The Only Way Out
Posted: Fri Sep 13, 2024 10:47 am
Synopsis
At 11 years old, Tyler has an accident that forces his mom to reevaluate the way she punishes him. She decides that instead of spanking him, she's just going to give him naked time whenever he acts out of line, much to the pleasure of his two year younger sister, Maggie. Over the years, Maggie figures out how to bend the rules in order to get her brother punished whenever she likes. But a boy can only take the blame for his sister's misdeeds so many times before he finally snaps, and Maggie and their mother will have to find this out the hard way. For Tyler, it's the only way out.
Chapter 1: The New Punishment
“Tyler, get your pajamas off! I need to put them in the wash with your bedding!” Maggie Vanderbilt could still remember the first time her brother had been punished with naked time by their mother.
“No, mom!” He had wet the bed. At 11 years old, that was embarrassing enough, but his mom couldn't let him stay in wet, smelly clothes. Tyler would have been happy enough to strip off and put on some dry, fresh, clean ones, but his mom seemed to be insistent that he strip right in front of her! Things only became worse for him when 9-year-old Maggie came to investigate what all the yelling was about, having been woken up from a deep slumber in the middle of the night.
“Tyler, now!” Their mom demanded.
Tyler's eyes grew wide, as he heard a little giggle from the doorway. “Maggie!...”
“Tyler, I said now!” Maggie watched with amusement as their mother came over and started smacking him on the bottom. This wasn't the first time she had seen her mom spank her older brother. Far from it, as it seemed to be their mom's preferred method of discipline for Tyler, unlike her. What she wasn't expecting was that her mom was going to start tugging his pajama bottoms off too! She watched as they were pulled down to his knees, revealing his tighty-whities, with a big old wet spot on the front. He was given a few more spanks, and then his underwear began to lower too!
“No, mom, please!” The boy begged as Maggie watched this all play out with bated breath. As far as she could recall, she had never seen her brother naked. Boys in general really held little interest in her up to this point. They were yucky and gross, and liked to play rough. Not at all what she was interested in. Some of the other girls she knew liked to talk about the differences between boys and girls, about how boys had little sausage looking appendages in between their legs, and how those appendages rested on top of a little wrinkly bag. She knew her brother was going to be different, but just how different she wasn't expecting!
Tyler tried to keep hold of his underwear, mainly gripping the front at all cost. His mother had already gotten them down in the back, and for the first time, he felt what it was like to have his bottom smacked bare! He let out a loud yelp, not expecting that it would sting so much! His hands immediately went to rub his aching behind! That was just the opening their mother had been looking for, as she quickly yanked his little boy underwear down! Maggie let out a gasp, as her brother's private parts were revealed to her for the first time! His little three-inch penis was sticking right out in her direction, still slightly glistening with wetness from his accident. The little bag Maggie had heard about seemed much more interesting than she was thinking, since she had never imagined it to be flesh colored. Their mom made quick work of stripping him after that, and soon Tyler was completely bare, hunching over slightly and holding his hands in front of his privates in order to try and hide them from his sister and his mom.
“Maggie, could you help me and take your brother to the bathroom and wash his pee pee?” Their mom asked, apparently oblivious to her brother's shame, as she stripped the bedsheets off his bed, adding his spoiled pajamas to the pile.
“But mom!!...” Smack! Tyler was shocked by another spank to his behind from his mom, particularly because she had been nowhere in his vicinity just a moment ago! She could move pretty fast.
Maggie giggled with delight, as her brother forgot about covering up his privates in front of her for the moment to rub his increasingly sore behind again. She couldn't help enjoying the way it bobbed up and down with a little jiggle, as he tended to his bottom. Maggie was starting to understand the fascination that some of the other girls seemed to have with boys, and what they looked like.
“Maggie?” Her mom asked, smiling at her, and trying to suppress a little giggle of her own. Her daughter was obviously enjoying her first opportunity to see the male anatomy in the flesh. She couldn't fault her for that, as she could still remember how much she had wanted to see boys naked at an early age, from 8, all the way until she was 15 and got her first boyfriend. She was happy her daughter wouldn't have to wait for as long as she had, even if the boy she was seeing was her own brother.
Maggie met her mother's eyes, with a little worry. She knew what she was seeing was meant to be private to her brother, but when she saw her mother's face, she knew she wasn't in trouble. Then it clicked for her that her mom had just asked for her to wash her brother's privates! “You want me to wash his pee pee??” Maggie asked with wonder as she looked up at her mom. The idea of putting her hands on her brother's appendage, just to get a feel for it, was really appealing to her.
Her mom grinned at her with amusement. “That's right, Maggie. I need you to do this while I start the wash? Make sure you wash his little balls, too, and anyplace else that seems to be sticky or smelly.” She gestured to her son's testicles, which made Tyler realize that he was standing there totally exposed once again. His bottom was no longer his top priority, and he quickly clutched his hands over his groin. The boy blushed deeply as both his mom and his little sister appeared to be laughing at him.
Maggie came over and hooked her arm around his elbow, ready to take him to the bathroom and get her hands all over the interesting bits he had between his legs. Tyler was stubborn, though, and refused to budge. “Mom, that's not fair!”
“Maggie, if your brother tries to give you any lip, just smack his bottom.” Smack! “Just like this.”
“Ow! Mommy!” Tyler once again brought his hands to rub and shield his bottom, and that made Maggie have a giggle fit, watching his privates jiggle and dance again, from a much closer vantage point now. “Quit looking at it!” Tyler pleaded, as his sister's eyes were all over his privates. There was no way he could keep himself exposed like this, and moved his hands back to his front.
With Tyler's butt exposed again, Maggie gave it a slap of her own. Tyler's hands flew to his bottom once again, and Maggie watched her brother's privates wiggling with delight. This happened a few more times, before Maggie gave him a stern warning. “Stop covering it up, and I'll stop smacking you.”
Tyler looked to his mom for some help, with a little three and a half inch shame erection pointing right at her as he soothed his bottom once again. “Don't look at me.” His mom said with a smirk. “Listen to your sister if you want her to stop smacking your butt.” Maggie wore a very satisfied smile as her brother dropped his hands to his sides, leaving his private parts exposed to her now. The boy blushed and wriggled with shame, as he could see his sister taking in the sight of his exposed penis and testicles. She had won their little battle, and an even bigger war that neither of them had realized they were fighting. His private parts were no longer going to be regarded as being as private as hers, in the eyes of both his mom and his sister.
Maggie grinned the entire way to the bathroom. Her naughty older brother was getting exactly what he deserved as far as she was concerned. She could tell that being naked in front of her made him embarrassed like he had never been before. Normally he was the one teasing her, but the dynamic between them had just probably shifted forever. How would he ever be able to tease her again, when she could just remind him that she had seen his privates? The shameful way Tyler shifted from one foot to the other, fighting his instinct to cover up, showed her that he was feeling the exact same way. He knew that she now held the upper hand in their relationship.
The younger girl made a little happy hum as she wet a washcloth and covered it with sudsy hand soap. It irritated Tyler to no end that she was enjoying this so much, and his face turned red, not only with humiliation, but with anger too! Maggie turned around, smiling from ear to ear, eager to get her hands on her brother's most interesting parts. In a moment, she was pressing the dripping, soapy rag over his crotch. “Maggie, that's cold!” He complained, trying to push her hand away.
Maggie used her other hand to give his butt another wallop! “I didn't want to waste warm water! Now stop squirming!” She demanded, and the unexpected spank was enough to get him to comply. When he seemed soapy enough, Maggie moved the cloth away, and got down to the business she was really interested in. Her bare, now soapy hand, reached out, wrapping her fingers around her brother's penis. “It looks so hard but feels so soft.” Maggie giggled.
