Suddenly, my mind decided to take its turn at stubbornness. I wasn’t yet ready to give up on this game of teasing intimacy. “No!” I heard myself say. “I haven’t lost the bet yet! Miss Prissy, you boasted of being a ‘girl’ from head to toe. I’ve seen your head, I’ve seen your toes, but girlie I haven’t seen ‘everything’ in between. I’ll be keeping my dollar until you prove your boast is true fact!”

An irritated look settled on Rachel’s face. She was infuriated by this abrupt turn of events. “Damn you!” she furiously said. “You’re not getting the best of me. I’ll have that dollar won before I’m through!”

The determined girl gazed at me menacingly. She jerked her dress over her head and threw the yellow article of clothing in my face. I was pushing the dress aside when the little bra slapped my face. I watched in stunned disbelief as the seductive child slip her cotton panties down off of her ass and legs. I caught the white garment before it too hit me.

“Now Mr. devil-be-damned,” Rachel said. “Just look at me and tell me I’m not a ‘girl’ from head to toe! Do you see my pigtailed girl’s hair? Do you see my girl’s breasts? And, do you see the girl’s pussy between my legs? Tell me Mister, is there anything here that doesn’t belong on the body of a ‘girl’?”

At the moment, I wasn’t exactly sure whether my eyes were seeing what they were looking at or not. Yeah, I saw two pigtailed braids. Yeah, I saw those two nice little tits. And yeah, I was seeing the finest girlie-girl pussy I’d ever seen in my life!

I didn’t answer Rachel’s question. My eyes were mesmerized by the wondrous splendor of the girl’s pussy. The swollen little mound of feminine flesh puffed out prominently between slim, short legs. Split down the center by an enticing slit, the pussy was bare-nude bald! Not one pubic hair covered the erotic teen beauty. As for a clit, why I could only see a tantalizing tip sneaking a peek out through outer pussy folds!

“Hey you, do I get my dollar?” Rachel inquired. “And while you’re at it, you’d better give me my clothes. I can’t hang around naked in this tree all day long.”

Without taking my eyes off the pretty nude girl, I pulled another dollar bill from my pocket and handed it to her. Giving in to my better senses, I held out the panties and slowly slipped them up the girl’s legs. Reluctantly, I pulled them up over her hips and hid the pussy I had become enthralled with. Rachel held out her arms and I slipped the bra over her head and settled it over her sweet little tits. Finally, I slipped the dress over her head.

“Thank you kind Sir,” the girl mockingly said. “And, thanks for the extra dollar. I told you I’d get it, didn’t I? Like I said before, I’m smarter than you are! Hey, do you want another apple?”

Just as if nothing unusual had happened, Rachel scampered up the tree and grabbed an apple. “Look out below,” she said as she dropped a handful of fruit. “I don’t want to be accused of doing any more ball-busting today!”

I began chomping into the apple. Rachel began climbing all over the tree. The cute young tomboy swung around from limb to limb like a monkey playing in a jungle forest. Oh I forgot, I’m not supposed to think of her as a monkey anymore. Well hell, after seeing her naked, I won’t be having any problem thinking of her as a ‘girl’ anymore! The occasional flash of tight white panties were a pleasant reminder of her girlish gender.

After several more minutes, Rachel climbed back down to the lower branch she’d been sitting on before. This time, she sat with her back turned towards me. Unexpectedly, the girl let go of the limb with both hands and fell straight backwards! Oh god, she’s going to fall and break her neck!

Before I could catch her, the girl caught herself with the underside of her legs. She giggled merrily and swung her body back and forth on the limb. It became very obvious that this ‘part-monkey’ child was as comfortable hanging upside down as she was sitting up.

Something else became obvious to my eyes also. When Rachel fell back, her sundress dropped down over her body and the billowing skirt was now dangling down over her upside-down head. White panties and bra sprang into view.

The reasoning behind why people do some of the things they do is sometimes unexplainable. For some reason, my hands reached out and touched the girl’s belly. Unreasonably, one hand slipped under the elastic waistband of her panties and grabbed a handful of pussy. And, for some unfathomable reason, Rachel was making no protests or complaints!

My hand was cupping a warm soft mound of teen femininity. I could feel the flesh swell and stiffen as hot blood raced throughout it. My own blood was racing as the erection inside my jeans grew rigid.

