Sweet Punishment

“This is to show you that every action has a consequence Brandon. I wish you could see that.”

The headmaster always gave me the same lecture before he disciplined me. He’d ask me what I did, why I did it, and what actions I could do to make sure I don’t find myself back in the same situation. Sadly, his words never scared me or encouraged me to correct my naughty ways. If anything, I purposely got myself into fights with the other boys I went to school with or talked back to one of my professors. I wasn’t scared of him.

“Yes sir. I promise that this time will be different. You won’t have to see my face again this term.”

Of course I didn’t mean it, but I wanted to get to the good part. From since I was around ten years old, I knew that I wasn’t a normal boy so to speak. I’d watch other boys in gym class and think about certain lads touching me on my private areas. I’d always get all tingly when my best friend Jason stayed for sleepovers. Now I’ve come to terms with the fact that I am in fact gay.

“I know that this will be the last time this will happen Brandon. You don’t seem to be benefiting from regular corporal punishment.”

“I don’t know what you mean sir,” I said with a confused look. Usually he’d agree with my plea and get on with making me count the times he strikes me on my behind. The thought of that made my cock twitch.

The headmaster raised his eyebrow and stared at me with his dark blue eyes, “You and I both know that you aren’t the same as the other young men that attend Rochester Academy.” He stood up from his desk which allowed me to see that he was quite aroused.

I personally was stunned. He had a picture of a beautiful woman on his desk which I assumed was his wife. I was now quite confused about this situation. Sure I’ve thought about Mr. Richards in my dreams a few times, but they were just dreams.

Mr. Richards came from around his desk at a slow pace to stand beside my chair which I was seated. He rubbed my shoulder as he gazed down at me, “Brandon, you don’t cry when I hit you. Nor do you try to be good. No matter how hard a strike you, you keep coming back. Tell me why you always come back to me, Brandon.”

I was staring between my thighs, trying not to moan at the closeness of his body, or the fact that if I turned my head in his direction, I’d be facing his hard on, “Sir, I can’t help myself. I know I should be good. But I like the punishment. I like to be disciplined.”
I looked up to see his reaction.

He swallowed hard. “I like to punish you Brandon. I’m glad you like it. But I still have to punish you for your misbehavior. Stand up.”

I did as he asked. I knew that he could see my arousal now, but I didn’t care. The headmaster grasped my hardness through my pants and rubbed it a few times before he let go, “I’m going to give you a different punishment Brandon.” With that said he undid my pants and pulled them down along with my boxers. My cock sprung out and the headmaster smiled as he got onto his knees before me.

He grasped me and sucked on the head, making me moan aloud. This was unbelievable. This was even better than my dreams! I took my hand and bobbed his head on my cock, making him suck me further into his mouth. I could hear him slurping and smacking on my prick as I raked my other hand through his dark brown hair. After a couple of minutes, I let him get up. I didn’t want to cum just yet.

“I’ve wanted to do that to you for a very long time Brandon. But as I said, this is your punishment.” He pushed me back down into the chair I was sitting in previously and undid his pants while he spoke, “I’m going to fuck your mouth Brandon. I want you to take it all.” He had to be around eight or nine inches and reasonably thick. He grabbed the back of my neck with one hand and rubbed his cock against my lips with the other. I opened up and he immediately thrusted three quarters of his length in my mouth. I wasn’t an amateur at sucking cock if I do say so myself. I’ve sucked off many boys at school and even let a few of them fuck me.

I swirled my tongue around the head a few times before I let him enter my throat. I heard him grunt and I swallowed him whole. He then started to fuck my face with long hard strokes. He’d shove my face all the way down to the hilt at keep it there until I was sure that I’d pass out. Then he’d pull me off. I could tell he liked it, so I was content nevertheless.

After a couple of minutes he stopped and pulled me off, letting my mouth receive a well needed break. I took deep breaths and when I finally calmed down enough to speak I asked him who the picture of the lady was. He pulled me up from the chair and turned me to lean over his desk, “It’s my sister Brandon. Why do you ask?” He slipped a hand down and grabbed my ass cheek.

“I thought that she was your wife sir. I couldn’t comprehend why you were doing this if you were married.” I finally relaxed because I knew that he wasn’t taken. It’s not as if anything between him and I would happen other than this perhaps, but the fact that I was something other than a 2nd hole to fuck was very pleasing.

Mr. Richards sucked 2 of his fingers into his mouth to get them wet then rubbed my asshole, “No Brandon, I’m not married. I’m gay not straight.” He then rubbed his cock over my moist hole, even through it was still wet from the face fucking he gave me. I moaned my appreciation; both for his words and what he was doing to my body.

He finally pushed hard against my ass and grunted when his balls hit against me. He then started a good rhythm in which he’d push deep into me and squeeze my ass cheeks together to make it tighter for him.

“Brandon,” he said through grunts, “this is your punishment. This is for not listening to my words of advise earlier.”

I was moaning like crazy. He was hitting all the right spots and doing it so well. He was better than any of had before. The strong muscled man was going to make me cum soon at this rate! I grunted and groaned a few times then finally said, “I want you to make me listen sir. I want you to punish me until I get it right!”

His hand came down hand against my ass. It was firm and warm and it made a red print against my smooth white ass. This was better than the paddle any day. Mr. Richards pumped faster and continued to spank me.

“You better listen,” He said through a moan, “You come in here and tease me and expect to leave satisfied, while I jack off later! I’m going to fuck your ass till I cum and I don’t care what you say.”

I could feel my balls tingling; I was so close to release. By the sounds Mr. Richards was making I knew he was close too. I purposely pushed back on his dick as hard as I could and clenched my ass expertly, which made him in return moan loudly.

“Yes Brandon! I think you’re going to learn your lesson! Uh! UHHHH! Fuck yeah!”

I felt spurt after spurt enter my tight ass and I was loving it. I myself came only after he thrusted really hard in my ass and stayed there. I came all over the edge of his desk and a couple of papers that were in the way.

It took a couple of minutes for us to compose ourselves and for his cock to shrink. We then got dressed and fixed up in complete silence as if this was something totally natural. When he finished he looked at me with that look of authority, “I hope this has been a beneficial punishment Brandon. I hope we won’t have to meet again for a long while.”

I turned and left the room with the thoughts of what had just happened dancing through my head. I had a great day that day.

However, I was very bad the following week. I had to be punished.

THE END

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