The Unscrupulous Headmaster

I moaned, eyes closed. I was so close to orgasm. I fucked myself with my fingers and rubbed my clit faster under the covers of my bed. I was so focused on getting to my orgasm that I hadn’t heard the door open or noticed the headmaster standing in my doorway. I heard a booming voice, “What do you think you are doing, young lady?!” And just like that my orgasm that had been mounting disappeared. I pulled my hand out of my knickers in record speed and I scrambled to sit with my back against the wall. I was beyond embarrassed. I couldn’t even get any words out to defend myself at that moment.

“You know that type of behavior is not tolerated in this school.”

I blushed, “I…I…but…”

He walked closer and said, “Such a filthy girl. This is a severe offense, girl.”

I tried to reason with him, “But I was doing it in the privacy of my own room. I wasn’t hurting anyone…quite the contrary actually.” I couldn’t believe I had just said that last bit out loud.

His eyebrows rose and he said, “Your room? I believe the dorm rooms are school property. As for not hurting anyone, I heard the ruckus and groaning and thought you may have been hurt. I knocked but you were obviously too busy to hear me. You may not have been hurting anyone, but that doesn’t stop it from being against the rules at this school and you had better watch that smart mouth of yours, young lady.”

I blushed crimson.

“Alright, get up and get to my office.” I looked at him with pleading eyes, “But Sir, haven’t I been punished enough already?” He crossed his arms over his chest and that booming voice came out again, “ONE!” I looked at him, I hoped for some sense of sympathy but there was none.

“TWO!” He bellowed.

I hopped up and said, ” Alright, alright. Im not a kid, you don’t have to count.”

He shook his head slowly and said, “You are digging yourself quite the hole, young lady. Come now, lets deal with this.”

I walked beside him looking down at my feet all the way to his office. He opened the heavy wooden door and I shuffled in and heard the door shut and lock behind him. That worried me. He hadn’t locked the door before, it was against school policy to make sure nothing unlawful would happen. He cleared his throat and I jumped. He walked over to his desk and spoke with his back still to me, “So girl, tell me why you are here.”

I whined, “You know why I am here.”

He turned to face me, “Tell me why you are here.”

I blushed, “Because I was touching myself.”

“Because you were touching yourself, what?” There was a slight gleam in his eye that I had never seen. He was enjoying my humiliation.

“Because I was touching myself, Sir.”

He nodded, “Proper young ladies don’t break the rules or partake in such dirty acts, do they?” I blushed, “I suppose you are right, Sir.” He stepped closer, “You suppose?” I stepped back, “I mean, you are right, Sir.” He took another step forward and I took another step back. My back hit the door. He took another step forward. He was now only an inch away from me. “Tell me girl, why were you touching yourself.”

I felt my heart rate rise, “Because I needed the release, Sir.”

He whispered the next command into my ear, “Tell me girl, what were you thinking about.” My mouth went dry and I tried to swallow to try to regain some wetness in my mouth. His voice rumbled, “Tell me now, girl.” I blurted out, “You, Sir.”

I heard the smile in his voice, “I thought so. I have seen the looks you give me, the way you manage to drop things so you can pick them up and give me a view while I am around and I heard you say ‘please Sir’ the last time you touched yourself. Thats right girl, I heard you last time. You need to be punished for being so naughty, girl.”

I blushed so hard it caused me pain. Mortified doesn’t begin to cover how I felt. He heard me masturbate to him. He knows I fantasize about him. He moved a hand under my skirt. I didn’t move a muscle. He cupped my pussy and chuckled, “You soaked through your knickers. Much more naughty of a girl than I knew.” He pulled his hand away and a whimper escaped my lips. He grinned cruelly, “You will have to be punished and maybe you will earn a reward afterwards.”

