Chapter 1

It was morning at the St. Margaret’s Academy for Wayward Girls, and dressed in their standard school uniforms consisting of a simple blazer and a knee length skirt, the twenty or so girls of class 2-1 stared straight ahead as they waited for their usual inspection to begin. It was like this every day before class. Standing silently beside their desks, they shifted nervously in place as their homeroom teacher walked on by with the attendance sheet held in his hand.

“Sarah Williams, Rosie Patel, Phila Lee-...,” he said.

Mr. Wilson was one of the nicer teachers, but the procedure was still the same. And as much as he tended to grade leniently on the exams, the tension in the room could almost be felt as he waved for the first girl standing in front of him to step forward and lift her skirt up above her waist. There was a slight tremor as she looked up at him, her blond hair swaying about her shoulders as she trembled underneath his gaze. Then, biting down hard against her lips, she reached down to pull the material upward so that the white fabric of her panties were on display.

“Higher,” said Mr. Wilson, and the girl did as she was told, lifting her skirt up higher for him to see. Blushing even harder, she stood with her legs fully exposed, the stares of her classmates looking on from behind. There was little time to think about such things however, as Mr. Wilson reached out in the next moment to place his hands against the inside of her thighs.

“Ah-...!”

It was barely a whisper, a subconscious utterance that she swallowed down instantly before it could even be heard, but in the silence of the room it was almost like a cry of guilt as it escaped past her lips. So young, so innocent, like a delicate flower that had just begun to bloom. And being only in her seventh year so far like the rest of her peers, it was almost as if the poor girl herself didn’t even know what to do. Her breasts were only just starting to come in, and the and the first signs of puberty had only started to appear a few years before.

Besides a slight stiffening of her posture from where she stood, she made no attempt to stop the inspection as Mr. Wilson reached out to slowly touch the delicate shape of her privates through the thin cloth of her panties, tracing over the lips of her labia underneath. Even when he moved his fingers up to rub against the tiny bump protruding from the top of her slit, it was almost as if she had been frozen in place as he pressed down against the sensitive organ of her clit. A quick blush followed by a short jerk of her hips, and it wasn’t until her face was burning bright red with shame that he finally relented. Pulling his hand away, Mr. Wilson nodded in satisfaction as he held his fingers up for everyone to see.

“Adequate,” he said, and the girl lowered her skirt again with a visible sigh of relief. Blushing one last time, she bit down on her lips as she sat down behind her desk. Then, it was on to the next girl standing in line, and then the one after that as they waited for their turn.

Ticking off each name as he ran down the list, Mr. Wilson stopped before each one as they held their skirts up to expose the plain white fabric of their panties. And in between the sound of the clock on the wall and the silence of their tears, the responses that they made were always an interesting sight to see. Some stared straight ahead as he reached down to touch them, and others blushed the moment their skirts cleared their knees. With no choice but to stand there as they waited for him to finish, however, there was nothing they could do as he reached down to feel along the soft mound of their most intimate place between their legs.

A series of short circles traced around the base of their clits, and there was no hiding the tenseness in their bodies as they shivered from the way his fingers pressed against the barely developed nub hidden underneath. The fact that a single wrong move on their part meant a trip down to the headmaster’s office with a punishment slip in hand didn’t even need to be said.

“Sasha Lowery, Madeline Vane, Mary York,” said Mr. Wilson, “And last but not least...”

Smiling, he reached his hands out towards the final girl waiting for him at the end, running his hands over the sensitive strip of skin where her thighs formed a gap as they pressed up against the outer edge of her panties. Lifting the bottom of her skirt up even higher, he looked at the way the thin garment lay flush against her body. From the way it was ever so slightly misaligned however, with the soft shape of her vulva forming a line barely visible underneath, it was quite clear that there was more to the situation than it seemed. A suspicion that was confirmed a moment later as he moved his finger up and over the sensitive nub at the top of her slit.

Seeing what he was doing, the girl blushed even harder as she turned her head away. Her clit was more than just a little stiff when he reached out to touch it, hinting at the true cause of her discomfort with all the subtlety of her sin. Masturbation was strictly forbidden at the academy, and it must have been quite a while since her last orgasm if she was desperate enough to try and sneak something past the caretakers that constantly roamed the halls of the dormitories. Try being the key word here. More than likely, she had been forced to stop halfway through out of fear of being caught, leaving her frustrated all night long and unable to sleep.

“Vanessa Clemons, is it?” said Mr. Wilson, and the girl stiffened a little as he called her name.

“Yes sir,” she mumbled.

“Would you mind lowering your panties for me please?” asked Mr. Wilson.

“Sir?” asked Vanessa, her eyes going wide.

If she hadn’t been guilty before, then she certainly was now. Blushing even harder, she mumbled a half-hearted excuse as she tried to delay.

“But I haven’t-...,” she stammered.

“It’ll only be for a moment,” said Mr. Wilson, interrupting her, “A quick check to see if everything is as it should be down here, and then you can sit back down again in your seat.”

