Who's Boo Who?
by Mat Twassel
Copyright© 2023 by Mat Twassel
Fiction Sex Story: 14-year-old Victoria Hyde was a little too old to go trick-or-treating, but, as a newcomer to the town and the high school, she was chosen to represent the school in a special Halloween event demonstrating the synergy between school and community. The name of the event was Who's Boo-Who. But it's Vickie who becomes Who's Boo-Hoo! Illustrated.
Caution: This Fiction Sex Story contains strong sexual content, including Teenagers Fiction Humiliation Spanking Halloween Illustrated .
Illustrations by Mat
Story by Ashley
Part 1 (The Chosen Quarry)
Fourteen-year-old Victoria Hyde is a shy ninth grader, a freshman in a high school new to her because her family moved to a new town just this past summer. Victoria has good reason to be shy as she is what parents call ‘a late bloomer’ but what boys in her class last year called ‘the local school board’, meaning she is as flattest-chested as the scrawniest girl in the middle grades. Even a few sixth-grade girls have bigger boobs than Victoria.
Victoria’s even more embarrassing secret is that other signs of puberty are also missing. That is, her pubic area is totally hair-free and she doesn’t even have armpit stubble to shave. Standing naked before her full-length bedroom mirror, she looks years younger than her actual age.
Her face is fair enough and she has glorious, golden, curly locks that fall past her flat chest all the way down to her navel. Being tall for her age doesn’t help. In fact, it only serves to emphasize her lack of size where it really matters to boys: her hips and bust. Boys call her ‘string-bean bag’ and girl classmates have been even meaner, sing-song jibes, calling her ‘Hyde-and-go-seek/ but-nothing’s-there-to-peek’. Girls at that age can be such bitches.
Victoria knew that the coming year was going to be much worse because in the second term of ninth grade, P.E. for girls was a required course. (The first term was reserved for boys’ gym classes.) And that would mean after Christmas break she would have to undress and get into her gym outfit in the girls’ locker room where everyone would see just how under-developed she was. The opening scene from the movie Carrie ran re-runs in her head every night! Oh, the horror, oh, the humiliation!
Victoria was anxious to hide what she considered her freakish lack of womanhood, as she knew what teasing and shame would follow such exposure. But she figured if she first became buddies with the coolest girls in school, their friendship just might act as a shield from the nasty taunting and dirty comments she could otherwise expect.
So Victoria committed herself to at least try to blend in with all the cool girls by going along with any activity older girls in the upper grades might do. Of course, Victoria was also keen on impressing the boys in her freshman class and was desperate to date, something she had yet dared to do. But although she was physically under-developed, as to sexuality, Victoria was as in need and horny as any fourteen, or even sixteen-year-old girl and, like most girls, played four-finger-fantasy-fun under the sheets each night.
For several weeks in September and October, Victoria tried to ingratiate herself with upper-grade girls who looked like they had the most pull with guys and who, not surprisingly, were the pushiest bitches who were mean to less attractive and younger girls. Victoria would normally stay well away from such bullies, but she felt she had to get on their good side for protection. She was not in the least ashamed of this. Survival of fittest boot-licking sycophant became her secret persona and aspirational creed. She was all fired up. But when you play with fire, sooner or later, you’re bound to get burned.
At first, most of the senior and junior girls she was sucking up to had snubbed or ignored her. But Victoria was a persistent pest, ever hopeful that the cool crowd would get used to her and eventually give in and accept her. Most of the time, just the opposite happened.
But one group of girls, along with their boyfriends, seemed to be more congenial and even encouraged Victoria to join their conversations. In this way, those bitches and their bully-boy beaus managed to find out about this pretty, but too young, girl. They found out about her interests and, more importantly, her fears. The greatest of which for shy Victoria was being exposed as under-developed in a physical and sexual way. She confided only in the girls, of course. But those ‘friends’ immediately started plotting mischief with their boyfriends.
Halloween was just around the corner and Victoria Hyde was about to star in an old, time-honored tradition (just invented that week) that would scare the pants off her ... as well as all her other clothes. Her new ‘friends’ were very friendly now and Victoria was honored that they let her in on this very popular social event. Apparently, it was carried out each year by one freshman girl chosen by a committee of upper class boys and girls. If she accepted and fulfilled the ‘Who’s Boo-Who’ Halloween ceremony it would guarantee Victoria the status she craved. She had forgotten that old saying, ‘Be careful what you wish for’.