He quickly pulled me from the door and thrust me to his desk. He leaned me over the corner of the desk and delivered a swat. The corner of the desk was grinding into my clit with each spank that landed. He knew it. I moaned and whimpered as he tormented me with pain and pleasure. He kept going until my whole bottom was on fire. I whimpered. He was on me in a second. Leaning over me. His body on mine, his cock straining against his pants and pushing against me. He growled, “Don’t you dare cum without my permission, girl.” I nodded, but that wasn’t good enough. He grabbed a fistful of my hair and pulled my head back, “You will call me Sir at all times. Do you understand me?” I moaned, “Yes Sir.”

He released my hair. He was behind me and had my knickers down in a second. Two fingers roughly penetrated my pussy. He growled with delight as he found my g-spot making me squirm under his experienced hands. His other hand resumed spanking me. I moaned, “Please Sir.” He growled, “Please Sir, what?”

“Please Sir, let me cum.”

“Cum for me, girl.” I exploded. I bucked on his hand and the desk. I felt myself start to squirt on his hand. That orgasm wracked through my body harder than I have ever known could be possible. I rode the waves of the aftershock and murmured, “Thank you Sir,” over and over. He pulled my knickers off and spread my legs further apart. I heard his pants unzip and his cock teased my swollen bits. He started to push into me and I squeaked as his thick cock stretched me. He filled me more and more until he was all the way inside me. He started to fuck me forcefully. He grabbed my hair and pulled my head back and bit my neck with a growl. I could feel another orgasm starting to mount as his cock brutalized my cunt and my clit was still getting smashed on the corner of the desk.

“Please Sir, may I cum?” I felt his cock swell when he heard that. He fucked harder and his breathing became ragged, “You can cum when I do.” He put a hand over my mouth and grabbed my hip with the other. I was so close when I felt him start to orgasm. He pulled me down on him hard and he came with such force that I could feel him coating my ravaged insides. It set my orgasm off and I milked his cock with each twitch of my pussy. Even though my mouth was covered, my stifled moans still managed to echo off the walls.

He pulled out of me and zipped himself back up. I was still in a orgasmic haze. He stood me up and I felt his fluids start to drip down my leg. He handed me my knickers, “Put these on.” I took the knickers and slipped them on. I felt our mixed juices fill the gusset of my knickers. I looked up at him. He adjusted his glasses and said, “We will deal with the rest of your behavioral issues later, but its now time for lights out. Go back to your room and I will summon you tomorrow.” I murmured, “Yes Sir.” He walked me to the door and unlocked it but kept it closed as he pushed me up against it. He whispered in my ear, “Next time I fuck you, I will take your ass. You are mine now, girl.” His breath on my neck made me shiver as I murmured, “Yes Sir.” He moved back and waited for me to do the same before he opened the door and sent me on my way.

I stood in the hall, bewildered. Did that just happen? I felt some of him dripping further down my leg and I looked. I wiped the drop of fluid with my finger and put it in my mouth. Yes, it was real…very real.

This entry was posted in Kink and tagged , , , , , , , , , , , , . Bookmark the permalink.

One Response to The Unscrupulous Headmaster

  1. Lexxluger says:

    That girl. That girl again! Her very being taunts me. Charged to my care, but oh the thoughts I have of her. The minx knows it too. I can hear that she is at it again, she moans with lustful pleasure that pulls at me like a siren calling me against the rocks.
    I am going to teach her a lesson.

    Standing outside her door, I imagine her, fingers flying inside herself.
    Her moans continued, building with intensity. I could hear her murmuring something?
    Did she just say Sir?! Please Sir?!
    I can’t take this, she must know and feel the consequences of her torment.
    Without really thinking, driven by devilish desire, I burst through her door.
    Fucking little slut is rubbing her cunt like it’s free.
    “What do you think you are doing, young lady?!”
    She stops immediately withdrawing her hand sitting bolt upright, looking scared and embarrassed but still aroused. I actually think that behind that shock I see a glimmer of pleasure at being caught. Fuck I want her.
    “You know that type of behaviour is not tolerated in this school.”
    “Such a filthy girl. This is a severe offense, girl.”

    “You know that type of behaviour is not tolerated in this school.”

