The Mailing List

The Mailing List 18

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This story is intended for ADULTS ONLY. It contains explicit depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.

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PART 18
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Thanks to Zyngaru, for his plot suggestion that I have used to write this story.

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From 13-year-old Benji’s Diary (the comments in italics are not part of the diary, but are written by his younger adoptive sister Olivia in a separate document Benji can’t access):

I started having dates with Hannah again. Sometimes we went somewhere together, and other times we just hung out at her home.

She told me she was sorry about what had happened with the spanking she gave me. I said I was sorry too, for having earned it and causing all the trouble.

“No, Benji, it’s not your fault. It's normal for boys to get in trouble sometimes, and when that happens you get your bottom spanked. But it’s not your fault that the hairbrush I used was too heavy. Don’t worry, though, it will not happen again... I mean, don’t think I won’t spank your bottom when you deserve it, because I will. It just won’t be with that brush.”

Then she sighed. “It won’t be for a while, though. I agreed with Ollie that if you get in trouble I won’t spank you for now. Not until she gives me the OK... Don’t look so hopeful, silly,” she laughed, “you are not going to get away with anything. If you do get in trouble when you are with me, I’ll tell Ollie, and she’ll spank you herself.”

She looked a bit regretful. “Still, it doesn’t feel right, not being able to spank you myself,” she said. “It’s not that I want to spank you, but I don’t like not being allowed to. When we are together, I want to be in charge.”

“But you are!” I assured her. And it was true, she was in charge when we were together, even if she couldn’t spank me. She was the one who decided what we would do, and she always told me what to do and I obeyed her.

“Yeah, I know,” she smiled at me. “But I want to be completely in charge. That includes being able to warm your bottom if I decide you need it, without having to give explanations to anyone, and without having to ask for permission. I like being in charge all the way.”

I was a bit uncomfortable with this line of conversation, but nevertheless...

“I like you being in charge, too,” I confessed.

She smiled and kissed me. “Good,” she said, “because that’s how it will always be with me.”

It’s kind of embarrassing that a younger girl acts so bossy, and takes charge of me so much, but I was telling the truth when I said that I liked her being in charge.

You see, I’m used to girls being in charge. I mean, Ollie is in charge of me all the time, and they don’t make it bossier than that. It’s not that I like it, but it kind of makes me feel safe, knowing that she is in charge, because she is really smart and always knows what to do. But with Hannah, I like it when she takes charge. I like how determined she is, and how easily she takes charge, even though I’m two years older. I don’t know if it makes sense, but I like that a girl so strong and confident likes me, and wants me to be her boyfriend.

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[Olivia’s note]: Ha ha! Well, thanks for that “they don’t make them any bossier than that” comment. The cheek of that boy! Although it’s nice to know he thinks I’m smart and always know what to do.

Seriously, though. I'm happy that Benji is used to girls being in charge, and that he likes it when Hannah takes charge. I want him to get used to obeying girls. That way he’ll keep being a sweet, sensitive boy, instead of becoming all macho and aggressive.

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From Benji’s Diary (continued):

Several days later I was at school, and Wesley and I were joking around during maths, when Mr. Norris gave us time to do exercises. Normally he doesn’t mind if we talk a bit, but we were giggling, and Mr. Norris got annoyed. He sent us out of class, and when he allowed us to come in again, he gave us a note to take home and get signed.

Not that having to get a note signed makes much difference in my case, because Ollie is there is my class, so I don’t get away with anything, note or no note. She knows whenever I get in trouble, and she is really strict about school behavior, too. She has spanked me even for getting scolded by a teacher, so for getting sent out of class and getting a note I was not feeling too hopeful. I avoided looking at her when we were allowed into the classroom, but I could feel her eyes on me, and I knew she wouldn’t be too happy.

When school was over, however, she did not say anything about it.

We walked home in silence for a while, and finally, not able to stand it anymore, I said I was sorry, and asked her if she was mad at me.

She looked at me.

“Well, I’m not happy you were naughty at school, Benjamin.”

I bit my lip. It wasn’t a good sign when she called me Benjamin, or when she said I had been naughty at school.

“Are... are you gonna... spank me?” I asked, fearing that I knew the answer. “Please, don’t!”

“Well talk about that later,” she told me.

That was unusual. Normally she did not like to make me wait for a spanking. She would tell me something like “Yes, Benji. As soon as we get home, I’m going to bare your bottom and give you a good spanking.” She might be only 11, two years younger than me, but she did not make idle threats. If she said she was going to bare my bottom and give me a spanking, I knew that’s exactly what was going to happen, and nothing I could say or do would change that.

So it was unusual that she wouldn’t give me a straight answer, and I began to hope she was not going to spank me this time.

When we got home, we didn’t say anything about it. We did our homework when she said, and when we were done, the doorbell rang. Ollie told me to go open the door, and it was Hannah and her little sister Chloe.

“Hi Hannah,” I said, smiling.

However, Hannah’s expression was serious and she just nodded at me.

Chloe smiled back at me, though. “Hi, Benji,” she said. Then she giggled and added, “I hear you have been a naughty boy at school.”

