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Dorothy Gale - Sex Explorer in the Land of Oz

Summary:

The complete story of Dorothy Gale's journey to the Land of Oz needs to include the details of her sexual journey - an odyssey that she often remembers in later life.

Notes:

As our story opens, Dorothy recalls her growing awareness of sex while growing up on the family's farm in Kansas.

Chapter 1: Chapter One - Remembering an incredible adventure

Chapter Text

Remembering an incredible adventure

Looking back as a married woman with two grown children of her own, Dorothy Gale sometimes found that part of her past hard to believe. Had she truly had been snatched up by a tornado from a farm in Kansas, hurled down into a land of perverted little people, walked a Yellow Brick Road for days on end, battled flying monkeys, been showered with gifts by a generous but kinky Daddy who ruled with an iron fist over an emerald city? All over the course of a few short months, when she was only twelve years old, her puberty barely underway.

From the vantage point of forty years later, her travels to a different land, full of odd creatures and wild sexual experiences, seemed to be almost a hallucination. After returning from the place called Oz, her life had picked up right where it was interrupted: tearful reunions, followed by a return to the usual round of farm work, school, friends, and later by college, dating, a brief entry into the drudgery of paid employment, and finally meeting her future husband.

Dorothy had never dared tell Austin about Oz, and certainly never about her dizzying range of erotic thrills. One faded scar on her forearm was a daily reminder of those days. But how could she explain to him that the wound had been inflicted by a wicked knife-wielding witch, whose minions had stripped her naked and gang-banged her?

She filled a locked diary with memories of the bizarre interlude that bridged her early life and her teenage years. Aside from the scar, only a few tangible objects gave evidence that those events had actually happened - a pair of ruby-colored pumps, kept in a dresser drawer, along with a linen bag containing a lingerie set of red silk bra and panties with a matching camisole, garments which magically seemed to always fit, even as her body matured from that of a slender girl into a woman with broad hips and full breasts.

Anytime she doubted the tale in the diary, she only had to don the slippers and the silk underwear to prove that Oz had been a reality, not a dream. Austin had seen her in the outfit a few times, on their wedding night and special anniversaries, but she always shushed him from asking questions. His curiosity had been piqued by Dorothy's unusual ability to quickly adapt to his sexual desires, but he simply accepted this as a good thing, during a time when conservative attitudes about such matters were assumed to be universal outside a few dens of depravity in big cities.

If Dorothy had opened her heart fully to Austin, he would have been astonished, to say the least.

Chapter 2: Growing up with Auntie Em and Uncle Henry

Summary:

Young Dorothy becomes accustomed to bath night rituals, just part of growing up on the farm.

Chapter Text

Growing up with Aunt Em and Uncle Henry

Like most girls of her time and place, Dorothy grew up during difficult years of an economic depression and climate disasters. In her childhood, the flourishing farming communities of her homesteading grandparents struggled to survive, as crops sometimes failed due to lack of precipitation. But there were enough good years for many families to hold on, waiting for higher grain prices and better times. After the tragic deaths of her parents, Dorothy lived with Auntie Em and Uncle Henry, on a mixed grain and dairy farm, along with several farmhands, Hunk, Hickory, and Zeke.

It was a life of hard work but plenty of love. Auntie Em made sure that Dorothy did her schoolwork as well as chores, and they spent many happy hours together in the kitchen, where Dorothy learned to prepare meals and look after the men. On Saturday evenings, everyone would gather in the drawing room to play parlor games or listen to radio shows, while Auntie Em was heating up water on the stove for bath night.

From a young age, Dorothy was accustomed to the ritual, undressing and climbing into the old porcelain tub, scrubbing herself clean and then hopping out to dry off with a rough towel and get into pajamas. By the time she was about four, the farmhands knew that when Dorothy slipped into the water, they should retire to their own cabin for the night.

Her aunt and uncle would take turns next, hoping that the water would stay hot long enough to enjoy their own baths. When Dorothy asked, she was told the farmhands did the Saturday bath routine in their own quarters, or sometimes they went into town, a topic that Em quickly shut down.

She remembered vividly when things were suddenly different. It was one day a few months before she turned 12, when she shyly asked Auntie Em about her changing body. Em groaned and sighed, "I'm sorry, I guess that's why the last couple of Saturdays, Henry didn't have his bath until after you went to bed. He ain't so comfortable around a young girl just starting into puberty, you know, the change of life. You don't show much yet, but your boobies are already a little bigger, you got a bit of fuzz down on your cooch. It happens to all of us women sometime around your age, give or take. In their own way, it's the same with the livestock. You seen how the bull from our neighbor's farm mated with the cows last week? All part of the same thing, understand?"

Dorothy distinctly recalled not quite understanding Em's explanation. Obviously Uncle Henry was embarrassed to be looking at her slightly swollen boobs and the dusting of reddish hairs on her crotch. Maybe he didn't want her starting at the thick penis dangling between his legs, even if she had seen that a hundred times or more growing up. Now her natural curiosity was intense. Not long afterwards, she had been out by the barn one day, talking to Hunk when one of the farmyard dogs suddenly started humping another one.

"Hunk?" she said, pointing to the animals. "Auntie Em said something about animals being like people. Like that bull that mated our cows. So why is that dog putting itself into the other dog's hole? Is that what people do?"

Poor Hunk turned bright red, humming and hawing as Dorothy probed for an answer. Finally he worked up his nerve. "Ah, yup, it's called mating, like your aunt said. That's how the male puts his seed into the female so she can have babies... calves, or puppies, or colts, or human children, for people. Now don't ask me no more about that."

He walked away quickly, mumbling something else she couldn't quite hear. For Dorothy, this sort of satisfied the immediate question, but her curiosity didn't stop there. As an adult, she often recalled the next lesson, learned in the rough and ready manner of rural farm life.

Chapter 3: Entering the mysterious realm of sex

Summary:

The precocious young heroine of our story wants to learn more about sex.

Chapter Text

Entering the mysterious realm of sex

Inevitably, another mating scene unfolded not long afterward, out behind the barn on a quiet Sunday afternoon. Her long grown hair tied in twin pigtails framing her pretty face and bright blue eyes, Dorothy was wearing a blue gingham dress, her church outfit at that age. Heedless of the potential for getting grass or dirt on the back of the dress, she had been sitting against the barn chatting with Hunk and Hickory, while the shy Zeke went for a walk among the apple trees. She remembered that her knees were up with legs apart, certainly not a lady-like position in front of two farmhands. And then it happened again, this time a horse rearing up to mount one of the mares in the closest pasture.

"There!" Dorothy had shouted. "Just like you said, Hunk. So the horse is putting his seed into the mare? But.... what happens exactly? That's what I really want to know, and Auntie Em won't tell me hardly anything."

In her excitement, Dorothy was heedless to the look on the farmhands' faces, or the way their eyes kept glancing down at her exposed legs. Well, at the white panties she was accidentally showing off, as she understood much later in life. Whatever the men saw, Hunk seemed more willing then before to provide a better answer. With the wisdom of experience, Dorothy realized that Hunk had probably decided to seize this teachable moment as a golden opportunity.

"Aw, shucks, Dorothy, it's not so tough to tell you about that. Just don't tell your aunt and uncle we showed you, all right?"

Dorothy nodded her solemn agreement. Hunk mouthed something to Hickory, who was less certain about this idea. But after the two conferred for a moment, they undid their denim overalls, dropping the bibs to their knees, and reached into their shorts. Each pulled out a stiff penis, and Hunk provided a description. "This is a cock," he told her, starting to squeeze it while she watched goggle-eyed. "Male animals all have one, it looks different for people or horses or cattle, but it does pretty much the same thing. When the male is excited, he puts this into the female, and that's called sex. After a minute, some white stuff comes out of the cock, into the female's pussy. That can make her pregnant, not always, but sometimes. Now you understand?"

Hickory looked scared out of his wits, watching in the direction of the farmhouse. Zeke had taken a few steps closer, waiting to see what could happen next. But Hunk just kept tugging on his erection, and Dorothy got more and more intrigued. "Can I see what that white stuff looks like? Or taste it?" she demanded. Hunk laughed, and Hickory just moaned, looking down again at Dorothy's thighs as he began to masturbate.

"Course you can, darlin'," Hunk answered, getting more excited. "I'll let you taste mine if you don't mind me putting it into your mouth. And you can watch Hickory so you see what happens. Just never ever tell nobody, okay?"

Now Dorothy was totally hooked - nervous but delighted at the chance to do something disapproved by Em and Henry. At Hunk's invitation, she got onto her knees in front of the farmhand, who took her hand to help wrap it around his staff. As she grasped him, a drop of clear fluid appeared from the tiny hole at the tip of the cock.

"Now lick it," he told her, "Lick it with your tongue and keep squeezing, honey."

