When I showered and shaved in the morning, I also made sure I douched. I woke up craving Mr. Jackson’s fuck stick and I was gonna be sure to get it. After all, Mr. Jackson did say he was gonna fuck me today, and I was gonna let him do it, too.
Still, it did feel somewhat unsettling that the high school principal knew about me. I’ll never forget what I saw. Not a bad looking man. Mr. Sherwood is well over six feet tall, being a former quarterback, he is a big guy, dark black hair, blue eyes, Tom Selleck mustache. He looks like the most straight-laced man I ever met. Married, churchgoing…and a cocksucker! He had no trouble throating Mr. Jackson’s nine inch meat.
I wore pants that showed off my perky twink ass and a tight button down dress shirt without an undershirt to accentuate my tight chest and toned arms and drove off to school.
Us teachers seem to form habits during the year. One of them is where we park our cars. I’d found my space each morning in the faculty parking lot. Other than Mr. Sherwood, the only other reserved spot was for Mr. Jackson, understandable knowing what I now know about him now.
Anyway, it was a little awkward seeing Mr. Sherwood standing nearby my parking spot that next morning, it appeared he was waiting for me.
After I locked my car, he walked towards me.
“Good morning, son. Can I talk to you for a minute?”
“Son”, I thought was rather strange. I’m 25, he’s gotta be 38 or 39, but given our age difference, he’s a foot taller than me, much hairier than me, I can see why he might call me that.
“Yes Sir, Mr. Sherwood.”
We walked over to some nearby trees away from the school so nobody would spot us together.
“I just thought we should talk about what you saw yesterday.”
“Mr. Sherwood, you don’t have anything to worry about. As far as I’m concerned, I saw nothing.”
“No, no, you did, and while I appreciate your discretion, I wanted to explain it to you.”
“Mr. Sherwood, it’s not necessary. Look, it’s not like you don’t know that I’m fooling around with Mr. Jackson, too.
“I just want to come clean, ok. I come from a very religious family. My parents pushed me to have a girlfriend as soon as my voice changed. I got her pregnant when I was 18. Of course we had to get married, and it all just happened so fast. I always thought I might be bisexual. I’d check the guys out in the locker room, but never acted on my impulses. That all changed when I caught my assistant principal sucking Jackson’s cock in his office, and instead of reporting it, I decided I wanted to try it, too. The next day I pulled Jackson into my office and told him what I saw, and what I wanted to do. Next thing I know, I’m on my knees sucking another man’s cock for the first time in my life. Jackson has leverage on me know. He threatens me all the time that unless I do what he says, he’s going to expose me. Can you imagine what that would do to my family? The scandal would be horrific. So, now I get some dick from time to time and he keeps his mouth shut.”
“Mr. Sherwood, that sounds terrible. I’m sorry you’re in this situation.”
“Well, I guess I might as well tell you. Part of the reason I hired you is I find you very attractive. You have an amazing ass. Just as much as I always wanted to try sucking on a man’s cock, I’ve always wanted to try fucking an ass, too. My religious wife would disown me if I even mentioned anything about fucking her ass. I bet yours is amazing.”
“Are you saying you want to top me, Mr. Sherwood?”
“Yes, but only if you want me to. There really is no pressure. It’s just, given what you know, and what I know, I thought maybe that might be something you would consider.”
“Well, Mr. Sherwood, you are an attractive man. I would do it, but of course I’d want Mr. Jackson to be ok with it. You see, I’m his pussy boy, and I don’t know if he’d be ok sharing me with you or anyone else. I will definitely ask him, though.”
“Just don’t tell him it’s me that wants to fuck you. I think he’d be mad if he knew we even had this conversation.”
“Mr. Sherwood, I won’t. I’m going to be late for class so we better get going.”
Three classes in a row of American History and my head was not in the game. I couldn’t wait to find Mr. Jackson and drop my pants for him. My pussy was hungry and I needed to give it something…something substantial.
As soon as the class bell rang and the students filed out of my classroom, I zipped down the stairs and towards Mr. Jackson’s office.
“Hey pussy boy”, he said.
“Hello Mr. Jackson. Are you ready for me?”
“Whoa, someone is eager today. What’s gotten into you?”
“it’s just that I’ve been thinking about this all morning, Mr. Jackson. I really need it.”