I felt a lump in my throat. Hannah was not in my class, so how did they know?

Instead of giving me a hug as she usually did when we greeted, Hannah turned me around and gave me a swat on the seat of my jeans.

We went in, with me rubbing my bottom and pouting, but I got no sympathy. Ollie and Hannah started scolding me, and then Ollie announced that she had invited Hannah so that “she could learn to give me a proper spanking, without causing bruises.”

I didn’t like the sound of that, not one bit, but what could I do? I’m my experience, girls did not joke around about things like that.

“But I didn’t do it on purpose,” I mumbled. “I couldn’t help laughing when I looked at Wesley.”

“Then you shouldn’t have looked at him,” Ollie said sternly. “There’s a time to be playing around, but maths class is not it.”

I looked down at my feet. I hate it when I get scolded, particularly when I know a spanking is about to happen.

“Come here,” Ollie told me.

I went in front of her, dragging my feet, but she put her hands on my waist and guided me in front of Hannah.

“Hannah’s the one who’s here to practice,” Ollie said, “so she’ll be the one to get you bare.” Then, turning to Hannah, Ollie added, “You can tell him to bare his own bottom if you want, but I prefer doing it myself. Otherwise, Benji takes forever.”

That’s not my fault, really. Who wants to bare their own bottom for a spanking? In front of three girls, too! I glanced at Chloe as Hannah unfastened my jeans, and then I felt her fingers under the waistband of my briefs, as she pulled my jeans and my underwear together.

I was looking at Chloe, who had a really toothy smile as she stared. I couldn’t help it and covered myself with my hands.

“Don’t let him cover his peenie,” Ollie told Hannah. “It’s a lack of respect. If you wanted his privates hidden you wouldn’t have bared him, so he has no business covering himself.”

“They’re not exactly ‘privates’, though!”, Chloe giggled, making the two older girls grin.

“Well, as private as a boy’s parts can be,” Ollie conceded. “Which is not much.”

Hannah reached with her hand behind me to swat my bottom, and then she made me use my hands to hold up my T-shirt. I had to stand there, completely uncovered where it mattered in front of the three girls. Ollie and Hannah seeing me like that was bad enough, but I was a bit used to them seeing me, but Chloe was worse. Her eyes, of course, were fixed right there.

“It’s like a fleshy worm,” the youngest girl grinned.

“That’s what a boy’s peenie looks like,” Ollie said with a knowledgeable tone of voice. “Benji’s is normal for his age. A boy this old might have a bit of hair but, because he takes Puericil, Benji's completely hairless down there.”

“I like him this way,” Hannah said, which I might have appreciated more, if only the circumstances had not been so embarrassing.

After the three girls had examined me for a long while, Ollie said “I often send him to fetch his hairbrush. However, if you are going to do that you should take his pants off. You don’t want him tripping and getting hurt.”

“But isn’t hurting him the point of a spanking?” Chloe asked, wrinkling her nose.

“No, not exactly,” Ollie said, “the point is making his bottom sting so that he can learn a lesson, but not harming him.”

Hannah took off my jeans and briefs, which had been bunched around my ankles.

“Go get your hairbrush, Benjamin,” Ollie told me, “and be quick about it, or I’ll give you extras.”

She would, too, as I knew by experience. I literally ran towards my room and got the hated hairbrush. I ran back again. I really didn’t want any extras.

I offered the brush to Ollie, but she waved towards Hannah.

“Give it to her. She’s the one who’s going to spank your bottom, after all.”

So I gave Hannah the hairbrush.

“See how light it is?” Ollie told Hannah. “Notice how thin the wood is. A light hairbrush like this won’t bruise his bottom even if you use it firmly, but a heavier brush like yours has to be used very carefully. It’s better not to use it at all. It’s not like Benji is too tough or anything. You can make him bawl like a baby, even with just your hand.”

That’s true, unfortunately. There's something about a spanking that really gets to me and makes me cry easily.

Hannah made me lie across her lap, and Ollie made a fuss about how she could immobilize my legs with hers if she didn’t want me to kick. Well, if she doesn’t want me to kick she could simply not spank me. Just saying. Well, just thinking, because I wouldn’t have dared to say that aloud at a moment like this.

Anyway, I wasn’t so lucky. Ollie told Hannah to start with her hand, to show her how easily she could make me cry. And she did. I wish I could be strong like some superhero or something, but when Ollie or some other girl starts spanking my bottom, I can’t help it. It’s the most miserable thing ever, and I just can’t help crying.

Not just pretend crying, but real, wet tears pouring out of my eyes, and bawling sounds coming out of my mouth. I couldn’t even kick my legs freely, because Hannah had them locked between hers.

“You were very naughty, Benjamin,” she scolded me as she slapped my bare bottom, “getting kicked out of class ‘cause you can’t behave.”

And she kept talking, but the spanks hurt, and I was crying too much to really pay attention to her words.

This went on until I heard Ollie say “All right, you can stop spanking with your hand now.... Take the hairbrush and you can reinforce the lesson with that.” There was a pause, and then, “You don’t have to paddle him full force or anything. Just move your arm in a natural way, with moderate strength, and then use your wrist to add some extra sting. Like this.”

