The headmaster teaches busty Jessica not to break the rules

literotica
literotica
165 Min Read

The Geneva School for Girls is a two-year finishing school for 18- and 19-year-old ladies just graduated from high school. These are girls who are mostly from wealthy families, who don’t blink at the six-figure-a-year tuition and room and board (with a smattering of scholarship girls thrown into the mix).

The school was founded by Headmaster Jake Walker many years ago, when he was just a lad of 28, freshly graduated from the PhD history program at Harvard. He had offers to join several Ivy League universities as a junior faculty member. But he also had the very strong desire for sweet young pussy. For most men, such desires are merely fodder for jack off sessions. But Jake had vision and a spirit of adventure — plus a trust fund of substantial size — so he made his dreams a reality in the Swiss mountains high above Geneva.

Finishing schools were almost all out of business by the time Jake put in the offer on this one in Geneva. But Jake Walker had some very intriguing ideas when it came to the place a finishing school would have in the modern world. And if things worked out as he thought they would, well, he’d do just fine. As would the clients he had in mind.

Working with his lawyer, Jake Walker acquired the property, and the school itself, at a price substantially lower than the figure he had settled on in the back of his mind that he would have been willing to pay.

He’d had his eye on this one in Geneva, and a few others that were similar. When it came on the market, he’d already done his due diligence when it came to checking out the physical state of the school’s buildings, as well as having the school’s financial records reviewed by his tax lawyer. Yes, the Geneva School for Girls was going to be just the thing he wanted. Yes indeed.

All the research he had done proved that the school would be an excellent investment, not just from a purely economic standpoint, but for Jake Walker, it would prove to be a place where he could live out his deepest fantasies, and reap a substantial financial reward. What more could a young man of 28 years of age ask for? When his offer to the previous owner had been accepted without condition, Jake Walker smiled contentedly to himself as he took up the offered pen and signed the legal papers. The Geneva School for Girls was now his, and it was time to get to work.

Finishing schools had been created back before women attended universities in any great numbers, to teach girls how to pick stationery and plan a dinner party. Essentially, they were preparation to be the wife of a very important and rich man.

Now with most university student bodies composed half of women, many rich men were finding wives at college. But some wealthy men — many of them older—wanted a woman less intellectually challenging and more submissive than the typical university student. They didn’t want a wife who could run their business; they wanted a wife who could run their cock. That was the market Jake would tap into.

Jake realized the finishing school curriculum needed to be radically changed. First, he replaced sewing and penmanship with classes in current events and general knowledge — nothing too difficult, just the kinds of things a girl would need to know to keep up her end of a cocktail conversation.

Second — and this was the real reform, though you wouldn’t find it mentioned anywhere on the school’s website — he recognized that rich parents pay for results. They’d send their brightest girls to college, but for the ones who were always half-a-step behind and a little dull in the head, they’d need to continue to marry them off to an international assortment of wealthy men. And they’d better be excellent in bed if they were going to be prime marriage material. Jake’s school had to deliver on this important but unstated skill set.

So after classes let out, his all-male faculty would take the girls’ sexual education in hand. So that the girls would be ready for anything their husbands might demand, he planned a wide variety of sexual experiences for the young ladies, on which they would be graded in secret faculty-only meetings. If they didn’t pass with flying colors, they’d have to do the “exercises” all over again. And to ramp up the level of difficulty, and prepare the girls for a husband of any size, Jake hired only faculty like him — those with outsized cocks of nine or ten inches, and extremely girthy members.

To improve the girls’ chances of success, he sought out girls who had demonstrated crushes on older men, because he thought they would be more likely to take sexual instruction from his faculty — and more likely to marry men who could keep them in the style they had become accustomed to. He also admitted only the prettiest girls, and those with the biggest busts. He knew from his research—along with his discussions with potential clients—that big tits were a favored feature of second and third wives the world over. Many men, even those who were extremely wealthy and could have whatever their hearts desired, often married the first time for love, or sometimes for social position. But when it came around to the second or third marriage, it was all about the sex, and with that, the bigger the tits on their prospective partner, the better. And when it comes to labelling them as partners, Jake knew the more appropriate term would be “cum receptacle”, because at the end of the day, that’s what those rich men wanted.

And since Jake was initially an admission committee of one, the girls he admitted also tended to fit the profile he personally found most arousing. They were uniformly petite — sometimes barely clearing five feet — and delightfully girlish. Most were brunettes — though a spectacular blonde or redhead occasionally snuck in. And almost all had baby faces that could pass for three or four years younger. At a minimum of 18 years of age, they were both 100 percent legal, and his dirtiest fantasy come to life.

Most were away from home for the first extended period of time. Their hormones were in overdrive. But only their professors—at the top the school’s winding driveway that took close to 30 minutes to negotiate, unless the heavy snowfalls made it impassable—were available to sate their young urges and prurient desires.