I had to see it. I had to see what I was touching. I hoped to hell Rachel wouldn’t protest now. Using both hands, I grabbed the waistband of her panties and slipped them up off her hips. It felt a little strange having to pull panties ‘up’ when trying to see a pussy. Usually, a guy had to pull a girl’s underwear down.

Up, down, whatever the hell, I got the job done! Rachel’s bare-nude, hairless pussy was exposed in all it feminine glory. My hands took turns playing with the seductive little split mound. My mind instructed my fingers to spread the split pussy lips apart.

And there it was. The hidden clit was revealed. Oh god, what a beautiful sight the tiny erect protrusion was! The girl’s quivering daintiness daringly tempted forbidden intimacies.

The way Rachel was hanging in the tree, her pussy was only inches from my face. Unable to resist the daring temptation, my lips moved closer and closed over the clit. My moisturized tongue darted out and wetted the tantalizing feminine jewel. Unbelievably sweet, it was! My clit-hungry lips and tongue licked and sucked greedily. Rachel sighed softly.

Licking and searching, my tongue found the entrance to this girl’s vaginal cavity. Puberty had not yet visited this body so the pussy hole was relatively dry. My exploring tongue found an unbroken hymen. Rachel squirmed as I teased and tested the strength of this protective virginal membrane.

I closed the pussy slit and concentrated on kissing this girl’s swollen pussy mound. I loved the sweet warmth of the soft crevasse between her throbbing mound and her thighs.

Kissing and licking, I savored the taste of every delectable inch of the petite feminine fruit. A musky pussy smell filled my nostrils. Oh god, there is nothing in this world that inspires manly horniness like the seductive aroma of a musky pussy!

Getting weak in the legs, I dropped to my knees. On the way down, I kissed a soft smooth belly and tongue-tickled a bellybutton. My face was now near the nice little tits I remembered from earlier.

Pushing the bra off the tits, I transferred my sex hunger from Rachel’s pussy to her breasts. These nubile little mounds were already swollen with desire. The cute little nipple nubs fit nicely in my mouth. My fondling hands squeezed and played.

As I kissed around and around the underdeveloped little tits, I imagined what these ‘girls’ might look like in a few years. Hell, they would certainly be bigger, but they couldn’t be any more beautiful!

Rachel had pulled her dress all the way off. It was covering her face so much she could hardly breathe. She reached up and pulled the bra off, too. I was wishing she’d take her panties off, but I knew she couldn’t do it from the upside-down position she was in.

As if reading my mind, the nimble tomboy proved me wrong. Jerking her slim young body upwards, she sat back up on the limb, removed her panties, and dropped them on the ground. She then fell backwards again with her legs spread wide in open invitation.

Hell, I didn’t need an engraved invitation to that pussy-eating party! I stood back up and had another helping of musky, sweet, young pussy. With a clit in my mouth and my tongue in a virginal vaginal hole, I began giving quite a bit of thought to how much I’d like to fuck my tomboy neighbor.

Damn your dirty old mind! You can’t do it! You can’t let this get out of hand and end up taking away this girl’s last vestige of virginal innocence! There was only one answer and I’ll tell it to the girl.

Dropping back on my knees, I started to speak, but then stopped. Looking at Rachel’s pretty, cherubic, upside-down face, I unconsciously recalled the Spiderman movie where ‘Spidey’ had an upside-down kiss with a girl. Did I dare trying it myself?

Answering my own question, I cradled Rachel’s pigtailed head in my hands and pulled her face towards mine. My mouth was still wet with the saliva I used when I was eating this girl’s pussy. My lips tenderly touched hers.

Rachel’s response was to mold her lips against mine and kiss me back. Although this upside-down kissing was awkward, we two soon mastered the basic mechanics and kissed passionately.

“Damnit Rachel, we have to stop this!” I finally managed to say. “Girlie girl, if you were older than you are and if was more of a ‘dirty-old-man’ than I am then girl I’d fuck you right here and now! But, I can’t do it and I won’t do it! Listen here Honey, I’m going to make you ‘cum’ and then I’m running away. Afterwards, I want us both to forget this ever happened!’

Paying no attention to the defiant look on Rachel’s rebellious face, I stood back up and wildly attacked the young pussy between her legs. My mouth kissed, my lips sucked, and my flicking tongue licked.

This sweet, pleasurable chore didn’t take as long as I thought it would. After five or ten minutes of furious pussy consumption, I heard the girl cry out as an orgasm grabbed hold of her. Her body jerked against my face.