Part 2 (The Set-Up)
So, one morning in late October before the opening school bell, Victoria’s friends explained to her how their Halloween tradition would work. As the one freshman chosen to represent the school, Victoria would go trick-or-treating in three neighborhoods in town dressed as a different famous character for each neighborhood and engage in conversation with any adults or kids who came to the door. The point of the multiple character costumes was to let folks know that the school was keen to have the community join in the fun while, at the same time, making it a shared educational experience for everyone. That’s how it was explained to Victoria.
Victoria was a bit skeptical. “How is wearing different costumes a teaching tool?” she asked Fiona, the eleventh grader who had been given the task of convincing this naive girl of the valid and worthwhile purpose to this rather bizarre event.
“It has to do with the multi-message, mixed-media aspect of ‘Who’s Boo-Who,’” replied Fiona, who was on the school’s debating team and enjoyed using big words and puffed-up ideas to mask total BS. “The unity of the theme is only realized when neighbors get together later to talk about the ‘Who’s Boo-Who’ event and come to realize the gestalt genius inherent in their shared experiences,” continued Fiona in a yadda-yadda-yadda kind of blither-blather way.
All Victoria could do in reply was to nod and pretend she understood this confusing gobbledygook. She managed to ask this one question, “What’s tomorrow night’s theme then?”
Fiona gave an exasperated sigh, as if even a little child should be able to figure this out. “The theme is the message and the medium which, duhh, is the same. Your characters are all famous women on the ‘who’s who’ list of history. But there’s something sad about their plight, so ‘boo-who’ applies. Now, the trick-or-treat engaging at the door, which you’re going to pull off through role-playing, unites the message and the community in your dramatic presentations. Now do you get it?”
“Sort of...” lied Victoria, who was completely lost as Fiona’s fake-logic took her mind around twists and turns and led nowhere. “But, what exactly is the theme I’m supposed to be teaching?”
“Ah, I’m glad you asked,” beamed Fiona who was prepared for that question. “The reason the school chooses a young girl as message bearer each year is because she represents innocence and discovery of the common bonds of community. Let me put it this way, Vickie, you’re not supposed to know what the theme is until you’ve begun to engage the community in acts of mutual discovery.”
“But I’m really confused. How will I know what to do?” pleaded an anxious Victoria. “How can I know how to engage at the door, if I haven’t got a clue? Look, just tell me what to do and I’ll do it, okay?”
‘Game, set and match!’ thought Fiona to herself. She smiled warmly now as she consoled Victoria, “That’s okay, sweetie. We don’t expect you to fully comprehend the service you’ll be doing the school and our whole town. And you needn’t worry about getting your part right. You won’t be alone on your mission. One senior girl and one senior boy will accompany you on your three-neighborhood, fifteen house ‘Who’s Boo-Who’ journey on Halloween night. They’ll prompt you and give direction as you play your costumed roles.”
Victoria was genuinely relieved to hear that she had an important role to play, and that she could rely on a safety net of older kids who’d make sure everything went as planned. All she needed do to make this work was to just do absolutely everything they told her to do, immediately and without question. She was so keen to get her friends’ approval that she even did something she’d never done before, lie to her mom. On instructions from her new friends, she told her mother that she was going to a Halloween party at a friend’s place. Her friends would pick her up this evening and see that she got home safely long before her usual bedtime.
The mischievous ‘Who’s Boo-Who’ plan was almost set to go. Stage one was already set as the main character, naïve Victoria, had clearly been set up. Stage two took place the next night as Victoria was picked up at her home by Frank and Lynn, the two seniors who would escort and prompt Victoria as she made her trick-or-treat rounds. Frank was 17 and had a driver’s license and the use of his dad’s car for the night. So he would drive from one neighborhood to another across town and then on to the final area. As Frank drove, Lynn sat with him in the front while Victoria was in back. It was rather chilly in the car because, for some unexplained reason, the heater was off.
Lynn described the first character to be performed. “First thing Vickie, take off all your clothes and give them to me while I explain your first role. We have to get that straight before you get into your first costume.”
