30 Days of Nudity

[Jonjon2]

Another great chapter. I'd love to hear some details of what happens when he's in the school grounds with the other boys and girls whilst wearing that dress. I'm sure there would be some 'accidental' tripping up or other actions that would leave him even more exposed than when wearing this short dress. And indeed, perhaps the teacher may become involved in getting him to 'help' her in the classroom leading to more exposure to not just her but other's in the class. Looking forward to tomorrow's installment.

[NudeBaG]

Still hoping for some female classmates of 11 year old Oliver to be invited over after school

[Trundle]

I'm absolutely loving this so far, it's such a wonderful setup with so many possibilities and the daily updates are wonderful.

I do feel sorry for Oliver but I just can't wait to see how his embarrassments will escalate, what else does his Mom have planned for him? How far will she take things.

This is absolutely top tier so far!

[NickTwisp]

This is a well-developed story with the interesting context of the unwanted Oliver deserted by his biological father & the mother's resulting resentments.

Is Oliver pre-pubertal at age 11? There really so far isn't any description of his now exposed private parts. At that age I certainly didn't have pubic hair or any real development yet.

[lovestosplooge]

This is a well-developed story with the interesting context of the unwanted Oliver deserted by his biological father & the mother's resulting resentments.

Is Oliver pre-pubertal at age 11? There really so far isn't any description of his now exposed private parts. At that age I certainly didn't have pubic hair or any real development yet.

I will include some description. I think it's hotter when other characters describe the parts, so I'll have Lauren's friend talk about them in the next chapter.

[lovestosplooge]

Day 4: Ivy's Lesson

It was Wednesday afternoon. Oliver sat at the kitchen table doing his homework. It had been another awful day of school, wearing a dress and being picked on. The worst was being seen like that in front of his crush, Chelsea. She was in the grade below him, and noticed her laughing at him with her friends as he walked through the hall after lunch. She would never see him in a romantic way now, he thought.

He felt trapped. He had to go through these 30 days no matter what now. Having his mom send those photos to everyone was worse than the academy.

There was a knock at the door.

"Oliver, go answer that please." Lauren said from the living room.

"But... They'll see me!"

"Do it or it's the academy and the photos get sent."

He felt like crying again. He walked up to the front door and opened it slightly ajar, hiding his body from whoever was out there.

It was his mom's friend, Courtney, and her 8-year-old daughter Ivy.

"Hi Oliver!" Courtney grinned. She knew about his predicament. "We're here to see your mom. Can we come in?"

"Uh... my mom's sick, so..."

Suddenly the door swung open. Lauren had exposed him to her guests. Both Courtney and her daughter laughed.

"Wow! He's really naked!" Ivy laughed.

Oliver shielded his crotch with one hand and his behind with the other as he ran to his room, completely humiliated. It was the first time someone other than his mother had seen him naked (as far as he knew, not knowing about the perverted neighbor, Trey).

"Come in, girls."

The ladies walked into the house. "Where did Oliver go? I want to see him!" Ivy giggled.

"He's probably in his room. Go find him while your mother and I talk!"

An ecstatic Ivy ran off to find Oliver.

"So you're really fine with Ivy seeing him like this?"

"Of course! In fact, let's get her to touch and play with him to her heart's content!"

The women approached Oliver's room. Ivy was at his door, trying to turn the handle.

"It's locked!" The sad girl told her elders.

"Oliver, unlock that door right now or you know what will happen."

There was a few moments of silence and then the door opened. Oliver stood there, hands covering his crotch, head down.

The trio of females walked in as Oliver backed up towards his bed.

"Stop covering, Oliver. That will be a new rule. Absolutely no covering that thing with your hands."

"Mom, p-please. I don't want this. Please." He couldn't look any of them in the eye, but they all noticed he had tears streaming down his face.

"It doesn't matter what you want. Stop covering."

The boy moved his hands away.

"Oh my gosh!" Ivy was enjoying herself. "His penis! Mom, look!"

"I see it, honey. Oh, it's adorable. No hair yet, uncircumcised. Lauren, have you ever thought of getting him cut?"

"It hadn't really crossed my mind. Should I put it on my to do list?"

"Mom, can I touch it?" Ivy was eager.

"Okay, Oliver, lay down on the ground. Ivy's going to have a closer look now."

"Mom, please..."

"NOW!"