Still, I continued licking Rachel’s clit and sticking my tongue as deep as I dared into her pussy hole. The girl child spasmed again as a series of multiple orgasms raced through her young feminine body. The girl couldn’t control her whimpering cries of pleasure as they came one after another.

I was so engrossed in pussy eating fun that I was paying little attention to what Rachel was doing with her hands. I suddenly realized that my jeans were unbuttoned and unzipped. The girl was just now pulling my swollen, elongated erection out of its denim prison.

I was not sure if Rachel really knew what she was doing. She was too short to ‘69’ eat me at the same time I was eating her. Yet, she had hands. Oh hell yes, she had slim, long fingers which wrapped around my thick, pulsating cockshaft! Did she know how to give a ‘handjob’?

The answer was; ‘apparently not’. She made several clumsy attempts at fondling and groping. She gently squeezed my semen-filled testicles. She pulled and tugged on my pubic hair. This ‘wicked’ girl child had no idea how to pump a man’s cock and make him cum!

I was supposing that right now was as good a time as any other for this girl to learn about ‘handjobs’ and shooting ‘cum’. Using one of my hands, I guided Rachel’s fingers up to her mouth and allowed them to scoop out saliva. I placed the lubricated digits back around my cock and showed her how to slide them up and down.

Inexperienced this girl might be, but she caught on to the manual mechanics of pumping a cock in a very short time. At first, she timidly stroked with slow movements. Gaining confidence, she increased the tempo.

I knew I couldn’t last long before blowing my wad. I’d been hard and ready for quite a while. My mouth was full of the delicious taste of young pussy flesh. My nose was filled with the intoxicating scent of musky pussy.

Rachel continued to pump and play with the unfamiliar shaft in her hands. As I continued sucking her pussy, she gave out one last orgasmic whimper. My swollen erection decided it was time to join in on this blissful joy.

Summoning forth seminal fluids, my cockshaft began to fill with liquefied fire. Testicle lava erupted and spewed out in a pressurized stream. Hot, creamy cum shot out and struck Rachel’s forehead. The cummy liquid ran down into her bangs and dripped into her braided hair.

Messy, it was, but the startled girl didn’t miss a beat. She kept right on pumping my meat and my cockshaft continued spurting its messy, milky load of semen and sperm. Glorious orgasms took me to heaven where I lost track of time.

Intensely satisfying orgasms reached their peak. Rachel and I held on to each other as they slowly faded. The girl dropped from the tree and landed at my feet on her knees. “Oh, Mr. Sharp!” she suddenly exclaimed. “Sir, what’s happening to your big, hard ‘penis’? It’s shrinking!”

And, so it was. I went ahead and put the object in question back into my jeans and zipped them up. “Little girlie,” I finally answered. “This is what happens to a man’s cock after he’s had a good handjob and ‘cum’ all over the place! Listen Rachel, I’ve told you before, please call me ‘Jack’. Now girl, get dressed and run on home. We will never ever do anything like this again! This thing we did; it did not happen…it did not happen!”

Rachel lowered her head and smiled demurely, “But, it might happen again,” she said. “I think anything is possible, don’t you agree?”

“No I don’t!” I said adamantly. “It’s not possible for this to happen again, and you mark my words young lady, it won’t!”

As I turned my back and walked away from the promise of further taboo temptation, I heard Rachel’s voice defiantly declare, “I betcha two dollars it will!”

(Part two) The Barn

‘It did not happen’ is what I told myself all the rest of the day and through a long, restless night. By morning, I was beginning to believe it.

Standing in the wide doorway of my barn, I noticed the figure of a girl riding a bicycle across the fields. It was a BMX dirt bike, the kind boys usually rode. The tomboy girl saw me and pedaled straight towards me. I then remembered this was Saturday morning and there was no school today. I shook my head and again silently told myself, “It did not happen!”

Skidding to a stop just inches from me, the girl giggled and said, “Hi, Mr. Sharp… I mean, Hi, Jack. Hey, can I talk to you for a few minutes? It’s important.”

In the next few seconds my subconscious mind made a visual inspection of the young bike-riding tomboy girl. She was wearing her All Star high school baseball outfit. White tennis shoes covered her feet. Her sports shorts were a bright red in color. Her white t-shirt was emblazoned with the name of her team. This morning her blond hair was tied back in a flowing ponytail sticking out of a baseball cap.