Bending her head forward, Dorothy brushed hair from her face, and stuck out her tongue. She was slightly disappointed to discover that the droplet tasted like... nothing. On the other hand, it was thrilling to watch Hunk's eyes roll back in his head, as his face turned pink and his breathing became labored. The cock remained stiff, and he gasped that she should put her mouth around the head. "You don't have to put it in deep," he told her. "Just an inch or two, and keep squeezing the cock."

For his part, Hickory had stopped trying to protest. Instead, he was stroking himself as fast as possible, staring at the horizon, then down at Dorothy, and then off into the distance. He turned to one side, standing about three feet away from the others, and suddenly brought his right hand up to his mouth. Spitting into his fingers, he resumed stroking, while Dorothy concentrated on trying to get part of Hunk's cock into her mouth.

"Here goes if you wanna look," Hickory gasped a minute later. For ever after, Dorothy remembered turning her eyes in Hickory's direction, just in time to see him give a sort of spasm. Several globs of white creamy stuff shot out of his cock, landing in the dust between his boots. When it was over, she re-focused on Hunk, hoping that he could do the same inside her mouth. She didn't have long to wait. Turned on more then he could imagine by having young Dorothy suck on his dick, Hunk shuddered and climaxed, pumping his jizz down her throat.

Totally unprepared for the creamy, slightly salty fluid, Dorothy struggled for air, trying to keep from gagging on Hunk's cock. The farmhand's member was just average in length, or maybe even a bit shorter, as she came to understand over the next few months. But any girl's first blow-job is a journey into the unknown, and she had much to learn about the art of giving oral pleasure without choking.

In her eagerness, Dorothy began to sputter, snot coming out of her nose as she gasped for air and tried to swallow his load at the same time. Hunk's cum leaked from the corners of her mouth, leaving the girl deeply embarrassed about the mess on her face. But to her shock, she also found herself aroused by the look on his face, the expression of a man transported to the heavens, all because she had taken a couple inches of his erection into her mouth.

For the first time, Dorothy realized that despite her youth, she held a certain kind of power over men, a power only hinted at when Aunt Em let slip that Uncle Henry didn't dare trust himself to see the girl's bare pussy. As Hunk pulled his wilting dick from her mouth, Dorothy became less concerned about the mix of snot and jizz on her face, thinking instead about the men in her life: did all of their cocks stiffen at the sight of a naked girl? Why were they embarrassed or excited about seeing her bare cooch? Could all of them make the white stuff sploosh out of their cocks? Did they want to act like farm livestock, putting their cocks into women? What would that feel like? Why did Zeke hang so far back from this little group? These were all intriguing questions.

For the moment, however, Dorothy had to deal with the aftermath of the encounter, the need to wash her face and make sure there were no dribbles of Hunk's cream on her dress. Getting to her feet, she gave the farmhands a fleeting smile and raced off to clean up. It was embarrassing... but now she had a glimmer of different realities. Under the covers later that evening, she pulled her nightgown up to her belly, trying to recall the entire episode with Hunk and Hickory, playing with her slit until she gasped with the force of a powerful orgasm.

Chapter 4: A young girl with two farmhands

Summary:

Dorothy and the farmhands begin to enjoy sexual encounters

Chapter Text

Chapter Four - A young girl with two farmhands

The days went by, to outward appearances, nothing had changed on the farm. The daily cycle of chores, school, work, meals, laundry, it all continued for everyone in their own ways. But Dorothy, Hunk and Hickory were preoccupied with different thoughts, the taboo fantasies of breasts and mouths and erections and pussies. Each of them spent time replaying that scene behind the barn, wondering if it might happen again.

Auntie Em put Dorothy's mood down to nothing more then the arrival of puberty. She had gone through strange feelings in her day, back when the century was new and full of promise. But while her marriage to Henry brought some lusty couplings for a few years, there were no children. Gradually there was more hard work and less sensuality, particularly after Dorothy's birth mother left the girl in their care. Now, a decade later, Em might not have been surprised that the farmhands had erotic fantasies about Dorothy, men were men, after all. But if she knew that Dorothy was already masturbating to the memory of swallowing Hunk's jizz, Em's fury would have known no bounds.

As it was, Em suspected nothing. On the following Sunday, she shrugged agreement when Dorothy asked to stay home and do her school assignments rather than attend church. The farmhands had never been more than occasional church-goers, so when Em and Henry headed off to hear the word of the Lord from Reverend Jeremiah, the restless young Dorothy was left behind in the care of three middle-aged, horny men.

As the last faint creak of the wagon vanished, the odd quartet gathered near a suitable spot under an apple tree. The bashful Zeke kept a short distance away, acting as a lookout in the unlikely event of visitors. By an agreement reached the night before, Dorothy brought a rough, dark woolen blanket to spread on the ground, while Hunk made sure to provide bottles of water and a few cotton washcloths.

Hunk was certainly the most ardent of the three farmhands, but he was no fool. "Are you absolutely certain about this, Miss Dorothy?" he pressed the girl nervously, even as he started to undo his denim overalls. "You did tell me you wanted to try it again, but we could get in deep troubles if you changed your mind half-way through."

"I am sure," Dorothy replied, looking more confident than she felt. "One of these days, after I finish school and work for a few years in town, I'll be getting married. And when that happens, I want to make my future husband a happy man. So it's best I learn a few things now, while I have this opportunity."

By that point Hunk was undressing, clearly anxious for his next time in Dorothy's mouth. The sight made her slightly apprehensive, and she stopped before slipping off her dress in front of the farmhands. "Just one thing. Or two," she warned. "We need to finish up before one, that's the earliest they might be back home. And so you know, I'll take off my dress to keep it clean, just like I told you last night, Hunk. But not my underpants."

Hunk looked mildly disappointed, but not enough argue. "We understand," he said, looking at the others. "Keep your drawers on, Dorothy. I'll hang your dress off that branch behind us."

Having known the men most of her life, Dorothy trusted them, and she was also eager to play this new game again. So she took a deep breath, undoing buttons so that the dress could fall to the blanket. Although she was past being completely flat-chested, her swelling boobs were still too small to need one of the bandeau-style bras that were becoming popular among young women. So the farmhands were delighted to see her topless, nipples already stiffening in the warm morning breeze. Like many other girls her age or older, she wore loose-fitting, high-waisted tap pants under the dress, a sight that made Hunk and Hickory fully aroused when they dropped their boxer shorts. For whatever reason, the bashful Zeke remained fully dressed, but watched the others closely.

Kneeling on the blanket, Dorothy's cheeks were flushed with a stomach-churning mix of shame and anticipation. This was nothing like a Saturday night bath from her childhood; it was being half-naked in front of two farmhands waiting to put their cocks in her mouth... and another one watching it happen. If Em and Henry ever found out, her life would be over, probably shipped off to a home for wayward girls in St. Louis or Denver, or some godforsaken dusty prairie town. All because she had an itch to scratch, a forbidden desire to find out what it was like to give men sexual pleasure. An itch that was almost unbearable.

All these thoughts racing through her mind, Dorothy looked from Hunk to Hickory, and back again. Their eyes were glued to her nipples, and both were gently squeezing their dicks. Hickory's was a little bit longer than Hunk, but not as thick. She decided that might make Hickory easier to deal with, so she nodded in his direction, reaching out a hand to wrap her small fingers around his erection.

Hickory let out a gasp of excitement, in a voice that was high-pitched, almost girlish enough to make Hunk snicker. Remembering the previous week, Dorothy bend closer, obediently lapping at the tip of Hickory's cock Tasting the clear drops, she looked up at the farmhand's face, licking her lips. Hickory's erection began almost bouncing in her hand, and for a moment she thought he might faint. But he simply steadied himself, closing his eyes, putting a hand on top of her head, and pulling her up against his boner.

Dorothy opened wide and grasped his dick again, managing to push the head past her lips. This time she was better prepared, ready to open her jaws as wide as possible, inhaling deeply through her nose. Going mostly just by instinct, she slowly began pushing forward, her mouth sliding up and down Hickory's shaft. He began to shudder and moan, finding it difficult to keep still, but despite everything, Dorothy found she could mostly keep from choking. Her mind focused on two things - deep breaths through her nose, and keeping her mouth open as wide as possible. She realized that Hickory was a man who pleased himself with his hand. so this must be different, but on some level she understood that the thrill of getting sucked by a young girl must be almost too intense to keep going.

Sure enough, less than a minute went by before he began to tense up, grunting loudly, pushing harder against her face. Dorothy tried to block out everything but breathing, trying to take in as much air as possible. When the spurts of cum began spurting down her throat, she frantically swallowed as much as she could manage, doing much better this time, despite the way his hand kept pushing forward on the back of her head.

