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A Private Lesson You Wont Forget 08

A Private Lesson You Wont Forget 08

by outsider1505
19 min read
4.39 (3400 views)
adultfiction

Morning arrived before you would have preferred, and unlike the day before, this time it brought with it not simply the same sense of exhaustion and weakness the previous one had, but also an unmistakable reminder of the thorough lesson you'd learned the day before.

Your ass ached.

It wasn't pain, at least, not the sort that would cause you to scream if you happened to roll over at the wrong time, but a dull agony that, in no uncertain terms, proved just how much Miss Scarlet and Miss More had used you. The countless strap-ons that had slid in and out of your asshole over the course of the day had certainly left an impression, much to your dismay

But that wasn't the only thing that made this morning a little rougher. The fact that you had somehow overslept did that.

Your eyes fell upon the bedside clock, and you noted it was nearly nine 'o clock. While Miss Scarlet hadn't exactly told you to be up by eight this morning, you felt that after the past two days it was simply and unspoken and accepted truth. One which you had managed to forget.

Groaning, both from the ache in your bottom as well as your despair and the lingering fear of what punishment awaited you for such stupid mistake, you managed to get out of bed and drop to the floor, the strength in your legs all but non-existent. You didn't even try to get back up- somehow crawling out of the room seemed far more fitting given the situation.

It took you a few moments to do so, but you eventually managed to make it out of the room and down the hallway, but before you could make it to the stairs, you noticed a small piece of paper taped to the top of the banister. One that had your name neatly written on it.

Pulling it down, your opened it, the worry in the pit of your stomach growing by the second. The fact that Miss Scarlet had had the time to leave you a note rather than confront you in person didn't fill you hope. Even so, you took a deep breath before daring to read the message that awaited you.

"Good morning, I do hope you managed to get some rest, seeing as you slept in."

You groaned again, her words reaffirming your failure. However, the note continued.

"Miss More and I have gone out for the morning, and while we are away, I have a very special lesson for you. Sort of a precursor to the one we have planned for later. You are to go to the dining room, eat your breakfast like a good boy, and then go to the room beside yours. Inside you will find the instructions for your lesson. I expect you will follow them to my satisfaction."

The fact that you seemingly weren't being punished for over-sleeping allowed a small amount of hope to overtake the worry in your stomach, and you quickly finished reading the note.

"See you soon. XOXO Miss Scarlet."

Folding the note, you put it back on the banister, having nowhere else to leave it for the time being, then carefully crawled down the stairs. Once on the main floor, you headed for the dining room, where a now-slightly cold breakfast awaited you. Not that you cared- you ate it all, curious as to what 'lesson' waited for you upstairs.

Without either Miss Scarlet or Miss More around, your mind reeled with possibilities. There were countless things they could expect of you, and given what you'd already gone through, there seemed to be no end to what they could have left behind for you.

Once your finished your meal, you immediately made your way back of the stairs, stopping to grab the note so as to bring it with you into the other room. Yet once you found yourself staring up at the door, a shiver ran down your spine. Once your stepped inside, you'd have no choice but to do whatever it was Miss Scarlet wished of you.

The fact that, without either of your teachers around, you still found yourself in such a position- literally crawling on your hands in knees, naked and collared, was honestly slightly frightening, but in truth, what else could you do? You were so tired, so weak, and, much as you hated to admit it, so submissive now, that this seemed like the proper place to be.

On the floor, ready to look up at the woman who had dominated you so.

With a sigh, you reached up and turned the knob, opening the door and crawling inside.

Shutting the door behind you, your eyes nearly popped out of your skull when you spotted what lay waiting in the room. Not simply another note, carefully folded on the nightstand with your name on it, but a veritable pile of leather gloves and boots- many of which you recognized.

They were the ones Miss Scarlet and Miss More had been wearing since you'd arrived.

Why they were here rather than in their bags you did not know, but you quickly snatched up the note and opened it, desperate to know just what they expected of you.

The note did not hold back.