It was fairly dark in the car, so Victoria was okay with stripping. But she did glance at the rear-view mirror every few seconds to make sure Frank kept his eyes on the road and was not taking peeks at her. As per instructions, she had worn only the bare minimum, even though it was a very cool evening and she had some goosebumps already. So she shucked off her sneakers and socks first and pulled off her t-shirt. She wore no bra, of course, as it was hardly needed. Unbuckling her belt and with a sigh of resignation, Victoria wiggled out of her jeans and sat there for a minute in her white bikini panties.
One more glance to make sure Frank was not watching, and the 14-year-old girl, desperate to make a good impression and committed to doing anything and everything they told her to do, put her thumbs into the hem of her panties, gulped and shut her eyes, and then quickly pulled her knees up, her hands down, and her panties off. She was naked and blushing.
Lynn reached back and grabbed all of Vickie’s clothes and placed them in a pillow case for safe keeping. Later, that stuffed pillow case would be locked in the trunk of the car. But for now, Victoria accepted the explanation that her clothes were being secured lest they get soiled or HEAVEN FORBID! ... lost. They all had a good chuckle about that. But Victoria was the only one who didn’t get the joke.
Lynn kept Vickie naked and shivering for a few minutes as she explained the rules and procedures of the ‘Who’s-Boo-Who’ community journey to which Victoria had agreed. She was relieved as it seemed pretty easy. “All you have to do, Vickie,” explained Lynn, “is beg for candy at five houses in each of three parts of town. So that’s just fifteen houses while wearing your character costumes and engaging folks in understanding your character. To be clear, it’s one of three ‘different’ outfits at five house-stops for each character.”
“Yes, thank you, I get it now, but...” replied a shivering, naked Victoria, “could I please get into my first costume now. It’s really cold.”
Frank explained, that is lied, that his dad’s car heater was on the fritz. He helpfully suggested Vickie warm herself up by rubbing her skin all over to get her body ‘nice and cozy’.
“As to your costume,” snapped Lynn in an irritated tone of voice, “I’m getting to that. But first I have to outline the role so you can play your part in a constructive and realistic manner. Your first character role begins our history lesson at the very beginning. So you will play the part of Eve as she is cast out of the Garden of Eden...”
“Don’t interrupt me. Vickie ... I need to explain le motif au naturel, la raison d’etre, et la cause celebre of your role.” As you can see, Lynn was just as adept in the art of B.S. as Fiona, plus Lynn often flaunted her skill in la langue francais in more than just French kissing.
“This is the essence of innocence fallen from grace,” continued Lynn, who was dragging out Victoria’s embarrassment and discomfort for as long as possible to keep the young girl shivering in her stark-naked state. At this point, Lynn handed Victoria some oak leaves which were about the size of the palm of your hand. “This is your Eve costume for the first five houses, Vickie.”
“But where’s my flesh-colored bodysuit?” asked Vickie.
“You don’t expect the school to let you, our community representative, cover-up history and God’s Truth with a lie, do you? No, Vickie, Eve was naked save for a few fig leaves. So, just like in Genesis, you must be, too. Frank here will help you attach the leaves with duct tape when we get to the first house. They should be fig leaves, of course, but where would we get a fig tree? Besides,” Lynn added to shock Vickie even more, “the oak leaf shape makes it kind of kinky, teasing in a peek-a-boo sort of way.”
“How many leaves do I get?” asked a nervous Victoria.
“Five,” answered Lynn. “Two stuck behind to hide your butt-cheeks, one over your nicely shaven pussy mound, and one each to hide your nipples.” After a pause and a chuckle, she added, “Although, there’s hardly anything there to hide, is there Ms Hyde?”
That cut deep, but Victoria was determined to get everything just right. She’d come this far, stripping naked in the back seat of a car driven by a 17-year-old boy, she might as well be almost nude for trick-or-streaking at five houses. She figured the oak leaves were almost big enough to cover as much of her naughty parts as a string bikini would. Not really, but she told herself this little fib to keep her spirits up.