“Maggie, what are you?...” He groaned, as his sister's fingers started to move all around and feel his appendage. This was a first for him, too, as he had never had another person touching his privates in such a way. He hadn't even done so himself! He didn't even know that it could feel so good! “What are you doing to me!?” He asked, as his hips started rocking from the foreign contact.
“I don't know, but it's fun!” Maggie squealed with laughter as she noticed whenever she rubbed his little mushroom head in particular, it seemed to be having the strongest reaction in him. Tyler was in a total state of both bliss and shame, as what was happening to him felt both so wrong, and yet, so good! Maggie was using both her hands on her brother's penis now, flicking her fingers across the ridge at the end of the mushroom head where it attached to the rest of the sausage casing as she thought of it. Her brother closed his eyes, and started breathing pretty hard, so she wondered if something was the matter with him. “Everything alright?” She asked, still with amusement in her voice.
Tyler nodded at her. “I don't know what you're doing, but it feels really good!” He explained, letting out a few more moans.
“It does?” Maggie smirked, learning this new secret about her brother, and about boys in general. She was definitely going to use this knowledge in the future. One of her hands slipped down to cup and cradle his balls, tugging on the skin playfully.
Tyler's eyes snapped open at that. “Please be careful, Maggie! Those are really sensitive!” He couldn't help looking her in the eye, seeing her amusement and pleasure! He took a look down at her, noticing how covered she looked compared to him, in her modest nightgown that came down to the bottom of her thighs. It was such a contrast to him, as he was totally bare in front of her! Alarm bells stated to go off in his head, as he felt a pressure building up inside his testicles and penis! The feeling spread through his whole body, and he started to jerk and wiggle all around uncontrollably! Maggie just laughed at this new display from her brother, continuing to tease his penis and testicles with her fingers. Neither one knew it just yet, but Maggie had just given her brother his first orgasm.
“Maggie, are you done washing your brother's privates?” Maggie and Tyler's mom let her presence be known. She had been observing for the last minute, and could tell that Tyler had just had an orgasm. She was happy to see that he was still shooting dry, not wanting to have to explain to her daughter what sperm was just yet. She knew she should probably step in once he orgasmed, as she knew things could become really sensitive down there for males afterward. She stood in the doorway with her arms crossed, but wearing a similar smirk to her daughter, after just watching her make her son orgasm.
Maggie pulled her hands away from her brother slowly, and a little bashfully. She was worried she might be in trouble for touching him this way, but looking at her mom, she didn't seem to be upset. Maggie made a little smile back at her. She had been having fun with her naked brother, but it seemed like her fun was now coming to a close. “Yes, mom.” She answered, turning to the sink to rinse the soap off her hands.
“Tyler, you're much too old to be wetting the bed.” Their mother said to Tyler, who was still coming down from the high of his orgasm. He could only pay half attention because of that. “Maggie, what do you think your brother's punishment should be for wetting the bed?”
Maggie turned to her mother, drying her hands. “I don't know?” She answered, too timid to say what she really wanted.
“How about if your brother has to stay naked all the way until bedtime tomorrow?”
“Really!?” Maggie made a little hop of joy.
“What!? But that's not fair!” Tyler whined, as he realized what his mother was saying. Now that he was no longer being pleasured by his sister, the shame of what had happened was all coming back to him, and even stronger now. It was even worse now that she had gotten to play with his penis too! Once again, he hunched over to try and hide his privates with his hands.
“Maggie?” Their mother looked at her before making a little nod towards her son. Maggie got the message pretty quickly, and gave her brother's behind another smack! Tyler just glared at her as he used his hands to rub his behind. “Maggie, you have my permission to do that any time your brother tries to hide his pee pee and balls while he's naked.”
“But that's not fair!” Tyler stomped his foot in frustration at his mother.
“Don't get an attitude with me, or I'll allow Maggie to invite one of her friends over tomorrow too.” Tyler stopped what he was doing, just looking down at the floor beneath him with shame, as his sister and mother seemed to just snicker at him for his nakedness.
That was the first time Tyler had been punished with naked time, but it certainly wouldn't be the last. Tyler's mother discovered that nudity was a pretty effective discipline for her rambunctious older son that day. Not only was he less likely to irritate his younger sister, but much more compliant with her, knowing that her threat to invite one of Maggie's friends over still lingered in the air. She decided from that point on that nudity would be her preferred method for punishing her son. She felt like it would be less damaging to his psyche than the spankings she had been using previously. It was just Tyler, Maggie, and their mother in the house, and so there was no one else that could overrule her authority.
The next time, Tyler was punished with nudity, only lasted for 10 minutes. The three had gone to the beach to swim and play. Tyler met a bunch of boys there his own age, and was having a grand old time. His sister, however, was more demure, just playing in the sand at the edge of the water. The trouble came when their mom called them for lunch. Tyler came rushing out of the water, kicking sand into his sister's face! He hadn't meant to do so, but his sister started crying anyway, and saying she couldn't see. Their mother had comforted her with a tight hug after washing her eyes out with a water bottle, while at the same time scolding him for his carelessness. She then ordered him to lower his swim trunks to his knees, and stand with his hands behind his head. Tyler was forced to stand there at the public beach, totally exposed, as the boys he had thought were his friends all laughed at him. He also noticed that, as he lowered his swim shorts, his sister gave him a very satisfied smile, one that his mother was unable to see from her position. It was a smile that Tyler would see again and again, every time he was punished with nudity, as his sister always seemed to be close by and ready to enjoy his misery.
Tyler's longest punishment came when he was 12, and had been messing around with his soccer ball in the living room. He had been trying to balance it on his head, and kicking it back to himself with the tip of his foot every time it dropped. The trouble came when he miscalculated one of these kicks, and ended up kicking the ball right into the big screen TV! The screen was totally shattered and the set beyond repair. Rather than trying to hide and deny what he had done, he went straight to his mother and confessed. Tyler's mom had been so proud of him, that she reduced his sentence of nudity time down from one week to just 5 days. Maggie just so happened to be in the room with their mother when he came in, getting adjustments made to her clothes, much to Tyler's chagrin when he was ordered to remove his clothes. Once again the contrast between how brother and sister were treated was laid bare to him, as he bared it all, while she got fitted for pretty school clothes. Their mother even asked him to stay and assist her, which Tyler knew he couldn't actually refuse. The whole time, his sister wore that smirk, while her brother had to just grin and bear it. At least he had school that week, and wound up getting a bit of a break from being naked each day. His mother wouldn’t dare send him to school naked.
Tyler did try to protest when Maggie reminded her mother that she was supposed to have a few of her friends over that week. To his dismay, Tyler was told that it would be impractical for his sister to change her plans just because of his punishment. As long as the girl's parents approved, then Maggie was allowed to have friends over, just so long as she wasn't going out of her way to embarrass her brother by doing so. That was the first time Tyler could remember being naked in front of any other girls besides his sister. It was like a whole new world of shame had swallowed him up, as he had to admit that some of his sister's friends were very cute. Being naked in front of them was so much for him to handle at first, that for the first time in a long time, he covered up his privates while being punished. Maggie, still remembering what she had been told to do by her mom when he covered up and tried to hide, was right there with a firm smack to his bare bottom to remind him not to do so! The three other girls present could only snicker and giggle at the older boy as he was spanked by his younger sister, and forced to display his penis and balls to them.
As Tyler's naked punishments continued, Maggie would begin to understand that she could manipulate them into happening as she wanted. Her mother seemed to take her word more strongly than his. That was the case when Maggie had left a little mess in the living room after watching TV. A couple of dirty plates and the blankets on the couch left unfolded. Their mother had called for the both of them after finding the mess, wanting to know who was responsible. Maggie was going to explain the mess was hers, but then got another idea. What would happen if she blamed her brother? “I saw Tyler watching TV in here earlier, mom.” She said before he even got a chance to respond.