Without realizing it, I was wickedly wondering if the girl had any trouble getting my cum out of her hair. I saw this fully clothed girl, but hell, my eyes were remembering the naked child’s body from yesterday! Without my permission, my cock sprang to attention inside my jeans.

“Okay girl,” I managed to get out of my mesmerized dirty old mind. “Go ahead and talk, but make it pretty-damn quick and then pedal away home.”

Rachel’s head lowered a bit. Now that she was here, she seemed hesitant to talk. “Jack,” she whispered. “There’s something I’m feeling ‘guilty’ about. I worried about it all night. I want to do the right thing.”

Oh shit! This repentant child was sorry for what we’d done and she was probably going to tell her parents. Her mother would see to it that my child-molesting ass was thrown in jail! Her father would probably fill my hide buckshot and bullet holes!

“It’s about our ‘bets’ yesterday,” Rachel explained. “I took your money just to prove that I was smarter than you. But Jack, I don’t really think I was. All I got from the bets were a couple of dollar bills. But you, for the price of two dollars, got to see a naked girl! I think you outsmarted me! So, since you’re smarter than me, I feel like I ought to give you the two dollars back.”

Incredibly, the girl reached into a pocket and pulled put two dollar bills. Leaning over, she stuffed them deep into the pocket of my jeans. Her delving fingers were less than an inch away from my throbbing erection. She moved them slightly closer and felt of the growing stiffness.

My hand reached out and pulled the girl’s upper body against my chest. Her arms encircled me. I cradled her in my muscular arms, pulled her cap off, and kissed the top of her curly-topped head. She raised her face upwards, looked me in the eyes daringly, and offered her lips for kissing.

Kiss her, I did. She kissed me, too. Warm, wet lips collided in a spark of forbidden passion. Teasing, tickling tongues dueled and played merry mouth-fucking games.

Leaving the bicycle behind, I led Rachel into the barn. Just inside the doorway where there was muted light, I found a four-foot long bench which was about eighteen inches wide and about two feet tall. I sat the girl down and told to sit with her legs astride it. I sat down astraddle behind her.

Rachel made no objections as I raised her top and bra and pulled them off. I desperately wanted my skin against hers. My shirt flew off and my arms went around the girl’s waist. My naked chest pressed tightly against the smoothness of her back.

My hands hungered to touch the tiny tits they loved. I allowed them to have their way. A soft young breast filled each of my palms. Petite nipple nubs stiffened as my thumbs massaged them.

While nuzzling Rachel’s neck with my mouth, one of my hands unbuttoned her shorts. My fingers slipped naturally under the waistband of her panties and caressed a handful of silky pussy.

For several minutes, my hands took turns playing with Rachel’s feminine ‘girlie girl’ toys. My right hand played with her pussy while my left played with a tit. Switching, my left hand played with her pussy and the right played with a tit.

“Rachel,” I whispered while nibbling on an earlobe. “Kick off your shoes and slip off your shorts and panties. Then Honey, just stand there for a few minutes and let me ‘check out’ your ass.”

Rachel stood and followed my instructions. She was undressing completely. I began doing the same thing. Our clothing fell in a conjoined pile on the dirt floor of the barn.

With Rachel still standing, I sat back down. I played for a few minutes with the nicest little ass I’d ever seen in my life. Bending the girl over, I kissed the seductively enticing cheeks. For a girl of her age, Rachel’s ass was well-formed and protruded prominently out behind her body.

The girl straightened up and I pulled her against me. I was kissing her back and neck as she slowly sat down. Rachel’s smooth ass slid down my chest. The slim legs straddling the bench were unintentionally positioning the young female body in a way that when she sat her pussy was astride my elongated cock.

I raised my legs in order to hold this girl in this position. Rachel was halfway sitting in my lap and all the way sitting on my steel-hard cockshaft.

While sitting with a naked girl in my lap was making me feel unbelievably good, there was a problem. My meaty cockshaft was blocking my hand’s access to her pussy! Hell, I couldn’t touch it at all!

I couldn’t touch her, but Rachel discovered that she could touch me. Her exploring hands descended down and wrapped themselves around the erect rod sticking out between her legs. She playfully fondled as much as she could reach.

I let the girl play while I contented myself by playing with her tits. “Hey girlie,” I said at last. “How about you turn yourself around and ride my cock from the front?”

