Pantsing and Stripping Forums

Synopsis: A mother makes a deal with her son: he doesn't have to go to his nightmare school if he can spend 30 days completely naked.

This will be a writing exercise where I plan to write and release one chapter of the story every single day.

30 Days of Nudity

"Mom, Mom, Mom, pleeeease don't make me go to Sizemore's All Boys Academy." Oliver was literally on his knees pleading.

The 11-year-old boy was a pain in the behind for Lauren. She hated being a single mother, and Oliver was just a reminder of the man who deserted her. She wanted rid of him, and Sizemore's All Boys Academy felt like a good solution. It was far away, and the toughest school in the country, with corporal punishment for the slightest infractions. Oliver was deathly afraid of the place after their tour.

"Oliver, I think it's for the best. It'll be good for you."

"Please, I'll do extra chores. I'll do anything! I don't want to leave my friends. The school is scary! Please, I want to stay here." Oliver was now crying.

Lauren sighed. "I'll think about it, Oliver. Let me think about it."

That night, Oliver was doom scrolling stories about the academy on his phone. He found an article about a boy ending his life because it was so horrific. Terrified Oliver would do anything not to go there.

"Oliver, can you come in here for a minute?" Lauren called out from the kitchen.

The submissive boy walked out to find his mom sitting at the table.

"Please take a seat."

"What is it?" Oliver asked, sitting down.

"I've decided you don't have to go to the academy..."

"Yes! Thank you, mom!"

"But only on one condition."

"Of course! Yes, I'll really do anything!"

"I want you completely naked for the next 30 days."

The boy was stunned. "What?"

"Not a stitch of clothing for 30 days. If you so much as put on a sock, the deal is off and you're going to the academy until you're 18."

"But why?!"

"Because it will prove you really don't want to go. It's the most humiliating thing I could think of that will prove you're serious about hating that place."

"But... I can't do that. It's illegal! I can't go to school naked."

"School will be the only place you're allowed clothes. I'll be driving you to school naked, and you can get dressed in the car once we arrive at the school drop-off area. Then when I come to pick you up at the end of the day, you're to remove everything again as soon as you get in the car."

"What if someone sees?!"

"They might, they might not. Do you want to go to the academy instead?"

"No, but... This isn't right, mom."

"Do you want to go to the academy instead?"

"No..."

"Tomorrow will be Day 1. But you should just get naked now so you're naked starting midnight. You don't want to fail right away, do you?"

Oliver just stood there, still shocked at this whole scenario.

"Take them off, Oliver. I've seen you naked before, it's not that bad."

Oliver removed his shirt and slid down his shorts. He was just left in his underwear.

"I'm going to my room. I'll take them off there." He said, as he began to walk away.

"No, take them off here."

The boy stopped walking, back to his mom, as he started tearing up. He hated this, but definitely didn't want to go to that school.

He pulled down his underwear, baring his butt to his mother, and continued walking back to his room, leaving his clothes behind, tears rolling down his face.

It was going to be a crazy 30 days.

It'll be great to see how this story develops. The prospect of so many embarrassing/humiliating experiences ahead. And a very tight deadline for you too, writing this. Can't wait.

Jonjon2 wrote: Sat Feb 28, 2026 9:23 am It'll be great to see how this story develops. The prospect of so many embarrassing/humiliating experiences ahead. And a very tight deadline for you too, writing this. Can't wait.

Thanks! Yeah, I have some very humiliating experiences planned for poor Oliver.

Great premise for a story! I hope he has a good sized dick that many will see!

Great start! I like the premise.
Does he have any siblings? Will his mother force him into humiliating situations?
Looking forward to see where the story goes.

I think it will be more embarassing/humiliating if he doesn't have a big dick!
But I think that's up to the writer to decide.

Great set up!
11 is a great age for this.
He can definitely get aroused, but still look like a little boy.
Plenty of embarrassment to be had, for sure!

Great to see another story from you!

Brilliant setup for a story, nice and simple and straight to it. Cannot wait to see what you have planned for poor Oliver, I'm sure there's some very creative humiliations coming his way

Very excited for this.

Interesting premise. Visitors to the home may see him.

Day 1: It Begins

Sunday. Oliver woke up to the sound of his mom rummaging through his closet.

"What are you doing?"

"Taking away all your clothes. You won't need them for the next month." Lauren was throwing them all into a giant trash bag. "I'm doing you a favor by taking these away. It's less temptation for you to put them on."

When she was finished, she walked over to the bed and grabbed away his blanket.

"Hey!"

"I don't like the blanket or bed sheets either. You can hide yourself under them. For the next month it's just a bare mattress. Get up."

The naked boy got out of bed and Lauren stripped off the sheets and placed them in the bag.

"But it gets cold at night."

"That's too bad. Just think about how cold it'll be at the academy. They make you sleep outside for punishment, you know."

Oliver did know. So he was going to get through this sadistic deal to never have to go there.

As Oliver's bare bottom was sitting at the kitchen table eating breakfast, Lauren was in the living room talking to her friend, Courtney, on the phone.

"Yep, he's completely naked for the next 30 days. Unless I set him up to be so humiliated that he finds something to wear, of course."

"Lauren, you are just the cruelest mother. I have to come over and see this!"

"Bring your daughter too. How old is she now?"

"She's eight. And if I remember myself correctly at her age, this should definitely be fun for her."

The two women laughed. "I will be busy with things the next few days, but maybe Wednesday after they've finished school? Bring her over then!"

"Wednesday it is!"

Lauren walked into the kitchen and stared at her naked boy. She was coming up with many ideas to make the next month extra humiliating for him.

"You need to get some sun on those buns, Oliver. After breakfast you're going into the backyard for a few hours to play."

"Outside? But a neighbor could see!"

"They won't be able to see over the fence, Oliver. And nobody wants to see a naked little boy anyway."

"What about perverts?"

"Just finish your breakfast and get outside. Actually, get outside right now, you've had enough." Lauren opened the door and pointed outside. "Out!"

The miserable boy dropped his fork and slowly walked outdoors. Lauren gave him a playful slap on his behind as he was leaving. "Ouch!"

Lauren closed and locked the sliding door behind him. She walked upstairs to her bedroom window that gave a view of the backyard, to see Oliver sitting in the shade underneath a tree in the back corner.

She grabbed her phone and called her next door neighbor, Trey, who she suspected had a thing for her son. She always found it a bit creepy, since he was four times Oliver's age, but he seemed harmless.

"Hi Trey, are you at home?"

"Yeah Lauren. What's up?"

"You can see our backyard from your bedroom window, right? My son's outside playing, but I have to run some errands today. Could you do me a favor and just take a look out your window every now and then to see if it's okay?"

"Of course, darling!"

Lauren ended the call and grinned. Oliver was right to worry about perverts, she thought.

Meanwhile, Trey couldn't believe what he was seeing. There was Oliver, completed naked, sitting in his backyard. It was a dream come true for the man.

A few hours later, Lauren let the boy back inside. She immediately received a text from Trey. "Please let him out again. "

Lauren laughed.

She couldn't wait for the next day. The rule was he was only allowed clothes at school, but the sadistic mother still had something fun planned that would make his school days humiliating.