Caught Cheating

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This work is intended for ADULTS ONLY. It may contain 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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Jared and I stood in the empty classroom across the hall from our math class for the past 30 minutes, knowing that we were in trouble. After all, we were caught cheating on our math exam. No, I am not that kind of student. I don’t often cheat; I don’t need too. Neither does Jared. But it turns out, we both studied for the wrong material the night before and were caught in a panic. Jared and I weren’t the best of friends, but we shared several classes together which resulted in us studying together often.

It was our junior year in high school, the important year for getting into colleges. We were both 17 years old; the age where getting into a good college was worth more then owning up to the fact that we weren’t prepared for the exam. 35 minutes had now passed. I felt like Mrs. Shelby was intentionally making us wait. Jared was a bit taller then me. He was like the tall and pencil thin kind of kids with curly blond hair and always had a smile on his face.

The door opened. Mrs. Shelby stood at the door, staring both of us down. We knew we were in for it. I could feel the heat from her eyes on me. I didn’t like that feeling. We were both nervous, but I showed it more than Jared. After a few minutes of staring, she reached into the hall and carried to plastic crates into the classroom, placing them on a desk in the front of the classroom, near the chalk board.

“Boys, you both are in serious trouble. I hope you understand the gravity of the situation.” She said placing the crates firmly on the desk.

“Yes mam” Jared and I responded in unison.

“Unfortunately, there is only one punishment for cheaters” She said trying to hide the smile from her face, but we could tell she was enjoying every minute.

“What?” I asked, ignorant to what happened if you were caught cheating.

“You will both undress, put your clothes in these crates and when I get back, you will each get a few strokes with the paddle.”

“You can’t be serious” I replied instinctively.

She glared at me. Jared looked at me.

“Dude, shut up” He whispered.

“I will pretend like I didn’t hear that” She replied. “I will be back in a 5 minutes. I will expect you two to be ready”

Mrs. Shelby left the classroom, closing the door behind her. I looked at Jared who was already unbuttoning his shirt. I couldn’t believe this was happening. I had never been spanked before, or had to strip before.

“She’s serious?” I asked Jared

“Yeah dude.” he replied

“How far do we have to strip?” I asked Jared

“Everything off” he said, almost blushing, but not quite.

“Underwear too” I said, really not believing this was happening.

“Yup” He said.

At this point, Jared had reached placed his shirt in one of the crates. I slowly followed beginning to strip. The sinking feeling in the pit of my stomach was unbearable. I began to take of my shirt. I couldn’t believe I wasn’t putting up a fight. I probably would have if Jared wasn’t so quick to obey. After a few seconds Jared and I were both down to our briefs. And soon, our briefs were off, and we stood there next to each other, naked. Our hands covering our junk.

“She’s going to want our hands our our heads” Jared said looking at me.

“Why does she need to see our dicks to spank us?” I asked thinking it was a logical question.

Jared just smiled, removed his hands from his balls and placed them behind his head. Out of instinct I peaked down. I was even more nervous seeing the size of his flaccid penis. It was clearly bigger than mine. He also manscaped recently as it was baby smooth down there.

“You like what you see?” he said giving me a hard time for staring. I didn’t respond but looked back up, thinking he was mad, but he smiled.

“Your turn” he said

I stood there, frozen, not wanting to reveal. My legs were shaking; my stomach was in pain. I was so ashamed of my size and new Jared was going to tease me a bit. I could feel my penis in my hands shrink from the nerves and being cold. It felt like it was the size of my thumb, where was Jared’s was the length of his hand. I looked back at Jared.

“Something to hide?” He said, jokingly. HIs eye brows raised as if to add extra pressure. He could clearly tell it was making me uncomfortable. I knew I had to man up. I took a deep breath, and stared up at the ceiling as i removed my hands and put them being my head. Peaking out of the corner of my eyes to see his reaction.

Jared’s eyes gazed down quickly and then back at me. We locked eyes. I could see he was trying hard to hold back the laughter.

“Damn dude, thats small”. He said.

I didn’t know what to say.