Quick as a wink, Rachel twisted around and I found myself with a young filly pussy sitting astride my big stud cock. Part of my lengthened erection was settled in comfortably inside a tight little ass crack.

“Hey Babe,” I announced after several minutes. “I think that’s enough cock-riding for now. Honey, I need to have another taste of your sweet pussy. If you want, I’ll make you ‘cum’ like I did yesterday.”

Remembering the pleasure, Rachel smiled and said, “Jack, I’d like that. But, can I do it to you? Can I make you ‘cum’ with my mouth? Will you teach me how?”

“God damn my dirty old soul to hell, but ‘yes’ girl, I’ll teach you how!” I huskily answered. “Rachel child, you’ve gotten me so horny wild that if I had my way I’d forget about sucking and put my mind on fucking!’

Rachel kissed me and smiled mischievously. She winked and wickedly said, “Mister, who says that you can’t ‘have your own way’? You can teach me about ‘sucking’ some other time. I really, really would like to know about ‘fucking’ if you’ll be my teacher! Will you?”

What’s a guy to do in a situation like this, I asked myself. I knew the answer. It’s just say ‘no’! But, the word ‘no’ would not come out of my mouth. Instead, my mind issued this statement, “Okay girl, that’s what I’ll do! You are a virgin who doesn’t have enough natural lubrication for penile penetration. So first, we need to ‘wet-each-other-up’. Rachel, you’ll have to take my cock in your mouth and drip all the slippery wet saliva you can on the head and shaft. I’ll do the same thing to your pussy.

This girl was young and naive, but she was an eager and willing sex student. When I lay back on the bench, she jumped down on her tomboy knees in the dirt of the barn floor.

Cautiously, Rachel took my cock into her hands. She’d learned how to pump a man’s meat yesterday, but today she had other lessons she wished to be taught. Following instructions, she closed her mouth over the head of my cock and allowed her saliva glands to release their moisturized liquid. Streams of slippery fluid coated my cockhead.

Unsure of how to get the entire cockshaft wet, Rachel lowered her mouth onto it as far as she could. Her tight little mouth could take in only a few inches. Her tongue applied liberal amounts of moisture wherever it touched. She decided upon another tactic to ensure wetness.

Rachel removed my cock from its heavenly home inside her hot mouth. With globs of saliva dripping from her tongue, she began licking the parts of the swollen meat that was not yet wet.

By the time this girl had my man-meat completely coated with lubricant, I was about to go crazy with unrequited lust. I need to have my cock inside a pussy pretty damn soon!

I instructed the girl to lie on the bench while I took her place on the ground. She knew I was now going to get her pussy wet, so she spread her legs open wide. Her skinny fingers spread her puffy pussy lips wide.

My head lowered between her legs and headed for the succulence of this forbidden female fruit. My flicking, licking tongue left a trail of moisturizing saliva all over her inner pussy mound and her sweet tasting clit.

Spreading the delicate butterfly wings of her pink inner pussy lips, I used my cupped tongue to search in deep as I dared. My dripping saliva made the tight vaginal cavity slippery wet. Rachel was sighing and whimpering softly.

My probing tongue pressed hard against the girl’s intact hymen. I was tempted to break this virginal membrane with my stiffened wet tongue-erection. I knew I would hurt her, but I recalled hearing somewhere that saliva was a ‘natural’ analgesic and antiseptic. If we cut our finger we immediately stick it in our mouth. Saliva eases the sting and cleanses the wound of blood and infection.

No, I decided, I’d best leave the cherry-breaking pleasure for my cock to enjoy. And hell, the greedy pussy-loving fella had better hurry up and ‘just do it’!

I grabbed my cockshaft and guided it to the feminine home it so desired to visit. Rachel’s eyes closed, but she kept her pussy lips open with her fingers.

Goddamnit, I should stop! This innocent waif of a child didn’t know what she was doing. I am the ‘mature’ adult here and I ‘will’ stop! I’ll stop right now!

The touch of Rachel’s feet tickling my ass changed my mind. She had lifted her legs and now had them wrapped around my body. This girl child woman was naively pulling me toward her in an instinctive carnal seduction.

That’s when I knew we’d gone too far to stop! My saliva-lubricated cock pushed forward, touched a virginal hymen, and pierced through it. Rachel’s scream echoed throughout the cavernous barn.

Slippery saliva allowed my cockshaft to penetrate deep. Rachel’s virginal scream was ignored as my fuck-hungry manhood demanded its day inside a welcoming maidenhood.