Jake himself came from the top 1 percent of the top 1 percent, with enough family money to fund the school for several years. He also had connections among America’s elite families, where he would find his students. That first year was an intimate affair — just two professors and four students — but it gave him time to hone connections among the world’s wealthiest men. Some of those men were the age of his girls, ready to take over the family business, while some were old enough to be the students’ fathers. He placed all four girls with billionaires — three as wives and the fourth as a mistress. It was enough success to attract larger and larger classes to the school.

Today, 30 years on, Jake is old enough to be any of the girls’ father. There are 50 professors and 200 students from dozens of nations around the world. And the school has had a 100 percent post-graduate placement rate, once Jake began the program of prospective husbands donating $100,000 to quietly “test out” three girls over the course of three days.

The girls have kept their mouths shut about the school’s unique course of study (why would they tell and ruin a good thing?) and their families, more obsessed with the status of who little Susie is going to marry than how the marriage came to pass, don’t inquire too deeply into the school’s methods. Everyone — most certainly including Jake and his Rocky(H) cock — has a happy ending.

CHAPTER 1

“Jessica, what do you think of Mr. Walker?” The girl’s voice came across the darkness from the other side of the dorm room.

“The Headmaster?”

“Yes. Do you think he’s good looking?”

“He’s very handsome, Lisa.” Jessica reached over to her bedside table and turned on the light, illuminating the room in a warm golden glow. She looked over at her roomie, Lisa, who was lying in her own bed facing her, the covers pulled up to her chin. “And he’s so worldly and sophisticated. I’d love to marry a man like that some day.”

Jessica kept something about Mr. Walker to herself. It was the fact that Mr. Walker reminded her a lot of her own father, a man who she’d had illicit incestuous thoughts about for years now. Like Mr. Walker, her father was tall, cunt-creamingly handsome, and successful. She often laughed to herself that if she had a dollar for every time her fingers got busy between her legs while thinking about her father, she’d be as rich as him. Which was saying something—her father had been on the Forbes magazine list of the richest people in the world for years now.

Once Jessica turned the light on, Lisa moved up in her bed, supporting herself on her elbow. As she did, the covers slid down slightly, giving Jessica a perfect view into the curvy girl’s cleavage. The blonde’s boobs wobbled teasingly as she shifted into position and looked over at Jessica. “Mr. Walker is pretty yummy, isn’t he? What do you think of Mr. Jones?”

“Our corridor supervisor?”

“Yeah. He’s quite attractive too. You know, for an older guy.”

“He’s all right. Most of the professors here are pretty good looking. I wonder if that’s a requirement for getting the job. It’s good for us anyway. It beats sitting in class all day looking at wrinkled old bags.”

“That’s for sure. Much better,” Lisa replied, sitting further up in her bed, her sizable boobs jiggling beneath the sheer nightie.

Both girls were wearing the regulation sleeping attire for the school: white baby doll nighties with white cotton panties beneath. The ruffled nighties had scooped necklines and were so short that they barely covered their bums. The simple attire made the girls look beguilingly young and innocent, which is exactly the look Jake Walker wanted them to have when he picked this sleeping attire out, along with every other type of outfit the girls wore while at his school. Jake Walker had given his personal stamp of approval to everything from their standard school uniform, to each one of the uniforms worn by the various school sports teams.

Jessica’s eyes were instinctively drawn to the enticing view in the scooped neck of Lisa’s nightie. The girl definitely had a big set of boobs on her, there was no doubt about it. Jessica wondered if their bust size had had anything to do with them being assigned as roomies. Both girls sported impressive chests, and even though Lisa’s breasts were big, Jessica knew hers were bigger.

Ever since they’d started sprouting years ago, Jessica had quickly shot ahead of all her friends when it came to breast size. In her young teens, she’d quickly noticed the hungry look boys had given her as her round full boobs had started to grow…and grow. Leering glances from older men quickly followed. Girls her own age looked at her chest enviously, as did many older women, especially when they spotted their husbands or boyfriends doing doubletakes as their eyes zeroed in on Jessica’s jaw-dropping bustline.

Jessica had to admit that, even as a young teenager, she liked the attention, and rather than wear loose, sloppy clothes to hide her curvy figure, she did the opposite. She took care to select sweaters and tops that were nice and tight, as well as skirts, shorts, dresses, whatever she wore, was chosen to show off her curvy body. She loved the admiring glances and hungry leers that seemed to follow her wherever she went.

It wasn’t just her mouthwatering breasts that people looked at with lustful gazes. Her whole body was made of enticing curves and inviting valleys. It looked like whatever overseeing being made this sweet young thing, it was done with a series of beachballs and spheres of various sizes, her lush bum and enormous breasts being the most visible. Her hourglass figure emphasized her massive tits and amazing bum, while her full thighs and calves were enhanced erotically by enticing narrowings at her dimpled knees and slender ankles. Her feet were tiny and delicate, and seemed barely big enough to carry the lush curvy body above them.

Jessica had always been a little plump as a toddler and young girl, and as she went through puberty, she never seemed to lose that endearing bit of baby fat that made her so charming. She still seemed to carry that baby fat even now, at age 18, that alluring layer of velvety softness making her look more ‘touchable’ than most women, even those few who came close to competing with Jessica when it came to breast size.

