Punishment/Lesson part 2   added 2 years ago
  By: sexhopper69  Age: 30  Country: United States

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Categories: Steady Partner, Oral Sex
Tags: BADLY roleplay
Location: Other
Roleplay: Student/Teacher
Fulfillment: Share it only
Nature: Humiliating

The next day I show up to meet the headmaster to work on my punishment/lessons. I knock and went into his office.


“Lift up your skirt,” he shouted and with shaking hands I did as I was told, exposing white cotton panties, your little slit tracing a thin line across the tight cloth.

I slipped my fingers beneath the elastic waistband and drew them down quickly, exposing my beautiful smooth pussy.

“What’s this?” you questioned. “Have you been shaving your pussy?”

“Waxing sir,” I replied, my voice barely more than a whisper.

“Well…I am starting to learn what a truly naughty girl you are and that making you recreate your deviant act may not be nearly enough of a punishment.”

He wanted nothing more than to take out my big, swollen cock and force you over his desk…press it inside of my tight little cunt, but surely he would lose my job? If he keep this up.

He swallowed hard, his dick pleading to be removed and stepped back behind the desk, taking his seat once more.

“Alright young lady…go ahead. Show me exactly what you were doing.”

He watched as I slipped out of my panties entirely and sat myself down on the edge of the chair. I reveled in your discomfort, his eyes glossy on the brink of tears,his cheeks burning, as I leant backwards.

“Well come along girl open your legs!” and I did so.

My sweet little pussy was spread wide, but not quite wide enough for his liking.

“Oh come now child, wider! Hook your legs over the arms of the chair!” he instructed and it was an amazing sight to behold as i finally obeyed, slowly opening my legs as wide as possible over the arms, slipping my bottom to the very edge of the chair, my pink, swollen pussy lips parting at the last moment and displaying a thin, silvery line of moisture.

It was no good, h could not watch my show without giving himself a little pleasure too, but would really be all he would do. He unzipped my fly and pulled out his raging hard-on, hiding it from me behind the desk and slowly, he began to pump.

“Ok that’s better, now touch yourself exactly as you were caught doing.”

Tentatively,I reached my left hand between your legs and, taking two fingers, I began to slowly and awkwardly play with myself. my eyes were tight shut, through embarrassment or pleasure he could not tell, but I really didn’t care. The sight of me playing with my perfect little pussy was something special and he began to slide his fist up and down his cock harder still.

“Come now, do it properly for goodness sake! I know exactly how naughty little girls touch themselves you know. You will thank me for this punishment one day.”

His last instruction seemed to have switched something in my mind and he watched as i relaxed a little further back into the chair and, biting against your lower lip, you began to caress myself so beautifully.

my fingers slid up and down my shiny, wet slit, lubricating them with creamy juice before they slipped under the tiny fold of skin and sought out my swollen clit. I circled round and around, up and down and side to side, sometimes fast sometimes slow. HE  could see my body jerk as spasms fired through me.

As he fucked his fist hard behind the desk, he realised that I might actually cum for him. he could have cum too, but he knew hw shouldn’t let that happen?

I was moaning now, my hips oscillating and giving themselves to the tease of my fingers. Without any prompting from him I let the other hand slipped between my legs too and he felt a monumental shudder fire from the base of his spine to the tip of my cock as he watched me slip two fingers inside of my cunt, fucking myself slowly, but deeply as I played with my clit.

This had gone too far already. he knew that with one word from you, he would be in trouble beyond his wildest dreams so, he decided there and then that if his career was over because of one dirty, little schoolgirl, he would make sure it was all worthwhile, make sure I got exactly what I deserved.

“Stop!”he called through parched throat and my eyes sprang open, my fingertips still inside of my pussy. You looked up at him with a nervous expression, worried that I  had done something wrong. How could I have? You masturbating for me was just about the prettiest thing I have ever witnessed, but I could teach you so much more.

“Stop it girl! You seem to be enjoying yourself far too much. I think you are a bit of a slut aren’t you? I think you give yourself to all the boys don’t you?”

I shook my head quickly, removing my hands and closing my legs.

“I don’t believe you. Do you know what fellatio is? Have you ever put a penis inside of your mouth? Have you ever sucked on a nice, hard cock?”

Again I looked to the floor, but this time rather than shaking my head he I said no…gently and shyly.

“Speak up child, for goodness sake!”

“No sir” you muttered.

“I don’t believe it. Well…as part of your punishment, I think you should learn suck my cock. Is that understood?”

“Yes but…”

“Yes what young lady?”

“Yes Sir but…”

“No buts girl, now sit up straight.” he instructed.

he slipped his dick back into his trousers, even pulling the zip up again before standing and stepping round in front of me. he looked down and saw that my pretty little face was at exactly the right height for his cock.