"Now then, as you can guess, our gloves and boots are in need of proper care, and so while we are out, you are to use that naughty mouth of yours to clean and polish every single pair here."

Your eyes widened and your mouth watered, both from excitement as well as a little bit of fear. The thought of licking every glove and boot they'd left behind... It seemed a daunting task.

Luckily, Miss Scarlet was not as cruel as she could have been.

"You may stop and drink some water along the way, but I expect everything to be spotless upon our return.."

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This seemed a simple enough task, as well as one which was already getting your thoroughly used and abused cock going from the very idea.

Something your wicked teachers likely saw coming, seeing as the note continued.

"However, while you are doing this lesson, you are forbidden from touching that pathetic little knob of yours. No matter how hard it gets, no matter how desperate you become, if you lay a finger on it, you will be punished. And heaven forbid if you dribble out any cum."

Another groan slipped out, but this one was filled to the brim with despair. The idea of not being able to touch yourself during what was liable to be a rather erotic experience was absolutely heartbreaking, as was the fact that you doubted you would be able to stop your traitorous cock from leaking.

And the final line of the note made things all the worse.

"We will be watching sweetheart..."

Looking around the room, you didn't see any cameras but, given what you'd gathered about the manor's owner, you wouldn't be the least bit surprised if there were countless hidden ones all about, including this room. Which meant that, even though neither Miss Scarlet or Miss More were around, they were still in control of the situation, as well as you.

With a sigh, you placed this note as well as the one from the hallway on the end table, then crawled over to the bed and stared at the pile of gloves and boots. There were many to choose from, and you didn't want to waste too much time doing so. You had no idea when the ladies would return, and you had a rather difficult task ahead of you.

After a few moments, your eyes fell upon the black and red snakeskin-esque leather thigh-high boots Miss Scarlet had worn the previous day, and without a second thought, you grabbed one of them and brought it to your face. The scent of the leather as well as of Miss Scarlet's perfume hung in the air, and the warmth of her body seemed to be lingering from the day before. It was as if she'd only just taken them off, so fresh were the scent and sensations.

Your tongue slowly slid out of your mouth and, though you had licked these boots whilst Miss More had pegged your, that did not mean you were going to be lax. Starting with the sole, you let your tongue slip from the toe to the heel and back again, over and over and over until you were certain you'd gotten every inch of it.

Then you moved on to the upper part- the tongue and the shaft, long as the latter was, your mind reeling with the thoughts of the boots clinging tightly to Miss Scarlet's incredible legs and thighs, and that was more than enough to send more blood down to your cock than was already there.

With a shake of your head, your tried your best to ignore the thoughts and feelings threatening to overtake you, and continued to lap the material of the boot like your life depended on it, making sure to get every crevice before daring to move on to the next one. It wasn't easy, but you were determined to do a good job for Miss Scarlet, as well as to enjoy the opportunity to worship her boots in such a way.

Once you were finished, you carefully placed the boots back on the bed, then carefully picked up one of the elbow-length black leather gloves Miss More had used to tease and torment your cock whilst she'd pegged you. As the long glove hung in your hand, you found yourself drawn to it, and without a second thought, you pressed in against your face, breathing in the scent of the leather and letting it wash over you.

There was a time when the idea of licking something that had touched, stroked and fondled your cock and balls would have disgusted you, but none of that mattered. This glove- all of these gloves, as well as the boots, had such a powerful hold over you that you could not even fathom not worshipping them once given the opportunity.

And worship them you did.

Holding the glove between your hand, your tongue danced the full length, stopping and sucking each finger gently, tasting the sweet, slightly metallic flavour of the leather, and imagining Miss More was wearing them and commanding you to lick them.

You could scarcely recall the arrogant young man who had dared talk back to such a woman as Miss More, let alone Miss Scarlet. It was as if with every pass of your tongue across the smooth leather, that person faded more and more, any traces that may have remained after all your other lessons washing away.

