Alice’s Very Naughty Adventures Chapter XXXII: Dorothy


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“Please help us,” Alice called the dark haired girl grew closer, still muttering about losing something as well as cursing munchkins, whatever those were.

 “Yes, please help,” the scarecrow said, joining in and drawing her attention to the field and to the pole that Alice was hanging naked from.

 “What in tarnation? Well, I’ll be,” The girl exclaimed, catching sight of Alice for the first time, her attention previously devoted downwards.  “A naked girl. Not something you expect to see, even here.  And comely, too.”

Alice felt herself blushing and wishing she had her hands free so she could cover herself up, but then, if she had, she wouldn’t have needed assistance in the first place.

 “If you wouldn’t mind, I’d very much like to be rescued,” she pleaded.

 “Of course. How did you even…? Nevermind. Let me get you down from there.” It took very little time to free Alice from her predicament and even less for her to hunt down what was left of her pink dress and panties and put them on. Fortunately, her dress, while torn, covered most of her, although portions of her bottom were still somewhat exposed.

 “I’m Alice,” said Alice with a slight curtsey.

 “And I’m Dorothy. And this is Toto,” the darkhaired girl said, pointing to the small dog that seemed to follow her everywhere. Alice smiled, thinking that she was very pretty, her eyes wandering down her slender legs to the sparkling silver slippers she wore.

“I’m… I don’t really have a name. I’m just a scarecrow and I’d like to be put back together, if you don’t mind.”

 Gathering the scarecrow’s straw and raggedy clothing and the burlap bag that served as his head took much longer. Long enough that the shadows grew as the sun began to disappear behind the distant hills, bathing the field in twilight. By the time they were able to put him back together once more, it had grown dark so they decided to make themselves comfortable in the cornfield, the moon bathing them in soft light.

 Alice’s curiosity got the better of her as they lay down to sleep amongst the rough green stalks.

“What were you looking for earlier? Did you lose something?” she asked.

 Dorothy scowled.  “Yes. Danged Munchkins said to follow the yellow brick road, only it seems to have disappeared on me.”

 Alice simply nodded having had quite a lot of experience with things just disappearing. A disappearing road didn’t seem at all strange.

 “Why were you following it?”

“They said it would take me to the Emerald City, the home of The Wonderful Wizard of Oz who, supposedly, grants wishes. Not that I believe them, but really, what choice do I have if I want to get home again?”

 Home. Alice wondered if she would ever see it again. Or if she wanted to. After all, her adventures had been much more exciting than sitting under a tree while her sister read books and talked of boys. Not that they had all been pleasant, but for the most part, they had all been… pleasurable. Thankfully it was too dark for Dorothy to see how pink her cheeks turned at the thought of just how pleasurable they had been. Even her ravaging by the winged monkey people had been… memorable.

 “Where is home?”

 “Kansas,” Dorothy answered quietly, sounding wistful.

 Alice felt the need to comfort however it had been a long day, and she wondered if her newfound companion might not appreciate her being comforted in the way that Alice imagined it, her thoughts turning rather naughty as she wondered what color panties the darkhaired girl had on under her calico dress. Or if she had panties on at all. With a sigh, Alice turned over on her side, away from Dorothy, and went to sleep, her dreams beginning innocently enough but deliciously decadent as the night wore on…

She found herself in the mystical city of Kansas (Alice, who had never been good with geography imagined Kansas to be a bustling city, much like London or perhaps New York, the only actual city across the pond that she had heard of, and that from a cousin who had visited there when Alice had been but a child) reclining upon a upon a velvetcovered couch upon a stage in a grand theater. While Dorothy was seated beside her on a chair fashioned from wrought iron and painted a garish red.

 Dorothy was wearing a plain blue dress – she still had her slippers on which, in her dream had turned from silver to ruby, and looking not only proper but somewhat prim while Alice was dressed in white and looking decidedly innocent, with a bow in her hair and white stockings and frilly panties.

“A farthing for your thoughts,” Dorothy said with a smile.

 “I… Oh, dear,” Alice answered, her thoughts verging on the improper as she lay there, admiring Dorothy’s legs.

 The darkhaired girl laughed, eyes sparkling with mischief. “You are such a minx.”

 “I am?”

“You most certainly are. Let me guess. You are thinking that you’d like me to paddle your pert little bottom and make you cry.”

Alice, who had been thinking no such thing, opened her mouth to deny the accusation but then, realizing that now that the idea had been planted, she was thinking exactly that, closed it once more, and simply nodded, blushing.

 “I thought so!”  Dorothy declared. “Such wanton thought for someone feigning such innocence.  “Perhaps if we find the Wizard, he will grant you your wish. But first, we had to find the yellow brick road that leads to the Emerald City.”

 Alice frowned. She would have preferred her wish being granted much sooner than that… with that thought, she felt herself growing dizzy as the light dimmed and the world turned dark. Nervously she sat up, unable to see even a glimmer of light. When the light slowly returned, she found herself alone, no longer in a grandiose theater but in a small cell with bright green tiles covering three walls and a pane of dark green glass covering that fourth. A sturdylooking door was set in the wall opposite the glass.  The only piece of furniture in the room was a study wrought iron stool painted green, upon which she was seated. Through the glass she could make out the shadowy shapes of people moving in the room beyond.

She was still dressed in white although the hem of her skirt seemed to have shortened considerably.

 “How curious,” she murmured, attempting to stand, unable to do. In fact, she found herself incapable of movement. She could still speak, apparently, and open and shut her eyes, but otherwise, she was unable to do so much as bend a finger or wiggle her toes.