“What?” Tyler was more stunned than anything. His sister had never lied like this before.
“Tyler, get your clothes off and clean up this mess.” Their mother said, folding her arms.
“What, but mom!...” Tyler wanted to explain how he hadn't done it, but received a furious glare from his mom.
“Just for that, you're spending the evening naked, Tyler.”
Tyler let out a sigh before he started to undo his pants. It felt really awful to him that he was being punished for something that he hadn't even done, but he knew he wasn't allowed to explain himself until he was naked. He pulled his underwear and pants off in one go, revealing that he was just starting puberty now, with a light tuft of brown hair growing above his penis. His shirt soon joined his bottoms, and this time the smirk his sister was giving him seemed to be evil in nature. “Ok, can I?...” He started, only to be cut off by his mother again.
“Tyler, just take your punishment like a good boy. Like you did a couple of months ago when you broke the old TV. It's only for this evening, and only your sister and I will be here, so I don't know why you're making such a fuss now.” She said, before looking down at his exposed penis, which was starting to get hard. She smirked, and so the naked boy made a shame filled wiggle. It embarrassed him to no end when his sister looked at his privates, but it really shamed him whenever his mom would stare at them this way. Even worse, the way she stared at him caused him to become fully erect. As his punishments had continued, it was becoming harder and harder for him to control when he became hard, as he entered puberty. By the time his mom turned around and left the room, his boner had grown to full length.
As soon as she was sure her mom was gone, Maggie started pointing and laughing at her naked brother. “Haha! You have a boner!” She sang. “You popped a boner in front of mom!”
“Shut up!” He scrunched up his red face with annoyance at her. “Why did you lie and say I made the mess???” He demanded to know through gritted teeth.
“I don't know.” She shrugged, still eyeing his boner with amusement. “But it seems mom trusts me more than you.” The 10-year-old girl came over and tried to take hold of her brother's hard penis, but he slapped her hand away. “Hey! How dare you! Do you think it'd be hard for me to get you in trouble again!?” She asked, putting her hands on her hips, and taking an intimidating stance.
Tyler let out a sigh before stepping into her reach again. “That's better.” She said, taking hold of his boyhood with both hands. While she had been allowed to clean her brother's privates by her mother during his first naked punishment, her mother had a strict no touching policy regarding Tyler and his private parts. Maggie had wanted to get her hands on them ever since the last time she had done so, but she was frustratingly never allowed to. Now that she had taken matters into her own hands, she decided she should be allowed to play with them all she liked. As long as her mother was none the wiser, then she decided that there would be no harm in that. “As long as you let me play with your sausage and eggs whenever you're punished, I promise not to get you into too much trouble with Mommy.” she teased, as she stroked her hand with a grip on his sausage casing.
“Maggie, that's not fair!” He said, as his 12, soon to be, 13-year-old hips rocked back and forth with her hand.
“I know.” She smirked as her brother shivered with embarrassment at her touch. “But that's just the way it's going to be, because I bet I could get you naked practically every day. Or how about if I got you into trouble in front of cousin Alice? Bet she'd really like seeing you naked! Or maybe I could invite a bunch of girls from your school over to see you getting punished instead.”
“Ok! Ok!” Tyler grunted, having another orgasm at the hands of his sister. In between the first one she had given him, and this one, he had experimented with himself. He knew how good touching himself down there felt, but always had it in the back of his head how much better it felt the time his sister had done it to him. Now he had confirmed that it felt so much better than his own hand. This time, he even ejaculated a tiny bit of cloudy clear liquid onto the back of her hand when he came, and he knew, shamefully, that this was now the best orgasm he had ever had.
After all her threats, every time Tyler was punished with nudity in the future, Maggie made sure to at least give his cock and balls some tickles whenever she knew her mom wasn’t looking. Sometimes she would jerk him off like she did during that punishment, but other times she would just leave him frustrated, hard and horny for his entire punishment. Those times, Tyler was forced to take things into his own hand after his punishment was through, but it never seemed to satisfy quite as much as when she did it to him.
Tyler also knew that it was highly unlikely that he'd ever be able to get back at his sister for this. The one and only time he had suggested that Maggie be punished naked after she had done something against the rules, their mother had turned all her attention to him. Maggie got to watch her brother naked for 3 hours, all while her punishment was completely forgotten. His mother had further let him know that she would never use such a punishment on a girl, as that would be totally undignified. This kind of punishment was only reasonable to use on a boy.
By the time Maggie had turned 12, she had become a total brat to her brother. She knew all it would take was her word, and her mother was practically stripping Tyler naked any time she wanted, as long as she could set him up and get him into trouble. There were never any consequences for her actions, and so she felt totally justified in treating her brother this way. It wasn't like she was doing all that much harm to him, she figured. She was just getting him naked and toying with his cock whenever she wanted. Unlike Maggie, the 14-year-old Tyler was miserable about the way his sister treated him. She didn't only keep it strictly to his punishments, but also expected him to pick up her slack and even do her chores outright on many occasions. This was all on top of Tyler trying to do well in school and stay on the soccer team.
The worst punishment Tyler received when he knew he didn't deserve it was the time Maggie conspired with her new friend Janet to get him punished naked in front of the both of them. Janet was new to the neighborhood, having moved in to the house next door just about a month before this, and she had no knowledge about how Tyler was punished. The just turned 13 years old girl got the shock of a lifetime when Maggie asked her, “Would you like to see my brother naked?” Janet had already met the 14-year-old boy, finding him very cute and handsome. Tyler kept himself in good shape with his soccer.
To say the girl was intrigued would be an understatement. “How? Are you kidding me?”
“We just have to make a little mess in the kitchen. My mom will take care of the rest when we blame it all on him. My brother always gets punished with naked time.” Maggie explained.
Janet gasped. “But isn't that, like, lying? Won't your brother get mad if we blame it on him?”
“Nah, my brother doesn't mind.” Maggie told her with a smile. “He enjoys it. He even lets me play with his penis when mom's not looking.”
Janet's mouth fell open. “He does?”
“Yeah, so come on.”
“I don't know…” Janet said, still conflicted about the idea.
“I see the way you always look at my brother. Don't tell me you don't want to see him naked. Trust me, his thing is just the cutest.” She said, holding her hands apart, as if she was showing off her brother's size.
“You've really seen it!” Janet giggled.
“I told you, my mom's been punishing him with being naked for years. It really works on him.”
“Well, alright, how can I pass up seeing a cute boy like your brother naked?” The two girls giggled to each other as they headed for the kitchen.
After making their mess, the girls only had to wait about an hour in Maggie's room before her mom discovered it. Like usual, she called both of her children into the room, only this time, Janet followed close behind Maggie. “What is it, mom?...” Tyler asked, gasping at the state of the kitchen as soon as he saw it. It looked as if a cocoa powder bomb had gone off inside! Every surface in the room was covered in the dust!
“Tyler, care to explain this!?” His mom demanded, looking just about as pissed as he'd ever remembered seeing her.
Tyler looked at his sister and Janet. His sister seemed to be trying to hide her smirk, while Janet looked like she was trying to hide her anticipation. Tyler knew the girls must be the culprits, but they had laid out their trap cleverly. Maggie didn't really like chocolate brownies all that much, unlike him. Brownies were his favorite. The fact that they had made the brownies he had specially requested his mother buy him, pointed the finger right at him. Now, not only would he not get any brownies, but he knew his mom was about to tell him to get naked. Something about the way the girls had planned this, made Tyler want to protest, even if it had been a long time since he had last done so. “Mom, please, you have to listen to me…”
“No, Tyler! You get your clothes off, and then clean up this mess! Then I'll consider listening to you after you're done!” Janet gave a giddy look to Maggie, not believing their plan had really worked, and it was really going to happen! She was really about to see hunky Tyler naked!