And then suddenly Hickory was stumbling back, his cock still semi-hard, strings of cum and drool dripping down. The erection was swiftly ebbing, like a deflated balloon, and Hickory fell back on his butt. Stunned by his actions, Dorothy had no idea what to do next. She wiped her mouth on the back of one hand, and then remembered the bottles of water on the blanket. Leaning over, she grabbed one, pulling out the cork and taking a long, grateful gulp of cool water.

"Are you okay, Hickory?" she finally spluttered, seeing the farmhand still sitting down, his shrunken cock glistening in the sunlight. "I think so," he laughed, starting to regain awareness. She had no idea what Hickory's private life was like, or how long he had gone without female contact. All she knew was that he had a huge smile on his face, as he began to scuttle away to make room for Hunk. His partner was already stroking his thicker shaft inches from Dorothy's face, mumbling something indistinct about little girls.

The words sent a shiver through Dorothy, reminding her that yes, she was showing off her titties and sucking off men who were old enough to be her father. Men who probably wanted to put their throbbing dicks inside her. To unload their warm cum deep into her pussy. A new blush of shame colored her cheeks, but she was far too excited to stop now. Taking a long, deep breach, she reached out for Hunk, grasping his shaft, taking the head of his cock between her lips, and then beginning to suck.

For a moment she wondered about Em and Henry, visualizing them praising the Lord in church, while here she was on her knees behind the barn, tits out, boldly pleasuring two farmhands with her mouth. It was utterly humiliating, and part of her wanted Uncle Henry to yank her underwear down for a good bare-bottom spanking. But in her current state of mind, that mental image simply made Dorothy feel even more aroused, in ways that she couldn't really understand.

Her arousal growing, Dorothy kept sucking the man in front of her. She was already learning how to breathe properly, how to time her movements to increase Hunk's enjoyment. And her growing skills paid off, when the farmhand let out a low growl just before thrusting his cock deeper and pumping a load of cum down her throat.

What she didn't expect at that point was the return of Hickory. The man's long period of abstinence from female contact meant that he was far from finished after Dorothy's first blowjob. Nudging Hunk out of the way, Hickory grabbed one of the girl's pigtails and started masturbating himself with the other hand. This time he didn't bother seeking her mouth. He simply rubbed his hard manhood against her chest. drops of pre-cum making her nipples shine in the noonday sun. Less than two minutes later, he grunted and moaned, just as his second load of cum for day spattered onto her boobs.

Watching right beside them, Hunk was quickly stiffening again. His right hand began stroking his cock even before Hickory's cum splashed on the girl's body. Dorothy had no idea what was happening, but her hand dipped into the tap pants while Hunk kept going. This time, the burly farmhand was slower to climax, but the effect was just as pleasing. And when he finally painted Dorothy's nipples with another burst of cum, they all knew that the intimate encounter was complete. The young girl had helped provide double orgasms to two different men in the space of less than an hour, a feat she couldn't have imagined before her recent birthday.

Feeling like a cross between the whore of Babylon and the idol of men everywhere, Dorothy poured half a bottle of water down her throat, and then used the rest to wash off her small breasts. Hunk and Hickory were too overcome to do more than watch as the girl leaped up to slip the dress back over her head before dashing off to the farmhouse.

Chapter 5: Chapter Five - Flight to the land of Oz

Summary:

Dorothy's life takes an abrupt turn in a new direction, when a tornado carries her to a land of strange people. One of them takes advantage of the dazed girl in a very rude way.

Chapter Text

Chapter Five - Flight to the Land of Oz

Later that afternoon, Henry drove the wagon into the farmyard, and Em was soon busy preparing dinner. It was another slightly uncomfortable meal, as Dorothy, Hunk and Hickory tried to avoid meeting each other's eyes. Em and Henry would never know what had taken place that day. But less than a week later, that puzzle was pushed down the memory hole by bigger events - the sudden tornado that hit the farm, and the disappearance of Dorothy and her beloved dog Toto.

As so often happens in "Tornado Alley", the skies were bright and sunny at sunrise that fateful morning. But within a couple of hours, cloud columns were building on the western horizon, and folks began to prepare for foul weather. Dorothy was warned to stay nearby, but her plans were upset by the sudden canine-napping of Toto. It was Zeke who came running to the farmhouse, panting for breath, reporting that the dog had been picked up along the road less than a quarter-mile away, after breaking free from the frayed rope tied to a pole near the barn.

The abductor, he said, was none other than Miss Gulch, the notorious neighbor who had clashed so often with Em and Henry over minor issues like fence repairs. Before anyone could stop Dorothy, she hopped on her sturdy bicycle, riding to Miss Gulch's farm ahead of the coming storm. It wasn't difficult to find Toto fifteen minutes later, tied to the postal box by the road. As Dorothy frantically untied the dog and got him under the blanket in her bike basket, the nasty old woman came bursting out of her decrepit house, howling curses and threats for letting the creature run wild.

But Miss Gulch stopped short at the sight everyone dreaded - a twister, racing at top speed across the prairie, less than a mile away. Looking back over her shoulder as she rode off, Dorothy saw the tornado at the same time. She tried to pick up speed, but it was already too late. The first whirlwinds of soil were holding her back, and Toto was yelping in fear. Before she knew could seek cover, the tornado hit full blast, lifting the girl, along with her dog and the bike, straight up into the air. Dorothy gripped the handlebars tightly, as the twister grabbed everything nearby, including the awful neighbor and her farmhouse, taking them into the sky for a noisy, terrifying ride.

Closing her eyes to keep the dust out, Dorothy gasped for breath for the next few minutes. Then suddenly the noise let up, and the winds slowed dramatically, just before the bicycle crash landed, throwing Dorothy and Toto onto a grassy field. Shaking her head, Dorothy tried to make sense of the surroundings, but found herself too stunned to trust her legs to stand and look further. A few yards away, poor Toto appeared to be unconscious, thrown out of the bike basket.

Still dazed, she suddenly felt something unexpected - a pair of strong hands pulling the blue gingham dress up to her waist, and then yanking down her underwear. A powerful body was on top of the girl from behind, moving between her thighs, and next she felt something probing along the crack between her butt cheeks. Letting out a cry of protest, Dorothy tried to push off the assailant, but he was much too strong. Ignoring her thrashing legs, he began poking with something (a finger? a penis? some unknown object?) at her exposed anus. She felt it caress the tight ring of muscle, and suddenly realized that he was preparing to enter her rectum. It was impossible to know more, but clearly she was being penetrated, and she let out a loud, angry scream. The man began thrusting with his hips, making the situation quite obvious, and she heard him panting as his erection twitched inside her bottom. Seconds later, other noises were audible - the shouts of people advancing closer. "Get away from her, you bastard," was the loudest voice, but another called out something quire different: "hold her for me!"

As quickly as the assault had begun, it stopped, and the body holding Dorothy face down pulled away. She immediately flipped over onto her back, just in time to see a strangely garbed, very short man frantically trying to button his flies. The rapist's penis was also short - she could immediately see that it was no larger than one of the Crayolas she used for school artwork.

Grabbing his tall top hat, the attacker dashed away in the opposite direction from the crowd just starting to arrive, and Dorothy managed to pull her panties back up and regain a tiny measure of her violated dignity. Reaching between her legs for a brief examination of her butthole, she found some of the same creamy stuff the farmhands had shared. Obviously her strange assailant had orgasmed, Dorothy realized to her shock. But it was at least some consolation that his member was too short and slender to inflict much pain, and the orifice he had penetrated was not the one that could make her pregnant.

Some of the locals must have witnessed the encounter. That was certainly an utterly embarrassing way to arrive, landing face down into a field, then some random dude taking advantage to pump his seed into her bottom. But as the first excited villagers came near, she reflected ruefully that things could have gone much worse. This rude welcome was far less enjoyable than her encounters with the farmhands, but perhaps it might actually help prepare her for new adventures.

Chapter 6: Chapter Six - A Celebration in Munchkinland

Summary:

The uninhibited Munchkins celebrate their liberation, and Princess Glinda rewards Dorothy with ruby slippers and a matching lingerie set.

Chapter Text

Chapter Six - A Celebration in Munchkinland

Dorothy's train of thought was derailed abruptly by the villagers, all of them shorter than her, costumed in brightly patterned outfits, quite unlike any clothing worn in Kansas. They all seemed to be shouting something about "welcome to Munchkinland", and "the wicked witch is dead." A few of the braver villagers cautiously went over to Miss Gulch's house, which had crashed into the earth not far away. One of them walked closer, kicking at a pair of legs sticking out from underneath. The crowd went silent as the Munchkin bent down, shaking a hobnailed boot before turning around with wide smile on his face. "It's true, the wicked witch is dead! Thanks to this young lady," he shouted, pointing toward Dorothy, who was gazing around with a bewildered look.

