Disciplinarian Pt 01

This is a story I previously published here years ago under a different username, holes. I have decided to re-publish a revised version.

This is a work of pure fantasy. If you do not enjoy stories of non-consent / reluctance, please do not read.

All characters are 18 years old or older.

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I drove into the parking lot and took a deep breath as I prepared to get out of the car, apprehensive but excited about my first day at my new job. It was my first day at Bonita Girls' School, where I would be Head Disciplinarian, a position I'd been accepted for at the end of the previous school year. I was particularly looking forward to seeing the principal, Miss Lawson again; she was beautiful, voluptuous, with long dark hair, and for my interview she wore a low-cut top that showed off her ample cleavage. I remember I had trouble not staring, and I swear a couple of times she caught me, and smiled knowingly. Despite the distraction, I must have interviewed well as I was offered the job a few days later.

Just the thought of her had made my cock grow and stiffen, and for a moment I contemplated rubbing one out now in my car so I wouldn't be so distracted for the rest of the day. A glance at my watch, however, revealed I didn't really have time.

I stepped out of the car and walked across the parking lot and through the grand entrance to the school. The corridor was deserted as I made my way towards Miss Lawson's office along the marble floor. As I prepared to knock on her door, I hoped my hard-on had dissipated enough so as not to be visible through my pants.

"Come in," Miss Lawson said, and I opened the door and entered her office. I was thrilled to see she looked just as hot as I'd remembered, again wearing another top with a plunging neckline, and again I could hardly take my eyes away from her heaving breasts.

"Good morning Mr. Johnson. How are you?" she asked.

"Fine thanks. And you?"

"Very well thank you. Please take a seat," she said, ushering me toward the chair opposite her desk. "Did you enjoy your welcome to the school this morning?"

"My welcome? I'm not sure what you mean." I replied, sitting down.

"There wasn't a girl at the entrance this morning to welcome you to the school when you arrived?"

"No..." I said, intrigued by what she was referring to.

"I do apologize. This simply won't do. Excuse me a moment" she said, and pressed the red button next to the microphone on her desk.

"Will Olivia Preston report to my office at once" she said sternly into the microphone. By now I was even more intrigued about what was going on.

"Olivia was supposed to welcome you to the school this morning. She'll be here in just a moment."

"Oh...OK," I replied. There was supposed to be a girl welcoming me to the school when I arrived? What did that mean, exactly?

While waiting for Olivia, we made smalltalk about how we'd spent our respective summers. She told me she'd spent most of the time on the beach, and my head was immediately filled with visions of her in a bikini, rubbing sun tan lotion all over her exposed body. My hard-on started to return and I shifted uncomfortably in my seat.

Less than a minute later, Olivia arrived. She was gorgeous - about 5'5," with shoulder length blonde hair, brown eyes, full lips, and while her breasts were not the biggest they looked very pert under her shirt. She was wearing a ridiculously short skirt which must have barely covered her panties, and they showed off her smooth, tanned legs. I wondered how a skirt that short could be considered part of the school uniform, and I had to stop myself from staring at her legs. By now, my cock was fully hard again and I worried the bulge would show through my pants.

"Olivia, our new Head Disciplinarian, Mr. Johnson, tells me you weren't there to welcome him at 7:30 this morning as we had planned?" Miss Lawson enquired.

"Oh my God, I'm so sorry, I thought it was 8:30!"

"I'm very disappointed in you, Olivia. It was a very simple instruction to be there at 7:30"

"But I'm sure you said 8:30, miss, because..."

"Are you arguing with me?" Miss Lawson said, now raising her voice.

"No miss," Olivia replied meekly.

"Good. Now get over there and give him the welcoming we talked about"

Olivia nodded and walked over to me, smiled and then dropped to her knees. I couldn't be sure what exactly was going on here, but I think I had a good idea. Olivia paused and looked back at Miss Lawson, who nodded her approval back.

Why was she on her knees right next to me? I was sure Olivia would be able to see the bulge in my pants, as my cock felt like it was going to burst out.

"Hi, I'm Olivia, I'm here to welcome you to the school," she said, on her knees and with her hands now on my thighs.

"Hi Olivia," I replied, my heart racing and my cock throbbing with anticipation.

"I'm so sorry I wasn't there to greet you earlier," Olivia said, looking up at me with her big blue eyes and an anxious look on her face, as she reached over and unbuckled my belt. I couldn't believe this was happening.