“But mom, please! Just, not in front of Janet, ok!?” He begged, holding up his hands.
For a second, Janet's hopes were dashed, as Mrs. Vanderbilt made a thoughtful look. She was sure the boy’s mother was about to tell her to go home. But then her hopes grew to new heights with what his mother said next. “Oh, I think Janet will be seeing a lot of you naked, Tyler, now that she's moved in next door. In fact, I might ask Janet's mother to look after you and your sister sometimes, and I needed to know that she's willing to punish you properly when you act out of line. I've already spoken with Janet’s mother, and she approves of Janet witnessing any punishments I give you.”
“But mom, this isn't fair! I didn't do it! They did!” Tyler snapped, his blood starting to boil, as he pointed at his sister and her friend. Maggie made an innocent face at her mom, along with a little shrug, as if to say she didn't know what he was talking about. The only thing Janet did was smile and fidget, as she felt her face and the place between her legs getting hot with anticipation of seeing the cute neighbor boy naked. She had no idea that Maggie's mom had already spoken to hers, and had approved of her seeing Tyler naked!
“Tyler, do you take me for a fool?? I know chocolate brownies are your favorite! You've just earned 3 days for trying to blame them!”
“But mom, this is unbelievable!!” Tyler kicked the side of the cabinet where the pots and pans were kept in total frustration, though not hard enough to cause any damage.
“Do you want 4 days, young man?” His mom glared.
Tyler just hung his head, knowing he had been beaten. Then he started pulling off his T-shirt. Janet could be heard making a little squeak, as his lanky, but slightly toned upper body was revealed to her. She made a similar noise when Tyler unbuckled his pants. The 14-year-old boy had a lot of practice getting undressed, and so he knew it was just better to take off his underwear and jeans at the same time. It made it easier for him to do it all at once and not have time to dwell on it. As he stood back up, now bare, Janet let out a giddy squeal at what he had just revealed! His 4-inch penis was erect again. It always was, whenever he was forced to undress lately, usually becoming so before he even started taking his clothes off. He still had his public hair above his penis, and a few strays that were starting to grow on his balls, but he still looked pretty smooth otherwise.
Janet's eyes roamed up and down his naked body for the first time, and he could soon see her getting the same kind of smirk his sister always got when he was naked. He felt almost sorry, as he had really liked the girl. It seemed like his sister had corrupted her. Now, not only did he have to contend with his sister getting him naked, it seemed like he would have to be weary of Janet too. Still, he made a blush of shame, as the cute neighbor girl got the chance to check out every single bit of his naked body. His private parts were now hers to examine and enjoy, while he was sure that hers would always remain a mystery to him.
He was made to clean the entire kitchen from top to bottom in the buff. The entire time, Maggie and Janet just watched him work from the kitchen table, both taking the opportunity to eat another brownie in front of him. “Mmmm, these are so delicious, Maggie!” Janet teased with a mouth full.
“I know! I don't normally like chocolate brownies, but these particular brownies are so satisfying for some reason!” Maggie and Janet laughed at Tyler, while he just stewed with anger.
After he was finished cleaning, Tyler was all but covered in chocolate powder and the other mix of ingredients that the girls had scattered everywhere. “Come on, Tyler. We'll help you clean off.” Maggie said, walking over to give him a smile.
“Um, well, alright.” Tyler said, knowing that his sister had the power to make things even worse if he didn't comply. He figured that Maggie had already told Janet all about the way that she played with him. Despite his embarrassment, the girl playing with him was the one thing he looked forward to when punished, even if that girl happened to be his sister. The girls bathing him didn't seem all that awful sounding in the grand scheme of things, either. But when Maggie started dragging him towards the back door, Tyler started having second thoughts. “Wait! Where are we going?!”
“We can't take you upstairs when you're so messy.” Maggie explained.
Janet came over and took hold of his other arm. “That's why we're going to hose you off out back!” She made a squinting smile at him, crinkling up her nose, which he normally found cute, but not this time!
“Wait! Wait!” Tyler was just strong enough to resist being pulled along by them, but then the girls decided to switch tactics. Maggie opened the door, and then they both started tickling any part of his naked body they could reach, forcing him in the direction of the entryway! “Hey! No! No!” Tyler started scooting out of the way of their tickles, which just brought him closer and closer to the open doorway! Every time the girls reached out to tickle him, he would shake so hard that his erect penis and his balls would shake around too! Much to the pleasure and enjoyment of the two younger girls! They were realizing that a naked boy had very little defense against their tormenting fingers. It didn't take them long to force him outside!
The girls continued to tickle and tease him all the way to the hose near the side of the house. At least the direction they had brought him was towards Janet’s house, but he might have preferred the other way. Most of his backyard was shielded from view by a big privacy fence, but for whatever reason, the side that met with Janet’s yard was just a chain link fence. When they had gotten close enough to the hose spigot, the girls closed in on him, forcing the naked boy down into the grass. Janet held him down, pushing her hands on his bare chest, while Maggie went to get the hose and turned on the water. “Now!” Maggie called, and Janet jumped out of the way. Then she started spraying her naked brother with the coldest water he had ever felt!
“No! Maggie, please!” He pleaded as his body started to shiver, all the while the two preteen girls just laughed at him. Maggie took great joy in targeting her brother's privates with the spray of the hose, making them shrink and shrivel down in size after a bit. The naked boy tried flipping over, but felt the spray of water right between his cheeks! His sister really was twisted, he thought to himself! Finally, he was able to make it to his feet, and started to run all around the yard, trying to avoid the spray, but his sister just kept chasing him down with it. Their backyard wasn't all that big, and so Tyler had little room to move around and no place to hide.
“Run, Tyler, run!” Janet sang, giggling at the way the boy kept moving around in circles with frustration.
“Look at his dick and balls bouncing around!” Maggie taunted, aiming the spray of water right at them whenever she could. “If you can see them!”
“I know! What happened, Tyler?! They used to look normal-sized, but now they're tiny!” Janet teased, as the boy finally stopped trying to avoid the spray of water, and just stood there in front of them, looking dejected.
The girls were starting to feel just a little bit sorry for him, from the sad expression on his face, and shut off the water. Tyler finally felt like he was going to get some sympathy, but the moment was shattered as Janet's little sister and her mom came out of the back door of their house. “Mommy! Mommy! Look! Tyler's naked!” The younger girl of 9 rushed over to the chain link fence to get a better look at the naked teenage boy. In an instant, Tyler's hands flew to cover up his naked private parts!
That didn't last, as suddenly Tyler felt a familiar sting in his behind. His sister stood beside him, wearing that same self-satisfied smirk. Tyler, being older, was able to resist rubbing his behind in response now. He just gave his younger sister a pleading look. “No, Maggie, please… Not in front of Nora and her mom…” his sister just raised her hand, like she was going to give his bottom another wallop, and Tyler knew he wouldn't be able to hold out forever. He dropped his hands, displaying his penis and balls to Maggie, Janet, Janet's little sister, and Janet's mother.
“Yes, Nora. Tyler’s mother called to tell us that he’s being punished naked. She wanted us to come see for ourselves. There now, doesn't his little pee pee look so funny?” Janet's mom pointed right at his privates, encouraging the girls to laugh at him since he was being punished. Tyler looked down, noticing that he was still completely shrunken from the cold water! Now Janet's mom and sister were going to believe he was totally tiny! The naked boy felt his face go hot, knowing that he was surrounded on all sides by laughing females. None of this felt right or fair to him, but what could he possibly do? This was his life, as long as he lived by his mom's rules. It seemed to Tyler like there was no way out, and that he'd be spending the rest of his adolescence being stripped and punished for things he didn't do; things his sister did and blamed on him! There has to be a way out of this, Tyler thought to himself, as the three younger girls just pointed and laughed at him and his shrunken private parts, but for the life of him, he couldn't think of a way.