The boy dropped to the ground and laid on his back. He closed his eyes and pretended he was somewhere else. All the woman sat around the red-faced child. Lauren at his feet, and Courtney and Ivy to his sides. All three were focused on the one area.

Lauren grabbed his soft penis and looked at Ivy. "Do you know what this is for?"

"Duh! For peeing and um... making babies." Ivy blushed.

"But to make a baby, what needs to happen to it first?" Courtney asked her daughter.

"Um... I don't know..."

"Well, it needs to be hard. Right now it's soft. Lauren, may I hold it?"

"Sure!"

Lauren let go of his penis, but as Courtney was reaching for it, Oliver shielded himself with his hands again. "No! I don't want anyone else to touch!"

Lauren smacked him on the side of his hips. "I said NO covering! I'm serious, Oliver! Let her touch!"

"Please, Mom..."

She smacked him again, this time harder, leaving a red hand print.

Ivy laughed. "Stop being bad, Oliver!"

The boy was broken. He removed his hands again, letting Courtney grab his most private place. She started to fondle it, rubbing it around, until it soon started to get bigger.

"Wow!" Ivy was amazed. "It's changing shape!"

"Yep! It gets even harder, watch!" She kept fondling, and soon it was completely erect. "It gets hard like this and then when he's married, he can put it inside his wife. But only when he's married! Then he shoots and it makes a baby."

"Shoots? Ivy asked.

"Does he actually shoot yet, so I can show her?" Courtney asked Lauren.

"I'm not sure. Oliver, when you play with yourself, does anything come out?"

Oliver ignored her. He was sulking, but Lauren ignored the attitude.

"Well, these testicles seem slightly lower than a younger boy." Courtney observed, stroking his balls with her index finger. "That means if he isn't shooting yet, he's close to it! Shall we find out?"

"Definitely! Keep rubbing, Courtney."

Courtney kept rubbing and rubbing until soon the boy's body tensed. His groin thrust into the air, and he groaned. Both the women laughed. Ivy wasn't completely sure what was happening, but enjoyed the sound and face he made, so giggled along too.

"Hmm. No sperm yet. Give it some time!"

"What did you just do?" Oliver asked. He had never felt anything like that before, and was starting to worry after the initial pleasure.

"Never you mind." Lauren said. "This is a learning experience for Ivy, not for you. Girls, let's leave him here while we go discuss what we just saw. You can ask us all the questions you want, Ivy."

They left the boy in his room and gathered in the kitchen.

"So I can rub it like that and he'll twitch and make that face?" Ivy asked.

"Yes, Ivy. And very soon, when he develops a bit more, sperm will come out."

"What's that?"

"It's the stuff that helps make a baby, that he puts in a woman."

"Ohh." Ivy still wasn't sure, but pretended to know what they were talking about.

"It took some time for me to get him hard. Most men would be erect as soon as they're naked in the room with three women. We need to do something about that."

"Well he's 11. Plus it was pretty traumatic circumstances." Lauren wasn't sympathizing, just stating facts.

"I know, but wouldn't it be more fun if he was always erect?"

"Of course it would." She didn't know where she was going with this.

"Well, my husband has some blue pills he takes every once in a while. I can bring them over tomorrow. He can always get a refill."

"Is that safe?"

"Probably. We won't go overboard. Maybe crush up half a pill in his food? Or tell him it's a vitamin he needs to take?"

Ivy was growing bored of the conversation. "Can I go play with Oliver again?"

"Sure, honey!" Lauren said. The girl ran off. "We'll test the pills on him tomorrow afternoon. If they're safe, they are so going into his school lunch."

[NudeBaG]

Wow!
Was not expecting things to escalate that quickly!
11 year old Oliver just had to endure what sounds like his first orgasm in front of an 8 year old girl!
And the moms willingly let it happen?!
It sounds like Ivy enjoyed herself, too!
And the moms are letting her go back for more?!
Great update!

Ivy might be on the way to becoming a cfnm/Enm icon after this visit with Oliver

[lovestosplooge]

Ivy might be on the way to becoming a cfnm/Enm icon after this visit with Oliver

I like the sound of that.

[NudeBaG]

Ivy might be on the way to becoming a cfnm/Enm icon after this visit with Oliver

I like the sound of that.

Me too

[Jeepman89]

"We'll test the pills on him tomorrow afternoon. If they're safe, they are so going into his school lunch."

This should be fun!