Even her pretty face was more roundish than angular. Her cute round button nose was matched by her dark brown eyes, which, like the rest of her, were big and round. Her mouth was full, her lips plump and velvety soft. Her shoulder-length dark brunette hair suited her eyes perfectly, and her lustrous locks looked almost inky black under some types of light. Sometimes she wore it straight, which took some time to do, or naturally curly, like it was now, the shoulder-length curls framing her innocent, yet teasingly provocative, features attractively.

Jessica realized within minutes of meeting her roomie just three days ago that Lisa had that similar ‘touchable’ look, and that was another reason she wondered if some authoritative body, likely Headmaster Walker himself, had seen fit to put the two of them in the same room together. Jessica was happy that it had happened, and the two girls had hit if off right from the first smiling handshake. She already felt that she and Lisa were BFFs, curiously awaiting whatever adventures they were likely to undertake in this year at the Geneva School for Girls.

Jessica mirrored Lisa’s movement and hoisted herself up on one elbow. As she did, her covers slid down as well, coming to rest once the top edge of the sheet dropped below the impressive shelf of her tits. Like her own had done, she saw Lisa’s eyes go instinctively to the revealing neckline of her nightie, knowing her own deep dark line of cleavage was clearly on display. She saw that tell-tale hungry twinkling in Lisa’s warm blue eyes, a look that Jessica was used to seeing anytime someone got a good look at her big tits.

“I’m cold,” Lisa said, her eyes finally pulling away from Jessica’s swelling chest. “Do you think I could come into your bed for a few minutes? Just to warm up.”

“Sure, I’m kinda cold too.” Jessica drew back her covers and slid over in the bed, making room for her new friend.

“Eeee, I’m so cold.” Lisa whisked herself from one bed to other, sliding in and cozying up to Jessica, who pulled the blankets over both of them.

“Mmm, that’s better,” Lisa said as she snuggled right up to her big-breasted roomie. As she pulled herself closer, she made sure to rub the front of her nightie against Jessica’s, their boobs pressing against each other’s. “Oh, sorry. I…I didn’t mean to…”

“That’s okay, it feels nice.” Jessica gave Lisa a soft knowing smile as she lay back and let the blonde girl cuddle into her, her head resting on Jessica’s shoulder.

Lisa slid her hand across the front of Jessica’s nightie, hugging her. “Here, let me warm you up too.” She started to rub her hand up and down over the bigger girl’s body, the back of her hand ‘accidentally’ bumping into the underside of Jessica’s huge tits on one upwards movement. “Oops! Sorry. I didn’t mean to…”

“That’s okay. Don’t worry about it.” Jessica reached over and stroked Lisa’s soft blonde hair.

Lisa happily took that tender gesture as an invitation. She continued to gently stroke her hand over Jessica’s warm stomach, but this time, she purposely let her hand moved higher. The sides of her fingers repeatedly rubbed against the underside of Jessica’s massive breasts. “You know, for my whole life, in every school I’ve been in, I’ve always had the biggest boobs. But not here, and not even in this room. I can’t believe how big yours are.” She let the back of her hand rub slowly back and forth against Jessica’s heavy tits.

“Yours are nothing to sneeze at either, Lisa. They’re pretty big.”

“But not as big as yours, and not as big as some of the other girls here. I can’t believe how many of them are huge.”

“I think it’s almost a requirement to get into the school. We all know why we’re here; to learn how to be proper wives to wealthy, successful men. That’s why all the girls here are built like us. It seems as if finding a woman with big boobs is a priority when it comes to men like that.”

“Well, if that’s the case, with a set like yours, you’re probably going to end up with the richest man in the world.” Both girls laughed at Lisa’s comment. “Honestly, I don’t think I’ve seen ones as big as yours, except for those ugly fake ones you see on the internet.”

“Yes, these ones are all natural, I’m afraid to say.”

“They’re quite something all right.” Lisa got a little bolder, turning her hand upwards so her fingers were now cupping the undersides of the big fleshy mounds. “Do you…do you think I could feel them for a minute? You know, just to see how big they really are?”

“I don’t know, Lisa. Remember what they told us on our first day: ‘any lesbian activity will not be tolerated, and could result in expulsion.’ My father would kill me if we got kicked out.”

“It’s not like we’re going to be doing anything. It’ll be like having a medical exam from a doctor or nurse.” Lisa paused as she saw the gears going around in Jessica’s head. “And besides, if anything like that did happen, nobody would ever know. I’d never tell anybody. Would you?”

“No, of course not.”

“Well then? Just let me feel them for a minute. It’ll be okay. Please…”

Jessica hesitated for a few seconds, but those brief touches from Lisa’s hands against her boobs had her nipples itching with need already. Just letting her new friend feel them for a minute or two wouldn’t hurt anything. And like Lisa said, neither of them were going to say anything, and they were safe and sound in the privacy of their own room, away from any prying eyes. “Okay. But just for a little bit. Like you said, who would ever know?”