"That's...that's OK" I replied. Olivia was now unzipping my pants as my ever hardening cock urged to break free.

"Olivia is a senior here," Miss Lawson said. "In fact, she just turned 18 yesterday."

"Thank you for being so understanding," Olivia said as she reached inside my pants, then inside my boxers and deftly wrapped her soft, warm hand around my throbbing member. I was so excited I was afraid I might climax right away. I looked up at Miss Lawson and she smiled back at me. Olivia took my cock in her hand and began to stroke it slowly and gently for about ten seconds.

"I hope this will make up for it," Olivia said as she lowered her mouth onto my cock. Her tongue swirled around my cockhead and she licked up the precum oozing from the tip. The feeling was unbelievable as this hot blonde teenage girl engulfed my cock with her warm, wet mouth. I still couldn't believe it was happening, and for a moment actually considered it might be a dream, but the pleasure coursing through my veins from the amazing blowjob I was receiving from this talented cocksucker was so great and so intense that I realized it had to be real.

"I hope that does make up for Olivia being late this morning, otherwise she'll need to be punished," Miss Lawson said.

I couldn't respond, and shut my eyes and enjoyed Olivia sensuously sucking my throbbing member.

"Will you have to punish me?" Olivia asked about ten seconds later, lifting her mouth off my cock for the first time. A string of drool linked her mouth to my cock as she looked up at me with those innocent, puppy dog eyes.

"No, it's OK" I replied, putting my hand on her head and guiding her back towards my cock, pushing it past her lips and back into her mouth.

"Nonsense," Miss Lawson said. "She's been a very bad girl and needs to be punished immediately,"

"No really..." I pleaded as Olivia went to town on my cock, sucking it like crazy and taking it so deep into her mouth.

"Don't worry, I have a feeling you'll like what I have in mind," Miss Lawson said, rising from her seat. She walked round to my side of the desk, and put her hands in Olivia's hair and slowly lifted her head from my crotch.

"I want you to teach this naughty girl a lesson," she said as she pushed Olivia onto her hands and knees, her ass closest to me. Her skirt was so short I could now see her panties, and didn't have to wait much longer to see a lot more. Miss Lawson pushed up Olivia's skirt and pulled down her panties to reveal her snatch. From where I was sitting she looked completely shaved and it was so inviting I couldn't wait to see what Miss Lawson had in store for us.

"Do you want me to spank her?" I asked, assuming that was Miss Lawson's intention.

"Spank her? I think we're way past that," Miss Lawson replied. "Mr. Johnson, I want you to fuck some sense into this girl!"

Olivia looked back at me, pleading with her eyes, and I felt sympathy for this girl who seconds earlier had been giving me an amazing blowjob. But I looked at Miss Lawson and I could tell from her expression that she would be very disappointed if she didn't do as she asked; I was Head Disciplinarian after all. And if this was Miss Lawson's idea of discipline, I felt I was going to be very happy working here. I got down on my knees right behind Olivia and held her ass with my left hand as I guided my cock towards her pussy with my right hand, the head of my cock touching her snatch, my precum mingling with her pussy juices. I couldn't hold back any longer. Olivia gasped as I suddenly thrust my entire cock past her pussy lips and deep inside her her hot, juicy snatch. I couldn't believe how tight and wet she was, and before I knew it, I forgot myself and was really going at it, pounding Olivia's tight teenage fuckhole. Since she was dripping wet, I figured Olivia must have wanted it so I no longer had any reservations about fucking the hell out of her. Olivia moaned and gasped as I filled her to the brim with my member, and it often felt as if the head of my cock reached the very deepest part of her snatch. I relentlessly thrust my cock in and out of her for about a minute before Miss Lawson said something.

"Olivia, which hole is he fucking you in?" she asked.

"My...pussy...oh fuck" she moaned.

"Perhaps I didn't make myself clear," Miss Lawson said, and I paused fucking Olivia to look up at her. "Olivia's been a very bad girl and needs to be punished appropriately. I want you to put your big, hard cock in her tight little asshole"

"Her..." I couldn't even finish the sentence.

"Not my asshole, please!" Olivia pleaded.

"How dare you talk back to me! I was going to ask him to be gentle with you but it's clear you need a more severe punishment." She turned to me and said, "I want you to ravage her asshole"

"Please no!" Olivia begged, but I was horny as hell and eager to both please Miss Lawson and take this opportunity.