 “I wonder what kind of trouble I have gotten myself into now? Am I still dreaming or have I been ferried away in my sleep only to wake up in yet another strange predicament? I guess I shall find out. Soon, I hope, for the thought of not knowing vexes me. And where has Dorothy gone, I wonder?”

 Unable to do anything other than think out loud, she sat and waited. And waited. And waited. Soon she grew bored and her eyelids began to flutter softly as she drifted off to sleep.

 “I wonder if I fall asleep in a dream I will dream of being awake?” she mused as she nodded off.

 When she awoke again, or perhaps didn’t awake, she was no longer in the small green room. This time she was upon the bank of the stream where her adventures had all begun, her sister leaning against a slender birch tree, reading out loud from a book while Alice idly plucked a nearby daisy from the soft grass beneath her. Was she home once more? Was this still a dream? Or just a memory?  Alice concentrated, closing her eyes for a moment, before opening them again. It was almost what she remembered before seeing the tiny ship filled with even tinier animals which had been the beginning of her adventures. Almost but not quite the same.

 For instance, she was fairly certain she had been decently clothed at the time. Now she was dressed in a pair of thin cotton panties and an even thinner shift that was at least two sizes too small, clinging to her and showing off her figure, the shape of her pert breasts, and even her perky nipples. And she was quite certain that the book her sister had been reading had been Full of romantic notions and flowery verse and much too polite for her tastes, this was anything but!

 “Captain Wainwright bent young Annabelle over the rough oak rail of his ship, hiked her skirt roughly over her hips and tore her panties completely off with a delighted shout of triumph,” she read, her voice breathless as if she was the one being bent over the railing and not poor young Annabelle.

 “Oh my,” Alice murmured, having a good idea what could, should, and would happen next. And then let out a gasp of surprise when she realized that it was not her sister at all but Dorothy, her long luscious legs bent at the knees and slightly spread, her dress mirroring Annabelle’s and hiked up around her waist, and one hand thrust into her panties, her fingers furiously rubbing.

 “Without so much as a word of apology, Captain Wainwright unbuttoned his trousers and freed his impressive manhood and thrust it into Annabelle’s… Oh! You’d finally decided to join me.”

 This last bit was directed at Alice as Dorothy tore her eyes from the pages of the book and settled them on her, licking her lips as she appraised the state of her nipples, her fingers still at work within her filly panties, her breath quickening.  Alice felt her own panties growing wet as she watched, her own breath quickening with desire, her nipples swelling, her heart pounding, her pulse…

Dorothy cried out as she came. More of a primal moan than a cry, perhaps. Alice bit her lip, watching, wishing she could join her, her mouth hanging open with desire as she licked her lips and slipped her fingers into her thin white cotton panties and…

The meadow beside the stream filled with green smoke and the sun turned emerald. She found herself back in the small green cell with the green window and the green stool, only this time, she was bent naked over it, her tummy resting on the hard seat.

“Say please.”

Alice didn’t recognize the voice. It was male, but other than that she was left without a clue. Certainly, no one she had met in her travels so far. Most definitely not someone from before her travels. No one she knew. A stranger. The very thought of what she was expected to ‘say please’ to sent shivers through her. Her pussy began to flood in earnest.

 “Please?” she whispered, not sure what she was asking for, the word so quiet that she wasn’t sure she’d uttered it.

 He, however, heard it. Heard her. His laughter was evidence.

 “Again,” he demanded and she acquiesced. 

 “Please,” she whimpered, this time louder, filling the word with desire and longing, panting as she lay there. Unlike before she could move, if she wished. Unlike before, she was content to simply lay there, welcoming whatever was to come.

“Beg.”

 “Please, please, please!” she cried out in a demanding voice.  “Oh, please, Sir!”

 “Better, girl,” he declared, his words accompanied by the whisk of air being displaced. A moment later heat and pain burst against her sensitive bottom.

 She let out a cry. He laughed, striking her again with the flat of his hand. And again. Over and over until she was sobbing, even as she slid her hand between the stool and her stomach and began to finger her pleasure nub, pushing herself closer and closer to a desperately needed orgasm.

 “You going to come for me, girl?”

 “Yes,” she managed, her eyes starting to roll back in her head as she felt an impending orgasm begin to wash through her.

 “Come like a slut?”

 “Yes,” she moaned, shaking as she shoved her fingers into her dripping wet pussy, her thumb pressing into her swollen clit.

 “Like a whore?”

“Yes, yes, yes,” she sobbed, feeling herself falling off the edge and…

She came suddenly awake, sobbing for breath, tears rolling down her cheeks as she stared up at the nighttime sky, the stars twinkling mockingly at her, her orgasm ruined.

“No,” she moaned, blinking as she lay there amongst the cork stalks, trembling, barely aware of the others. Thankfully, Both Dorothy and the scarecrow seemed to remain asleep. Or at least they were courteously silent.

 She lay there for a while, doing her best to go back to sleep and lose herself in her dream once more but was unsuccessful. Frustrated, she let loose a long sigh and arose, standing over Dorothy for a short time and admiring her legs as well as her pert breasts and pretty face. Her parted lips looked like an invitation and she was tempted to wake her with a kiss. And yet she resisted. Turning, she went back to her makeshift bed and, eventually, drifted off into a dreamless sleep.

In the morning, she was the last to rise. Dorothy, Toto, and the scarecrow were waiting on her, one patiently, two less so, obviously eager to resume their journey to the Emerald City, despite having lost the road they’d been following.