***

Headmaster Jake Walker smiled to himself. He was sitting in his office, his eyes glued to his computer screen. The images of Jessica and Lisa together in Jessica’s bed was the beautiful justification of everything he had paid for, as well as the audio ‘portion of the program’, as he liked to call it. Every word spoken by the two girls had been crystal clear, from their early discussion on how handsome they thought he was, to Jessica’s last statement about nobody ever knowing what they were up to.

When he’d taken control of the Geneva School for Girls, there were a few renovations he deemed necessary. The school had fallen behind the times relative to advancements in technology under the old guard, and that had to be remedied right away. Jake vowed to himself to keep the school’s classic old-school look intact—it was, after all, the look of pure academia that had attracted him to the property in the first place—but to bring it into the modern world relative to technology, while still keeping the image of an antiquated ‘Finishing School’ intact.

Starting with the computer labs, he’d spared no expense, bringing in expert consultants to design systems and bring in equipment that was leading edge. One other component of importance was to upgrade the school’s safety features, including a totally redesigned and enhanced fire alarm system. New smoke detectors were required in all shared common areas, and in each of the dorm rooms. One consultant had been paid handsomely to ensure each detector had the most up-to-date pinhole cameras and sensitive listening devices incorporated into each unit. And of course, monitoring of this system went straight to the Headmaster’s computer.

Jake Walker could look in on, and listen to, any of the dorm rooms he chose, which he often did to entertain himself in the evening hours. He’d been keeping his eye on Jessica and Lisa, having purposely put the two busty girls together when he’d been giving out housing assignments for the term. He’d noticed Lisa eyeing up Jessica’s impressive bustline on the very first day when he’d been addressing the new class. She’d had that hungry look that he’d seen before on some girls, and he was very interested to see how things developed between the two well-endowed girls. He’d figured Lisa’s curiosity would get the better of her sooner than later, and as he looked at his computer monitor, his instincts had been right.

***

Happy to hear Jessica give her the go-ahead, Lisa took a bold approach and slid her hand beneath the bottom of the bigger girl’s nightie. Jessica gave a little gasp as Lisa’s cool fingers touched her bare skin, but she didn’t stop her blonde friend from moving her hand upwards over the warm skin of her stomach. Lisa moved her hand right up to the base of Jessica’s breasts. Seeing the size of the massive spheres beneath the gossamer fabric of the baby doll nightie, she spread her fingers as wide open as possible. She moved her hand further up, attempting to cup one of the mighty orbs.

“Aah.” Jessica gave a sharp intake of breath as the blonde’s fingers came in contact with her boob. And then she felt them close gently, hefting the weighty mound.

“Oh my God,” Lisa mumbled under her breath (but loud enough for Headmaster Walker to hear in his office through the highly sensitive listening device). “They’re huge.” Her hand couldn’t even begin to contain the sizable tit, her slender fingers almost sinking into the incredibly soft flesh. She lifted her hand upwards, weighing the massive breast. “Oh wow…they’re so heavy.”

Lisa moved her hand to the other breast, hefting it as well. “They’re amazing. Jessica, do you think you could take your nightie off for me. I have to see these in the flesh.”

“Only if you take yours off too.”

Lisa couldn’t wait. She sat up in her friend’s bed and whipped off her nightie in seconds flat, tossing it across the room onto her own bed. She got onto her knees on the bed as Jessica sat up, reaching down and pulling her nightie up and off over her head.

“Oh fuck, they’re beautiful,” Lisa said, her eyes opening wide as she got the full view of Jessica’s incredible chest. Her breasts were wonderfully round and heavy looking, and looked amazingly soft and fleshy. Her areolae were a warm pink, and in perfect proportion to her sizable boobs. She could see Jessica’s nipples were already stiffening and they stood up proudly, tilting up at a slight angle, as if begging to be touched or sucked on. Lisa could see that those nipples were big to start with, and getting bigger as they stiffened up. The full set of tits looked spectacular on Jessica’s lush curvy body. Although her boobs were huge, they didn’t sag. They just settled naturally as they filled the complete breadth of her chest from side to side. Even without being supported by a bra, they still displayed an enticing line of cleavage. The mysteriously inviting line looked a mile long, and teasingly dark and deep.

Shaking her head to snap herself out of the luxuriously exciting trance she’d found herself in, Lisa reached forward and filled her hands with Jessica’s huge tits. She squeezed, caressed, and fondled the incredible mounds, her excitement level rising as her slender fingers continued to grope her busty friend. Continuing her bold approach, she slid her fingers around Jessica’s body and pulled herself against her, her own set of big tits pressing against Jessica’s even bigger ones. “Oh wow, they’re so big and soft. And so warm. This feels amazing.”

Jessica was getting excited as well. She looked down at Lisa’s ample tits burrowing into her even bigger ones. She could feel the stiff pebbles of Lisa’s nipples as the girl ground her boobs against her, and she knew her own nipples were hard as bullets.

“I want to kiss them, just for a second,” Lisa said as she scrambled backwards on her knees and leaned forward, latching her mouth onto one of Jessica’s throbbing nipples.

