I don’t have any idea what Mr. Jackson said or did, but overnight things changed dramatically. I was treated like royalty by my fellow colleagues and my students. All of the slander and bullying ended overnight and I didn’t have to worry about who was lurking about to taunt me.
All it took was me bending over for the most powerful person in the school. Not the principal like you would think. It was the janitor who was the high school’s Godfather.
Sure, I had a sore asshole the next day, but that was a small price to pay for the psychological relief I earned by giving Mr. Jackson what he wanted.
I did my best to avoid the man, but I knew that wouldn’t be a long-term strategy. Mr. Jackson did say he had other cocksuckers on his roster so there was a pretty good chance he wouldn’t be wanting my ass again for a while.
I wondered who the other cocksuckers were? There were other male teachers, there were guidance counselors, and other staff. Any time I encountered another male in the course of my day, I tried to suss them out. My gaydar has never been accurate so I wasn’t too successful in this endeavor.
Well, just like in all the mafia movies, debts are collected and the time came to pay mine. A week after all the madness ended so abruptly, Mr. Parker appeared at my classroom door with the smuggest of looks on his face.
“Feeling better fruitcake?”
“Yeah, thank you.”
“I told you, I make things happen around here.”
“Yes you did, Mr. Jackson. Am I allowed to ask how you did it?”
“No, that would be like a magician telling you how he did his trick. You don’t need to worry about that.”
“Ok, Mr. Jackson.”
“You have to admit that coming to teach your classes everyday without any hassle must feel good.”
“Yes, of course it does, Mr. Jackson.
“I’m sure you want me to keep this going for ya, don’t ya?
“Yes, Mr. Jackson.”
“Well, it’s gonna cost ya. Everything in life has a price, don’t you agree, faggot?”
“I guess so”
“So now you know exactly what it takes to make your life much easier around here.”
“I guess so”
“You guess so? Is that all you have to say to me, pussy boy?”
“No, thank you for doing whatever it is that you did. I appreciate it.”
“That’s a little better. A little gratitude goes a long way in my book.”
“Thank you again, Mr. Jackson.”
I tried to look away so I could look busy grading some papers, and hoped Mr. Jackson would go away.
“Hey! We’re not done here fairy boy! It’s time to pay up?”
“Pay up?”
“You didn’t think fucking you only one time was gonna be all it takes to keep things nice for ya for an entire year, did ya?”
“I don’t know, I guess not.”
“So…I collected my debts from my other cocksuckers this week, now it’s your turn.”
I took a big gulp.
“My turn?”
“Don’t act like some dumb bitch. I know you got some brain cells in there being that you’re a teacher in this school. You just not be as stupid as you look. Yes, it’s your turn to pay up pussy boy!”
“When?”
“Today. As soon as your last class is over I’m gonna come back up here and beat that pussy up over your desk.”
“In here? On my desk? Aren’t you afraid of getting caught?”
“Do I look afraid of anything you dumb faggot? You’ll see how things work around here. The staff fear me. I might not have a degree but I sure figured out how to run this school. I do what I want when I want. I don’t give a fuck what anyone thinks.
“Yes Sir, I guess I’m still learning how things work in this school.”
“You’ll see how this works eventually. When I come for you, you don’t ask questions, you just do as I tell you. You keep doing that, your life will be easy. You don’t…well…you probably don’t wanna know.”
“Yes Sir”
“Sir! Hehe. I kinda like the sound of that. Your privileged prissy ass calling me “Sir” is pretty amusing. Now we’re making some inroads. You always show respect to me and I say or do anything I please to you. Not many rules to follow but this is one you’ll learn quick enough. See you later fairy boy.”
As I taught the last three classes of the day, I was clearly distracted. Images of Mr. Jackson fucking me over the chair in his office just the week prior filled my mind and my poor asshole was hurting already. I also remembered Mr. Jackson didn’t have any lube last time and it was up to me to provide it with my mouth. I had no idea if Mr. Jackson would be so kind this time around.
I excused myself from my class for a few minutes while the students did some silent reading and ran down to my car. There was a small tube of hand lotion I kept in my car. Not perfect, but better than no lube at all. At least that’s what I thought.
I watched the clock for the rest of the afternoon, counting down the minutes until Mr. Jackson would be at my door.
I had a moment when I thought about running out of my classroom and speeding out of the parking lot, avoiding Mr. Jackson altogether, but then I thought that would only make things worse than they already are.
No, I had to accept my fate. I had to surrender my pucker to Mr. Jackson. It was the only way to keep things going as they were for me in this new school. There was no point in resisting, and likely, this would be the case for the entire time working there, unless Mr. Jackson retired or I decided to work somewhere else.
I shook my head back to reality when Mr. Jackson rapped at my door to get my attention.
“Were you dreaming about my cock up your ass pussy boy?”