“You do, do you? Close and lock the door behind you and show me how much you need it.”
I was excited to do so.
I knelt right by Mr. Jackson’s chair as he clasped his hands behind his head and let me fish his snake out of his uniform. I was overjoyed to see Mr. Jackson’s giant penis was already fully erect. I gobbled on his knob immediately and set out to prove just how eager I was for him.
“Easy pussy boy. You’re gonna make me cum if you keep that up.”
I reluctantly pulled my face away from the object of my affection.
“Mr. Jackson, Sir.”
“Yes, my pussy boy, what is it?
“Can I please sit on it?”
“Yes, of course, but I can’t have you staining my uniform with any of your dick juice. You better not cum.”
“No Sir, I promise. I won’t.”
“Then get it good and wet first and then knock yourself out.”
I did. I spilled as much throat slime as I could directly over Mr. Jackson’s boner and spread it around. Then I pulled off my pants. I faced Mr. Jackson as I slowly mounted his masterpiece. I brought my full weight down on it feeling my hole spread with every swallowed inch.
“Ohhh, Mr. Jackson, you’re so big. I love the way you feel inside me.”
Mr. Jackson’s hands held my torso as I masterfully rode his fuckstick, using my pussy to tighten the tension from tip to base. Up and down I went. My tiny hard dicklet flopped up and down against my pelvis and I swear I had to resist the temptation of rubbing one out, that would have made Mr. Jackson very upset and I didn’t want to break my promise.
Mr. Jackson gripped my hips and held me up and bucked his hips upward, jabbing his cock deep inside me.
“Ohhhh Mr. Jackson. Ohhhh yes! Fuck your pussy boy! I wanna feel you cum inside me, Mr. Jackson!”
“Fuck yeah! You’re my pussy boy! I’m gonna give you a big load! Ohhh fuck! Take it pussy boy! That’s it take my load! Ohhhhh fuuuccckkk!”
I pushed myself back down on Mr. Jackson’s pulsating cock, milking out every single drop of man semen I could get.
When I finally dismounted from Mt. Jackson’s flag pole, it had become more flaccid and looked spent.
“Oh Thank you, Mr. Jackson, Sir, I really enjoyed that.”
My dicklet was still hard and pearls of my boy juice were evident, but I had to get back to class. I stuffed it back into my bikini briefs and pulled up my pants.
“That was hot pussy boy. Seeing you in heat like that makes my dick brick hard. I love fucking your twink pussy hole. That’s my pussy hole, right? You’ve never let anyone else use it?”
“Mr. Jackson, Sir, no.”, I must have hesitated just a moment too long.
“What is it pussy boy?”
“Mr. Jackson, Sir, ummm…ahhh, well…someone just asked me this morning to top me and I said I needed to ask you first.”
“Oh yeah? Who? Someone from this school?”
“I promised not to yell, but yes, someone from this school.”
“Fine, I won’t make you break your promise, but I have ways of finding things out. Oh, and the answer is no. You’re my pussy boy. Nobody else’s. Is that clear?”
“Yes Mr. Jackson, Sir.”
“I still get a kick out of you calling me Sir. I swear pussy boy, you push all my buttons. I’d fuck you all night if I could.”
“Mr. Jackson, Sir. Can I ask you a question?”
“Sure, what is it my boy?”
“Would you ever consider spending the night with me? It gets lonely in my bed and I would enjoy the company.”
“No, “let’s be honest. It’s not that you would enjoy my company, it’s that you would enjoy my cock pussy boy, and that’s ok. I would do it, yes.”
“Oh Mr. Jackson, Sir, I’m so happy I could kiss you. Are you free tonight?”
“No kissing pussy boy, at least not here. Yeah, I’ll be happy to breed your ass from dusk to dawn if you think your pussy can take it.”
“I know it can, Mr. Jackson, Sir.”
Mr. Jackson had me write down my address and said he’d be coming by at 7pm that night.
I swished back to class with a butt full of jizz and was happy as a school girl. Even my students noticed I was in a much better mood than usual. Knowing part of Mr. Jackson was swimming inside me made me joyful.
You bet I went home and prepared for a full night of fucking.
At exactly 7pm, there was a knock on my door, and I couldn’t believe the one and only Godfather, himself was at my door!
“Hi Mr. Jackson! Come on in. Can I get you something to drink?”