Jessica gasped as Lisa’s hot lips surrounded her nipple and sucked, her tongue bathing the stiff bud with warm slippery spit. Those sucking lips sent a jolt of pleasure flowing through Jessica, sending a flush of blood between her legs. She got onto her own knees as well and took the blonde’s head into her hands, moving her sucking lips from one nipple to the other, encouraging the girl to worship her tits. She could tell that Lisa needed no encouragement. The sweet busty blonde was sucking and groping her boobs like her life depended on it. Jessica’s breathing became ragged as Lisa kept working her over, letting Jessica move her avidly sucking mouth from one tit to the other. Jessica was getting more and more excited, her sensitive nipples alive and throbbing with need inside the sweet girl’s mouth. As Lisa kept sucking, Jessica felt the blonde’s hand slide down the front of her body, and she knew the girl would find her pussy dripping-wet once she got there. Each of the girls was still wearing their regulation white cotton panties, and Jessica could feel that hers were already soaked. She reached down and grabbed Lisa’s wrist, stopping her.

Lisa looked up at Jessica, her eyes swimming with confusion and hurt. She’d been sure Jessica had been just as excited as she was, her big lush body had been responding like a smoldering fire coming ablaze under a hot wind. “Please Jessica…please let me…” Lisa said, nodding towards Jessica’s midsection.

“Okay, but not here. I know what both of us will like better.”

Lisa watched as Jessica climbed over her and stepped over to one of the big easy chairs they each had in a reading area at the end of the room. Jessica turned and sat down, her big breasts wobbling as she settled into the chair. “C’mere, Lisa. Take my panties off for me.”

With her hormones raging as she looked at Jessica’s lush curvy body, the young blonde girl scrambled onto the floor and dropped to her knees in front of the buxom brunette. She eagerly reached forward and grabbed the waistband of the bigger girl’s white panties. She got a tempting whiff of Jessica’s pussy, and once the big girl wriggled her hips and let her pull them off, the alluring scent of teenage pussy wafted over her like a potent drug.

“That’s better,” Jessica said as she settled back into the chair. With a bewitching twinkle in her eye, she leaned back and drew her legs up, draping her full thighs over the arms of the chair.

Lisa’s head was spinning as she looked between her new friend’s spread legs. The girl’s pussy was beautiful. It was shaven nice and close, as smooth as a baby’s. And like the rest of her, it was plump and tasty-looking. And juicy…really juicy. The whole mound of Jessica’s pussy was glistening with her flowing cunt-honey, the hot pink flesh shining in the warm light from the bedside table. Turned on beyond anything she’d felt before, Lisa dove between Jessica’s widely-spread thighs.

***

Jake Walker smiled as he looked at his computer monitor. Lisa had just buried her face in Jessica’s pouting snatch, and the nasty slurping sounds she was making came through to him clear as a bell. As he watched the blonde girl wriggle her tongue further between Jessica’s steamy labial gates, he reached down and picked up his cell phone. He quickly scrolled through his list of contacts and selected the number he wanted to call.

***

Mr. Jones sat at his desk, his chair turned sideways. He looked down at the fistful of hair in his hand. The shiny brunette locks flowed out of his clenched hand like a water fountain, cascading down and around the young girl’s pretty face as she bobbed up and down on his sizable cock. He pushed a little harder on the back of her head, forcing more of his rearing prick into her avidly sucking mouth. She took another inch like a pro, bathing his thrusting erection with her hot saliva. “That’s it. That’s the way to suck a man’s cock. Get it nice and wet, just like you’re doing. Just a little bit more and you’ll get a nice big reward. And don’t worry, I’ll be sure to make note of this in my lesson book. You’ve definitely improved your grade from the C plus I gave you last time.”

His cell phone pinged. He looked down to see that it was Headmaster Walker. “Mr. Walker,” he said, using his boss’s proper name for the benefit of the young girl slurping away at his cock.

“Jones, are you busy?” The headmaster’s deep baritone came through the phone.

“Actually, I’m just giving a student an oral exam at this very moment.” With his hand still gripping the girl’s ponytail, he continued to move her head up down on his throbbing erection.

“Are you going to be much longer?”

“Not much longer. I’ve been testing her for close to half an hour now. I’m just about to finish up in her…er…with her, I mean.”

“I’ve got something that I’m sure will help hurry things along. Take a look at what’s happening in Room 204.”

“204. Is that Jessica and Lisa’s room?” Jones looked down as he felt the girl’s cheeks cave in as she sucked, just as he’d taught her in her previous lesson. The hot tissues inside her eager mouth enveloped his big prick in a tight wet sheath as she bobbed up and down.

“Yes, that’s right. When you’re done, I want you to go there and interrupt whatever they’re doing. Have Jessica come to my office for her punishment, and I’ll leave you to discipline Lisa.”

“Got it, boss. I’ll be there as soon as I can.”