At 11 years old, Tyler has an accident that forces his mom to reevaluate the way she punishes him. She decides that instead of spanking him, she's just going to give him naked time whenever he acts out of line, much to the pleasure of his two year younger sister, Maggie. Over the years, Maggie figures out how to bend the rules in order to get her brother punished whenever she likes. But a boy can only take the blame for his sister's misdeeds so many times before he finally snaps, and Maggie and their mother will have to find this out the hard way. For Tyler, it's the only way out.
Chapter 1: The New Punishment
“Tyler, get your pajamas off! I need to put them in the wash with your bedding!” Maggie Vanderbilt could still remember the first time her brother had been punished with naked time by their mother.
“No, mom!” He had wet the bed. At 11 years old, that was embarrassing enough, but his mom couldn't let him stay in wet, smelly clothes. Tyler would have been happy enough to strip off and put on some dry, fresh, clean ones, but his mom seemed to be insistent that he strip right in front of her! Things only became worse for him when 9-year-old Maggie came to investigate what all the yelling was about, having been woken up from a deep slumber in the middle of the night.
“Tyler, now!” Their mom demanded.
Tyler's eyes grew wide, as he heard a little giggle from the doorway. “Maggie!...”
“Tyler, I said now!” Maggie watched with amusement as their mother came over and started smacking him on the bottom. This wasn't the first time she had seen her mom spank her older brother. Far from it, as it seemed to be their mom's preferred method of discipline for Tyler, unlike her. What she wasn't expecting was that her mom was going to start tugging his pajama bottoms off too! She watched as they were pulled down to his knees, revealing his tighty-whities, with a big old wet spot on the front. He was given a few more spanks, and then his underwear began to lower too!
“No, mom, please!” The boy begged as Maggie watched this all play out with bated breath. As far as she could recall, she had never seen her brother naked. Boys in general really held little interest in her up to this point. They were yucky and gross, and liked to play rough. Not at all what she was interested in. Some of the other girls she knew liked to talk about the differences between boys and girls, about how boys had little sausage looking appendages in between their legs, and how those appendages rested on top of a little wrinkly bag. She knew her brother was going to be different, but just how different she wasn't expecting!
Tyler tried to keep hold of his underwear, mainly gripping the front at all cost. His mother had already gotten them down in the back, and for the first time, he felt what it was like to have his bottom smacked bare! He let out a loud yelp, not expecting that it would sting so much! His hands immediately went to rub his aching behind! That was just the opening their mother had been looking for, as she quickly yanked his little boy underwear down! Maggie let out a gasp, as her brother's private parts were revealed to her for the first time! His little three-inch penis was sticking right out in her direction, still slightly glistening with wetness from his accident. The little bag Maggie had heard about seemed much more interesting than she was thinking, since she had never imagined it to be flesh colored. Their mom made quick work of stripping him after that, and soon Tyler was completely bare, hunching over slightly and holding his hands in front of his privates in order to try and hide them from his sister and his mom.
“Maggie, could you help me and take your brother to the bathroom and wash his pee pee?” Their mom asked, apparently oblivious to her brother's shame, as she stripped the bedsheets off his bed, adding his spoiled pajamas to the pile.
“But mom!!...” Smack! Tyler was shocked by another spank to his behind from his mom, particularly because she had been nowhere in his vicinity just a moment ago! She could move pretty fast.
Maggie giggled with delight, as her brother forgot about covering up his privates in front of her for the moment to rub his increasingly sore behind again. She couldn't help enjoying the way it bobbed up and down with a little jiggle, as he tended to his bottom. Maggie was starting to understand the fascination that some of the other girls seemed to have with boys, and what they looked like.
“Maggie?” Her mom asked, smiling at her, and trying to suppress a little giggle of her own. Her daughter was obviously enjoying her first opportunity to see the male anatomy in the flesh. She couldn't fault her for that, as she could still remember how much she had wanted to see boys naked at an early age, from 8, all the way until she was 15 and got her first boyfriend. She was happy her daughter wouldn't have to wait for as long as she had, even if the boy she was seeing was her own brother.
Maggie met her mother's eyes, with a little worry. She knew what she was seeing was meant to be private to her brother, but when she saw her mother's face, she knew she wasn't in trouble. Then it clicked for her that her mom had just asked for her to wash her brother's privates! “You want me to wash his pee pee??” Maggie asked with wonder as she looked up at her mom. The idea of putting her hands on her brother's appendage, just to get a feel for it, was really appealing to her.
Her mom grinned at her with amusement. “That's right, Maggie. I need you to do this while I start the wash? Make sure you wash his little balls, too, and anyplace else that seems to be sticky or smelly.” She gestured to her son's testicles, which made Tyler realize that he was standing there totally exposed once again. His bottom was no longer his top priority, and he quickly clutched his hands over his groin. The boy blushed deeply as both his mom and his little sister appeared to be laughing at him.
Maggie came over and hooked her arm around his elbow, ready to take him to the bathroom and get her hands all over the interesting bits he had between his legs. Tyler was stubborn, though, and refused to budge. “Mom, that's not fair!”
“Maggie, if your brother tries to give you any lip, just smack his bottom.” Smack! “Just like this.”
“Ow! Mommy!” Tyler once again brought his hands to rub and shield his bottom, and that made Maggie have a giggle fit, watching his privates jiggle and dance again, from a much closer vantage point now. “Quit looking at it!” Tyler pleaded, as his sister's eyes were all over his privates. There was no way he could keep himself exposed like this, and moved his hands back to his front.
With Tyler's butt exposed again, Maggie gave it a slap of her own. Tyler's hands flew to his bottom once again, and Maggie watched her brother's privates wiggling with delight. This happened a few more times, before Maggie gave him a stern warning. “Stop covering it up, and I'll stop smacking you.”
Tyler looked to his mom for some help, with a little three and a half inch shame erection pointing right at her as he soothed his bottom once again. “Don't look at me.” His mom said with a smirk. “Listen to your sister if you want her to stop smacking your butt.” Maggie wore a very satisfied smile as her brother dropped his hands to his sides, leaving his private parts exposed to her now. The boy blushed and wriggled with shame, as he could see his sister taking in the sight of his exposed penis and testicles. She had won their little battle, and an even bigger war that neither of them had realized they were fighting. His private parts were no longer going to be regarded as being as private as hers, in the eyes of both his mom and his sister.
Maggie grinned the entire way to the bathroom. Her naughty older brother was getting exactly what he deserved as far as she was concerned. She could tell that being naked in front of her made him embarrassed like he had never been before. Normally he was the one teasing her, but the dynamic between them had just probably shifted forever. How would he ever be able to tease her again, when she could just remind him that she had seen his privates? The shameful way Tyler shifted from one foot to the other, fighting his instinct to cover up, showed her that he was feeling the exact same way. He knew that she now held the upper hand in their relationship.
The younger girl made a little happy hum as she wet a washcloth and covered it with sudsy hand soap. It irritated Tyler to no end that she was enjoying this so much, and his face turned red, not only with humiliation, but with anger too! Maggie turned around, smiling from ear to ear, eager to get her hands on her brother's most interesting parts. In a moment, she was pressing the dripping, soapy rag over his crotch. “Maggie, that's cold!” He complained, trying to push her hand away.
Maggie used her other hand to give his butt another wallop! “I didn't want to waste warm water! Now stop squirming!” She demanded, and the unexpected spank was enough to get him to comply. When he seemed soapy enough, Maggie moved the cloth away, and got down to the business she was really interested in. Her bare, now soapy hand, reached out, wrapping her fingers around her brother's penis. “It looks so hard but feels so soft.” Maggie giggled.