“You have any beer in here pussy boy?”
“Yeah, I got some Corona in the fridge.”
“Yeah, I figured you’d have fairy beer. You got anything with more bite?”
“Like liquor?”
“Yeah, any bourbon?”
“I have gin and tonic.”
“Yeah ok, I’ll take that.”
I poured the cocktail for Mr. Jackson and he sat at my kitchen counter.”
“I know who wants to fuck you pussy boy.”
“You do?”
“I told you I’d find out. I have eyes and ears…and cameras…all over my school. Nothing slips by me.”
I was always in awe of Mr. Jackson’s power, but the way he spoke made me shake in my shoes.
“No, Mr. Jackson, Sir. Nothing slips by you.”
“So Sherwood wants some of my pussy. How do you think that makes me feel, boy?”
“I don’t know, Mr. Jackson, Sir.”
“It makes me pissed pussy boy! Who the fuck does he think he is messin’ around with MY pussy! Sherwood better watch what he does or I’m gonna report him to the school board. I gotta ‘nuff dirt on him to send that fucker to the slammer. Now you promise me you’re stayin’ far away from Sherwood, pussy boy!”
“Yes, Mr. Jackson, Sir. I promise. I’m your pussy boy.”
“Prove it.”
“Would you like to go to my bedroom, Mr. Jackson?”
“Not yet. I think first I wanna fuck you right here over the sofa. Let me get a good look at my pussy.”
I don’t know what got into me, but I practically gave Mr. Jackson a lap dance. I could tell I had him all boned up under his jeans. I was twerking my naked ass right in his face.
Mr. Jackson grabbed me by the hips and shoved his face between my ass cheeks and shoved his tongue in my rear.
“Ohhh, Mr. Jackson, that feels so good!”
Mr. Jackson swatted my ass a couple of times and his rough whiskers scraped against my smooth butt.
Mr. Jackson pushed me over the sofa and spit on his hand. He had already pulled his jeans down below his hips, and claimed my pussy as his.
“Oh yeah, I love fucking this pussy! Oh fuck!”, he said with his full erection deep in my pussy.
Mr. Jackson gave me all nine inches, plunging in so deep.
Holding me down, Mr. Jackson started fucking me like he was drilling for oil. Swatting my ass harder and harder as he powered inside me. I was panting and my eyes rolled behind my head.
I started losing my mind when Mr. Jackson’s curved cock hooked just right, rubbing my p-spot over and over, causing me to spray so much cum all over my black leather sofa.
Mr. Jackson just kept going, grunting and growling, laying that pipe like a porn star. Mr. Jackson’s hands moved to my shoulders and pushed me back on him as his cock pushed up and in, and then Mr. Jackson exploded like a bomb. I felt him seed me. It was so warm and so gushy. A half dozen or so of strong intense pulses, his cock firing off like a machine gun deep in my guts.
When Mr. Jackson pulled out, a little gusher of his babies escaped from my gaped out cunt hole.
I spun around to see Mr. Jackson’s slimy cock, coated with his own man juice. I didn’t ask permission, I went down on it.
“Mmmmm mmmmmm mmmmm”, I moaned over it, savoring every salty drop of seed I could get.
“Oh thank you, Mr. Jackson. That was incredible!”
We’d been fucking now for over a month and I didn’t even know Mr. Jackson’s first name.
After polishing off his cock, I worked up the nerve to ask him.
“Mr. Jackson, Sir. Can I ask you a question?”
“Sure pussy boy, what’s up?”, he said with a second gin and tonic in his hand.
“I don’t even know your first name, Sir. I was just wondering if I…ummm…I…should….”
“Call me by my first name?”
“Yes, Mr. Jackson, Sir.
“Nah, that ain’t nothin you need to concern yourself with. Mr. Jackson or Sir is just fine pussy boy.”
“Do you want to know my name?”, I asked.
“I do know your name. It’s pussy boy. My pussy boy.”
“Ok.”, I said.
It dawned on me that maybe I was developing romantic feelings for Mr. Jackson and thought maybe he was, too. But now I knew, I was nothing more than a pussy to him. I grew quiet.
“What is it, pussy boy?”
“Nothing, Mr. Jackson, Sir. Nothing at all. Ummm, you wanna go to bed yet?”
“Yeah, ok, sure.”
I took Mr. Jackson to my bedroom.