Jones set his phone down and reached over to turn on his computer. As soon as it booted up, he called up the camera that was focussed on Room 204. He turned his monitor slightly to one side, making sure it was out of the range of the vision of the young girl between his legs. He muted the sound so she couldn’t hear, but as he did, he kept his hand entwined in the hair at the back of the girl’s head, continuing to move her head up and down on his thrusting prick. He knew he didn’t need to do that, after all, the girl was going about it like a starving man diving into a buffet, but he liked it. He liked the feel of controlling these girls, using their mouths and pussies for his pleasure, whenever, and however, he wanted. And Headmaster Walker was fine with that. And why wouldn’t he be—he was doing the same.

Jones watched as the video feed popped up on his monitor. The delightful first view he had was of Lisa kneeling in front of Jessica. The bigger girl was sitting in one of the room’s easy chairs, her legs draped over the arms, her plump juice pussy on display. Even in the muted light, Jones could see it glistening wetly. He could sense Lisa’s excitement right through the screen as the blonde girl moved closer to her desired target, as if she was being drawn in by a magnet. Unable to contain herself any longer, Lisa dove between Jessica’s full meaty thighs, burying her face in the steaming gash before her.

“Nice…very nice,” Jones mumbled under his breath as he watched. He felt his prick twitch in the girl’s mouth as the blood surged within him, knowing the two lovelies on Room 204 would be getting their punishment soon. They’d been told, like all the other girls, that lesbian activity was strictly outlawed. But like Headmaster Walker, Jones was only too happy to see any of the girls ‘break the law’, and then he, or the headmaster or any other of the instructors, could dish out the school’s perverse brand of ‘punishment’ that they deserved.

“C’mon, girl, suck harder. You’ve got me almost there. Just another minute or two and you’ll get a nice creamy mouthful. And like I taught you last time, make sure you swallow it all.”

With the camera in Room 204 only allowing him to see Lisa’s head moving up and down slightly as she feasted on Jessica’s drooling snatch, Jones was slightly disappointed that he couldn’t see more. But it was enough to get him over the edge, especially since he knew he’d be seeing more of Lisa shortly. Headmaster Walker had asked him to summon Jessica to Walker’s personal office, which left the sweet busty blonde for Jones to do with as he pleased. And yes, he definitely planned on disciplining her, in the way that Headmaster Walker approved of, and would do himself with Jessica.

Jones watched as Lisa wriggled her face flush up between Jessica’s widely spread thighs, and as Jessica tipped her head back and closed her eyes in bliss, that was all it took to send him over the edge. Seeing that gorgeous dark-haired beauty’s eyes hooded with lust as her massive tits heaved, he started to go off, filling the young girl’s sucking mouth with his cum.

“Glummpph…” The girl made a nasty slurping sound as he flooded her mouth, shot after shot of man-cream splashing across her tonsils. He could feel her tongue and lips sucking at him hungrily, and she gulped as she swallowed, and then gulped again, rope after rope of steaming spunk finding its way into her welcoming stomach.

“Oh yeah, that’s it. Suck it all out. Get every drop.” The girl did as she was told, eagerly drawing as much seed out of him as she could.

“Okay, that’s enough.” Temporarily satisfied, and eager to have busty young Lisa take this girl’s place, Jones pulled the girl’s mouth off his cock. A slimy web of saliva connected the girl’s mouth to his prick, which the girl quickly got rid of with a deft swipe of her talented young tongue. “You can go back to your room now. We’re done for today.”

Jones stood and zipped up before taking the girl’s hand and pulling her to her feet, using his body to block her view of his computer screen. She was still wearing her standard sleeping uniform—the same ruffled baby doll nightie that Jessica and Lisa had been wearing. She even still had her robe on, the one she’d donned when Jones had sent her a message to come to his office. Jones hadn’t taken her clothes off at all, just ordered her to her knees and instructed her to start sucking.

Jones waited a full minute after ushering the girl out of his room before stepping out and making his way to Room 204. He stopped and leaned close, his ear pressing against the door. He could make out muffled moans and gasps. He could make out the slurpy wet sound as Lisa sucked Jessica’s pussy with all her heart. Jessica’s moans and whimpers got louder and louder until she let out a deep guttural growl, which Jones knew meant that she was coming. He let it go on for a minute or so, while inside the room, Lisa worked Jessica’s pussy over good, her face getting plastered with her buxom roomie’s spraying juices. Jones heard the busty brunette’s cries and moans slowly dwindle as she started to come down from her orgasmic high. A smile came over his face, which he wiped off immediately and replaced with a glare as he quietly slid his master key into the locked door, which he quietly opened.

“JESSICA! LISA! WHAT’S THE MEANING OF THIS?!”

Both girls’ heads instantly turned in his direction, looks of guilt and fright on their faces. Jones stepped inside and closed the door loudly behind him. He got what he wanted—the girls’ attention, but the closed door shut out any eavesdroppers who might have overhead his entry, something he didn’t want.

“WELL? WHAT DO YOU HAVE TO SAY FOR YOURSELVES?!” Jones asked firmly, a scowl coming over his features as he looked from one girl to the other.