“Maggie, what are you?...” He groaned, as his sister's fingers started to move all around and feel his appendage. This was a first for him, too, as he had never had another person touching his privates in such a way. He hadn't even done so himself! He didn't even know that it could feel so good! “What are you doing to me!?” He asked, as his hips started rocking from the foreign contact.
“I don't know, but it's fun!” Maggie squealed with laughter as she noticed whenever she rubbed his little mushroom head in particular, it seemed to be having the strongest reaction in him. Tyler was in a total state of both bliss and shame, as what was happening to him felt both so wrong, and yet, so good! Maggie was using both her hands on her brother's penis now, flicking her fingers across the ridge at the end of the mushroom head where it attached to the rest of the sausage casing as she thought of it. Her brother closed his eyes, and started breathing pretty hard, so she wondered if something was the matter with him. “Everything alright?” She asked, still with amusement in her voice.
Tyler nodded at her. “I don't know what you're doing, but it feels really good!” He explained, letting out a few more moans.
“It does?” Maggie smirked, learning this new secret about her brother, and about boys in general. She was definitely going to use this knowledge in the future. One of her hands slipped down to cup and cradle his balls, tugging on the skin playfully.
Tyler's eyes snapped open at that. “Please be careful, Maggie! Those are really sensitive!” He couldn't help looking her in the eye, seeing her amusement and pleasure! He took a look down at her, noticing how covered she looked compared to him, in her modest nightgown that came down to the bottom of her thighs. It was such a contrast to him, as he was totally bare in front of her! Alarm bells stated to go off in his head, as he felt a pressure building up inside his testicles and penis! The feeling spread through his whole body, and he started to jerk and wiggle all around uncontrollably! Maggie just laughed at this new display from her brother, continuing to tease his penis and testicles with her fingers. Neither one knew it just yet, but Maggie had just given her brother his first orgasm.
“Maggie, are you done washing your brother's privates?” Maggie and Tyler's mom let her presence be known. She had been observing for the last minute, and could tell that Tyler had just had an orgasm. She was happy to see that he was still shooting dry, not wanting to have to explain to her daughter what sperm was just yet. She knew she should probably step in once he orgasmed, as she knew things could become really sensitive down there for males afterward. She stood in the doorway with her arms crossed, but wearing a similar smirk to her daughter, after just watching her make her son orgasm.
Maggie pulled her hands away from her brother slowly, and a little bashfully. She was worried she might be in trouble for touching him this way, but looking at her mom, she didn't seem to be upset. Maggie made a little smile back at her. She had been having fun with her naked brother, but it seemed like her fun was now coming to a close. “Yes, mom.” She answered, turning to the sink to rinse the soap off her hands.
“Tyler, you're much too old to be wetting the bed.” Their mother said to Tyler, who was still coming down from the high of his orgasm. He could only pay half attention because of that. “Maggie, what do you think your brother's punishment should be for wetting the bed?”
Maggie turned to her mother, drying her hands. “I don't know?” She answered, too timid to say what she really wanted.
“How about if your brother has to stay naked all the way until bedtime tomorrow?”
“Really!?” Maggie made a little hop of joy.
“What!? But that's not fair!” Tyler whined, as he realized what his mother was saying. Now that he was no longer being pleasured by his sister, the shame of what had happened was all coming back to him, and even stronger now. It was even worse now that she had gotten to play with his penis too! Once again, he hunched over to try and hide his privates with his hands.
“Maggie?” Their mother looked at her before making a little nod towards her son. Maggie got the message pretty quickly, and gave her brother's behind another smack! Tyler just glared at her as he used his hands to rub his behind. “Maggie, you have my permission to do that any time your brother tries to hide his pee pee and balls while he's naked.”
“But that's not fair!” Tyler stomped his foot in frustration at his mother.
“Don't get an attitude with me, or I'll allow Maggie to invite one of her friends over tomorrow too.” Tyler stopped what he was doing, just looking down at the floor beneath him with shame, as his sister and mother seemed to just snicker at him for his nakedness.
That was the first time Tyler had been punished with naked time, but it certainly wouldn't be the last. Tyler's mother discovered that nudity was a pretty effective discipline for her rambunctious older son that day. Not only was he less likely to irritate his younger sister, but much more compliant with her, knowing that her threat to invite one of Maggie's friends over still lingered in the air. She decided from that point on that nudity would be her preferred method for punishing her son. She felt like it would be less damaging to his psyche than the spankings she had been using previously. It was just Tyler, Maggie, and their mother in the house, and so there was no one else that could overrule her authority.
The next time, Tyler was punished with nudity, only lasted for 10 minutes. The three had gone to the beach to swim and play. Tyler met a bunch of boys there his own age, and was having a grand old time. His sister, however, was more demure, just playing in the sand at the edge of the water. The trouble came when their mom called them for lunch. Tyler came rushing out of the water, kicking sand into his sister's face! He hadn't meant to do so, but his sister started crying anyway, and saying she couldn't see. Their mother had comforted her with a tight hug after washing her eyes out with a water bottle, while at the same time scolding him for his carelessness. She then ordered him to lower his swim trunks to his knees, and stand with his hands behind his head. Tyler was forced to stand there at the public beach, totally exposed, as the boys he had thought were his friends all laughed at him. He also noticed that, as he lowered his swim shorts, his sister gave him a very satisfied smile, one that his mother was unable to see from her position. It was a smile that Tyler would see again and again, every time he was punished with nudity, as his sister always seemed to be close by and ready to enjoy his misery.
Tyler's longest punishment came when he was 12, and had been messing around with his soccer ball in the living room. He had been trying to balance it on his head, and kicking it back to himself with the tip of his foot every time it dropped. The trouble came when he miscalculated one of these kicks, and ended up kicking the ball right into the big screen TV! The screen was totally shattered and the set beyond repair. Rather than trying to hide and deny what he had done, he went straight to his mother and confessed. Tyler's mom had been so proud of him, that she reduced his sentence of nudity time down from one week to just 5 days. Maggie just so happened to be in the room with their mother when he came in, getting adjustments made to her clothes, much to Tyler's chagrin when he was ordered to remove his clothes. Once again the contrast between how brother and sister were treated was laid bare to him, as he bared it all, while she got fitted for pretty school clothes. Their mother even asked him to stay and assist her, which Tyler knew he couldn't actually refuse. The whole time, his sister wore that smirk, while her brother had to just grin and bear it. At least he had school that week, and wound up getting a bit of a break from being naked each day. His mother wouldn’t dare send him to school naked.
Tyler did try to protest when Maggie reminded her mother that she was supposed to have a few of her friends over that week. To his dismay, Tyler was told that it would be impractical for his sister to change her plans just because of his punishment. As long as the girl's parents approved, then Maggie was allowed to have friends over, just so long as she wasn't going out of her way to embarrass her brother by doing so. That was the first time Tyler could remember being naked in front of any other girls besides his sister. It was like a whole new world of shame had swallowed him up, as he had to admit that some of his sister's friends were very cute. Being naked in front of them was so much for him to handle at first, that for the first time in a long time, he covered up his privates while being punished. Maggie, still remembering what she had been told to do by her mom when he covered up and tried to hide, was right there with a firm smack to his bare bottom to remind him not to do so! The three other girls present could only snicker and giggle at the older boy as he was spanked by his younger sister, and forced to display his penis and balls to them.
As Tyler's naked punishments continued, Maggie would begin to understand that she could manipulate them into happening as she wanted. Her mother seemed to take her word more strongly than his. That was the case when Maggie had left a little mess in the living room after watching TV. A couple of dirty plates and the blankets on the couch left unfolded. Their mother had called for the both of them after finding the mess, wanting to know who was responsible. Maggie was going to explain the mess was hers, but then got another idea. What would happen if she blamed her brother? “I saw Tyler watching TV in here earlier, mom.” She said before he even got a chance to respond.
“What?” Tyler was more stunned than anything. His sister had never lied like this before.