“Let’s go over the routine once more,” said Lynn. “(1) Your candy bag must not cover up the costume and so you have to hold it out from your body at full arms-length. (2) During each house begging-trip you ask whoever opens the door if they can figure out who you are. (3) If they can’t, you tell them ’Eve after the Fall and in disgrace,’ and then (4) you say, ’Please may I have a trick or a treat?’ Folks may ask you questions about your character or even ask you to do something cute for them so you can earn your loot. So try to answer as best you can and be sure to do anything they might ask of you. And (5) all of this is to be recorded on cell-cams in photos or video-clips by me and Frank.”
“Oh My God!” gasped Victoria. “You mean you’re going to tape and photograph me nearly buck-naked!”
“Of course, silly,” smirked Lynn. “How else could we prove to the Town Council, the School Board and the Students ‘Who’s Boo-Who Committee’ that this year the tradition has been honored and how well received? But don’t worry, Frank and I will be with you at each door to make sure you don’t let everyone down. As to being seen naked, I guess it will be obvious soon enough that ‘unashamedly naked in public’ is the ‘Who’s Boo-Who’ theme this year.”
“Doesn’t being naked in public usually mean humiliation?” asked a blushing and stunned Victoria.
“UNASHAMEDLY NAKED,” insisted Lynn, “And that’s what makes it an honor and the personal quality that we’re trying to foster. You know the old saying, ’Tell the truth and shame the devil’, don’t you? Well you, Vickie, will represent the stark truth, pure and unashamed.”
Victoria knew she couldn’t back out now. She’d given them her sacred word (as well as all her clothes) and, anyway, she wanted so much to be accepted by her new friends. When the car pulled up on a side street in a residential area, Vickie stepped out of the car and, on orders from Lynn, stood with her legs spread about two feet apart with her hands up high and clasped behind her head. Frank took his time sticking the taped oak leaves right where Lynn said they’d be.
Frank was considerate and, to make sure the leaves didn’t leave Vickie’s bare body too easily, he made sure they’d stick by rubbing one hard on her pussy mound, slapping a few times the two on her buttock cheeks, and pinching the two on her two, too tiny titties. Victoria thanked him for this and Frank smiled as he replied, as a gentleman would, “The pleasure was all mine.”
Victoria, undressed as Eve After the Fall from Grace and into Disgrace, was ready to present herself at the first house.
Part 3 (Eve in Disgrace)
Clothed only in a few oak leaves, Victoria walked toward the house assigned to her by Lynn and Frank who, with cellphones in hand, accompanied her to the well-lit porch on Elm Street. Victoria was shivering, and not just because of the cool air and her lack of covering; her stern resolve to see her task to the end did not shield her from the fear and humiliation she was feeling. Three youngsters were on the porch already and were about to leave with their candy loot. But when they saw Vickie they stepped aside but did not go away. Instead, giggling with hands covering their open mouths, they stepped back for a better view.
Still inside the doorway were two teenagers, a boy and a girl, who were probably too old to go trick-or-treating, but who stayed home to shell out goodies.
“Now who do we have here?” grinned the girl who looked about 16. “Are you going as a Las Vegas pole dancer or stripper, little girl?”
“Or maybe she’s a whore,” chimed in her younger brother, “One who got stiffed (giggles from the kids on the porch) by her last John who paid her in tree leaves instead of dollar bills.”
With a nudge from Lynn, Victoria began her door-to-door delivery. “No, I am not a whore, nor a Vegas nightclub stripper. I’m someone important in the earliest of human history. Can you guess from my ‘Who’s Boo-Who’ Halloween costume who, boo-hoo, I am?”
The young brother ventured a guess. “How about an ancient Greek nymph of the forest who was just rolling in the hay with a satyr? You know, one of those horny half-man half-studs who smells like a goat.” Gasps and loud laughter from the peanut gallery on the porch.
“No, that can’t be, Jim,” chuckled his older sister. “Nymphs are all naked, true ... but they’re also supposed to be really sexy with big boobies, wide hips and fat butts just right for spanking.”
Their comments just made Victoria more self-conscious and humiliated. But she continued with her next scripted lines. “Good guesses, but not right. Shall I tell you who I am?” The two teens nodded, and Vickie stood up straight, as if she were proud of her costumed portrayal. “I am Eve, lately driven from the Garden of Eden. So shocked by my nudity, I have covered all my naughty bits with leaves. That is who ... boo-hoo ... I am.”