“You keep a clean bedroom, pussy boy.”
“My dad was in the military. He would whoop my ass if everything wasn’t in order.”
“Sounds like a good man who taught you right. You’re a respectful young man.”
“Thank you, Mr. Jackson, Sir. Why don’t you make yourself comfortable?”
I watched Mr. Jackson pull off his shirt, jeans, boots and socks, Mr. Jackson didn’t bother wearing underwear. He joined me in my bed as I was already naked, too. I looked pint sized compared to this big man.
Mr. Jackson made himself comfortable alright. His back rested against my headboard, long hairy tree trunk thighs laid out. His third leg resting over two furry balls. He looked like a Playgirl centerfold from the 1970’s, right there on my bed.
“Mr. Jackson, can I please suck your dick?”
“You don’t need to ask permission, pussy boy. Go right ahead. Isn’t that why I’m here?”
“Thank you, Mr. Jackson, Sir.”
This was the first time I could really take my time and enjoy Mr. Jackson’s huge nob. I brought my lips to the resting head and kissed it. I lost track of time, losing myself in pleasuring the most beautiful penis I’d ever seen. I even had a chance to taste Mr, Jackson’s salty balls, and his scent was intoxicating. He smelled like a real man should after a day of hard work.
Mr. Jackson beat my face with his hard dick. It thumped across my cheeks and I rubbed it all over my face.
“You love my cock, pussy boy. None of my cocksuckers ever appreciated it as much as you do.”
“Yeththir”, I mumbled with a mouthful of man meat.
“Turn around, I wanna get more of that pussy.”
Mr. Jackson ate me out while I continued working on his cock. His tongue was so good, and each time he poked a finger inside, some of his seed would appear. He’d catch it and put it back inside with his tongue. I was so wet back there and desperate for his dick.
I sat on it, my back to his chest. Mr. Jackson impaled me, pulling me back onto him as his cock pounded me out. He squeezed my torso so tight, his sweaty hairy chest stuck to my back. I pulled my legs back, opening up for Mr. Jackson.
“Ohhh Sir! This feels so good! Fuck me! Ohhh fuck!!”
Mr. Jackson didn’t relent. He bit my shoulder, growling, working his entire body, and mine, to get himself to the point of no return.
“Ohhhhh pussy boy…I’m cumming!” Mr. Jackson bit my shoulder again, this time harder. My dicklet fired off another round right on my chest and moments later, Mr. Jackson orgasmed and I gyrated my hips to collect it all.
Mr. Jackson flipped me onto my stomach and pinned me down, his cock still buried hip my ass. His body glued to mine.
He just stayed there, breathing hard, not in any rush to move.
Within 15 or 20 minutes, I felt Mr. Jackson’s cock stiffening inside of me. He pulled his hips back and pushed back inside, loud squishy noises from his cum churning inside me were heard.
“You’re my pussy boy, right?”, he whispered in my ear. The coarser whiskers of his beard on my skin gave me goosebumps.
“Yes, Mr. Jackson, Sir”
Another pump of dick.
“You see what your pussy does to me? How hard my cock is inside of your pussy?”
“Yes, Mr. Jackson, Sir”, I whimpered.
“By the time I’m done breeding my pussy, you won’t be able to walk right. I’m gonna seed my pussy good tonight and wear it out.”
“Yes, Mr. Jackson, Sir.”
“That’s why you asked me to be here, right? So I could fuck and seed you all night? As many times as I want?”
“Yes, Mr. Jackson, Sir.”
His cock was as hard as it was when he fucked me first thing in the morning. Mr. Jackson was a stallion in bed.
“This is my pussy, boy. Nobody else fucks this pussy. You hear me?”
“Yes, Mr. Jackson, Sir!”
Mr. Jackson held my wrists down, immobilizing me as he continued to stuff me with his huge cock, taking my breath away. My own small sized dick was crushed against me and the mattress, and the friction made me hard again.
As Mr. Jackson fucked me harder, the friction increased, and soon I was biting down on the sheets and I cried as my spooge spilled out of me, spraying into the sheets. My tiny balls felt so tight and crawled up into my body.
When my pussy relaxed after tightening through my orgasm, Mr. Jackson pounded me out, pile driving inside me, reaching a third climax already and it wasn’t even 9pm.