A wild celebration began, as hundreds of Munchkins danced for joy, girls and boys, men and women, elders with wrinkled faces. The crowd soon hoisted Dorothy onto their shoulders, parading around what appeared to be their town hall. Some of the Munchkins, more shamelessly exuberant than others, pushed work-roughened hands under her dress to grope at the girl's privates. Dorothy did her best to beat them off, somehow managing to land on her feet, just as another wondrous sight floated down from the sky. It was a huge bubble, and inside was a tall, slender blonde woman in a gorgeous white gown, holding a diamond-tipped wand. Landing on a wide platform in front of the hall, the woman waved the wand, making the bubble fade. Among the rapturous villagers, Dorothy heard whispers about the beloved Princess Glinda.

"Greetings, Munchkin folk," Princess Glinda announced in a stage voice that could be heard by everyone. "Yes, it's true. My hated sister, the wicked witch of the East, is well and truly dead. Your liberation is here, thanks to our new friend! Won't you introduce yourself, my dear?"

Seeing all eyes turn her way, Dorothy gulped nervously. But she had to say something, so she did. "Well.... unaccustomed as I am to public speaking," she began, borrowing a phrase often used at community meetings. "My name is Dorothy Gale, and I'm from Aunt Em and Uncle Henry's farm in Kansas, and my dog Toto is somewhere here, if one of you can find him. And, um.... I just got caught up in a tornado back by the farm, and I don't know how, but I landed just over there..."

She pointed in the direction of the house which had crushed Miss Gulch, or the Wicked Witch, or whoever that was underneath. Just at that moment she spotted a face at the edge of the crowd, one of the taller Munchkins, wearing his top hat... the very same one who had shoved his pecker into her bottom just minutes earlier. Dorothy was on the verge of calling out her assailant, but her courage suddenly faltered. Instead, she concluded quickly, "I'm so glad to meet you Glinda, and everyone else. But all I really want is to get back home to Kansas. Maybe you can help me and Toto?"

The dog barked from inside the wicker bike basket, which one of the Munchkins had discovered under a bush. Another villager, displaying a large button with the phrase "Mayor of Munchkinland", stepped forward to kiss Dorothy's hand. "First we'll celebrate this wonderful day," he cried out, and the dancing and songs resumed louder than ever. There was nothing she could do but join in, batting away the occasional hand trying to pinch her bottom. At last the villagers stopped to catch their breath, and Glinda took control of the proceedings.

"Dear Dorothy," she announced in her powerful voice. "The best way to return to Kansas is with the help of our great and powerful Wizard, Ozma, who lives in our capital, the Emerald City. You simply need to follow the Yellow Brick Road beneath your feet, leading toward the south. And to reward you for dispatching my wicked despotic sister, I present you with a few gifts."

Waving her wand, Glinda spoke a phrase in some unidentified language. Suddenly the hobnail boots turned bright red, before flying off the legs of the late witch, landing as ruby slippers on Dorothy's feet. No sooner had she looked down than she heard another whoosh, and felt something different under her dress. In her hand appeared a golden shopping bag, emblazoned with the words "Welcome to Oz, world class shopping since the turn of the Millenium."

"There you are, Dorothy," Glinda smiled. "Ruby slippers, a gorgeous lace and satin lingerie outfit, and your own personal swag bag." One of the bolder teenage Munchkin boys dashed out of the crowd, yanking up Dorothy's dress from behind, all the way to her waist. Sure enough, her tap panties were gone, replaced by a pair of red silk knickers with a pretty white bow. Dorothy slapped the boy's hand away, but not before half the crowd exhaled a delighted "oooohhhhhhh".

Chapter 7: Chapter Seven - Glinda takes it (mostly) off

Summary:

Trying to be helpful, Glinda shows Dorothy one way she could fundraise to cover the costs of her journey to the Emerald City

Chapter Text

Chapter Seven - Glinda takes it (mostly) off

"Thank you so much, Glinda," Dorothy said, trying to take in the confusing experience. "But... how far is it to the Emerald City? Where will I stay on this journey? What will I find to eat and drink?"

The Munchkinlanders suddenly fell silent as they tried to listen. Some of the men began to snicker, sporting visible tents in their colorful shorts. Glinda appeared slightly abashed as she began to reply.

"Our ways are.... unusual, Dorothy," she began. "Your long journey will require several weeks. Along the route there are farms and lodges and inns offering shelter and sustenance, but the owners must be compensated, one way or another." At this a titter went through the crowd, and more than a few snorts of laughter.

"But you could accept donations now for the costs of your trip," Glinda went on. "Simply by doing a performance for these good Munchkins."

"What kind of performance?" Dorothy asked innocently, thinking of the annual Christmas or harvest celebrations back in Kansas.

"Ahhhh.... very good question, my dear," Glinda answered, gazing skyward for a moment. "Are you familiar with pole dancing? Or the arts of burlesque? No? These are ancient traditions among the Munchkins. I can simply transform this platform into a stage, and if you perform... the good folks here will put their money into your swag bag..... But I see from your face, you don't know that kind of performance. Perhaps I should illustrate with a little show of my own."

At this, the crowd went wild, shouting "take it off, take it off, take it off." Glinda smirked, and after the cheers subsided, she waved her wand. The platform changed appearance, shining silver in color, with a tall pole in the center. Loud dance music began to play from somewhere, and Glinda's costume suddenly transformed as well. The good witch was now clad in just a lacy blue bra and panties, and white stockings up to her thighs. This outfit revealed a substantial amount of cleavage which had been hidden until that moment. Dorothy gasped at the sight, but the Munchkins let out a mighty roar of appreciation.

Glinda began moving to the rhythms of the music, grasping the pole and bending this way and that, winking at the crowd. Suddenly she bent forward, reaching her palms down to the platform, her ample bottom pointed directly at the crowd. She held the pose for several seconds, as Munchkins began flinging coins and bills onto the platform. Standing straight again, Glinda gave a saucy grin, reaching behind her back to undo the bra. In one swift motion, it dropped to the floor, and Glinda's ample breasts were bouncing in full view, a pair of bright blue fabric circles covering her nipples. It was impossible to know how the circles remained attached to Glinda's boobs, but each sported a golden tassel, which she made swirl around simply by shrugging her shoulders. A huge shower of money rained down again, and the crowd hooted "more, more, more".

"You want more, you naughty Munchkins?" laughed Glinda. "Yyyyyeeeesssss, more!" came the reply. Glinda turned her back to the crowd, glancing around to give a wink, and bent forward again. This time, she tugged the blue panties down her full buttocks, exposing her butt crack.... not all the way down, just far enough to offer a glimpse of light-brown anus. The Munchkins were delirious by this point, some of them fainting on the spot. But to their disappointment, Glinda ended her performance on that note. The music tailed off, and she yanked the panties back up, waving to her delighted followers. Four Munchkins immediately moved into place, scooping the money into sacks which they tossed under the platform.

"See, Dorothy?" Glinda smiled. "It's not so difficult. The Munchkins will love to see you perform. They adore girls your age. I know, that's a bit wicked. Some might call it slightly perverted, or taboo. But who are we to dictate the desires of these proud, independent people? If they want so show their appreciation for a glimpse of your fair young body, why would we object?"

Chapter 8: Chapter Eight - Dorothy becomes a quick learner

Summary:

Realizing that she can't get to the Emerald City without resources, Dorothy decides to imitate Glinda's burlesque performance for the Munchkin crowd

Chapter Text

Chapter Eight - Dorothy becomes a quick learner

Dorothy stood there stunned, hearing what was expected next. But when the good witch extended a hand to help Dorothy climb onto the platform, she found herself unable to say no. After all, her bicycle was beyond repair. How could she walk for weeks along the Yellow Brick Road without money for shelter and food? From a practical perspective, it was a simple decision. And somewhere deep inside, Dorothy could feel something else - a tingle of excitement at the shocking idea of dancing half-naked in front of a crowd of cheering fans. Wouldn't the girls at school back in Kansas just die of envy?

Vowing that she would never breathe a word about this to Em and Henry, Dorothy braced for the music to begin. Glinda whispered "good luck" into her ear, and then added some advice: "Take the dress off first. The Munchkins will love that. Just don't lose your panties, this is burlesque, not stripping."

Suddenly a song could be heard over the murmurs of the crowd, some kind of big band music that Dorothy vaguely remembered from an event back in Kansas. Trumpets soared, drums reverberated, making it impossible for the girl's feet to stay in one place. "Forgive me, Aunt Em," she told herself. Moving into action before taking any time to reconsider, Dorothy grabbed the hem of the dress and whipped it over her head, almost like it was Saturday night bath time.