Vickie held out the pillowcase she was given as a loot bag, and the boy was about to toss in three candy bars when his sister piped in with, “Not so fast. You were kicked out of Eden for swiping an apple, if I recall. That deserves punishment, not a reward. But we should be fair about it, seeing it’s Halloween. You get some sweet treats ... but only after a sound spanking on your butt, spanking on the bare, of course. So lose those leaves stuck on your butt cheeks and bend over.”
This time it was Frank who gave Vickie an affirming and encouraging nod. Lynn was busy recording all the action. Vickie did as she was told. Frank held on to her butt leaves. He even helped Vickie stay in position by holding the bare-ass girl in her bent-from-the waist position while brother and sister took turns whacking her buttock cheeks with the palms of their hands.
“It’s Halloween 2023,” said the lad. “That’s 10/31/23. So ten, plus thirty-one, plus twenty-three ... which adds up to 64 ... So, Eve gets 64 smacks!”
The spanking was so rapid, and simultaneously shared by the swatting siblings, that it was all over and done with in just two minutes. The shell-out pair was not giving Vickie hard swats, but hard enough that Victoria’s butt was glowing and sore. However, there was another glow happening in Vickie’s body, also in her nether regions. For some reason beyond Vickie’s understanding, her vagina was warming up and getting moist to boot.
Maybe it was the fact that the brother and sister spanking team with Frank’s help were able to smack both butt cheeks and her pussy lips between them. This reminded Vickie of finger fun at night and ... OMG, it suddenly occurred to her, she was getting off on being spanked. Was she leaving drops of girl-goo on their hands? She hoped Frank and the others wouldn’t notice. Maybe, but if they did, they weren’t saying.
Victoria did get an extra helping of candy and, as an ironic bonus, a big, red apple was tossed into her loot bag too. She thanked them for shelling out and, she thought, her shellacking too. Still creaming down there after getting off, off she went, with Lynn and Frank right behind, to the next house designated by her escorts. It was three doors down and on the other side of the street. This time the porch was empty of other trick-or-treat kids but, once again, there were teenagers waiting on the threshold doing shell-out duty. This time three girls and one boy greeted her with wide grins and mischievous looks in their eyes.
“Now who are you supposed to be, little girl?” asked one of the girls in the doorway. “No, don’t tell me. Let me guess. You’re on a triple-dog dare and you have to trick-or-treat naked until you’ve collected enough candy wrappers to replace those leaves covering your tiny tits and bald pussy. Am I right?”
Vickie began her spiel. “Not exactly,” she replied, trying to be polite. “I am Eve, lately driven from the Garden of Eden. So shocked by my nudity, I’ve covered all my naughty bits with leaves. That is who boo-hoo I am.”
“Not all your bits,” smirked the lad at the door. “Your butt’s not covered at all.”
He was right. It seems Frank had failed to properly stick the leaves back on after Vickie’s spanking. They had fallen into darkness, just like Eve of old.
The teens at this house gave Vickie several mitts full of candy and even helped to redress her bare butt with taped maple leaves from their front lawn. They even assisted Frank in slapping the sticky leaves hard to make sure they stuck this time. Of course, that hurt all the more as Vickie’s red rear end had barely recovered from her recent spanking.
It struck Vickie as odd that so many teens, too old for trick-or-treating, volunteered to stay behind to shell out. Also, at the next house, there was once again a guy who looked about 16 or 17. He eyed Vickie up and down as she went through her rehearsed opening. He tilted his head and smiled as he told her, “Your tree trunk has lost some leaves, Eve.”
And, sure enough, the two leaves which had been taped over her nipples were nowhere to be seen. But the boy was anxious to help redress the situation and, like his neighbors before, found some leaves with which to cover Vickie. But he was insistent on not just hiding the girl’s nipples. Instead he took nearly a dozen leaves, roll-taped to stick to bare skin, and applied them one at a time, by squeezing her small boobs with both his hands. He took a good three minutes feeling her up before he was satisfied that her dignity was preserved and her shame well covered up.
On to house number four where two older girls (some 18 or 19 years old) noticed that the single leaf covering Eve’s most private part was dried and crinkly.