    She is trying to talk her way out. As if I care. No words will spare her my punishment.
    She tried to reason with me, “But I was doing it in the privacy of my own room. I wasn’t hurting anyone…quite the contrary actually.”
    Cheeky little bitch. “Your room? I believe the dorm rooms are school property. As for not hurting anyone, I heard the ruckus and groaning and thought you may have been hurt. I knocked but you were obviously too busy to hear me. You may not have been hurting anyone, but that doesn’t stop it from being against the rules at this school and you had better watch that smart mouth of yours, young lady.”
    With that, she blushes a deep red that I imagine spreads right down to that swollen hungry young pussy.

    “Alright, get up and get to my office.” I commanded.
    Again she tries to talk her way out “But Sir, haven’t I been punished enough already?” HI crossed my arms over my chest and spoke again, forcefully “ONE!” she looked at me, I think she believed herself above this sort of treatment, but I see she knows this is inevitable.
    “TWO!” I bellowed.

    She hopped up and said,” Alright, alright. I’m not a kid, you don’t have to count.”

    She tells me she is not a kid, but of course she is. And I have plenty to teach her. I can’t quite believe I’ve let it go this far. But I will have her.
    I shook my head slowly and said, “You are digging yourself quite the hole, young lady. Come now, let’s deal with this.”

    She walked beside me looking down at her feet all the way to my office. I opened the heavy wooden door and led her inside and shut and locked it behind us. I bet that worried her. I hadn’t locked the door before, it was against school policy to make sure nothing unlawful would happen. I looked at her youthful, pert body. I cleared my throat and she jumped. I walked over to my desk and spoke with my back still to her, “So girl, tell me why you are here.”

    She whined, “You know why I am here.”

    I turned to face her, and then I repeated myself more deeply and firmly “Tell me why you are here.”

    She blushed, “Because I was touching myself.”

    I loved hearing her say she was touching herself, the image of her wet little pussy fuels my wicked intent.
    “Because you were touching yourself, what?” I was enjoying her humiliation.
    I made her say it again.
    “Because I was touching myself, Sir.”

    I nodded, “Proper young ladies don’t break the rules or partake in such dirty acts, do they?” She blushed, “I suppose you are right, Sir.” I stepped closer, “You suppose?” she stepped back, “I mean, you are right, Sir.” She whimpered.
    I took another step forward and she took another step back. Her back hit the door. I took another step forward. I was now only an inch away from her. “Tell me girl, why were you touching yourself.”

    She stiffened a little, “Because I needed the release, Sir.”
    The release! My desire is throbbing and demanding release but I’m enjoying her torment, she seems a victim of her desire, and I have the power to turn her discomfort to intense pleasure.
    I whispered the next command into her ear, “Tell me girl, what were you thinking about.” She paused, blushing again. I say it deeper this time, “Tell me now, girl.” She blurted out, “You, Sir.”

    I was right, this young heavenly piece of flesh has been provoking me.
    I’m certain she heard the smile in my voice, “I thought so. I have seen the looks you give me, the way you manage to drop things so you can pick them up and give me a view while I am around and I heard you say ‘please Sir’ the last time you touched yourself. That’s right girl, I heard you last time. You need to be punished for being so naughty, girl.”
    She turns a bright red, her pupils wide, she’s looking at the floor, but breathing deeply, I want her to feel.
    I want her to feel my desire.
    She blushed a deeper red, her eyes glazed with shame or was it lust?

    I moved my hand under her skirt, her knickers are a useless wet rag. My mouth waters and my cock jumps. She doesn’t move at all, doesn’t recoil from the touch to protect herself. She wants this.
    “You soaked through your knickers. Much more naughty of a girl than I knew.” I pulled my hand away and a whimper escaped her lips.
    She is ready, more than ready.
    “You will have to be punished and maybe you will earn a reward afterwards.”
    No more words, no more polite exchanges.
    I quickly pulled her from the door and thrust her onto my desk.
    I push her over the corner of the desk, oh my god that divine young firm bottom, and I can see her pussy thrust out between her legs crushed against the corner.
    I want her to feel the frustration and desire she has inflicted upon me. I want her to feel it and hear it and remember it. I can’t keep my hand off her. I deliver a hard smack, I’m rewarded by a gasp and red glowing hand print on her buttock.
    I see her pussy is wet, a small sticky silver thread of juice has dropped onto the desktop.
    I deliver more smacks. I sense she may cum. Not yet, imp!
    If she comes now, she will think she has some control.
    I growled, “Don’t you dare cum without my permission, girl.” she nodded, but that wasn’t good enough. I grabbed a fistful of her glorious hair and pulled her head back, “You will call me Sir at all times. Do you understand me?” She moaned, “Yes Sir.”
    I can’t hold back from pressing my erection against her glowing bottom, a small but temporary easing of the need my groin has for her, then the need rebounds all the greater.