The next glove followed, and the more you licked, kissed and sucked, the harder your cock grew. You wanted nothing more than to wrap you hand around it- or perhaps wrap one of the provided gloved around it, and stroke it in reverence of the two women whose gloves and boots sat before you, but you dared not do such a thing.

Much as it hurt, you needed to hold back. You had spent the previous day 'learning' about self-control- it was time to prove the lesson had sunk in.

Once you finished with the glove as well as its twin, you decided it was time to take a much needed water break. At first, your eyes looked around to see if this room also had an en-suite bathroom, and while there was one, the door was shut- almost as if Miss Scarlet knew that a part of your was considering doing a little more than simply having a drink in there.

Instead, you spotted a full pitcher of water and a glass resting on a dresser in the corner. Carefully, you crawled over, poured yourself a drink, and slowly let the cool, refreshing water fill your mouth. Then you returned to the task at hand, your hard cock bouncing between your legs as your made your way back and picked up the knee-high black leather boots Miss More had worn yesterday.

For the next few hours- once again time seemed to both fly by as well as not exist here, you continued on with your task. From Miss More's black knee-high boots you moved on to the brown just-below-the-knee brown ones along with the elbow-length ones of the same color she'd sported early on in your stay here. Miss Scarlet's black and red over-the-knee boots as well as the short red gloves from yesterday, and countless other pairs of differing lengths and colors all of which had been used to tease and torment you at one point or another were pulled from the pile, and your lips, mouth and tongue dutifully cleaned them just as you'd been instructed to.

Though you stopped for water a few more times, it didn't seem to change the fact that all your could taste was leather. Your mouth was filled with it, as was your nose from having the boots and gloves so close to it for so long. It was incredible, as well as further proof of just how far down the proverbial rabbit hole you'd gone. If you had a choice, you would stay in this moment forever, endlessly worshipping Miss Scarlet and Miss More's gloves and boots.

And that thought both excited and terrified you.

But not nearly as much as what awaited you at the bottom of the pile.

As you placed the latest pair of boots on the bed alongside all the others, each shining in the afternoon sun once you were through with them, you noted that only one item remained before you. And once you spotted just what it was, a small moan slipped its way out from between your drying lips even as your aching cock practically danced with joy at the thought of what lay there waiting for you.

The shoulder-length black and red snakeskin-esque gloves Miss Scarlet had worn the night you'd arrived.

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Ever since you'd first seen hear sporting them you'd wanted nothing more than to have the opportunity to worship them, and here it was. And that simple thought was enough to tell you what you had begun to suspect ever since you'd read the note that had been left in this room for you. This wasn't simply another lesson, it was a test. As well as a trap.

There was simply no way Miss Scarlet did not known just how badly you wanted to taste these gloves, and now that you had the chance, you were almost certain it would be the end of you. Your cock was already aching with desperation from all the boots and gloves you'd already licked clean, to finish off with the pair you'd practically been pining for...

You sighed. All you could do was try to hold back for just a little bit longer.

Carefully, you picked up one of the gloves, holding it as if it were some ancient trinket or magnificent treasure rather than a simple piece of clothing. And yet deep in your heart if not your soul, you knew that these were far more powerful and valuable than the greatest treasure in the world.

The fingers of the glove fell over your palm, and you kissed it softly, as if Miss Scarlet were wearing it and you had been granted the chance to show your devotion. You continued to do so, gently placing kisses all along the full length, never ceasing until you were certain you had pressed your lips against every inch of the glove. Only then then you dare slip your tongue out and begin to lick it in earnest.

Lovely as the snakeskin-esque material felt against your lips, the moment your tongue touched it, every remaining brain cell in your head seemed to burn out, every thought melting away beneath the power of Miss Scarlet's glove. And you hadn't even started to lick it yet!

Placing the opening of the glove over your nose, you took a deep breath, drinking in the scent of the material as well as of Miss Scarlet, then you found the strength to begin your task. Your tongue slipped along, from the opening all the way down the full length of the glove, the taste and scent washing over you again and again by the minute.