“That won’t do,” said one of the girls. “That leaf is so brittle and crumbling, it makes it look like you don’t care if your pussy’s covered or not. You need a new, fresher one ... a new leaf, I mean.”
They pulled the old leaf off and rummaged around their yard for an appropriate leaf. What they came up with was a bunch of long, thin leaves with spiky edges. Lynn recognized what they were immediately and moved quickly to stop the girls from placing them on Vickie’s pussy mound. The leaves were, in fact, thistles. Skin exposed to them would sting and itch for hours.
Lynn pulled the girls aside and whispered through gritted teeth, “We said no real harm was to be done to her. Just stripping and spanking and a little feel-up/ feel-good time. So drop it!”
The two shrugged their shoulders, dropped the thistles, and picked up one large bright red maple leaf. This they rubbed along and into Vickie’s pussy before taping it. Vickie hadn’t heard all of the side conversation, but she was beginning to realize that the houses picked all had teenagers who seemed to know what was going on. It looked just a little fishy to her.
At the fifth and final house for her trick-or-treat Eve portrayal, Victoria didn’t even get a chance to give her opening lines. That proved to Vickie that the shelling-out teens were in on the ‘Who’s Boo-Who’ ordeal.
This time it was three girls and three boys who had likely been drinking something stronger than cider. They shouted out together in a drunken singsong, “Here comes Eve after the Fall! Let’s see Eve Before, like a buck-naked whore!” Lots of laughter, loud and slurred. Then a frenzy of hands grabbing and pulling off all of Vickie’s leaves.
Then, as a funny gesture to add to her indignity, they shoved a small red apple into Vickie’s mouth, and she bit down on it as she was draped over the teens’ laps, all six kids joining in as Vickie got spank-punished in Eve’s original state of nakedness for her original sin. By the time her spanking was finished, her butt was as red as the apple in her mouth and her pussy was just as juicy.
Part 4 (Dance of the Seven Veils)
Victoria was about to get in the back seat of the car when Lynn held her back saying, “Hold on there, Ms V. Let me put a towel down on the car seat. We don’t want Frank’s dad’s car to get mussed up and all wet, now do we?”
Vickie was mortified but not too surprised. The sight of a dripping pussy might be missed in the dark, but her sex-scent was evident even to herself. She didn’t try to deny her state of arousal, but she did ask Lynn if getting off while getting spanked was a normal female reaction. Being a virgin and never dating guys, she said, meant she didn’t know much about such naughty things.
“Any stimulation will bring about emotional and physical reactions,” answered Lynn in a hushed whisper. “But in a girl your age and lack of experience, it usually only happens when the girl has pent-up, often kinky desires like Bondage & Discipline fantasies.” Lynn paused for a second as if in deep thought, “Of course, that reaction also happens when the girl is a total slut.” Lynn’s last line was delivered louder and with a beaming grin on her face.
For the next ten minutes no one said anything. Vickie’s face was as red as her butt, Frank was busy driving, and Lynn was arranging some fabric she’d pulled out of her handbag. All the while, Vickie shivered and shook in the back seat wondering when she’d get her next outfit and who the next mystery character might be. A few minutes later Frank pulled up to the curb and Lynn hopped out to join Vickie, whom she insisted on now calling Virgin Vickie. Lynn was holding three strings and seven white, cotton handkerchiefs.
“What’s that?” asked Vickie. When told what they were, she asked, “Could I borrow one of those handkerchiefs? I seem to have the sniffles. I’ll probably get a cold without clothing so I hope you have a nice warm costume for the next five houses.”
“These aren’t for your nose, silly girl,” laughed Lynn. “The handkerchiefs are your costume and the strings are what will hold them in place. Let me loop the strings on you now. Then we can get out of the car so I can place the concealing handkerchiefs just right.”
One sting was tied and looped behind Vickie’s head with the front part draping the bridge of her nose. The second string was tied tight in back and sat just above Vickie’s none-too-ample bosom. The last string hooked over her hips and was tied, bikini style, on one side so the string was at her waist and above her buttocks in back and her pussy in front. With the strings attached, the girls got out of the car. Frank stayed in the car listening to punk rock on his i-buds while Lynn finished Vickie’s wardrobe and make-up. Lynn applied jungle-red lipstick to Vickie’s lips, both sets.
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