    I leaned over her. My body trapping hers, my cock straining against my pants and pushing against her.

    I released her hair.
    Her pussy looked so wet, so delicious , I took two fingers and parted those pretty swollen lips, and pushed into her deeply, searching for her spot, and was rewarded by a groan and a squirm when I found it.
    I felt even more powerful, as I discovered her secret pleasures, I felt almost euphoric thinking that this is just the beginning.
    I resumed spanking her with my other hand. She moaned, “Please Sir.” I growled, “Please Sir, what?”

    “Please Sir, let me cum.”

    “Cum for me, girl.”

    I felt her explode, spasm after spasm as she gave up control to sinful pleasure and to me.
    She seemed to convulse for a long time, all the while murmuring
    “Thank you Sir,” over and over.

    I couldn’t hold back any longer, my cock was aching for her.
    I pulled her knickers off and spread her legs further apart. I unzipped my pants and took my cock in my hand and rubbed her juices all over the head, precum and pussy juice mixing into a filthy mix of anticipation.
    I parted her lips and penetrated deeply into her pink swollen pussy.
    I stayed there for a moment, savouring the hot wet depths.
    I can almost feel her cunt urging me deeper.
    I started to push into her and she squeaked as my thick cock stretched her. I started to fuck her forcefully. I grabbed her hair and pulled her head back and bit her neck with a growl. I could feel another orgasm starting to mount within her as my cock brutalized her cunt, and her clit was still getting smashed on the corner of the desk.
    She asked to cum again. But she must wait. I could feel myself climbing to the edge, almost delirious with pent up desire, I manage to stay in control, I want her to cum with me, and not put her pleasure first.
    “Please Sir, may I cum?” I felt my cock swell when she said that. I fucked harder and my breathing became ragged, “You can cum when I do.” I put a hand over her mouth and grabbed her hip with the other. She felt me start to cum. I pulled her down on me hard, and I came hard as I exploded into her ravaged insides. Her orgasm came then, and I felt her milk my cock with each twitch of her pussy. Even though her mouth was covered, her stifled moans still managed to echo off the walls.

    I’ve lost all track of time, she must go. She has to process what has happened here.
    I pulled out of her and zipped myself back up. I was still in an orgasmic haze but in control.

    I could see our cum making a small river down her thigh. Her eyes are wide and her cheeks are flushed.
    I can tell she is only now thinking of what may come next.
    Dirty little temptress is mine now.
    I’m already planning her next lesson.
    No doubt I will hear more moaning from her dorm tonight.
    I handed her the now useless knickers, “Put these on.” She took the knickers and slipped them on. She looked up at me. I adjusted my glasses and said, “We will deal with the rest of your behavioural issues later, but it’s now time for lights out. Go back to your room and I will summon you tomorrow.” She murmured, “Yes Sir.” I walked her to the door and unlocked it but kept it closed as I pushed her up against it. I whispered in her ear, “Next time I fuck you, I will take your ass. You are mine now, girl.” She shivered, and murmured, “Yes Sir.” I moved back and waited for her to do the same before I opened the door and sent her on her way.

    I felt better than I had in a long time, just as I had before she arrived at the school. The torment she had inflicted on me was now with her.
    I will teach her to master it. At that thought, I felt my cock start to harden again……..

Leave a Reply

Your email address will not be published. Required fields are marked *