Sure enough, Munchkins began to hoot and holler their appreciation the moment they saw Dorothy in her new set of scarlet lingerie. And when the girl waved at the crowd with a frightened grin on her face, money began hitting the platform. That was all the affirmation Dorothy needed. Her dancing showed very little of Glinda's skill, but the Munchkins were perfectly satisfied to watch her perform, almost like burlesque. Dorothy began by trying the pole, attempting to twirl around artistically, hardly daring to believe that she was on a platform wearing just her undies, dancing for money in front of hundreds of strangers. It seemed to work, judging by the noise of more money at her feet, and even more by the loud shouts of approval. When she imitated Glinda's move, bending down to put her palms on the platform with her butt sticking out at the audience, the cheers got even louder, boosting Dorothy's confidence to new heights.

The next element of the routine was more challenging, however. Somehow Dorothy knew it was time to remove her red bra, revealing her titties to the Munchkins. Even if her nipples were covered up like Glinda's, she knew it would be difficult, breaking the taboo barrier against showing her small breasts in public. Almost in a state of panic, she fumbled with the hooks of the bra, glancing down at her chest after it came loose. She heaved a sigh of relief to see that somehow, in some magical way, her nipples were covered by the strange fabric circles and tassels. When she turned around to face the audience, their cheers made Dorothy feel almost like a real woman, so she tried without much success to shake her tassels like Glinda.

The lack of artistic experience didn't seem to matter, everyone was enjoying the sight, and that encouraged Dorothy to get into the final element of the dance. She shocked herself by calling out, "Do you want to see more?" That would have blown off the roof if the dance was indoors. "Show us your ass, honey!" yelled one particularly enthused man at the edge of the platform.

For the first time in her young life, Dorothy experienced the powerful excitement of sexual submission, locking eyes with the Munchkin before turning her back in his direction, bending forward, peeling the panties down her thighs.... giving the guy exactly what he wanted in that moment, a full view of the crack of her ass from just a few feet away. Instead of ending quickly like Glinda, Dorothy held the position for at least a minute, shaking her butt, pulling the panties lower, offering her admirer and the rest of the crowd plenty of time to push in closer, staring at her nearly-bare folds and the puckered hole just a bit higher. She felt coins hitting her legs and her butt cheeks, and a few lucky shots even bounced off her pussy. Turning back around after what seemed forever, Dorothy found the man again, winking at his thumbs-up gesture.

The music came to a sudden end, and the Munchkins burst into tumultuous applause for their hero. As Dorothy took a bow, the same four stagehands jumped into action, deftly pouring her earnings into the swag bag. One of them retrieved her blue dress from behind the platform, and the girl covered her near-nudity, smiling with her cheeks bright pink as the crowd realized the show was over.

Chapter 9: Chapter Nine - An admirer makes a play for Dorothy

Summary:

After one of the stagehands for Dorothy's burlesque-style performance gallantly carries her belongings, he is rewarded with a look at her scarlet underpants.

Chapter Text

Chapter Nine - An admirer makes a play for Dorothy

Glinda seized the moment to announce that the festivities were winding up. "Dorothy's journey is just beginning, my dears." she called out to the crowd. "She must be on her way, and you need to finish your work for the day. We were so pleased to dance for you, but now it's time to say goodbye!"

Taking Dorothy aside as the Munchkins straggled off in different directions, Glinda have the girl some final words of wisdom. "There are many good people in Munchkin Country, but some who will try to take advantage of your youth and beauty." Dorothy blushed to hear that description, but nodded her understanding. "Look for a few reliable travelling companions, and keep your wits about you. The funds you collected today will probably last for a week, give or take a day. But there is a long journey ahead, and you'll need to seek other donations... if you know what I mean."

The naive young Kansas girl was puzzled. "But.... there was so much money on the platform... the bag is half full."

Glinda shrugged. "Inflation has come to Oz, since the kingdom is required to devote considerable resources to defence of its borders. Prices for food and lodgings are on the rise, despite the Wizard's best efforts. But don't despair. Word of your presence will proceed you along the Yellow Brick Road. There will be no shortage of Munchkins to offer donations in exchange for your delights.... just listen carefully to their conditions before you make decisions. Do nothing to bind yourself to indefinite terms in any location. Don't accept vague proposals for personal encounters that might seem too good to be true. And promise that your companions watch closely to avoid dangerous creatures from the sky."

More uncertain than before, Dorothy simply nodded her thanks, and accepted a long, heartfelt hug from Glinda. As the embrace lingered, she was startled to feel the blonde's hands slide down the back of her dress, abruptly squeezing Dorothy's bottom and kissing the girl passionately on the lips for a few moments. "Ohhh.... Glinda, what was that about?" Dorothy moaned, blushing as they finally separated.

"Just my way of reminding you to be cautious, my darling," Glinda purred. "Even the most pleasant and attractive people can surprise you. Now, you really do need to begin. We'll meet again at the Emerald City, I'm quite certain." The bubble re-appeared, closing Glinda inside, and she floated away, giving Dorothy a final wave.

Fascinated, and still tingling from Glinda's kiss, Dorothy watched until the bubble vanished from sight. It was time to leave, and she carefully stepped down from the platform, looking for the swag bag and the wicker basket. A helpful face looked up, the oldest of the stagehands.

"For just a small token of your appreciation, I'll carry your things for the first mile," he grinned, raising his eyebrows. "My name is Azedro."

"Goodness, that's very sweet, Azedro. What kind of token, may I ask," Dorothy replied cautiously, thinking of Glinda's advice. The answer took her by surprise.

"Oh, nothing much. Just another look at your underpants, that's all."

"You are a cheeky devil, aren't you," Dorothy giggled. "I'll tell you what, carry my things that far, and then I'll let you have a peek. Not a moment earlier."

Scratching his head for a moment, he agreed, and off they went. Dorothy used the walk to quiz her admirer about the unusual community she had crashed into, and he was glad to cooperate, answering as best he could, despite being obviously distracted by the tall farm girl. They soon reached the town limits, and a few hundred yards later they arrived at a stand of scrubby willow trees. Beyond that point, the various crops of Munchkinland farms stretched into the sparsely populated distance.

"Well, I've done my part," Azedro announced, setting down his burdens. "Time for you to finish your part of the deal." Dorothy looked around, wondering if anyone was in sight, but they appeared to be alone on the Road. Despite everything else that she had done that day, the girl was still hesitant, but she had been raised to believe that a deal was a deal. And what was the harm, after all?

She slowly raised the hem of her dress, while Azedro watched eagerly, a bulge already visible in his striped shorts. When the dress reached her underpants, Dorothy took a deep breath and took it higher, up over the waistband of the crimson garment, and her companion gave a delighted smile.

"Thank you so very much," he chortled. "It's not every day I get to look at the knickers of the prettiest girl in Oz!" Lowering her dress, Dorothy blushed at the compliment, moving to pick up the swag bag and Toto's basket. But before she could bid farewell, Azedro gestured for her to wait. A hand went into his back pocket, and he pulled it out with a small wad of paper money.

"One final request," he murmured. "Can I present you with a small gift? In return for your kiss, I will give you... let me see... a hundred gilders in Oz currency. A rather large sum for such a gesture."

Dorothy thought carefully about the request, wondering if there was some catch. From the little she knew about Oz and Munchkinland, she was fairly sure that this was indeed a substantial sum, even considering the effects of inflation. And again, what was the harm? Finally she nodded her consent, closing her eyes and leaning slightly forward for Azedro to kiss her on the lips.

Nothing happened. Opening her eyes again, the girl was startled to see the fellow undoing his flies and pulling out a slender but extremely stiff penis, a drop of pre-cum glistening at the tip. "What on earth are you doing, Azedro?" she shouted, stepping back a pace. "Well, you agreed to give me a kiss, my lady," he replied smoothly. "So I would like you to kiss my favorite part, for as long as you can."

Now Dorothy was beginning to understand Glinda's cautionary words. Clearly the Munchkins were a clever lot, quick with their minds and their words. But she wasn't prepared to surrender so easily. "You played a trick on me, Azedro," she told him angrily. "That's not fair, and I won't do it, even for a hundred gilders."

Chapter 10: Chapter Ten - The naughty girl gets her first bare-bum spanking

Summary:

After Azedro wants more than Dorothy will allow, the Munchkin reminds her that she was a very naughty girl who deserves a spanking.

Chapter Text

Chapter Ten - The naughty girl gets her first bare-bum spanking

Azedro frowned, considering his reply. "Well, I can't force you," he said, stuffing his erection inside his pants. "That would be wrong. But I can point out that you were a very naughty girl today, and not because you just disappointed me. You spent the better part of one quarter of one half of one hour dancing half-naked in front of a gathering of horny Munchkins, total strangers. If that isn't appalling behavior, I don't know what is."