“Rachel,” I whispered passionately. “You wanted to learn about fucking, so girlie, this is lesson one! Honey, just hang onto your sweet little ass and I’ll make all the pains go away.”

My swollen cockshaft moved in slow, rhythmic strokes. In and out, in and out, it gently thrust. Tight pussy muscles instinctively latched on to the muscular intruder and kept it from escaping. Upward thrusting female hips and tightening legs begged for more.

Sooner than expected, the sound of moans and wanton cries of pleasure chased away the echoes of a scream. Rachel’s body and mine were joined together in an age-old dance of carnal celebration. My dancing cock was joyously twirling around inside a singing vagina. Heavenly orgasmic music was beginning to play.

Rachel started cumming first. I was surprised because I thought it would take longer to get her ‘warmed up’. Hot damn, I realized, this girl child was ‘red- hot-ready’ when my cock first touched her pussy!

Fast and furious orgasms raced throughout Rachel’s young feminine body. Mind-altering joy stole away all senses except the feelings of intense pleasure.

I was feeling it, too. A sweet, tight, young pussy was enough to drive a man to the brink of insanity. Just before I reached that brink, my cockshaft began spewing seminal fire. The overwhelming intensity of my orgasms was nearly unbearable.

The heated, pressurized seminal fluids filling Rachel’s pussy stimulated her body to spasm again as multiple orgasms claimed her soul and made her squeal with happiness.

My own joyful cheers joined hers. My body seemed like that animated bunny on TV, it just kept cumming and cumming until my testicle sack ran dry. I was having shot after shot of orgasmic bliss.

With the heights of sexual satisfaction achieved, Rachel loins and mine reluctantly separated. The girl sat in my lap on the floor of the barn. We didn’t care if we sitting on dirt or silky satin sheets. We were happy in our joy. We kissed, we fondled, and we tickled and teased while our orgasmic afterglow slowly faded.

Before we dressed, Rachel and I cleaned some of the dirt and cummy mess from our bodies in my tack room sink. I gave her some tissues to put inside her panties to catch any dripping cum she might have left in her pussy. I walked her out and watched her mount her bicycle.

“Jack, can I see those dollar bills I gave you back a little while ago?” Rachel said before riding away. “I’ll tell you why I want to see them in a minute.”

Puzzled, I went ahead and dug the bills out of my pocket and handed them over to the girl. Rachel, the mischievous minx, surprisingly stuck the bills into her own pocket. I didn’t mind, but I was confused.

Seeing my confusion, Rachel explained, “Jack, I told you yesterday that I was smarter than you. I came over here this morning just to prove it again. Do you remember telling me yesterday that nothing like this would ever happen again? I bet you it would. Mister, I guess you were wrong and I was right! So, I guess I’ll keep the two dollars.”

“Oh, and Jack, guess what?” Rachel added. “I betcha it’s going to happen again and again! I’ll see you later just to prove it.”

Part three (the house)

After my lonely bachelor’s supper, I answered a knock at my back screen door. A misty wet rain had started about an hour ago. Rachel rushed into my kitchen, grabbed a towel, and began drying her wet hair. She had changed into a flower-print sundress. Her wet clothing was plastered to her erotically seductive young body.

“I’d better get out of these wet clothes,” the mischievous girl said. “You don’t mind, do you, Jack? You wouldn’t want me to catch cold, would you? Oh Mister, don’t you worry about whether or not I’ve come over to see if something will ‘happen again’. I already know the answer. And, I betcha two dollars you know, too!”

Rachel was right. I knew the answer. The soothing sounds of pitter-pattering rain came from outside my bedroom window as my naughty tomboy neighbor and I frolicked and played in my comfy cozy bed. Lips kissed, hands fondled, and a pussy and cock played merry games together.

Yes siree, this young lover of mine was right! It was ‘happening again’! I guess the tempting seductress ‘was’ smarter than me.
93 comments

Doozy woof HunterReport 

2020-12-10 17:28:19
Old story, but I still love it!

Anonymous readerReport 

2016-09-22 18:01:30
She hasn't gone through puberty???? Uh....

Anonymous readerReport 

2015-08-27 03:57:40
Fuck it

m1990Report 

2015-03-11 00:11:45
This is one of my favorite s

Anonymous readerReport 

2014-03-05 10:32:53
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