Becoming Mr. Jackson's Pussy Boy

Mr. Jackson sure has me hooked on his enormous dick. After another good lay in his storage closet, one of his other cocksuckers threatens me. Mr. Jackson saw to it that the other cocksuckers we’re dealt with, and I learned the secret of how he made it all happen.

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  • 9 Min Read

When the school year started I didn’t think I was gonna make it. The constant ribbing from my colleagues and other school personnel was debilitating. Somehow, the school janitor, Mr. Jackson intervened and by simply giving up my ass to him, he made it all seem like a bad memory.

This man who I’d first seen as a bully has now become my hero. The first time I bent over for him, it felt like bribery, like a sexual assault. The second time, I don’t know exactly how or when it happened, but I ended up cumming and  it not only that, I jerked off three times that very same night!

At first I was offended when Mr. Jackson called me his “pussy boy”. Who wouldn’t be? I thought I was my own man and my own person and hardly anybody’s pussy boy. I was basically celibate and wasn’t having any sex with anyone.

That all changed almost overnight. I had a taste of a monster cock up my butthole, and I don’t care what anyone says, size does matter. I’d never had manmeat so far inside me, stretching me, pounding me out. It was intense and more pleasurable than I’d ever imagined. Heck, by the time my hole was seeded, I was proud when Mr. Jackson called me his pussy boy. I felt like I earned the title, and quite honestly, liked that his cocksuckers would never share it with me. I was special, at least that’s what Mr. Jackson said, and I believed him.

Having come to terms with our new dynamic, I was no longer intimidated by Mr. Jackson. In fact, I revered him, I idolized him, and I worshipped the ground he stood on. Over the course of the next couple of weeks, we were regularly hooking up. I’d blown him more times than I can remember as Mr. Jackson insisted on giving my butthole a rest after breeding it multiple times in a day. There were days that I oozed cum from my used ditch hole where I taught class, and/or times that was burping up cum from the ample feedings I was getting.

Essentially, Mr. Jackson rarely, if ever, paid any attention to his harem of cocksuckers since he was focusing only on me.

I never expected any blowback from anyone considering Mr. Jackson’s influence at the school and had full confidence that he had full control over the entire faculty, even his cocksuckers.

Well, I was wrong about that. One thing I learned is that when a cocksucker gets jealous, and is dick deprived, there’s no telling what he might do to get that dick back in his mouth.

I happened to be grading papers during my off period of classes when there was a knock on my door. I’d recognized him as one of the PhysEd teachers, but had never met him.

“Hey, can I help you?”

“Are you fucking Jackson?”, he asked rather angrily as he marched towards my desk.

“What?”

“Don’t deny it faggot! I saw you sneak into his office twice in the past couple of days. You don’t look the same way coming out as you did coming in!”

“What’s your name?”, I asked.

“I’m Beau, Beau Braun. I’ve been teaching here for four years.”

“Beau, what’s the problem here exactly?”, I asked trying to calm him down.

“The problem is that I’ve been blowing Jackson every week for the past four years and because of you, I don’t get any! You’re getting all the dick and leaving us with none!”

“Us? What does that mean?”

“I think you know what that means! Me and Jackson’s other cocksuckers!”

I was trying not to enjoy this so much, but deep inside, I felt elated that Mr. Jackson cut off his cocksuckers just to be with me more often.

“Let’s say I am fucking Mr. Jackson. I think we both also know that he does what he wants, when he wants, where he wants and decides who to do it with. I don’t control that, and neither do you.”

“I just came here to warn you, bitch! You better start sharing or me and the others are gonna get even. I don’t think you want a bunch of angry gays against you!”

After the threat, Beau stomped out of my classroom leaving me a little shaken.

That afternoon, when class ended, I went to see Mr. Jackson for a last helping of dick before going home. He was a very perceptive man, sensing I was off my game, not giving him the best blowjob, not fulfilling my potential.

“Whats gotten into you pussy boy? This is some shit head I’m getting here!”

“I’m sorry…ummm…I…a…had a visitor today.”

“Oh yeah? Who was it?”

“Ohhh…ummm…aaahhh.”

“Come on pussy boy! Out with it already!”

“Ok, from Beau, it was Beau!”

“What the fuck did he say?”

“That he knew you were fucking me and that I should share you with the other cocksuckers.”

“Is that all?”

“Well…ahhh…ummm…no. He said if I didn’t share your cock with them, then the and the other cocksuckers were gonna get even.”

“Is that so?”

“Yes Sir.”

“You did the right thing by telling me, I guess Beau and the cocksuckers addicted.  I should have seen it coming. Imagine how you’d feel if I just stopped giving you dick cold turkey. You wouldn’t like it, would you pussy boy?”

“No Sir”

“No, of course you wouldn’t. Still, I don’t like that they threatened you. Beau could have come and talked to me directly. How about you get this dick nice and wet so I can load you up and I’ll go deal with Beau and my cocksuckers.”

“Yes Sir”

“I love it when you call me Sir. A pretty college boy like you calling me, a high school drop out Sir

makes my dick so hard.”