Dorothy heard him out, feeling a little guilty, knowing that Em and Henry would certainly agree. "Well, perhaps," she replied. "But let me say that you watched every moment of my dance, and I even saw you tossing a gilder or two at my bare bottom. So, who is naughty? Me? You? Both of us?"

He nodded sagely, yielding to the girl's argument. "True enough," he shrugged. "But here in Munchkinland, we have a hard and firm rule. Girls who act naughty must be punished for their insolent actions."

Dorothy didn't know whether to slap Azedro, or walk away laughing. "So what would my punishment be?" she finally asked.

"Well, it's very simple," he smiled. "A girl who shows off her underthings must receive three smacks on her bottom. If you'll be so good as to bend over and pull up your dress, I can do the job right away. Unless, of course, your father is available to mete out the punishment."

He was puzzled to see a wave of sadness cross Dorothy's face in response, and she turned away to hide her emotions. "I don't have a father," she told him at last. "He and my mother died when I was still a baby. I was raised by my uncle and aunt."

For all his brazen manner, Azedro was chagrined that his cavalier words had wounded the girl in a way he never intended. "I'm sorry," he murmured, putting a hand on her arm. "This must be difficult for you."

"Yes, yes it is," Dorothy replied. "And I've had a long, tiring day. Still.... I don't want to violate the customs of Munchkinland. Some strange things have happened to me. But most of you people have been very kind, in your own odd way. Maybe I should submit to this punishment. It would remind me to be careful of my conduct."

Azedro was quick to react to this astonishing turn of events. "Ahem... very well said, my dear. And the sooner we proceed, the better. Where were we? Oh, yes. I'll need you to pull your dress up to your waist and bend forward."

Dorothy never forgot her emotions at that moment, struggling to deal with physical exhaustion, the weird mix of guilt and pleasure from her performance, a wave of longing for the father she never knew, the comforting words of an older man she had only just met. Everything together left her vulnerable, aching for something she didn't understand.

Obediently, she pulled the dress high, drawing the hem around her waist, and bending forward while holding it in place. Instead of feeling utter humiliation, a tingle of expectation surged through her belly and across her body. But only for a moment, since Azedro wasn't wasting any time.

Drawing back his strong hand, the Munchkin gave her a powerful slap on one butt cheek, barely muffled by the red satin fabric. Two more slaps followed a few seconds apart, and Dorothy gasped out loud each time. Her buttocks were still quivering as she remained in place, and Azedro seized his opportunity. With one quick move, he tugged the panties down. revealing the twin globes of her bottom, and gave three more resounding spanks. This time it was skin on skin, and the sound of the smacks was sharper in the warm stillness of late afternoon. He looked with satisfaction at the red marks his hand had left behind, and then pulled the underwear back up, finishing by giving her bottom a long, soothing rub. At last, tears rolling down her cheeks, Dorothy spoke in a quiet whisper, but definitely loud enough to be heard.

"Thank you, Azedro. I never had a spanking from my real Daddy, or my uncle, so this means a lot to me," the girl told him, looking down at the ground with her undies still on display. "Daddy, I was so naughty today, I deserved it."

Chapter 11: Chapter Eleven - New companions for Dorothy and Scarecrow

Summary:

As Glinda had hinted, Dorothy begins to gather more companions for her journey to the Emerald City. But her posse is a motley crew of travellers, with few skills to earn funds for the trip.

Chapter Text

Chapter Eleven - New companions for Dorothy and Scarecrow

The next day dawned bright and clear, and a rooster woke every creature in the yard as the sun peered over the eastern horizon. Stretching and yawning, Dorothy made her way to a secluded spot behind the barn to relieve the pressure on her bladder, arriving back at the hayloft just as Hilligander's wife brought a cloth bag with a loaf of bread, a bottle of water, and some cheese and apples for their journey.

"No doubt my husband tried to convince you to spend the night with him in the bunkhouse," the woman cackled. "He's a decent man, but everyone knows he loves tight young cooch. Thank you for setting him straight, my dear, and good luck on your quest, whatever it may be."

After a quick bite to replenish their bellies, Dorothy and Scarecrow returned to the Yellow Brick Road, winding far into the distance. Her hopes that the spires of the Emerald City would be visible from the next hilltop were soon crushed, and they trudged on, each lost in their own thoughts. The crude words of the farmwife rolled around in Dorothy's brain.... was she really just "tight young cooch"? Not a girl to be cherished and loved, like back home in Kansas?

Some two hours later, the companions agreed to take a short breather, halting by a log on side of the road, at a spot surrounded by scrub brush. Sipping from the bottle, Dorothy was the first to hear the sound of somebody sobbing quietly. Telling Scarecrow to wait, guarding Toto's basket and the swag bag, the girl crept into the bushes. What she discovered a few moments later came as yet another shock - a large lion, judging by its appearance, although she could only guess by images seen in picture books. But far from looking dangerous, the creature was huddled in fear, hiding its face behind enormous paws.

That gave Dorothy confidence that the situation posed no threat, so she called out, "Hello.... why are you crying?" After yelping in fright, the lion finally looked back at her. "You aren't going to whip me or chain me in a cage, are you?"

"Certainly not," she replied indignantly. "Why would I do that to the king of beasts?"

"Oh, believe me, others have done it," the lion quavered. "I finally ran away from the circus where I was treated rather poorly... and now I'm lost in this place and I'm so afraid and hungry...."

Dorothy was stunned to hear the story, and she was far too kind-hearted to leave the lion alone and lost. Soon enough, she coaxed him out to the road, sharing some of their small amount of food with this new friend. Realizing that he was safe, the lion seemed to perk up, exchanging jokes with Scarecrow about the sights they had seen, and before she knew it, the group of travellers had grown to three. After a brief rest, they were on their way, hoping to find some place to get another meal.

Before the sun was at its zenith, however, Lion was again cowering on his belly, covering his ears as strange noises were heard. This time, Dorothy found a different cause - a man made entirely of metal, trying in vain to break free from a stout chain linking him to the massive trunk of an oak tree. His angry shouts had frightened Lion, but Scarecrow soon discovered an object which brought a smile to the Tin Man's face - a large axe, hefty enough break the chain. Free at last, Tin Man turned down the offer of an apple or a slice of bread. "If you have some oil for my joints, that would be appreciated," he asked hopefully, but of course they had none.

So the travellers took time for another round of introductions, and hearing of Dorothy's quest, they all agreed to join her. She reflected later that for some unknown reason, she felt immediately at ease with these strange travellers, as if she had known them for years. That was impossible, of course, but before very long, their relationship would deepen, creating bonds of friendship and intimacy she could never have imagined.

As they started again, each of the group spoke of their hopes for the future. Perhaps the Wizard could give Lion a heart to make him courageous, and Scarecrow could ask for a brain, since he admittedly lacked the intelligence he desired. As for Tin Man, his interest lay further down, anatomically speaking.... since he lacked a certain feature common to males of all species, which made it impossible for him to engage in.... Here, Dorothy blushed and held up her hands, ordering Tin Man to stop. "We all understand what you mean," she laughed. "And we'll ask the Wizard to make you complete. But, well.... too much information, we only just met, after all."

Her new friends also shared bits and pieces of information they had gleaned from travels in Munchkinland. Most troubling for Dorothy, they managed to piece together a better understanding of the distance to their destination, and the difficulties along the way. To her dismay, it appeared that her earnings back in Munchkintown might last only a week or so, now that she was covering the expenses for a party of four. And that was just meals and lodgings, with nothing for recreational beverages, or perhaps an extra outfit for Dorothy. Each of them racked their minds to consider ways to add to Dorothy's funds, but came up empty. It wasn't harvest time, so the local farmers weren't hiring laborers, and none of them had valuable skills such as blacksmithing or seamstressing or even fortune-telling.

Chapter 12: Chapter Twelve - Dorothy has a brilliant solution - and some problems

Summary:

The most obvious way to raise funds for their journey involves 12-year-old Dorothy providing sexual services, but she tells her companions about the difficulties of this plan.

Chapter Text

Chapter Twelve - Dorothy has a brilliant solution... and some problems

Dorothy herself was the one who finally pointed out the obvious, and also a related problem. Having raised several hundred gilders in one afternoon, and then receiving subsequent offers for her services, the girl pointed out that she could easily earn more than enough to see them all the way to the Emerald City. They pondered this observation carefully, weighing it against their commitments to protect Dorothy from harm along her journey.

And there were other problems. "My understanding of this place is limited, to say the least," Dorothy stated next. "Back in Kansas, we have a law that says a man can't have what they call conjugal relations with a girl until she's fourteen. That means sex, in case you all wonder. Even something like a man putting his penis into a girl's mouth, or his finger into her cooch, that's all against the law. Do that have that law here?"