Of course, whether or not it would end there depended on the results, and Vanessa trailed off as she started to realize exactly how much trouble she was about to be in. There was another moment of hesitation as the entire class turned to stare at her, and she almost seemed to melt away under the intensity of the stress. Left with no choice, however, she reluctantly slipped her fingers underneath the waistband of her underwear before sliding them down ever so slightly so that the top half of her mound could just be seen. Any further now, and the beginning of her slit would be fully visible from where it curved downward between her legs.

“Please sir-...,” she begged one last time, but the situation was already past the point of no return. The rules were quite clear on the subject, and reaching out as if to comfort her, Mr. Wilson gave her a gentle squeeze with his hand.

“It’ll be better for you to just admit it instead of lying,” he said softly.

There was one last moment of consideration, of unwilling resistance unrealized, and then Vanessa finally gave in, lowering her panties all the way down until they were stretched out between her knees. With her skirt still held up above her waist, the full length of her privates were now laid bare and she closed her eyes tightly as if it was enough for her to turn invisible and disappear. Having just started puberty a few years before, there was not a single strand of hair for her to hide behind with only the slightest hint of peach fuzz just starting to sprout across her skin.

The shame of her embarrassment only grew worse as Mr. Wilson reached out to spread her open in front of the entire class.

One, two, three- ... Three seconds, and that was all it took for the verdict to be made.

“You’re wet,” he said.

It was a simple statement, a matter of fact, and Vanessa winced as he continued to run his hands up and over the contours of her lips, noting the dampness that clung to them as he pulled his hand away.

“Was the spanking from last week not enough for you?” asked Mr. Wilson.

“No sir,” mumbled Vanessa.

“And what about the punishment plug you had to wear afterwards. No improvement there either?” he asked.

It was a common enough punishment that most of the students had experienced it at least once before, but no matter how many times she was subject to it, Vanessa couldn’t help but wince again at the memory of the toy every time it was forced up her rear hole. Even with the ample amount of lubrication that was used, the awful sensation of being invaded back there only seemed to make the fullness that resulted even worse. Not to mention the way the plug was set to randomly vibrate every few minutes or so to keep her on edge. Given that her classes often lasted the entire day, just having to sit there in silence as she was teased over and over again without release was enough to drive her near insane.

“I’m sorry sir,” she mumbled again, and Mr. Wilson reached up once more to press against the tiny nub at the top of her slit. Drawing the protective hood back with his thumb, he sighed as he brushed his fingers over the delicate pearl underneath.

Vanessa jerked forward again as she held her breath. Oh, what she would give for just a few minutes alone in a closet or under the covers of her bed. Even if it meant being punished afterwards, the feeling of emptiness she felt was almost painful as the stimulation stopped right before she could hit the edge. Another few strokes along the delicate folds of her inner lips, and Mr. Wilson sighed as he stood up in front of her.

“Front of the room,” he said, still looking at the way her clit pulsed in time with her heartbeat, “And this better be the last time, or you’ll be looking at the inside of a chastity belt for the rest of the year.”

Swallowing hard, Vanessa moved to do as she was told, shuffling forward to stand awkwardly with her panties still stretched out between her legs. Wiping her eyes on the sleeve of her uniform, she sniffled as she drew them all the way down to her feet before stepping out of them and lowering her head. Despite what she must have known was coming next, her nipples were already stiff as they pointed upward from her barely budding breasts. Her shirt did its best to cover them, but there was no mistaking the sharp points as they stood up underneath the fabric for everyone to see.

The tension in the room rose another notch as Mr. Wilson walked over to reach into the drawer of his desk before returning again with a leather crop in his hands.

“How many?” he said.

“Sir?” she asked.

He tapped the tip of the leather instrument against the inside of her thighs, and she shivered as it slowly moved up towards her slit.

“How many do you think it will take before you stop playing with yourself?” he said.

“I don’t ... I don’t know sir,” she said again.

Wrong answer, and really, any student past their first year should have known better than to say such a thing. There was something like a tiny flicker of annoyance as Mr. Wilson brought the crop down against the inside of her legs, and Vanessa cried out at the sudden surprise of the impact. Even if she had been wrong, any response was better than none at all when it came to the number of strokes she was supposed to receive.

Smack!

Mr. Wilson raised the crop again, and Vanessa cried out as she danced on the spot.

“Thirty!” she gasped, “I mean, twenty! I mean, zero!”

“Which one is it?” he sighed in exasperation.

Another blow, closer up this time, and Vanessa cried out as her hands flew down between her legs to protect her most intimate places from being struck. Barely had she moved however, when the rod came down again to push them out of the way.

“The sooner you can give me an answer, the sooner we can start and end,” said Mr. Wilson.

Sobbing, Vanessa spread her legs further apart again as she placed her hands back on top of her head. With her skirt tucked out of the way, there was nothing to hide the full length of her privates from the rest of the class.