I’d really got Mr. Jackson worked up. He hardly let me suck on his massive meat so this time when he bent me over by one of the storage shelving units, it was almost a dry fuck. There was just enough saliva to get the job done. Mr. Jackson’s erection was brick hard and he was balls-deep in no time, leaving me breathless.

Once Mr. Jackson started pounding me out, my little dick got so hard because his cock always seemed to hit me in the right places. Mr. Jackson wrapped my arms behind my back and started slamming deep inside and when I started groaning, Mr. Jackson went harder, his cock alone drilling the seed right out of my balls hands-free.

“I love it when my pussy boy squirts hands-free. So hot!”

Mr. Jackson let go of my arms and gripped my shoulders, once again mounting me, impaling me with all his inches, and his body worked like a locomotive, starting slow and getting faster, harder, deeper, faster, harder, deeper. Then it was his turn to blow. Mr. Jackson’s grip on me tightened, his guttural cry, “I’m cumming! Ohhhhh fuck! Ohhh fuck pussy boy! Ohhh this pussy is miiiinnnneee!”

Mr. Jackson’s entire body shook and collapsed on my back, his cock filling me with his precious milk for the second time that very day.

We’d gotten into a routine that I was cleaning his cock off with my mouth afterwards so that no sperm was left unconsumed.

Mr. Jackson patted the top of my head and called me his good pussy boy before I left him. I never tired of the affirmation. I craved it. I wanted to be his good pussy boy.

That next day, I was eating lunch in the teacher’s lounge and Beau found me.

“Can I talk to you for a minute?”, he asked.

I excused myself and we went into the hallway.

“Sure, I guess. Does Mr. Jackson know you’re here?”

“What do you care?”

“I don’t want any trouble with him or with you.”

“It’s a little too late for that. You already ran your mouth and now Jackson has cut us all off. He said no more dick for any of us because of you. I’m just here as a courtesy warning. You better watch your back faggot. The other cocksuckers know who you are, and they’re pissed!”

“I didn’t mean for this to happen. I’m really sorry.”

“Sorry isn’t gonna cut it, bitch! I don’t know who you think you are. Fresh meat coming here and robbing us of our reliable helping of cock. We had a good thing going until you showed up and ruined it all for us. I wouldn’t be surprised if one of them is out there right now flashing your tires! Honestly, if we weren’t in school grounds, I’d already punched you right in the face, turn you ugly so Jackson wouldn’t even want to look at ya!”

Beau did spit in my face, and walked away in a huff.

I was unsure how to navigate this. I only had a couple of minutes before my next class started, but I ran down to see Mr. Jackson to tell him what had just happened.

“You let me deal with this pussy boy. I’ll take care of it.”

By the end of the day, word had spread that Beau, an English teacher, the theatre teacher, a guidance counselor, a male administrative assistant, and the assistant principal were all to be transferred out of the school immediately. No explanations were provided, but I knew why. Once again, the most powerful man in that school had used his might and while I should have been frightened by his influence, it only turned me on even more.

I guess I’d always been attracted to men in power. Men bigger than me, older than me. Mr. Jackson was truly remarkable in so many ways.

I wanted to show my appreciation and went to look for him.

To my shock and amazement, there was Mr. Sherwood, our high school principal, on his knees, with Mr. Jackson’s cock in his mouth! I’d interrupted something I should never have seen and tried to sneak out the door.

“Pussy boy!”, Mr. Jackson shouted. “Get over here!”

I walked over and closed the door behind me.

Mr. Jackson held the principal’s head down firmly while his cock was still getting orally pleasured.

“Now you see for yourself just what my cocksuckers are willing to do for me so they never get cut off. You didn’t think Sherwood was on my payroll, huh?”

“No Sir!”

“I made him get rid of those faggots or I was gonna cut him off and expose him.”

Just then Mr. Sherwood’s body shuddered and when I looked down, he’d cum all over the floor. Maybe the idea of getting caught turned him on.

“Hehe. This poor fairy does whatever I tell him to do. Don’t you?

“Yeththir”, the principal said with a mouth full of dick.

“This is our little secret pussy boy. You keep this to yourself.”

“Yes Sir!”

“Now, Sherwood has earned my load today. It wasn’t easy getting all those cocksuckers transferred, but I told him I’d give him a reward if he made it happen.   So why don’t you get on out of here so I can finish up and you rest your pussy up for me because I’m gonna get some of that tomorrow.”

“Yessir”, I said.

I walked back to my car, which thankfully had no flat tires, and drove home in shock.

Mr. Sherwood had pictures of his wife and children on his walls and his desk. He talked about going to church every Sunday and reminisced about his high school football days when he quarterbacked. That very sane man now in his late 30’s was a cocksucker! I would never have guessed it in a million years.

I also realized that Mr. Sherwood knows that the janitor is fucking me. We both had something on the other.  I decided that I needed to reassure him I’d never tell. I’d find the right time to do that so he had peace of mind.

As for me, I masturbated my dick raw before bed with fantasies of Mr. Jackson’s enormous cock. My twink body was covered and coated in my ball juice, and at my age, there was a ton of it. I really wanted to bring him home so I could properly ride that horse meat, carefree, without fear of getting caught. Maybe I’d suggest it to Mr. Jackson tomorrow?


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