Lilly Meets the Headmaster – Part 01 [MF][BDSM]

# Rise and Shine

Lilly sighed as she opened her eyes. Although she did noticed that her alarm hadn’t gone off, she didn’t give it much thought as her mind was still shrouded in a sleep induced haze.

Stumbling bleary eyed, she attempted to navigate the minefield that made up her bedroom floor, barely managing to avoid knocking over a stack of CD’s and some dirty laundry that she had stacked precariously the night before in an effort to clear her bed so she could go to sleep. Although her mother nagged her incessantly to clean her room, or rather clean up the biohazard that she called her room, she resisted as she felt the semi controlled chaos reflected her… unique personality. Also, she was really lazy.

She uttered a vile word in shock as a sharp stab of pain cut through her lethargy, accompanied by a dull thunk as she carelessly slammed her foot into the dresser. She pondered the wisdom of at least clearing a path from the bed to the door as she nursed her hurting foot, but instead just decided that she would be more careful in the future, oblivious to the fact that this exact pattern of events happened so often in the mornings that it might as well be considered a ritual by now.

She finished picking her way through the obstacles that stood between her and the sweet steamy embrace of the bathroom shower, creeping carefully down the hall so that she would not wake up her parents who had yet to leave for work.

She ripped off the oversized shirt and the pair of panties that had passed for her pajamas the night before, leaving them on the bathroom floor in a heap as she rushed to get out of the chill morning air.

Lilly let out a clipped cry of surprise as she was greeted by a cascade of water that would be more at home in the frozen tundras than in a suburban bathroom. She cursed herself for forgetting again to give the shower time to warm up.

She shivered slightly, a flush of goosebumps covering her exposed skin before sighing in relief as the water slowly rose to a tolerable level.

Gathering up the soap from the nearby shelf where it tended to reside she started running her hands over her body, nominally in an effort to clean herself. Though where she had tried maintaining that fallacy to anyone observing they might have pointed out that she spent an inordinate amount of time on her breasts and between her legs, more perhaps than was necessary for one who was just getting clean. She moaned softly as one finger slipped between the smooth lips of her vulva.

Lilly bit her lip in an effort to silence herself before her bout of self exploration landed her in water that was even hotter than the steamy showers she favored. For if her parents heard her moaning there would be questions asked that she would prefer to avoid…

Lilly had been raised by conservative parents who bordered on the fanatical. Although the family as a whole had long ago shed the trappings of religion, the dogma that had accompanied it remained in full force. Masturbation and premarital sex in particular were utterly forbidden and she might well end up with an ass too sore to sit down on were she to get caught. Though… she might find out that she liked being spanked if it came down to it…

Her eyes idly roved the room as she pawed at the slippery flesh of her body, until they locked on something that stilled her hands and sent a shock of fear down her spine.

The clock. She was late.

“Fuck me!” She cursed.

She realized that while she had previously believed that her alarm had not yet gone off, and had even thought she was stealing an early start to the day, it was in fact more likely that she had silenced the alarm in her sleep and failed to notice. She rushed out of the shower, nearly breaking her neck as her feet lost traction on the slick tile floor. However it would take death or at least a serious maiming to get her out of going to school today. She rushed to her room and started getting dressed.

She rushed around her bedroom, rummaging through the clutter that covered nearly every surface as she struggled to find all of the pieces of her school uniform. Had she been a little wiser she would have put out her uniform the night before, as her mother had told her to do time and time again, but with the wisdom of youth she had just decided to get up a little earlier and find it all in the morning… and look how well that turned out. She slipped on a plain white bra, which caused her rather ample proportions to stand out proudly on her chest despite the fact that this bra had been purchased with the intent of making them look smaller.

“These fucking things…” She muttered to herself as she hastily did up the front of the plain white shirt.

Although she knew that many of her classmates, both male and female alike, would have loved to have her breasts she had trouble viewing them as anything but a problem at this point in her life. Being as buxom as she was at the tender age of 18 was as much a blessing as a curse.

Locating the plaid skirt and tie along with a clean pair of socks that had been hiding under an overturned laundry basket Lilly thanked whatever god might have been lending a hand at that moment.

“Now… All I need is a pair of panties and I can get out of her.” She muttered into the empty room as though she expected the required garment to pop up of its own accord…

However, try as she might she could not locate the elusive undergarment. Although she was able to locate a few pairs they were to the last one unfit for use. Being lazy had its drawbacks as she had been putting off laundry for some time now and was having to pay the toll now.

“Fuck, well maybe they won’t notice if I just don’t wear them today…” she said to herself

Again, had she been older and wiser she might have realized how poor of a choice that was, but with the invincible mindset that can only be achieved by youth she rushed out the door in what was commonly referred to as going “commando”.

Just a few days past her 18th birthday Lilly was blessed with the casual good looks that forever denied her the friendship of so many of her female peers. Her good looks were paired with a matching sense of innocence that stopped just short of impossibility.

She towered above many of her peers at a respectable 5’6″, and she managed to have curves that might have been better placed on a race track than a teen girl. Her proportions broke hearts, and possibly several laws of physics to boot. Long, dark brown locks flowed down her back and caressed her heart shaped face with all the delicacy of a lover’s embrace. Deep set flawless brown eyes peered out from beneath the sweep of her hair, and their depths held more than their share of mystery. When taken together she had assets that few hearts could hope to escape.

What’s more, Lilly was completely oblivious to the sensuous way she carried herself and the effect she had on those around her, which perhaps only served to enhance her appeal. She had unknowingly enraptured many of the males at her school, not all of them students…

# The School

Valley Catholic, the mere name inspired visions of ivy covered buildings and learning. Which more than befitted the most respected private school in the region. Founded by puritanical nuns more than a hundred years ago the school had served as a source of high quality education ever since.