If you'd been asked to describe just what you thought it would be like to worship these gloves, you doubted you would have been able to do so. It was amazing, and even as you took each finger into your mouth and gently sucked them, you felt jolts course through your body, moving from your mouth down your back and stopping in your ready-to-explode cock.

Even after you'd licked the glove from end to end three times you kept at it, wishing to make sure you'd thoroughly cleaned it before moving on to its twin, as well as desperate not to have this magical experience end too soon. Alas, much as you wished you could remain in this moment forever, you knew the clock was ticking.

Putting the finished glove down, you picked up the other one and began to do the same to it- kissing it, breathing it in, then starting to lick it.

Perhaps it was due to all the leather you'd already tasted, all the other boots and gloves you'd worshipped, or perhaps it was the knowledge that this was the final article of clothing that required your attention, but as your tongue ran along the shoulder-length snakeskin-esque glove, you felt your body begin to shiver, your legs begin to grow weaker than they already were, and though you knew you weren't allowed, your cock didn't seem to care.

No amount of self-control was going to stop what was coming. Nothing short of an act of God was going to hold back the orgasm that had been building up every since you'd crawled into this room. You were going to explode, and there was nothing you could do about it.

The fingers of the glove slipped in and out of your mouth, your tongue slid back and forth across the material, and with every pass you felt the sensations growing stronger. Your mind tried to stop it, tried to send signals down to your cock to prevent it from doing what it so desperately wished to do, but they went unanswered. It was coming, and in a few moments, you would be too.

Closing your eyes, you imagined Miss Scarlet standing before you- or rather, standing above you, her gloved hand held out for you to worship, her beautiful face gazing down with you with a look of disdain as she knew exactly what was about to happen. Knew that you were about to fail her 'simple' lesson.

There would be consequences, you knew that. A punishment would await you, there was no was around that. But in that moment, in that room, on your knees with Miss Scarlet's glove in your hands as your mouth kissed, licked and worshipped it, you didn't care.

All it took was one final taste of it, one final sniff of the scent of the glove as well of its owner as well as yours, and your body began to shake and shiver. Your cock, almost independently of you, throbbed and bounced around as a moan that quickly became a scream slipped out of your mouth- only slightly muffled by the glove pressed against your face, and in that instant, you exploded.

The tip of your cock spurted out more cum than you expected, as if the frequent orgasms of the past two days hadn't happened, and streams of it dribbled out and along your shaft, spilling out onto the floor as waves of pleasure coursed through you again and again.

After a few seconds what little strength you had in your legs gave out, and you fell onto your back, the glove still held tightly in your hand like a childhood teddy bear. And as the orgasm faded and the realization of just what you'd done began to dawn on you, you opened your eyes and noticed you were no longer alone.

Miss Scarlet and Miss More stood in the now open doorway, gazing down at you with their gloved hands on their hips.

"How disappointing," Miss Scarlet said, her tone firm as she stepped into the room and pulled her glove from your grasp. "It seems you still have more to learn... Such a pity, I was so looking forward to your graduation..."

Though you hadn't a clue what she was referring to, her dismay was apparent and, though you wished to say something, anything, to apologize for your failure, there really was nothing to say. Nothing except the three words that slipped out out you. "Sorry Miss Scarlet."

She shook her head. "Yes, you are. Such a sorry sight indeed..."

Placing her glove alongside the others on the bed, she pointed at the floor with a red leather-clad finger. "Now, clean up your mess and join us in the dining room. I expect you can manage that."

With a sigh, you sat up and returned to your hands and knees, but before you could bring yourself to do what was asked of you, Miss More spoke up.

"Perhaps we should make sure he does it. After all, it's clear he can't be left to his own devices."

Miss Scarlet nodded. "You are quite right... Get to it, I want to see you lick up every drop of cum."

Bad as it would have been to lick your cum off the floor, knowing both ladies were standing there watching made it all the worse. However, you didn't want to end up in any more trouble than you clearly already were, and so without a word, you brought your face down to the marble tile, slid out your tongue, and began to lick.

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