by: OldStories | Complete Story | Last updated Dec 11, 2016
Chapter Description: By Tainted Sins
Midnight Carnival (16/16): The Peeping Tom
Martin stared in through the window at the most wonderful sight he had ever seen. Jenny Mckay, his next door neighbor and star of nearly each of his adolescent fantasies, was slowly undressing right before his very eyes! Of course she wasn’t aware of that fact but that small detail didn’t bother Martin at all. He had always been a shy kid, and even though he and Jenny were both fifteen they seemed to be miles apart. She had always been in the popular crowd and he had always felt like he had been staring at her life through a pane of glass anyway. So when the opportunity came to literally do just that, he had taken it.
He couldn’t believe his luck! Jenny’s room was in the back of the house on the first floor, so all Martin had to do to look in was jump the fence and sit in her backyard. Unfortunately Jenny always shut her blinds and Martin usually ended up sitting there for an hour or two and then leaving unfulfilled. He didn’t know why he had kept the routine up for all these years, but finally it was paying off!
Jenny had just removed her jeans and was standing there in nothing but a pair of white cotton undies and matching bra with her back turned to him. Martin just couldn’t take it any longer! He thought his boner was going to rip right through his pants!
Well it was already dark after all...and anyway he was in a fenced back yard crouched amongst some bushes. Besides, this was a once in a lifetime opportunity! Without another thought he dropped his pants down around his ankles, grabbed his hard dick in his right had, and began quickly beating off.
Everything was going perfectly. Jenny was doing some poses in front of her mirror that was rather nice...though Martin was getting anxious to see the good stuff. Her panties clung tightly to her ass, betraying every curve and crack, and when she bent over and wiggled her behind at him he nearly lost control. He watched as she laughed about how stupid she was being, but he didn’t think it was stupid at all.
Before the show could continue a voice came from behind him scaring him to death. "Keep doing what you are doing. Stand up, and walk into the house."
It was Jenny’s Mom! He was in big trouble now...not to mention the embarrassment of the situation. He really didn’t know what she was talking about, but he quickly found out.
Without his approval he found himself standing up and turning around. His pants remained around his ankles and his hand continued to jerk him off. He tried desperately to stop himself as Jenny’s mom looked appraisingly down at his member and sneered. "Still got a little growing up to do down there, don’t you tiger?" She said with a laugh.
All he could do in response was blush and begin to waddle inside. It took a while with both his pants and his busy hand making movement difficult, but eventually he got there. Jenny’s Mom followed close behind him, shutting the door. Without a word she walked past him and shouted into the hallway "Jenny, come out here."
Martin stood in the middle of their living room with a panicked look on his face. He couldn’t let her see him like this! But he couldn’t argue either, and soon Jenny came walking out into the room, still only in her underwear.
When she saw Martin and what he was doing she put her hand over her mouth and giggled. "Oh my God!" She said with disbelief.
Martin was bright red.
"This is what the young man was doing outside your window a few moments ago." Jenny’s Mom informed her.
Jenny’s amusement shifted into anger. "Why you little creep!"
Martin wanted to say something in his defense, or apologize, or get any kind of a word out! But all he was able to do was stand there dumbly rubbing his johnson.
"Yes, it’s no way for a boy his age to act." Jenny’s Mom agreed. "I think you had better get the folding chair."
Suddenly a wicked smile overcame Jenny’s face that made Martin’s blood run cold. She quickly scurried from the room and just as quickly returned carrying a blue folding chair which she setup on the carpet. "Can I do it this time Mom? I’ve been practicing and I really want to try it for real this time!"
Jenny’s Mom took a moment to consider...what she was considering Martin didn’t know, but he was beginning to realize he was dealing with something way beyond the limits of normality. "Well alright." She finally said.
"Thanks Mom!" Jenny beamed as she took a seat on the folding Chair. Once she got settled she turned to face the boy. "Now Martin, you’ve been very bad haven’t you?"
Martin found himself nodding.
"That’s right. And you know what happens to bad boys don’t you? They get spanked. So I want you to stop playing with your thingy, walk over here, and lay across my lap."
Martin found he could not resist her demands. Waddling over to her he laid across her lap, his boner pressing firmly into her thigh. He couldn’t believe how exposed and humiliated he felt! There he was with the woman of his dreams in the most embarrassing position he could think of about to get his bare bottom spanked like a little boy. He couldn’t imagine it getting any worse...but it soon did.
"Now before we begin I have something to tell you. This chair has special powers. When you hear things about yourself and then get spanked those things start to come true."
"Please Jenny I didn’t mean to hurt you..." After being passed from the Mom’s powers over to Jenny’s Martin had discovered he could speak again.
"Let’s try it shall we?" She said, ignoring his plea. "Now you’ve seen little boys get spanked before haven’t you? And they don’t usually just sit there and talk do they? Instead their little bums hurt so much and they feel so guilty for the naughty things they’ve done that no matter how hard they try not to they end up crying and calling for their mommy."
Well Martin didn’t care what she said! He may not be able to move from this position, but he certainly wasn’t going to cry in front of her! He hadn’t done that since he was a little boy...and certainly never in front of a girl he liked!
At first her hand slapping his bare behind was little more than embarrassing. But as she continued they actually began to hurt! From within deep feelings of shame began to well up in him. He had been such a bad boy. He had been so naughty to look in at Jenny...he just wanted to...to cry. No! He told himself, don’t let it get to you! You can’t cry in front of Jenny, you’ll look like a baby! But he just felt so bad...