She must have demonstrated the movement, but I didn’t see it. Next thing I knew, I felt the hairbrush tap my bottom, and then the spanking resumed. I howled as I felt the sting that the awful hairbrush caused on my poor bottom.

“See how easy it is to make him bawl? You can easily notice the difference between crocodile tears and real crying. With a boy like Benji, you don’t need to exert yourself or spank too hard. Now, spread his legs a little, so you can reach the inside of his crack with the brush.”

When this was done, I heard Chloe giggle and say “Look! I can see his bum hole.”

“The proper name is his ‘anus’, Chloe,” snorted Hannah, “in case you have to talk about it to the doctor or anything.”

The spanks finally stopped then, and while I was still crying I heard Ollie saying “See? Look at his bottom. It’s all red, but not blistered or anything, and he is crying hard. That’s what you should aim for. That way, he will fear your spankings, and take them seriously, but you won’t cause him any harm... Feel his bottom and notice how warm it is.”

I felt Hannah’s hand gently exploring my bottom while I sobbed.

“Can I feel it too?” I heard Chloe say.

“Sure, go ahead,” Ollie answered.

I felt another girlish hand caressing my bottom. Normally I would have been really embarrassed, but when your bottom is burning that tends to shift your priorities a little.

“Can I spank him a little?” Chloe asked.

“No, he has had enough,” Ollie said. “When you are in charge, remember that just because you can spank a boy, it doesn’t mean you should. It’s something you should only do when he needs it, not because you feel like it.”

“OK,” Chloe accepted meekly. “But can I pretend-spank him, just for practice? Without really spanking him, I mean.”

“Well, that’s OK, I guess,” Ollie said, sounding amused. “You can pretend-spank him for trying to cover his peenie earlier.”

“OK,” Chloe accepted.

Chloe made me stand up and then, with me standing naked from the waist down in front of her, she scolded me.

“You are a very naughty boy, trying to cover yourself in front of us,” Chloe said, waving her finger at me sternly. “When we pull down your underpants, you do not get to cover your weenie! Naughty, naughty boy.” She tapped my peenie with her finger for emphasis.

I looked down, feeling confused about whether I was being scolded for real or not, but I felt it was safer to err on the side of caution, so I looked down and said “I’m sorry.” I was still trying to get my sobbing under control, and I didn’t want to risk anything resembling disrespect. I really wanted to cover myself, but under the circumstances I knew this would go down like a lead balloon.

“Good! Don’t do it anymore or I’ll spank you myself, and I’ll make you cry just as hard as you have cried for Hannah,” Chloe insisted.

Boy, that girl was cut from the same cloth as Ollie and Hannah! I pity the boys she’ll babysit in the future, or her future boyfriends.

“All right, enough scolding,” Hannah said. “Let me give him a hug.”

“Wait, I haven’t pretend-spanked him yet!” Chloe said in alarm.

She made me lie over her knees, and then she rubbed my bottom with her small hand while she scolded me some more.

Finally, she raised her hand and gave me some pretend-spanks, not really hard at all, but still a bit stingy on my sore bare bottom.

“All right, you have had enough,” Chloe decided. “Come on! Go get your hug from Hannah.”

She patted my bottom to indicate I could stand up, and I did so eagerly, immediately going into Hannah’s open arms.

She hugged me and cooed in my ear.

“Learn from this, Benji,” she told me. “And remember that, if Ollie is OK with it, I will not hesitate to warm your bottom every time you are naughty.”

“I’m fine with it,” Ollie agreed. “You can spank him whenever you feel he needs it. Just remember that he needs a warm bottom, not a bruised one.”

“I will remember, Ollie, I promise,” Hannah said, still hugging me. “Good boy. Good boy, Benji.”

I sniffled in her arms, feeling much better there than when I was being spanked, and almost forgetting that my red bottom was still on show.

“I often have him do corner time after his spankings,” Ollie said. “Bare bottom, of course. I usually do one minute per year of age, so that’s 13 minutes for Benji. I don’t like to make him do much more than that, because standing in the corner has to be really boring. This is your spanking, though, so you decide.”

“He won’t do corner time this time,” Hannah declared. “He already had to wait more than normal for his spanking.”

I was glad to hear that, and I buried my head into her neck while she patted my back.

After a while she let me go so that I could get hugs from the other two girls too. As she was hugging me, Chloe whispered into my ear, “It was fun pretend-spanking you, Benji. It’s just like playing house where I’m the mom and you’re the little boy.”

Finally, Hannah rubbed my bottom for a little bit to make me feel better, and then she dressed me again. I let out a sigh of relief when she raised my briefs and adjusted them in their proper place, covering me from view at last.

For the rest of the afternoon we played some board games, until it was time for Hannah and Chloe to go home again.

So, anyway, that’s how Hannah got permission to spank me again. I do not want to get spankings, of course. Not even from Hannah. But, in some way, I think it feels right that she has the power, if she decides I need it.

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[Olivia’s note]: I’m pleased with the progress we are making with Benji. He has come a long way since Mom and I adopted him into our family. He is really sweet, and submissive. No toxic masculinity at all in him.

(The End)