Story #2of16: 

Author’s notes: I loved the “Principal and Mom” role-play upon which story #1 was based. I was constantly hard in the days that followed, which I told my wife. So she suggested that I double down on that idea in creating the next role-play, since I had enjoyed it so much. As with the first story, the actual spankings depicted herein are what actually happened, with my wife playing the parts of both the Principal and the Mom. The story background is filled in from my imagination to make it have a more robust storyline. 

Ginger had come to me by herself at the end of school the day I got spanked and asked me how hard it had been. When I explained to her that I got double what she had gotten the day before, she visibly shuddered. That was enough for her to give in. “Okay, that’s it for me. I’m not going to violate the new dress code anymore,” she said. “I know you guys really like staring at my sexy ass, but you’re just going to have to make do with ogling me in my tight full-length jeans. I can’t take another paddling like that.”

She was absent-mindedly rubbing her own bottom as she remembered being over the principal’s knee. Her beautiful behind was no doubt still sore since it had only been one day. Then she reached over and rubbed my sore bottom for a moment, saying, “But I really appreciate you trying to stand up for the other girls and me. Maybe you and I should get together sometime.” 

My cock sprang to attention. I interpreted her words as permission for me to reach out and rub her ass, too. My God, it was fabulous. “That would be fantastic!” I responded, my attempt at playing it cool completely failing to hide my enthusiasm. 

A week later, a Friday came up on which the principal was supposed to be gone all day for an offsite meeting. I reasoned that no one else at school knew about the long, hard spanking and paddling I had gotten for wearing the short shorts, so I decided to do it again. Mostly because it made me feel sexy, especially in light of how it reminded me of the spanking I had gotten and enjoyed so much. But also because I wanted to remind Ginger that she and I should get together soon. I further reasoned that when I would leave for school each day and then get back home, nobody else was ever at my house, so I could easily get away with this both at school and at home. 

Only one problem, which I did not consider: my grand plan didn’t account for the possibility of the principal’s meeting getting canceled. 

The next day I was walking around school in the tiny little white short shorts. I felt really sexy and the center of attention. Ginger saw me at one point between classes and smiled, pointing at my shorts from across the hall and mouthing “Nice!” to me. As much as I wanted to go talk to her, I had to go the opposite direction to get to class. As I rounded the next corner, there stood the principal.

I froze in disbelief. “Oh no,” I thought. “I got the spanking of my life for this last week. 600 licks, essentially all on my bare bottom. And this time it will be worse! And I will get spanked at home again, too!” My mind raced in a panic, not yet consciously considering the contradicting growing excitement that I also felt. 

The principal immediately started scolding me for wearing the shorts again. I could tell that she had already decided that I clearly didn’t get spanked hard enough before, and another visit to her office was needed, harder this time. “You thought I wouldn’t be here today,” she said, quickly and accurately assessing the situation. 

I protested, “Well, you weren’t supposed to be!” as if that justified my naughty behavior.

She grabbed my arm and started to pull me toward her office. She didn’t even bother to say that I was about to get spanked again. It was obvious. It was probably in my mind, but I would have sworn that the shorts started to ride up higher, exposing my bottom for the spanking I was about to get. 

She sat down like before. I protested about getting spanked again. I told her that I had gotten spanked at home the next morning after the spanking last week, hoping that would earn me some reprieve. She said that was none of her concern and was not her business. She motioned for me to bend over her knee to get spanked. I continued to protest, which I am sure got me extra licks. Seeing that I had no hope of getting out of it, I reluctantly pulled the shorts up high and showed her my bottom to make sure the shorts were exposing enough of my buns. Then I bent over her knee to get a spanking, again. 

She spanked my bottom with her hand, good and hard, scolding me the whole time. Like before, I felt my buns jiggle with every lick. She made me get up and get the long school paddle with holes from the drawer, and told me to pull down everything – she was going to paddle my bare bottom over her knee again. I did my best to keep my bottom lifted high to get punished again. These licks were somehow even harder than the spanking from the week before. It was like she had been working out just so that she could spank me harder.

After about a hundred super hard licks, she guided me to stand up. My cock was raging hard in her face as I rubbed my bottom, but she ignored it. She told me that she was calling home to make sure I would get spanked again at home. She was all business this time, not giving me an opportunity for any enjoyment like she had the week before. I stood there while she called Mom and told her what had happened. She was sending me home right away. I gathered that Mom told her that she would leave work early to meet me there. 

When I got home, I tried to tell Mom what had happened at school, hoping that I could weasel out of getting spanked and paddled yet again. But she wasn’t hearing it. I tried to say that the principal had spanked me really hard, even lied by saying that I had gotten 200 licks. Even as I said that, I realized that Mom would know that was a lie because the principal had told her the exact details of the spanking I had gotten from her.

“That’s a lie,” Mom said. ‘You were standing there when I was on the phone with the principal. You are getting extra licks for lying.” So I got another bare-bottom paddling, bent over the back of the couch, extra hard, again 100 licks. Then a bare-bottom hand spanking on the bed, also 100 licks. During the hand spanking, I couldn’t take it anymore – I came in a massive explosion. Then I got paddled really hard for that – 200 more licks with the paddle. It seemed like she was expecting me to cum, and waited for it so that she could punish me with really hard licks like the principal had done the previous week. I think they are coordinating with each other to make sure I got punished like I deserved.

Overall, I got about the same number of licks this time, but a higher portion was bare bottom this time, and a much higher portion was with a paddle. My bottom was completely on fire.

I learned a lesson this time: Being naughty results in a long, hard spanking, several times, at school and at home. So I have to be more careful to not get caught.