"You heard what Miss Lawson said. You've been a bad girl and need to be punished," I said, hardly able to believe the words coming out of my mouth. My heart raced with anticipation, and I slowly pulled my cock out of her, a trail of precum and pussy juices linking my cockhead to her pussy. I put my hands on her perfectly pert ass cheeks and gently spread them, revealing her little starfish, and I practically drooled at the thought of penetrating it in a few seconds. First, I slid my cock between her ass cheeks as if I were lining it up, causing Olivia to gasp. Now I was ready, whether Olivia liked it or not, and gently prodded her asshole with the head of my cock.

"Oh my God...oh fuck," Olivia moaned as I slowly pushed my cockhead past her sphincter and inside her, stretching her asshole. Her hole was incredibly tight, fitting so snugly around the head of my cock that I wondered if I'd be able to push the rest of it inside her. Her ass was even hotter than her pussy, and already my cock was throbbing. The feeling was so good and intense I would have been happy to keep it there, but no way was I going to pass up this opportunity. My cock was dripping wet with Olivia's pussy juices and I used that as lubrication, very slowly pushing my cock inside her incredibly tight hole. Olivia's groans grew louder the deeper I pushed inside her.

"Does it hurt, Olivia?" Miss Lawson asked with a knowing smile.

"Uh-huh" she mumbled, biting her lip.

"Good. Maybe you'll learn your lesson"

Once I had pushed the entire length of my cock inside her, I slowly slid it out, her anal cavity seemingly gripping it as if it didn't want it to leave. No sooner had I pulled it out than I reinserted it, again eliciting a moan from Olivia.

"Please, it's too big!" Olivia complained.

"I'm very glad to hear that," said Miss Lawson, smiling as she watched me sodomize one of her students.

"Please!" Olivia begged again.

I knew I would impress Miss Lawson by being assertive, so I grabbed a handful of Olivia's hair and pulled her head back towards me, and leaned forward so that we were looking at each other.

"Listen, you naughty girl, you're going to take it and learn your lesson!" I whispered in her ear, loud enough for Miss Lawson to hear. I looked up at her briefly and, still smiling, she nodded her approval, her eyes fixed on my cock slowly going in and out of Olivia's asshole.

I pushed my cock in and pulled out faster and faster, until I reached the point where I was slamming it deep inside her, pounding her impossibly tight asshole. Her pussy was tight beyond belief but this was somehow even better, and the feeling was incredible. Olivia was groaning and moaning all the time now, louder and louder, but I didn't care, and with a handful of her blonde hair I pulled her closer to me, forcing my cock deeper and deeper inside her, brutally assfucking this gorgeous girl. I wondered if this was her first time taking it up the ass, and if she had done this before, I certainly couldn't imagine anyone fucking her as hard and indelicately as this. The thought of taking her anal virginity pushed my ever closer to the edge, so I tried not to think about it in order to prolong the intense pleasure I was experiencing.

"You've been a very bad girl haven't you Olivia?" Miss Lawson, who had been silent since I'd been ravaging Olivia's asshole.

"Mmm-mmm," was all Olivia could say as I relentlessly pounded her tight anal cavity.

"I want you to say it," Miss Lawson replied.

"I've...I've been a bad girl," Olivia groaned.

"And what else?"

"I deserve to be punished."

"And what's the punishment you deserve?"

"I deserve to get fucked up my tight asshole with a big hard cock."

The feeling of my cock being so deep in Olivia's tight teen asshole was so amazing I felt like I could stay there forever, but hearing Olivia talk dirty like that was too much to take and I knew I couldn't last much longer. Even if I wanted to slow down to delay the inevitable, her anal cavity was wrapped so tightly around my throbbing member that even the slightest movement would have brought me closer and closer to the edge. And what's more, Olivia was now rocking back towards me, creating more friction and forcing me even deeper inside her. The realization that she was loving having me fuck her so roughly from behind was enough to finally push me over the edge.

With one final thrust as deep inside Olivia as I could go, I reached the point of no return. I paused my thrusting and held Olivia's ass cheeks still, as my balls tensed up and my cock twitched and spasmed, splashing what seemed like gallons of hot creamy man butter inside her ass. I'd never felt anything as good as this. Olivia gasped as the thick jizz filled her anal passage, some of it being forced up and out, dribbling out of her pink asshole. I pulled out slowly and I hadn't finished climaxing yet, so I jerked off over her, spraying a few more drops of jizz on her asshole and over her ripe ass cheeks.