“Bet your glad this isn’t in front of the class. You’d get teased hard” He added.

“You going to tease me?” I asked.

He chuckled a bit “Hell yeah dude. But it will just be between us”.

I didn’t know weather to be happy with that response or not.

“Think Mrs. Shelby will care?” I asked.

“Nah dude. You just might not get toyed around with.” He said.

“What do you mean?” I replied

“ Rumor has it that when she puts guys over the knee to get spanked, she’ll sometimes play around with their dick and give a less harsh spanking. Though with your penis size you may be in for a good whipping” he said, enjoying the look of shock on my face.

With that Mrs. Shelby barged in the door, paddle in hand, still stern. Our eyes met, and I knew she was pissed off. My hands instinctively went back to my balls, not even thinking that it was going to make me a target. She pointed at me.

“Why don’t we start with you?” she said, with a devilish smile.

She sent Jared into the corner to wait and pulled me into the middle of the room. I felt so exposed. Her eyes like microscopes examining every inch of me. She walked behind me, and I instantly starting shaking. Partly from being cold, partly from being nervous. Her warm hand pinched by right butt cheek. I then felt her reach around with both arms , grabbing my hands and pulling them being my back, as if she were a police office putting handcuffs on a suspect. She leaned in close to my ear and whispered. “Keep them there. Do you understand?”

I nodded by head. She walked back around in front of me, stopped and stared into my eyes. I felt so exposed. She looked me up and down and I hated it. I felt my penis begin to erect. My cheeks beginning to glow red. Our eyes met and she returned a sinister smile knowing full well what was happening below. She turned me around and had me bend over grabbing my ankles.

I felt her hand reach between my legs as I was bent over, her hand holding my erect penis. With her other hand she began the paddling. Whoosh. I jumped in pain. Sweat beginning to poor. Whoosh. The paddle came down a second time as I let out a subtle cry. A short pause. Her second hand began teasing my dick slightly. I hated it. I hated both. The pain sucked of course, but I hated that my teacher had full control of me and my body. She then let go of my penis and grabbed my balls. Slightly squeezing them, followed by a tug. She was literally pulling me back to her by my balls.

She continued with the paddle with 5 solid whacks. I felt the burning sensation in my butt. After admiring her work I’m sure, she let go of my balls and walked back over to my desk. It sounded like she dropped the paddle and picked up something else before returning. She told me to stand up and turn around again which i obliged. This time putting my hands behind my head. My penis sticking straight up. She grabbed my dick and with her other hand brought a ruler up to it. I couldn’t believe it. I stood frozen in shock. She was actually measuring my dick. I tried to pull back from the ruler. She gave a light whack to my scrotum with my the ruler and then resumed. I didn’t know what to do. I watched her place the ruler right next to my dick again.

Four and a half inches. She raised her eyebrows. I stood there frozen, not only did my teacher see me naked, she need exactly how long by penis was. She turned to her desk, bent over, and began writing on a piece of paper. I watched as she wrote my name at the top of the paper followed by “Punishment - 5 minute paddling. Penis length 4.5 inches”. My jaw dropped. There was actually going to be a written record. She brought me to the corner and pulled Jared.

I only heard the sound of the paddle against Jared. On occasion I took peaks back to watch. I felt even more sorry for him. I only caught a few glimpse but from the looks of it she was really toying around with his dick. I couldn’t look for too long, but from what I could tell, she was really teasing him. His punishment seemed to go longer then mine, even though the paddling seemed less severe.

Once she was done with Jared she yelled “Boys you can get dressed now. I hope you learned your lesson”. I turned back over and walked back to Jared next to the create of clothes and began to get dressed. Jared who was still erect had to tuck his dick into the waistband of his briefs. I looked at him.

“Did you get measured?” I asked, curious.

“Yep” he said smiling and continued “I saw she wrote down four and a half inches for you”

“So. What was yours?” I replied

He just smiled “seven inches”. I knew he was going to tease me forever about this and though it was a very humiliating punishment, it did bring Jared and I closer together.

(End of File)