Lisa looked up at him from her spot on her knees between Jessica’s spread thighs. “We weren’t doing—”

“SAVE IT!” Jones interrupted her. “I can see exactly what’s going on here. You girls both know the rules, and within your first few days of being here, you’re already breaking them.” He paused as he continued to glare at them. Their eyes were already filling with tears. He looked Jessica in the eye as the buxom girl drew her legs together and crossed her arms over her chest. He smiled inwardly at the girl’s futile attempt to cover her substantial breasts. “Jessica, report to Headmaster Walker’s office immediately.” He trained his eye on the cute blonde still on her knees, a tear running down her cheek. “Lisa, I’ll see you in my office to talk about what you girls have done. You’re both expected to be in your full school uniform. You’ve got ten minutes.”

Jones couldn’t keep the smile off his face as he returned to his room. He didn’t have to notify the Headmaster—he knew Walker had watched the whole thing via the hidden camera. Jones entered his room, looking forward to the next private lesson he was about to give.

***

It was less than nine minutes later when Headmaster Walker heard a soft tap at his door. Supressing the lurid smile he was feeling inside, he got up and slowly took his time getting to the door. With a stern look on his face, he opened the door to find a shaken Jessica standing there, visibly trembling.

“You…you wanted to see me, sir?” The girl could barely get the words out, her voice quivering.

“Yes, Jessica, and we both know why. Now come in—we don’t need to let the whole school know what you’ve done.”

Jessica stepped past him as he held the door open, her youthful scent filling his senses as she went by. That sinfully youthful fragrance—which he thought of as ‘the intoxicating allure of innocence’—went straight to his perverted brain, sending a pulse of blood right to his midsection. With his mind already swirling with illicit desire, he firmly closed the door and quietly turned the lock, making sure that the two of them wouldn’t be disturbed.

He took a good look at her as he walked past, noting how she was wringing her hands together in front of her. Even fretting with anxiety, she looked absolutely adorable, and once again he noted how pleased he was with the school uniform he’d chosen for his young charges.

The school’s daytime uniform consisted of a white short-sleeved shirt that buttoned up the front to a Peter Pan collar; the traditional ties were dispensed with years ago. A pleated green-and-blue school skirt goes down halfway on the thigh. Its only concession to the cold Swiss climate is white knee socks. Girls provide their own bras and white cotton panties. Leather penny loafers complete the ensemble for second-year students; first-year students wear patent leather Mary Janes.

Jessica looked incredible in her school uniform, her curvy body filling out the uniform spectacularly. Walker loved that she seemed to be all curves and valleys, her massive breasts, beach-ball-like bum, and full creamy thighs were just what he’d pictured his girls to look like when he’d picked out the uniform.

“I have to say I’m disappointed in you, Jessica,” Walker said as he circled his desk and sat down. The girl stood before him on the other side of the desk, noticeably anxious. He made no move to calm her, not even offering her one of the plush leather guest chairs facing him.

“We weren’t doing any—”

Walker held up his hand, stopping her in midsentence. “Don’t do that, Jessica. Don’t make things worse than they are. You’ve already broken one of our main rules, and I’ll have you know that lying is something else that won’t be tolerated here.” He paused, letting the girl suffer in silence. After several seconds, he finally spoke. He knew hearing him speak was easier for her than having him sit quietly, waiting for her to make the first move.

“Jessica, you are aware of our two main rules, aren’t you?”

“Yes sir,” the girl replied timidly, gnawing at her full bottom lip nervously.

“And what are those rules?”

“We’re to obey our instructors at all times, and there’s to be no lesbian activity of any kind.”

“And what could happen if you break either of those two rules?”

Jessica’s bottom lip started to quiver as she fought to get the words out. When they did, her voice was low, and stilted, “It…it could result in expulsion.”

“Is that what you really want, Jessica? Do you want me to contact your father and have him take you home?”

The girl started shaking her head vehemently. “No, no sir. I want to stay. I’m sorry for what happened. It’ll never happen again. I promise. Please sir, don’t call my father. I…I’ll do anything you want me to.”

Walker’s mind was on fire after Jessica spoke the words he always loved to hear: “I’ll do anything you want.” There was nothing like a busty young girl to speak those words that a middle-aged man didn’t wish he heard on a day to day basis. And with Jake Walker’s job as headmaster, he was one of the lucky few who got to hear those words, and maybe not on a day to day basis, but close enough for his liking.

His eyes roamed hungrily over the girl’s curvy young form as he nodded slowly, drawing things out again before responding. “All right then, I won’t call your father. Not this time, anyway. But one more infraction….” He let his words hang in the air as Jessica hurriedly nodded her thanks, a relieved smile coming over her pretty face. “So tell me, what happened between you and Lisa?”

She looked up at him with her big brown eyes, and he thought she looked like a deer caught in the headlights. Her eyes were misty, likely with both fear and shame, but she held back the tears, which he was happy to see. He liked to see the girls realize their place at his school, and be willing to obey, but he hated to see them weeping uncontrollably. Telling her he wouldn’t be contacting her father had noticeably set her at ease, just as he’d planned.