“Huh? No Sir.”
Mr. Jackson peered into the hallway before closing and locking my classroom door. There was a small window in the door, but on the upper floor, there wouldn’t be anyone around to witness my humiliation.
“You might not be dreaming of it now, but you will be soon. All you faggots do. Shit, half of my cocksuckers beg me for my big dick every time I come for a visit. You’re no different from them. You’re probably even more of a homo than they are.”
“Mr. Jackson, what did I do to you? Why are you doing this to me?”
“Because I can. What did you do to me? You exist. Faggots like you were born for exactly this purpose. I’m just fulfilling my right, my place, in the hierarchy of men. This is how it is, how it supposed to be. Instead of asking why, you should be asking how. Look at you, and look at me. I’m a man, there’s no doubt about that. You, you’re a fruit, a fairy, and trust me, there’s no doubt about that either. Hell, for a history teacher you sure have a lot to learn about the realities of life.”
I sat in my chair and contemplated Mr. Jackson’s words.
“I was thinking about owning your ass all day pussy boy. You know that? I don’t give two shits about my other cocksuckers. A mouth is a mouth, but yours is the only ass I’m screwing. You’re special. Stand up and show me that ass I’ve been craving all day.”
“Yes Sir”
I stood up from my desk chair and walked around it. Mr. Jackson was standing in front of me. His index finger made an impatient twirling gesture.
I turned around and now the back of my body was facing him.
“Bend over, hold your ankles.”
Mr. Jackson walked behind me and started to grind himself on my dress pants. I could already feel his hardon pressing against me.
“You feel that, pussy boy. You see how hard my cock is for that ass of yours? I never get that hard for any of my cocksuckers.”
If that was supposed to make me feel any better, it didn’t. If I had it my way, I’d be anywhere else, but that wasn’t my reality.
Mr. Jackson pulled away from me.
“Now show me your sweet ass pussy boy. Pull ‘em down.”
I undid my belt buckle and pulled down my zipper and pushed down my pants down to my ankles.
“Cute tighty whities. Pull ‘em down or I’m gonna tear ‘em right off of you pussy boy.”
Dignity was something I’d no longer have if it were up to Mr. Jackson.
Without further ado, I pushed my Fruit of the Loom’s down to where my pants were and remained upright.
“There she is. The prettiest ass I ever did see. So smooth, firm, round. Just as a faggot’s ass outta be. Now bend over and let me see that pink pussy hole.”
It was true, there wasn’t a hair to be found anywhere near my butt. I was an athletic kid growing up so I did have a firm and muscled ass. I just wasn’t expecting the janitor to be the one admiring it. That was never part of the plan.
I bent over, resuming the position I took earlier. Hands gripping my ankles. I felt so prone and vulnerable like this. Defenseless.
This time when Mr. Jackson approached me, he wasn’t wearing pants. I felt his naked cock dry hump my ass crack.
I remembered I had the tube of lotion in my pants pocket and since I was in a position to reach it, I pulled it out and showed it to Mr. Jackson behind me.
“Well aren’t you the little pussy fag Boy Scout? Always prepared, hehehe. You want me to use some of this?”
“Yes please.”
“You know what? Today’s your lucky day. I’m going to, but only because it will make it better for me, too.”
I heard Mr. Jackson squeeze out the lotion from the tube, but I didn’t expect him to finger my butthole with it.
“You’re so tight, pussy boy. Let’s get this hole opened up for my big dick.”
Mr. Jackson did eventually add a second and then a third finger using lots of the lotion from that little tube. I was glad I had it, and also glad he was not gonna stick it in me without a warm up.
“Time for the real thing pussy boy!”
Mr. Jackson pushed me over my desk, spread my ass in his hands, lined his dick up to my assring and plunged inside. I felt my asslips spread and my sphincter attempt to loosen.
“Ohhhh yeah. Much better with the lotion pussy boy.”
Mr. Jackson was a forceful fucker. As much as I tried, the desk kept inching forward with every hard thrust.
“I’ll keep you still fuck toy!”
Mr. Jackson pulled my hips back with his giant hands, and every one of his nine plus inches was buried inside my love chute, Mr. Jackson held me firmly in place and then the dick down was on. Id spent so much time jerking off to porn where the top was aggressively taking it to his bottom, but never expected it would ever happen to me in real life.
“Fuck! I might have to give up all my cocksuckers to get more of this pussy. This is even better than the first time. Shit, you keep bending over for me, I’ll see to it you’re the king of this fucking school.”
I felt like one of those blow up dolls I’d seen in porn shops. Like a rag doll. I wondered if I’d ever enjoy one of Mr. Jackson’s breedings. He said some of his cocksuckers actually beg him for his cock. Would I be doing that one day soon? It wasn’t how I was feeling at the moment. I was just trying not to move around too much so Mr. Jackson get his rocks off.