Mr. Jackson spooned me. His cock never once leaving the warmth of my butt hole. I felt safe in his embrace. I also felt warm and my body tingled.
This time it was me who slowly moved my hips up and down, careful not to squeeze down too hard. I didn’t want Mr. Jackson to slip out. There was so much cum back there and it made for the best lube that money can’t buy.
I used my pussy like a fleshlight, feeling Mr. Jackson’s cock engorge as the blood rushed back to full mast.
“Such a good pussy boy. You made my cock so hard for you.”
Mr. Jackson placed his hand on my hip to stop me from controlling this round. He wanted to dominate, and I let him. He held my ankle in his hand, spreading my legs out, opening my pussy up a little more, and side-fucked me. My eyes rolled back into their sockets. Mr. Jackson beat my pussy to a pulp. I could tell my pussy hole was frothy and very sticky. It didn’t take too long before a fourth load was planted inside me.
Mr. Jackson was too tired to talk. For me, I felt like I’d smoked weed. My mind drifted off, endorphins flowing all throughout me, as was Mr. Jackson’s cum. I felt high.
And even still, wrapped in his arms, his cock never left me.
“Are you awake pussy boy?”
“Yes, Mr. Jackson, Sir.”
“You up for one more?”
“Really?”
“Yeah. I told you I was gonna wear out my pussy and I don’t think I’ve done that yet.”
“No Sir. Your pussy is definitely ready for more.”
“Good because I’m gonna take good care of my pussy tonight.”
It was a little past midnight after Mr. Jackson seeded me on my back, I rode him a second time, and then lastly on all 4’s. Seven must be his lucky number, too. How did Mr. Jackson’s balls pump out seven loads in one night was beyond me.
He fell asleep like a hibernating bear on top of my back. Hours later, he finally rolled off of me. My stomach felt a little bloated from so much jizz.
It was 5:22 in the morning when I felt Mr. Jackson’s hard cock poking my rear. His morning wood needed some attention. My hole was still quite moist, so I pressed back and felt his large cockhead spread my pussy lips and I took it all inside, every available inch.
Mr. Jackson was full of aggression so early in the morning.
“Gonna make you remember this one all day, pussy boy!”, he said.
He wasn’t kidding. Even after fucking seven loads into me last night, this eighth one was even more intense. My pussy was starting to feel sore. Mr. Jackson planted his seed deep, feeling a sense of pride and accomplishment.
“I told you I was gonna wear out my pussy. Now you won’t need Sherwood or anyone else fucking my pussy. I got everything you need right here. If I even see you look at another man’s crotch, or I sense that you even think about another man’s cock, I’ll destroy you and you’ll never have my cock again. Do you understand me, pussy boy? This is my pussy and I’ve got the only cock it needs!
“Yes Mr. Jackson, Sir. I understand.”
“I sure hope you do. You got any coffee for me?”
“Yes, Mr. Jackson. Cream and sugar?”
“Do I look like a pussy to you?”
“No Sir.”
“I drink my coffee black, pussy boy. I like a strong cup of coffee. The kind that puts hair on your chest. You should try it sometime. Maybe that’ll butch you up a little, hehe.”
After fucking me all night, Mr. Jackson woke up a completely different person, insulting me like the first day we met.
“Mr. Jackson, here’s your coffee, Sir.”, I brought it to my bed for him.
He took a sip.
“My keys are in my jeans. Will you be a good pussy boy and get my gym bag from my car and bring me a clean towel,”
“Yes, Mr. Jackson, Sir.”
Mr. Jackson smelled so good when he finished his shower and was wrapped only in a towel. He’d shaved his face and his aftershave permeated my nostrils. I watched him apply Old Spice deodorant under his armpits as he dried off and dressed for work. He was certainly more of a man than I could ever be. I didn’t even own aftershave as I could only grow sparse strays on my face, and I barely had hair under my arms or above my cock. Mr. Jackson was everything I could never be, and that attracted me to him even more.
When Mr. Jackson left, I jumped in the shower. I probably should have been upset with him the way he acted that morning, but all I could think about was how used my pussy was, and I pumped out another load that sprayed the shower tiles!
When I did get to school that morning, I passed by Mr. Sherwood’s office on the way to my classroom. He was boxing up his things and there was Mr. Jackson standing by, smugly watching.
“He’s my pussy boy”, I heard him say.
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