“Alright then! If you’ll enjoy this so much you are going to show me exactly what that cute little mouth of yours can do. It may feel a little strange, sucking your headmaster’s dick, but it will be a useful lesson for you to learn. Trust me, it will be strange for me too, but I am willing to make the sacrifice for the good of one of my pupils.”

What a lying bastard he was. This had gone far beyond anything he could have dreamt of, but here I was, a beautiful young woman, completely at his mercy. He was abusing my position, He was abusing me and it felt so fucking good for both of us.

he unfastened the buckle of his belt, released two trouser buttons, drew down the zipper and dropped them to the floor. he quickly slipped my hands inside the waistband of his shorts and pulled the elastic wide over his erection and dropped them too.

he had to stifle a grin as he watched me staring at my cock, wide-eyed and nervous.

“Suck it,” he ordered and I looked up at him…his eyes dark and moist.

“Don’t worry I will help you,” He said, a little softer now and he ran my fingers into my hair, pulling my head down towards my stiff prick.

I shuddered as I felt his dick press tight against my hot, soft cheek, but he really wanted to see what my delicious, young mouth could do.

he  gripped my hair more tightly now, pulling his hips back and directing myself towards my lips. I  parted them anxiously as he slowly thrust forwards. my mouth wasn’t wide enough to avoid his cock as he entered I exhaled a deep, shuddering breath through my nostrils as I felt his cock brush against me. When he was as deep as he dared to go - he didn’t want me to gag, not yet anyway - he relaxed a little.

“Ok child, you have been a very naughty girl indeed. We know that and this is the logical next stage of your punishment. Suck my cock just like you would one of those awful boyfriends of yours and we will forget this matter ever occurred. Alright?”

Again,he had to hold back a moan as he felt me nod against his erection, causing my hot, wet tongue to press against it.

“Good girl. Now…fuck me with your mouth.”

It was pure bliss to feel my  lips close against him so tightly, to feel me sucking hard against my cock, drawing saliva into my mouth so that I could give him the slippery, wet blow job I had not  given to a boy before. Slowly I began to draw my head back and forth, his hands still woven into my hair, sucking him so sweetly. Once or twice I pulled a little too far out and the seal was broken, creating an impossibly delicious slurp that caused his muscles to tense and his dick to twitch against the roof of my mouth. It was hell trying to stifle his pleasure. he would be unable to soon enough, but he still had to maintain the pretence that he was forcing me to do this as part of an important lesson I needed to learn. Of course, he was doing it because the sensation of a beautiful young woman sucking his cock was just about as good as it got.

As time went on and i began bobbing my head against him faster and faster, he appeared to relax a little, I seemed to be sucking him with the intention of pleasuring he and I wanted and not just because he was forcing me. he felt my tongue press against the back of his cock, applying wonderful pressure with every withdrawal. It felt too fucking good and he began to release groans of pleasure with every ass-clenching thrill that shot through his dick. he started to fuck my mouth as i suckedhi m, thrusting his hips into me, pulling my head onto him, all gently at first, but then harder and faster with greater abandon.  A few times he heard me gag as his cock inadvertently pressed against the back of my throat, but I was a good girl, I regained my composure immediately and continued to let him use your mouth for his own selfish gratification.

his dick was so unbelievably tense now, bolts like lightning shot through his with every thrust of his hips, every deep pulsing suck from my lips. i really did know what I were doing. I would occasionally force my head back, letting his cock slip from my mouth and licking at it ravenously as though it were an ice-lolly, but always, I would return it to my hot, wet mouth and always to his thrusts.

he could feel himself drawing nearer and nearer to that inevitable moment. Pulse after shuddering pulse fired throughhis shaft, causing him to cry out far too loudly. he thought about cumming in my mouth, about withdrawing and shooting across my pretty little face and the image alone caused another massive shudder to erupt through him, but no…it would have been wrong of him. A headmaster should not cum down the throat of one of his pupils and besides…he wanted to fuck that tight little cunt of mine.

he grabbed my head tight, holding me in place and stopping me from sliding my lips any further. he threw my head back and drew quick relaxing breaths before looking down at me. Again, my eyes stared up at him, questioning him, wondering if my punishment could possibly be over, but as he watched me, his cock still held within my mouth,he smiled…

“Well now young lady! I can see you know exactly what you are doing which is a great disappointment to me. It just goes to show what a bad little thing you really are and I am afraid your punishment cannot end quite yet.”

he felt a little moan of mine pulse through his cock. Was it fear or pleasure? he wasn’t sure, but it didn’t matter to him either way.

he drew his cock from my mouth, one of the saddest things he have ever had to do, but quite necessary in order to move on to the next stage of my punishment.




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