“Ohhh fuuck pussy boy. This ass sure is making my dick feel so good. I’m ’bout to load you up, fruitcake. You feel my dick getting ready to pump you full of my babies?”
“Yeesss Sir!”, I managed to grunt.
“Yeah, that’s right. I’m gonna plant my man seed right up your sissy ass. Fuck, this is some Grade A ass right here!”
I tried to help things along by squeezing down over Mr. Jackson’s dick, thinking that if I was able to milk it, Mr. Jackson would finish his business already. Well, that and it would feel better for me, too.
“That’s it pussy boy, show me how much you want my big dick. You like it when I call you pussy boy?”
“No Sir”
“I don’t give a fuck whether you like it or not. That’s what you are, my pussy boy. Whose pussy is this?”
“Yours Sir”
“Damn right it is. From now on this pussy hole is mine and mine only. You got that?”
“Yes Sir”
Mr. Jackson seemed to be getting off on claiming my ass as his. His entire body slammed into me, his big dick impaled me time and time again. I was panting and my hands gripped each side of the desk with white knuckles.
“Oh shit! I’m ’bout to cum right in this pussy! Fuck! My fuckin’ pussy! Ohhhh fuck yeah! Fuckin’ loading you up pussy boy! Grrrr! Grrrrrrr! Ohhhhhh fuuuuccckkk!”
I felt Mr. Jackson’s hard cock injecting me with his seed. His cock twitched inside my asshole, seven or eight times. A gush of his semen drained right down my taint as soon as he pulled out. Mr. Jackson used his still hard shaft to scoop it right up and put it right back in my ass, pushing deep, determined that every drop of his seed was unspilled and buried inside me.
“There you go pussy boy.”, Mr . Jackson said as he pulled out.
“Hope you enjoyed that as much as I did. Don’t fret, I’ll be back to get more of my pussy real soon!”
Mr. Jackson smacked my ass as he zipped up and left me there, sprawled out on my desk.
When I finally stood upright I was surprised to see a trail of my own cum dripping down the desk. I didn’t want to admit it, but Mr. Jackson’s huge cock made me cum. Of course I’d never tell him that, but the proof was right in front of me.
I imagined having to explain to the class why there were dried lines of cum on my desk so I quickly came out of a post-fuck daze and grabbed some paper towels hoping I’d cleaned off all of the evidence.
I went home so confused. I shouldn’t have liked being fucked over my desk so much. I shouldn’t even like Mr. Jackson, but after having been fucked twice by him, and cumming the second time, I was unsure how to reconcile all of this. I wished I could talk to one of Mr. Jackson’s regular cocksuckers. Someone who could relate to my predicament, but that was impossible right at that moment.
That night, as I laid alone in my bed, in my underwear, my asshole still sore and full of cum, I closed my eyes and I couldn’t fall asleep. I was getting so hard. I couldn’t understand why I was obsessed with Mr. Jackson…well not the man himself, but with his huge dick.
My hand crept closer to my butthole. I felt an urge to pull my briefs off, and I wet two of my fingers and inserted them inside me. My hole was still moist from Mr. Jackson’s use.
My small dick was never so hard in all my life. Then, when I replayed in my head how Mr. Jackson pounded me out, the moment I’d splattered my desk with my jizz came back to me! I tugged on my dick a few times from the memory and a fresh batch of spooge coated my chest. My entire body shook and I was heaving and out of breath.
After my mind cleared from the excitement, I had many unanswered questions about why I was so turned on by being taken advantage of by this mean bully, Mr. Jackson. It must be a common thing for Mr. Jackson that his boys learned to look forward to, and even love, to suck his dick meat. A man like Mr. Jackson must sense us vulnerable faggots like a shark in water.
And…it is almost pathetic that when Mr. Jackson said my ass was special and that he should give up his other cocksuckers to get more of my ass, I was proud. I was feeling good about myself that Mr. Jackson said that about me.
Why was my dick still so fucking hard again? I’d already shot two nuts that day, now my unrestrained cock was trying for a third?
I knew if I didn’t relieve myself, I’d never fall asleep. Once again, I closed my eyes and images of Mr. Jackson filled my head. This time I imagined myself naked and in my back, begging Mr. Jackson to fuck me, pleading with him to batter my butthole with his one-eyed monster. I was actually yelling, “oh yes! Fuck me, Mr. Jackson!”, and I coated my chest with a fresh round of hot seed. My balls were so high and tight, every drop of cum I had left was now all over me!
I reached for my briefs and used them to wipe off the mess before falling asleep.
The next day at school, I was actively looking for Mr. Jackson. I needed to see him. It didn’t take long, but Mr. Jackson had me exactly as he wanted me…desperate for more of his dick. I had become his pussy boy and I was ready to tell him.
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