"Ow! Stop it! Stop it!" He suddenly shrieked. Her hands feeling like fire on his poor bottom. The pain combined with the guilt he felt was just too much for him and soon he found himself crying like a little kid. "Waaaa-aaaa-aaaa! I want my mommy! I want my mommy! Waaaaaa!"
He heard Jenny laugh and finally she stopped spanking his poor bum. Martin tried to stop crying but he just couldn’t. He couldn’t believe this girl had reduced him to tears. He felt terrible embarrassed by it and that only made him cry more. "I want-I want my mommy!" He moaned in between sobs while Jenny gently patted his back.
Martin was just getting himself back together when Jenny added. "Geez, and they say girls cry too much."
"I don’t cry too much!" Martin said but the insult hurt his now very tender feelings and once again he began to sob.
"Oh, there there." Jenny said softly rubbing his bottom. "I’m sorry."
This finally quieted the crying, but Martin knew it was only temporary. He didn’t know how she had done it, but somehow she had turned him into a complete crybaby! Any little thing that upset him and he be blubbering like a little girl again.
For the moment he had other things on his mind, however. Jenny had continued to massage his butt and his erection had quickly returned, poking into her tender thigh.
"You find me very arousing don’t you Martin?"
He nodded.
"Yes...you would have to find me very arousing if you were willing to risk getting caught like that. But you know, most guys in their teens prefer older women. They find girls in their same age group kind of boring. And they certainly wouldn’t risk getting caught spying on one unless she were older than them would they?"
Martin shook his head.
"But you were spying on me weren’t you Martin? That must mean I’m older than you. And since I’m fifteen you must have just turned thirteen. You had us all fooled Martin. We all thought you were about to graduate ninth grade, but instead your just some nerdy little seventh grader."
She couldn’t do that could she?! She couldn’t actually make him younger! When she began spanking him for the second time it felt much different than the first. It didn’t hurt too much and he didn’t feel guilty about anything...but it did make him feel like a little kid. After all he hadn’t been spanked for a really long time. And now some older girl was spanking him...it made him feel like sucking his thumb or something. What? Jenny wasn’t older then him was she? Oh no! It was working.
Jenny looked down at Martin as he squirmed back and forth in her lap. She smiled, spanking his bare ass, as she watched the changes take place. His body became skinnier and smaller, all the hair on it quickly vanished and his dick that was sticking in her side wasn’t quick as noticeable. His butt...well it really couldn’t be called a butt any more could it? His bum had lost all its hair as well, which made it more pleasant for Jenny, and it also seemed softer. Actually looking at it now it was hard to tell if it was a little boys bum or a little girls bum. My my, it looked like Martin was still battling through puberty by his thirteenth birthday.
"Woo... I’d try and steer clear of the showers at school for a while squirt. You don’t look like you’re ready for the big leagues just yet."
Of course this comment just made Martin start to cry again. He couldn’t believe she had turned him into a thirteen year old! And not only did he look like one, he felt like one too! Jenny now seemed older and more mature than him and the ninth grade sounded like a far away land. And then suddenly his brain came to a realization. A ninth grade girl was seeing him naked! And not only that but he had his boner pressed up against her and she probably thought it was really small!
"Ohh. You’re probably really insecure about the size of your penis aren’t you? Most thirteen year old guys are. You probably know that girls like me make fun of guys like you because you have little dicks. It must make you really embarrassed to have a sexy girl like see your little wee wee doesn’t it? You really wish it were bigger, but the more you wish it the smaller it gets doesn’t it? It just keeps getting smaller until you have the penis of a little baby."
More slaps to the rear followed and Martin could only cry as he felt his penis begin to shrink against Jenny’s side. No, no, no! Please don’t let my dick get smaller! She’s going to laugh at me! He screamed inside his head, but it did no good. The little thing withered up to little more than a stub and as it did he found himself peeing all over Jenny’s thigh. His pint-sized equipment just couldn’t hold it in any longer.
"You know you are really starting to act more like a little kid rather than a seventh grader Martin. Getting spanked, crying, having accidents with your little wee wee. It sounds more like the behavior of a kindergartener to me. Don’t you think so?"
As Martin continued to receive his spanking he realized she was right. He did feel more like a little boy. He just wanted his mommy!
When Jenny finally stopped Martin noticed his feet were no longer touching the ground. He felt himself being lifted up off Jenny’s lap and placed on the floor. Jenny’s mom helped the five year old pull up and button his pants that had somehow managed to shrink along with him.
"Well I hope you’ve learned your lesson Martin." Jenny scolded.
Martin who was now busy sucking on his thumb only nodded his head. He knew what had happened to him, he knew he used to be a big kid...but he didn’t understand many of the memories. He could no longer read or write or do math. He was just a little boy after all.
"I’ve already called your mother and explained what happened." Jenny’s mom explained. "I’ll walk you home, it’s nearly eight thirty...way past your bed time! Oh and Jenny, Martin’s Mom wasn’t expecting to have a five year old on her hands again so she asked if you wouldn’t mind being his regular baby-sitter."
A sinister smile made its way across Jenny’s face. "I’d love to!"
And with that, Martin began to cry.
Midnight Carnival, by Tainted Sins
by: OldStories | Complete Story | Last updated Dec 11, 2016
Stories of Age/Time Transformation