None of the others had heard of such a law, although none were definite about the matter. In fact, from their shared experiences, it seemed rather common for Munchkin males to seek out intimacy with local girls as young as ten. In these cases, Tin Man pointed out, the wives of such philandering men often objected strenuously, even violently. But apparently that was considered a private dispute for the parties concerned, not a legal matter.

"That's a relief," Dorothy said. "I wouldn't want to get brought into any trouble with the law, specially since I don't have a lawyer. But... there's another problem. The fact is that, to be honest, I don't have a lot of experience with certain things. Look, I can speak about this to you as friends, but don't ever tell anyone, okay?"

They all nodded agreement, and Dorothy continued. "It's like this. If I was to earn more gilders by satisfying men like that farmer Hilligander on the way to the Emerald City, I bet they would ask for all kinds of things. Some of it stuff I have done, even though I am just twelve. Sucking a man's stiffie, for example. Letting fellows spurt their stuff on my face. People seeing me naked. One guy back at Munchkintown, he found me totally unconscious and he stuffed his dickie into my butthole. One of the stagehands that carried my things paid money to show off my underpants and then he gave me a bare bottom spanking."

The more she talked, the more her companions listened intently, and she could tell their interest wasn't just idle curiosity. But they also appeared deeply sympathetic and supportive, so she continued.

"But there's one thing at least I haven't done. I never yet had a man in my cooch, my pussy, I know there's different words for it. And some men will want that, really really want it, and I bet they pay more for that. But I know it might hurt a bit, that's what Auntie Em said. And I don't want the first time to be some stupid fat Munchkin huffing and puffing on top of me. But it needs to happen somehow so I can do it right. This is all pretty embarrassing, but I don't know that to do. So I need to think about this."

Tin Man, Scarecrow and Lion all nodded understanding, but none of them could truly relate to the dilemma of a young girl deciding to offer sex to strangers just to make her way back to Kansas. They promised to mull it over during the rest of their walk that day, that was the best they could say.

Chapter 13: Chapter Thirteen - It's a tough job, but somebody has to help Dorothy learn about sex

Summary:

While Dorothy goes skinnydipping naked in a pond near the Yellow Brick Road, her new companions discuss helping the girl gain some necessary sexual experience. Her response" "You really mean it? You fellows would do that for me?" Well.... duhhhh.

Chapter Text

Chapter Thirteen - It's a tough job, but somebody needs to help Dorothy learn about sex

Over the next several miles, the travellers felt the heat draining their spirits, and hunger settling into their bellies after the sack of food was finished. But by a complete stroke of luck, their fortunes improved late in the afternoon, when they came across a young farmer, his two-horse wagon stuck by the side of the road. Apparently, a critical part of the wagon had slipped out of place, and he lacked the necessary strength to make the repair alone.

That was a simple problem - Dorothy and her crew were easily strong enough to hold up the wagon box while the farmer slid beneath, working a cotter pin back into the right location. The wagon was good as new, at least temporarily, and the grateful young man presented the travellers with a large burlap sack containing a variety of vegetables, bread and other foodstuffs. Thinking quickly, Dorothy asked if by chance he had any oil in the wagon, and Tin Man was overjoyed to see the farmer bring out a can. Soon he was perfectly flexible again, and his friends were happy that Tin Man's annoying squeaks were fixed.

Saying farewell to the farmer, the travellers realized that there was not a farm in sight, no place to find lodgings. But the evening promised to be warm and dry, and they decided to make a halt for a simple supper. Exploring for a few minutes on both sides of the road, Dorothy even spotted a small lake nearby, a location perfect for a picnic and a night under the stars.

The meal was the highlight of their day, lifting the spirits of the group to new heights. But Dorothy had one more task - after several days since being whirled out of Kansas, she felt grime and dust in every pore of her young body. She was determined to swim in the lake and get clean again, and her friends had no objection. The opposite was true, actually. All three of them watched in delight as Dorothy stripped off her dress and her scarlet underthings, and then dashed naked into the water. It was clear that the girl had complete trust in them, not even asking them to avert their eyes.

While Dorothy cavorted happily in the lake, her companions took the opportunity to discuss the difficulty she had raised earlier. And when she came back out, Tin Man presented an idea to consider, before she could finish drying off in the early evening sunshine and put her clothing back on.

"Dorothy," he began in his rather pedantic manner, "we have considered your problem, and we wish to present a potential solution, if we may. It's understandable that you are reluctant to allow a random local Munchkin to become the first to enjoy the most intimate access to your lovely figure. But... perhaps you would consider letting us have this wonderful pleasure? We swear on our honour to ensure that you receive a full measure of the joys every young lady deserves on such a memorable occasion."

Still naked under a blanket after emerging from the lake, Dorothy was at first puzzled, then by degrees surprised and finally tearful with gratitude. "You really mean it?" she finally blurted out. "You fellas would do that for me? Help me learn how to get ready for the rest of this trip? Golly.... I don't know what so say, or how to thank you."

"Oh, don't worry, we'll think of something," Scarecrow wisecracked, looking away so Dorothy didn't see him rolling his eyes. Tin Man elbowed his friend, before speaking again on behalf of the trio. "The only thanks we want is your assistance to get us to the Emerald City, my dear. If this speeds our quartet's journey, our help is a pleasure to give you." At this, Scarecrow coughed to cover up his reaction, but his eyes glanced over at Dorothy, whose legs and hips were fully visible under the blanket.

There's no time like the present, as the saying goes, and Dorothy quickly threw the blanket onto a patch of grass, her bottom fully exposed as she bent down to smooth out the creases. "Have you fellow decided who goes first?" she asked cheerily. "Best to get started while it's still warm, before sundown."

Chapter 14: Chapter Fourteen - A young girl's memorable first gang-bang

Summary:

Dorothy knows that getting to the Emerald City will be difficult, but she's willing and determined to use her only asset. Offering her body to her friends, she quickly learns important lessons about how men will take their pleasure, and reward her in more ways than one.

Chapter Text

Chapter Fourteen - A young girl's memorable first gang-bang

Lion gave the answer to the "first up" problem, which could have led to a thorny dispute among a different set of friends. "Yup, we talked about it. Tin Man doesn't have the tool for the job," he said, as his metallic friend gave a rueful smile. "But he claims to be expert at pleasing ladies in a different way. So we suggest he take the first turn, showing you the arts of cunnilingus.... that means licking your cooch, to be crude about it. When a fellow does that properly, the girl is fully prepared for male penetration. Fucking, to be crude again, like most Munchkin men."

Never having heard of this "cunnilingus", Dorothy was immediately both curious and slightly hesitant. "You mean, using your tongue, Tin Man? I guess that might work. I don't know what I taste like, but I did wash myself in that lake just now. So I suppose. What should I do?"

"Oh, believe me, it will work, I've used this technique.... let's just say often," Tin Man replied. "And the survey results are one hundred percent satisfaction. You just lie down, close your eyes if you like, spread your legs wide, and I'll do all the work."

The girl's most recent experience in showing off her privates was the dance routine in Munchkintown. But she also recalled revealing herself to the farmhands back in Kansas, and Saturday bath nights, when Uncle Henry sat at the table whittling while she climbed into the tub with her tight little pussy visible. So she relaxed a bit, deciding this wasn't something completely new.

Lion and Scarecrow settled onto the ground to watch from a discreet distance, while Tin Man moved between Dorothy's legs, his face just inches from her privates. "Don't be shy, simply relax," he urged the girl. "This is perfectly natural." Coming from a metallic creature, that seemed oddly inappropriate, but Dorothy wasn't about to object.

As for being shy, she was becoming accustomed to people seeing her naked. She was just going with the flow. Tin Man began kissing her inner thighs, slowly working his way up towards her cooch. The kisses sent shivers through her young body, in a way she had never felt before. But that was nothing compared to the thrill of his first taste, the exquisite sensation of a tongue sliding up and down her folds, almost as through he knew exactly where she felt maximum pleasure. She closed her eyes and let out a long sigh, squeezing her thighs together.

In the calm quiet of late afternoon, she could hear the buzzing of a few honeybees, the cry of a bird somewhere not far away, the whisper of the wind in the young cornstalks in an adjoining field. And something else, which she finally realized was the vaguely familiar sound of cocks being stroked. Those noises slowly faded as Tin Man kept exploring her crevices with his skilled tongue, starting to sucking on the little nib of flesh she knew was called a clitoris, causing even more powerful spasms of joy. Her hips started to move, and her hands gripped the blanket. Keening sounds emerged from her throat, and then full-out cries of her first real orgasm.

Dorothy was stunned by the experience. In recent weeks she had begun touching herself, exploring the tactile sensation of fingers on pussy, fantasizing about lurid sexual scenes. But the climaxes from those naive experiments were nothing like this cunnlingus. It took her a few minutes to slowly recover, the pink flush waning from her cheeks, her heart rate closer to normal.