For about 10 seconds, Olivia and I didn't move, me on my knees and her on all fours, spent and breathless after such an intense fuck. Olivia's asshole was red raw and stretched wide, and some of my spunk continued to dribble out of it.

"So, Olivia, have you learned your lesson?" Miss Lawson asked.

"Yes, Miss," Olivia replied, wincing with pain, her asshole stinging from the pounding I'd just given it.

"Good. Now go clean yourself up and go to class."

With that, Olivia got up, and without looking back at me, walked gingerly towards the door and left Miss Lawson's office.

"The poor girl probably won't be able to sit down for a few days," Miss Lawson commented. "How was that?"

"I think I'm going to like working here," I replied, and Miss Lawson laughed.

"I had a feeling you might. Here," Miss Lawson said, handing me a tissue to clean myself up. I squeezed out another drop of spunk into the tissue and wiped up the rest before standing up and pulling my pants up.

"Do you know why she thought you'd be here at 8:30am?" Miss Lawson asked, and I shook my head. "Because I told her you would be. I just wanted an excuse to bring her in here and watch you punish her."

"Wow...," I replied.

"I had to make sure you're up to the job, and I'm please to say that you definitely are. And I don't see any reason why punishing the girls can't also be pleasurable for us."

"That sounds...great," I replied, stunned at what I was hearing, but also delighted.

I'd been at the school less than than 30 minutes and already I'd fucked one of the girls up the ass, while my boss looked on approvingly, and it sounded like that kind of thing was to be expected of me. This was turning out to be a job beyond my wildest dreams, and as Miss Lawson led me to my office down the corridor, my head was filled with thoughts about the pleasures to come.

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After showing me my spacious office, Miss Lawson led me to the teachers' lounge to meet my colleagues.

"Ladies, please meet Mr. Johnson, our new Head Disciplinarian," Miss Lawson said, leading me toward a group of teachers.

The first to offer her hand was a petite blonde with blue eyes, early 30s I would guess. She had a very cute face.

"Hi, I'm Miss Brown, I teach history. But you can call me Kristen," she said, smiling, as we shook hands.

"Nice to meet you, Kristen," I replied with a smile.

"I'm Chrissy, sorry, Miss Thompson," the next teacher said. She was stunningly beautiful, with a round face, full lips, brown eyes, and shoulder-length brown hair "I teach geography."

"And this is Mrs Hilton, who teaches math," Miss Lawson said, introducing me to the beautiful full-figured redhead before me. I had to stop myself from glancing at her heaving breasts.

"Please, it's Christina," she said, taking my hand in hers. "It's so nice to have a man around here," she said, gently placing a hand on my arm, causing a stirring in my loins. I couldn't get over how gorgeous the three women I'd just met were and how lucky I was to be working with them.

"Are there no other male teachers?" I asked Miss Lawson.

"No, you're the only one," Miss Lawson replied.

"I've been thinking the girls could do with some male authority, some male discipline," Miss Lawson said. The day was just getting better and better.

"Mr. Johnson is going to be in charge of discipline for the senior girls," she said, addressing the teachers in the room. "If any of them step out of line, please send them to him."

"Oh I can think of a few girls I'll likely be sending your way soon," Chrissy said.

"Me too," replied Caroline.

"Well you'll be pleased to hear Mr. Johnson has already displayed his disciplinary skills this morning," Miss Lawson said.

"Oh really?" Caroline said. "How interesting..."

I probably would have blushed had the blood not already rushed to my member at the thought of what I did to Olivia earlier that morning.

"Assembly hall in five minutes, everyone," Miss Lawson announced.

"I'll walk you over there. We have an assembly for the start of the year," she told me as we left the lounge and walked along the hallway.

Once we arrived in the hall, I took a seat on the stage, soon to be joined by other teachers, as the girls filed in. I was delighted when Mrs. Hilton sat down next to me, and as she chatted to the teacher next to her, I allowed myself a very quick glance at her breasts. They were so big, and there was just a hint of cleavage visible, enough to send my imagination racing.

A few minutes later, with the hall now full, Miss Lawson began the assembly,

"Girls, we have a new member of staff. This is Mr. Johnson," she said, ushering me to stand up. I did so, taking my place next to her on the stage.

"Mr. Johnson will be our Head Disciplinarian. If you step out of line, you'll have him to deal with," she said, in a mildly threatening tone.