The school had started out with one building, an abbey that the nuns had repurposed, it had grown into a sprawling affair that covered more than 10 acres. The campus boasted stables, dormitories, and a number of other amenities that lesser schools could only envy.

However the orderly flow of students in their pristine and proper catholic uniforms belied the seedy underbelly that resided within. For while the school had been founded by nuns intent on keeping the perversions of the world away from their students that mission had been abandoned long ago. Behind closed doors the students and the staff cavorted in hedonistic pursuits. For those in the know the school offered a wealth of education in matters entirely more worldly than arithmetic. At the forefront of the pleasures offered by the school was the headmaster. Just starting the upward climb to middle age the headmaster was an austere figure who was rarely seen out of his trademark three piece suit. Ruling the school more like a fiefdom than an educational institution he was quick to issue punishments and favored the phrase “spare the rod and spoil the child” as a way to justify his unsavory proclivity for corporal punishment. Though were one to look at the situation impartially they would find that the students and staff that he tended to practice his carnal passions on not only deserved his attentions, but enjoyed them as well…

# The Headmaster’s Office

The headmaster let out a low growl of approval that was punctuated by a wet gasp as the student currently enjoying his “punishment” gagged slightly when the tip of his cock hit the back of her throat. This particular student had been caught chewing gum, her third offense in two weeks.

He gazed down at her with eyes filmed over by lust. He held her arms pinned over her head, causing her generously proportioned breasts to stick out from where he had pulled down her shirt to expose them. Although he restrained her she made no effort to escape his hold, on the contrary she devoured his cock with a fervor that spoke to a nearly unquenchable lust that might well have been a match to his own… “Suck my cock harder you fucking slut!” He hissed at her.

He followed up his command by bucking his hips slightly and driving his cock deeper into her obedient mouth, and was rewarded by another wet gag in response. He reached down and fondled the firm young flesh of her teenage breast, twisting her nipple back and forth between his fingers.

“mmph!” she moaned, though the sound was obstructed by the cock that filled her mouth.

He smiled, though the gesture held no warmth or compassion, instead revealing his satisfaction at having gotten a response. He knew, from previous experience, that this particular student had rather sensitive nipples. A fact which he exploited by savagely twisting the delicate organ again. He considered the irony that he could remember which students had sensitive nipples, but for the life of him he could not recall the name of the student in whose mouth his cock was currently buried.

He supposed that it likely had something to do with the level of interest. He liked teasing and tormenting them, but he didn’t really care what their names were…

“Fuck! I am going to cum, you had better take every last drop bitch!” He moaned.

He grabbed her head and held her down on his cock, forcing it as deep into her throat as he could. She gagged again but made no effort to resist him and in moments his cock erupted, spewing his cum into her waiting mouth. She devoured every last drop and even managed to look disappointed when it was over.

“Good job, now clean yourself up and get back to class.” He said.

He immediately dismissed her from his attention, fixing his pants and focusing on the stack of reports that occupied the desk in front of him while the girl pulled her breasts back into her uniform. He glanced at her and waved her away idly while she performed a slightly mocking curtsy and then hurried from the room.

“That was enjoyable, she is quite good at that. I might have to go to the effort of learning her name after all…” He thought to himself.

Although he felt better at the moment he knew that it would not last for long, the brief moments of clarity that came after an orgasm never lasted long. Besides, he had a long list of students he needed to punish today.

“No rest for the wicked…” He muttered to himself.

He shuffled idly through the stack of paperwork in front of him, a list of petty misdemeanors and school infractions that had been recorded by the staff, and made a sharp check mark next to the names of the students he wanted called up to his office to be punished.

He stepped out into the waiting room that abutted his office and called out to his secretary.

“Mrs. Johnson?” He said

“Yes Headmaster?” She responded her eyes downcast in her characteristic gesture of subservience.

He paused, watching her for a moment, every bit as luscious as any of the students in the school his secretary had what they lacked, the fullness of body that could only come through maturity. He made a mental note to call her into his office later in the day so he could show her how much he appreciated her hard work on his behalf.

“Are there any more students in need of my special flavor of discipline at the moment?” He inquired.

“Yes sir, there are two young ladies who were caught making out in the hallway before class who are ready for you now, I took the liberty of preparing them for your inspection.” She answered.

He glanced over at the two young women. Both seniors, since while he might be lusty he was not stupid enough to punish any girl under 18, the two young women stood with their hands over their heads and their eyes downcast. Mrs. Johnson had anticipated his desire and had hiked up their skirts and pulled down their panties so that he could examine them. Both girls had flawless labia, smooth and hairless despite their sexual maturity.

He walked over to the two penitent students and examined them up close, neither was foolish enough to meet his gaze, which was something of a disappointment as he would have enjoyed punishing that.

Taking his index finger her slipped it between the outer lips of their vulva, measuring which of the two girls was more excited by the humiliating treatment they were being subjected to.

“You, come to my office.” He said gesturing to the brunette, “And you, back to class.” he said to the blonde.

The girl he had indicated choked back a smile of anticipation while the shunned girl made no effort to hide her pout of disappointment at being passed over as she fixed her uniform and departed.

“Hold my calls Mrs. Johnson.” He said as he walked back into his office with the brunette hot on his heels.

“Of course sir.” She said with a knowing smile, though her response went unheard as he had already closed the door to his office without waiting for her to agree. Mrs. Johnson returned to her work as muffled moans of feminine enjoyment started emanating from the closed office. She pondered for a moment how much she enjoyed her job before hastily focusing on the task at hand.

Source: reddit.com/r/Erotica/comments/tk4hha/lilly_meets_the_headmaster_part_01_mfbdsm