“Tyler, get your clothes off and clean up this mess.” Their mother said, folding her arms.
“What, but mom!...” Tyler wanted to explain how he hadn't done it, but received a furious glare from his mom.
“Just for that, you're spending the evening naked, Tyler.”
Tyler let out a sigh before he started to undo his pants. It felt really awful to him that he was being punished for something that he hadn't even done, but he knew he wasn't allowed to explain himself until he was naked. He pulled his underwear and pants off in one go, revealing that he was just starting puberty now, with a light tuft of brown hair growing above his penis. His shirt soon joined his bottoms, and this time the smirk his sister was giving him seemed to be evil in nature. “Ok, can I?...” He started, only to be cut off by his mother again.
“Tyler, just take your punishment like a good boy. Like you did a couple of months ago when you broke the old TV. It's only for this evening, and only your sister and I will be here, so I don't know why you're making such a fuss now.” She said, before looking down at his exposed penis, which was starting to get hard. She smirked, and so the naked boy made a shame filled wiggle. It embarrassed him to no end when his sister looked at his privates, but it really shamed him whenever his mom would stare at them this way. Even worse, the way she stared at him caused him to become fully erect. As his punishments had continued, it was becoming harder and harder for him to control when he became hard, as he entered puberty. By the time his mom turned around and left the room, his boner had grown to full length.
As soon as she was sure her mom was gone, Maggie started pointing and laughing at her naked brother. “Haha! You have a boner!” She sang. “You popped a boner in front of mom!”
“Shut up!” He scrunched up his red face with annoyance at her. “Why did you lie and say I made the mess???” He demanded to know through gritted teeth.
“I don't know.” She shrugged, still eyeing his boner with amusement. “But it seems mom trusts me more than you.” The 10-year-old girl came over and tried to take hold of her brother's hard penis, but he slapped her hand away. “Hey! How dare you! Do you think it'd be hard for me to get you in trouble again!?” She asked, putting her hands on her hips, and taking an intimidating stance.
Tyler let out a sigh before stepping into her reach again. “That's better.” She said, taking hold of his boyhood with both hands. While she had been allowed to clean her brother's privates by her mother during his first naked punishment, her mother had a strict no touching policy regarding Tyler and his private parts. Maggie had wanted to get her hands on them ever since the last time she had done so, but she was frustratingly never allowed to. Now that she had taken matters into her own hands, she decided she should be allowed to play with them all she liked. As long as her mother was none the wiser, then she decided that there would be no harm in that. “As long as you let me play with your sausage and eggs whenever you're punished, I promise not to get you into too much trouble with Mommy.” she teased, as she stroked her hand with a grip on his sausage casing.
“Maggie, that's not fair!” He said, as his 12, soon to be, 13-year-old hips rocked back and forth with her hand.
“I know.” She smirked as her brother shivered with embarrassment at her touch. “But that's just the way it's going to be, because I bet I could get you naked practically every day. Or how about if I got you into trouble in front of cousin Alice? Bet she'd really like seeing you naked! Or maybe I could invite a bunch of girls from your school over to see you getting punished instead.”
“Ok! Ok!” Tyler grunted, having another orgasm at the hands of his sister. In between the first one she had given him, and this one, he had experimented with himself. He knew how good touching himself down there felt, but always had it in the back of his head how much better it felt the time his sister had done it to him. Now he had confirmed that it felt so much better than his own hand. This time, he even ejaculated a tiny bit of cloudy clear liquid onto the back of her hand when he came, and he knew, shamefully, that this was now the best orgasm he had ever had.
After all her threats, every time Tyler was punished with nudity in the future, Maggie made sure to at least give his cock and balls some tickles whenever she knew her mom wasn’t looking. Sometimes she would jerk him off like she did during that punishment, but other times she would just leave him frustrated, hard and horny for his entire punishment. Those times, Tyler was forced to take things into his own hand after his punishment was through, but it never seemed to satisfy quite as much as when she did it to him.
Tyler also knew that it was highly unlikely that he'd ever be able to get back at his sister for this. The one and only time he had suggested that Maggie be punished naked after she had done something against the rules, their mother had turned all her attention to him. Maggie got to watch her brother naked for 3 hours, all while her punishment was completely forgotten. His mother had further let him know that she would never use such a punishment on a girl, as that would be totally undignified. This kind of punishment was only reasonable to use on a boy.
By the time Maggie had turned 12, she had become a total brat to her brother. She knew all it would take was her word, and her mother was practically stripping Tyler naked any time she wanted, as long as she could set him up and get him into trouble. There were never any consequences for her actions, and so she felt totally justified in treating her brother this way. It wasn't like she was doing all that much harm to him, she figured. She was just getting him naked and toying with his cock whenever she wanted. Unlike Maggie, the 14-year-old Tyler was miserable about the way his sister treated him. She didn't only keep it strictly to his punishments, but also expected him to pick up her slack and even do her chores outright on many occasions. This was all on top of Tyler trying to do well in school and stay on the soccer team.
The worst punishment Tyler received when he knew he didn't deserve it was the time Maggie conspired with her new friend Janet to get him punished naked in front of the both of them. Janet was new to the neighborhood, having moved in to the house next door just about a month before this, and she had no knowledge about how Tyler was punished. The just turned 13 years old girl got the shock of a lifetime when Maggie asked her, “Would you like to see my brother naked?” Janet had already met the 14-year-old boy, finding him very cute and handsome. Tyler kept himself in good shape with his soccer.
To say the girl was intrigued would be an understatement. “How? Are you kidding me?”
“We just have to make a little mess in the kitchen. My mom will take care of the rest when we blame it all on him. My brother always gets punished with naked time.” Maggie explained.
Janet gasped. “But isn't that, like, lying? Won't your brother get mad if we blame it on him?”
“Nah, my brother doesn't mind.” Maggie told her with a smile. “He enjoys it. He even lets me play with his penis when mom's not looking.”
Janet's mouth fell open. “He does?”
“Yeah, so come on.”
“I don't know…” Janet said, still conflicted about the idea.
“I see the way you always look at my brother. Don't tell me you don't want to see him naked. Trust me, his thing is just the cutest.” She said, holding her hands apart, as if she was showing off her brother's size.
“You've really seen it!” Janet giggled.
“I told you, my mom's been punishing him with being naked for years. It really works on him.”
“Well, alright, how can I pass up seeing a cute boy like your brother naked?” The two girls giggled to each other as they headed for the kitchen.
After making their mess, the girls only had to wait about an hour in Maggie's room before her mom discovered it. Like usual, she called both of her children into the room, only this time, Janet followed close behind Maggie. “What is it, mom?...” Tyler asked, gasping at the state of the kitchen as soon as he saw it. It looked as if a cocoa powder bomb had gone off inside! Every surface in the room was covered in the dust!
“Tyler, care to explain this!?” His mom demanded, looking just about as pissed as he'd ever remembered seeing her.
Tyler looked at his sister and Janet. His sister seemed to be trying to hide her smirk, while Janet looked like she was trying to hide her anticipation. Tyler knew the girls must be the culprits, but they had laid out their trap cleverly. Maggie didn't really like chocolate brownies all that much, unlike him. Brownies were his favorite. The fact that they had made the brownies he had specially requested his mother buy him, pointed the finger right at him. Now, not only would he not get any brownies, but he knew his mom was about to tell him to get naked. Something about the way the girls had planned this, made Tyler want to protest, even if it had been a long time since he had last done so. “Mom, please, you have to listen to me…”
“No, Tyler! You get your clothes off, and then clean up this mess! Then I'll consider listening to you after you're done!” Janet gave a giddy look to Maggie, not believing their plan had really worked, and it was really going to happen! She was really about to see hunky Tyler naked!
“But mom, please! Just, not in front of Janet, ok!?” He begged, holding up his hands.