But as the fellows had predicted, her privates remained slightly swollen and damp, and she found herself craving more. Another orgasm, it didn't really matter who or how. Looking off to one side, she saw Scarecrow, watching her expectantly, holding a stiff erection in one hand. When she nodded in his direction, Scarecrow was by her side in a flash, the purplish head of his organ bobbing obscenely up and down. The girl sized him up, deciding that he didn't seem dangerously large.

"I guess you're next, Scarecrow," she whispered. "Or first, maybe. I'm ready."

Her new friend wasted no time. On his knees between Dorothy's bare legs, he grasped the shaft of his erection, stroking it for a few moments as she watched. Then he shifted ahead a few inches, until the head was against the girl's nearly-bare folds. Whispering his thanks to whatever god made this moment possible, Scarecrow pushed the head slowly between the slick lips of Dorothy's virgin pussy, reaching a depth of two inches before meeting slight resistance. His cock twitched a few times, and Dorothy murmured a few words of encouragement. "Don't stop now. I know it might hurt for a moment, but don't stop, please."

She was right about that... when Scarecrow gave a further shove, he could almost feel something inside the girl give way. It was a feeling of power and shuddering passion as he thrust past the momentary obstacle, before hear Dorothy moan a little grunt of pain, and then a much longer sigh of relief. The prize was his! Picking up speed, Scarecrow pushed his hips against her, gasping at the unbearable pleasure of his member inside her tightness. The taboo spirit of the moment meant that it wasn't long before Scarecrow's climax began, far sooner than he had hoped. Beneath him, Dorothy felt for the first time the way a male member throbbed as climax grew closer, and then the sensation of a warm flood of ejaculate pumping into her folds. Her second orgasm was close behind, wave after slowly receding wave of pleasure, leaving her spent and sweaty on the blanket. Scarecrow pulled his flaccid member from the girl's opening, experiencing a moment of shame upon seeing evidence of her former virginity on his cock.

But the learning exercise - and that's what they called it - was not quite finished. Lion was eagerly entering the scene. "We have one more lesson for you, Dorothy," he explained, suddenly more confident in his actions. "Some of the Munchkin men will want a different position. They call it doggy style, I don't know way exactly. You need to get on your hands and knees, with your bottom pointed in my direction."

Slightly groggy from everything that was happening so quickly, Dorothy struggled to follow Lion's directions, but finally she managed to get into position. "Is this necessary?" she asked, looking back over her shoulder. "Would they really want to see my bottom like this?"

That drew a snicker from Tin Man. But Lion took control with his immediate response. "Knees wider," he said. "You have a gorgeous ass, young lady. Every Munchkin will want to look. Don't be shy about showing it, or letting them finger it. And if they want to spank it, just say yes."

He knew Dorothy had already been spanked once, and she had hinted at her powerful emotional response. Lion wasn't about to miss his chance to repeat Azedro's actions. Nestling close behind Dorothy, he rubbed his hard cock along the girl's butt crack, savoring the thrilling moment. Finding her dripping pussy, he pressed his erection forward, meeting no resistance thanks to Scarecrow's success at popping her young cherry. What he found was a pussy that gripped his leonine cock tightly, creating an unbelievable result, better than the best hand-job he could give himself.

And then he gave a shout, slapping Dorothy's left butt cheek, making her jump and cry out. "You like that, slut?" Lion growled, pressing a fingertip against her puckered rear hole. "You like getting fucked and spanked like a hot little Kansas girl?" Shocked to her core, Dorothy was surprised to discover that she was responding. Quivers of excitement rippled though her body, sparked by a combination of her emotional state, and the link between a woman's anus and clit. Lion kept thrusting, deeply aroused to see that Scarecrow and Tin Man were incredibly turned by watching her get fucked this way. Unable to control himself, Lion pumped his cream into the girl, letting out another deep growl. Moments later, Dorothy collapsed to the blanket, utterly spent by the climax that marked the end of her first gang-bang.

In later years, Dorothy recalled that wanton evening as the real turning point of her adventure. Over just a few short days, she had changed forever, from an inquisitive girl into a young woman willing to use her body to find the way back home. When Lion patted her bottom, she felt fully prepared for any ordeals and tribulations that lay ahead on the Yellow Brick Road.

Chapter 15: Chapter Fifteen - Next stop for the travellers: The Boar and Weasel

Summary:

After introducing Dorothy to the realities of a working woman on the Yellow Brick Road, the group sets off the next morning. By mid-afternoon, they arrive at the Boar and Weasel, reaching an agreement on meals and one night of accommodations. Dorothy sets her eye on potential customers for her services.

Chapter Text

Chapter Fifteen - Next stop for the travellers: The Boar and Weasel

The initial steps along Dorothy's new career path were marked by a series of frustrating challenges. Seeing the naked girl's first cream pie, the other travellers immediately realized what she herself was thinking - that she was woefully ill-prepared for a few weeks on the road. Fortunately the evening was still warm, and Dorothy was able to take another cleansing dip into the lake before getting dressed again. But they all agreed that a top priority for the next day was the search for items she needed: towels, soap, and changes of underwear and other clothes.

After a restless night's sleep on the ground, the quartet rose at dawn, sharing much of the remaining food donated by the grateful wagon driver. Soon they were off again, hoping to walk several miles before taking a break during the hottest part of the day. Along the way, they met a few other travellers with the same strategy, and Dorothy was even tempted to try her luck with one older Munchkin whose eyes gleamed bright at the sight of a pretty girl. But on closer examination of the fellow's shabby clothes, and his small knapsack, she decided he probably had little to offer in exchange for her company, and they left him behind. Feeling a bit sore from the previous day's activity, Dorothy knew that she would have to be a careful judge of possible clients.

Their fortunes did improve later in the day, about an hour after their planned noon break. Reaching the top of a hill, they were delighted to see a well-kept rural inn at the side of the road a few hundred yards ahead. "The Boar and Weasel" wasn't the most promising name for such a place, but it was gaily painted, with a barn in the back, and a few customers enjoying ale and food out in the courtyard. Perhaps this establishment could provide more comfortable accommodations for the night, as well as tempting refreshments, and even a generous fellow or two for Dorothy.

After a quick consultation, the group deputized Tin Man to speak with the proprietor, a stout Munchkin with a prominent red beard and moustache. Although the owner seemed a bit taken aback by the diverse composition of these four travellers, they could see his eyes settle on Dorothy, and at last he allowed that yes, the girl could have her own room, but the others would have to share a space out in the barn with bunkbeds. Everyone agreed that this should be fine, as long as they could be served a hot meal and beverages of their choice. As for personal items for Dorothy, the proprietor at first hemmed and hawed, until he remembered a small "lost and found" box kept in the kitchen area. There wasn't much, but Dorothy did manage to pay him for another threadbare blanket, and a couple of cloth hand towels.

It was closer to suppertime when the owner notified the four that their meal was ready, and the travellers settled around a rough-hewn table together. By now, the owner was more solicitous, taking particular care to check with Dorothy about the quality of her soup, or whether she wanted another flagon of apple juice. He was also intensely curious about her background, and whether she was truly travelling without family members.

Between the owner's trips back and forth to the kitchen, the girl was considering the qualities of other guests at the inn. Her attention soon focused on a burly, blond Munchkin sharing a large meal with his lanky son, a boy who appeared to be in his late teens. To her untrained eye, their apparel seemed well-made and reasonably clean, and they carefully refrained from over-indulging in the inn's excellent ale and cider. After a while, the father made his way over to their table, introducing himself as Rozandil, on the way to a family gathering with his son Arnentoff. For his part, the boy remained seated, blushing as he glanced over at Dorothy. But Rozandil managed to hint at their hopes for the evening, making reference to Arnentoff's "arrival at the gates of manhood" and similar drivel. Trying to reply without offending the owner's sensibilities, Dorothy finally hit on the tactic of offering to read their palms if they cared to visit her room after dinner.

Not that Dorothy had any training in the arts of palm-reading, beyond the usual schoolgirl games. She would have preferred to suggest a game of cards, but Munchkinland appeared to be lacking in such objects. That didn't matter to Rozandil, who agreed to nine pm for this rendezvous. She made sure to inform the man that every palm-reading came with a price, and a time limit of no more than one hour.

The owner managed to overhear a little of this conversation, bur he appeared unwilling to interfere in the private business of guests - unless there was something to be gained. So the deal was done. Dorothy said good evening to her travelling companions, with instructions to keep an eye on the window of her room, since they had no other means of communication in case of problems. Tin Man did offer some final advice: make sure to charge for both the father and his son, and to collect at least half in advance. But how much to ask for her services? There, he came up empty, other than some vague suggestion that access to her private parts should probably be more expensive than letting them use her mouth or hands. The topic was slightly embarrassing for all of them, and yet rather clinical at the same time.