For a second, Janet's hopes were dashed, as Mrs. Vanderbilt made a thoughtful look. She was sure the boy’s mother was about to tell her to go home. But then her hopes grew to new heights with what his mother said next. “Oh, I think Janet will be seeing a lot of you naked, Tyler, now that she's moved in next door. In fact, I might ask Janet's mother to look after you and your sister sometimes, and I needed to know that she's willing to punish you properly when you act out of line. I've already spoken with Janet’s mother, and she approves of Janet witnessing any punishments I give you.”
“But mom, this isn't fair! I didn't do it! They did!” Tyler snapped, his blood starting to boil, as he pointed at his sister and her friend. Maggie made an innocent face at her mom, along with a little shrug, as if to say she didn't know what he was talking about. The only thing Janet did was smile and fidget, as she felt her face and the place between her legs getting hot with anticipation of seeing the cute neighbor boy naked. She had no idea that Maggie's mom had already spoken to hers, and had approved of her seeing Tyler naked!
“Tyler, do you take me for a fool?? I know chocolate brownies are your favorite! You've just earned 3 days for trying to blame them!”
“But mom, this is unbelievable!!” Tyler kicked the side of the cabinet where the pots and pans were kept in total frustration, though not hard enough to cause any damage.
“Do you want 4 days, young man?” His mom glared.
Tyler just hung his head, knowing he had been beaten. Then he started pulling off his T-shirt. Janet could be heard making a little squeak, as his lanky, but slightly toned upper body was revealed to her. She made a similar noise when Tyler unbuckled his pants. The 14-year-old boy had a lot of practice getting undressed, and so he knew it was just better to take off his underwear and jeans at the same time. It made it easier for him to do it all at once and not have time to dwell on it. As he stood back up, now bare, Janet let out a giddy squeal at what he had just revealed! His 4-inch penis was erect again. It always was, whenever he was forced to undress lately, usually becoming so before he even started taking his clothes off. He still had his public hair above his penis, and a few strays that were starting to grow on his balls, but he still looked pretty smooth otherwise.
Janet's eyes roamed up and down his naked body for the first time, and he could soon see her getting the same kind of smirk his sister always got when he was naked. He felt almost sorry, as he had really liked the girl. It seemed like his sister had corrupted her. Now, not only did he have to contend with his sister getting him naked, it seemed like he would have to be weary of Janet too. Still, he made a blush of shame, as the cute neighbor girl got the chance to check out every single bit of his naked body. His private parts were now hers to examine and enjoy, while he was sure that hers would always remain a mystery to him.
He was made to clean the entire kitchen from top to bottom in the buff. The entire time, Maggie and Janet just watched him work from the kitchen table, both taking the opportunity to eat another brownie in front of him. “Mmmm, these are so delicious, Maggie!” Janet teased with a mouth full.
“I know! I don't normally like chocolate brownies, but these particular brownies are so satisfying for some reason!” Maggie and Janet laughed at Tyler, while he just stewed with anger.
After he was finished cleaning, Tyler was all but covered in chocolate powder and the other mix of ingredients that the girls had scattered everywhere. “Come on, Tyler. We'll help you clean off.” Maggie said, walking over to give him a smile.
“Um, well, alright.” Tyler said, knowing that his sister had the power to make things even worse if he didn't comply. He figured that Maggie had already told Janet all about the way that she played with him. Despite his embarrassment, the girl playing with him was the one thing he looked forward to when punished, even if that girl happened to be his sister. The girls bathing him didn't seem all that awful sounding in the grand scheme of things, either. But when Maggie started dragging him towards the back door, Tyler started having second thoughts. “Wait! Where are we going?!”
“We can't take you upstairs when you're so messy.” Maggie explained.
Janet came over and took hold of his other arm. “That's why we're going to hose you off out back!” She made a squinting smile at him, crinkling up her nose, which he normally found cute, but not this time!
“Wait! Wait!” Tyler was just strong enough to resist being pulled along by them, but then the girls decided to switch tactics. Maggie opened the door, and then they both started tickling any part of his naked body they could reach, forcing him in the direction of the entryway! “Hey! No! No!” Tyler started scooting out of the way of their tickles, which just brought him closer and closer to the open doorway! Every time the girls reached out to tickle him, he would shake so hard that his erect penis and his balls would shake around too! Much to the pleasure and enjoyment of the two younger girls! They were realizing that a naked boy had very little defense against their tormenting fingers. It didn't take them long to force him outside!
The girls continued to tickle and tease him all the way to the hose near the side of the house. At least the direction they had brought him was towards Janet’s house, but he might have preferred the other way. Most of his backyard was shielded from view by a big privacy fence, but for whatever reason, the side that met with Janet’s yard was just a chain link fence. When they had gotten close enough to the hose spigot, the girls closed in on him, forcing the naked boy down into the grass. Janet held him down, pushing her hands on his bare chest, while Maggie went to get the hose and turned on the water. “Now!” Maggie called, and Janet jumped out of the way. Then she started spraying her naked brother with the coldest water he had ever felt!
“No! Maggie, please!” He pleaded as his body started to shiver, all the while the two preteen girls just laughed at him. Maggie took great joy in targeting her brother's privates with the spray of the hose, making them shrink and shrivel down in size after a bit. The naked boy tried flipping over, but felt the spray of water right between his cheeks! His sister really was twisted, he thought to himself! Finally, he was able to make it to his feet, and started to run all around the yard, trying to avoid the spray, but his sister just kept chasing him down with it. Their backyard wasn't all that big, and so Tyler had little room to move around and no place to hide.
“Run, Tyler, run!” Janet sang, giggling at the way the boy kept moving around in circles with frustration.
“Look at his dick and balls bouncing around!” Maggie taunted, aiming the spray of water right at them whenever she could. “If you can see them!”
“I know! What happened, Tyler?! They used to look normal-sized, but now they're tiny!” Janet teased, as the boy finally stopped trying to avoid the spray of water, and just stood there in front of them, looking dejected.
The girls were starting to feel just a little bit sorry for him, from the sad expression on his face, and shut off the water. Tyler finally felt like he was going to get some sympathy, but the moment was shattered as Janet's little sister and her mom came out of the back door of their house. “Mommy! Mommy! Look! Tyler's naked!” The younger girl of 9 rushed over to the chain link fence to get a better look at the naked teenage boy. In an instant, Tyler's hands flew to cover up his naked private parts!
That didn't last, as suddenly Tyler felt a familiar sting in his behind. His sister stood beside him, wearing that same self-satisfied smirk. Tyler, being older, was able to resist rubbing his behind in response now. He just gave his younger sister a pleading look. “No, Maggie, please… Not in front of Nora and her mom…” his sister just raised her hand, like she was going to give his bottom another wallop, and Tyler knew he wouldn't be able to hold out forever. He dropped his hands, displaying his penis and balls to Maggie, Janet, Janet's little sister, and Janet's mother.
“Yes, Nora. Tyler’s mother called to tell us that he’s being punished naked. She wanted us to come see for ourselves. There now, doesn't his little pee pee look so funny?” Janet's mom pointed right at his privates, encouraging the girls to laugh at him since he was being punished. Tyler looked down, noticing that he was still completely shrunken from the cold water! Now Janet's mom and sister were going to believe he was totally tiny! The naked boy felt his face go hot, knowing that he was surrounded on all sides by laughing females. None of this felt right or fair to him, but what could he possibly do? This was his life, as long as he lived by his mom's rules. It seemed to Tyler like there was no way out, and that he'd be spending the rest of his adolescence being stripped and punished for things he didn't do; things his sister did and blamed on him! There has to be a way out of this, Tyler thought to himself, as the three younger girls just pointed and laughed at him and his shrunken private parts, but for the life of him, he couldn't think of a way.