“Well, sir, we were, Lisa and I that is, we were both kind of cold…” Jessica paused, wondering if he was about to stop her, or if she should continue. The headmaster looked at her calmly, and then gestured for her to continue. “So she asked if she could get in my bed and try to get warm. Well, one thing led to another, and we kissed, and then, well…I’m sorry, sir. Like I said, it won’t happen again. You have my word on that.”

“That’s all right, Jessica. I understand how things can be between young girls. Both you away from home for the first time in a strange place, wanting to comfort each other.” Walker looked at the girl’s massive tits straining the demure white blouse almost to the bursting point, and he knew exactly why Lisa would seek her comfort there. “But as per the school’s rules, this is not to happen again. There are a number of other avenues for you to seek out the comfort you need and, under the circumstances, I’m willing to make an exception and take on your specialized education here at Geneva School for Girls personally.”

Jessica looked at the attractive older man with wide eyes, wondering how she’d managed to deserve such special treatment. She never thought the handsome headmaster would even look her way, let alone take charge of making sure she was educated properly. A wave of relief washed over her. “Thank you, sir. Thank you so much. I promise to be good. I promise to do whatever you want me to.”

There were those words again, and Walker allowed a soft knowing smile to come over his handsome features, making the girl relax even more. Yes, she was going to be like putty in his hands. And he couldn’t wait to get his hands on those big heavy tits of hers, and every other part of her adorable ‘touchable’ body. He’d noticed that cute layer of baby fat she still seemed to carry on her soft curvy form, and he loved that look, that babyish look of pure innocence that begged to be touched. And it was perfect that although she looked like someone much younger, she was definitely of legal age. He made sure every girl admitted to his school had passed that age 18 mark prior to being offered admission.

“Jessica, you do understand exactly what I mean when I say ‘specialized education’, right? You do know what we teach here at this school?”

“Yes, sir, I do. I know that we’re here to learn the way to be proper wives to men of a certain social status. And that the teachers here will instruct us on what those men want and need from their wives.” Jessica spoke evenly and watched Headmaster Walker’s face, hoping she was saying the right thing. She was happy to see him nod.

“I’m sure a girl like you will do very well here and, like I said, I don’t do this very often, but I will personally take an active part in your education while you’re here.”

“Thank you, sir. Thank you so much.”

“You said ‘men of a certain social status’. You can speak freely here, Jessica. It’s just you and me. What kind of men are those, my dear?”

Jessica’s heart swelled when the headmaster used that term of endearment when he spoke to her. She smiled happily as she looked at the attractive man with the salt and pepper hair, his handsome face showing the maturity of his years. She liked the way he looked, his eyes and face giving her a glimpse of the experience that she knew this man had, and that she respected and admired. She knew she was done with the immature boys she’d known growing up and at her previous schools. Stupid boys who groped her body clumsily and didn’t seem to know what they were doing at all. She looked at Headmaster Walker the way she’d looked at her own father, the man she’d been fantasizing about for years. She felt herself flushing with emotion as she looked at him and answered. “Rich men, sir.”

Walker nodded, the smile on his face growing broader. “That’s right, rich men. They expect us to teach you girls to please them in any way they desire. You’ll find many experiences here to be both curiously interesting, and yet immensely pleasurable. The sexual curriculum is both rigorous and demanding, yet exceptionally gratifying at the same time.”

As Jessica listened to the headmaster’s words, her heart started beating more rapidly, wondering about all the things they were going to be taught. Her pussy started to have that telltale itch deep inside her, and she could feel herself getting wet between her legs. He continued speaking, and an already horny Jessica became even more excited, realizing that this would mean two years of delicious fucking. Fucking mature men, mature men with big experienced cocks.

Almost as if he were reading her mind, Walker decided to set the girl straight. “Jessica, you committed a serious infraction of one of our primary rules. Since this is your first time, I will have to administer a minor punishment. Do you understand?”

Jessica nodded, her mind swirling as she thought about what form her punishment might take. “Yes sir. I’m sorry, sir. I’m willing to accept whatever punishment you feel I deserve.”

“I like that you said that, Jessica. That’s the kind of attitude you need to be successful here at this school. The lessons you’ll have during the two years you’re here—let me caution you right now—they’re not all fun and games. You’ll never know when the next lesson may take place, and you’ll be required to follow all your professors’ instructions to the letter.” He paused as the girl nodded eagerly, a look of both pure innocence and lustful obedience on her pretty face.

“Come around here, Jessica.” Walker gestured for her to come around the side of his desk as he stood up. As she came around in front of him, he noticed her eyes open wide as she spotted the swell of his fat cock under his trousers. “Your first lesson begins now.”

Walker started undoing the buttons of his shirt as Jessica looked at the growing protuberance in his crotch. She felt dizzy as she watched it rise within the confines of the restricting material. “Oh my God, can it really be that big?” she thought to herself as the fabric of his pants stretched forward under the power of the growing monstrosity beneath it. She could see the hint of the outline of the massive flared head, the shadow cast by thick ridge of the corona causing an enticing tease of what he had lying in wait for her.

“Aaahh…” Jessica gasped as her eyes remained locked on the growing cock, mesmerized. As if hypnotised, without even being told what to do, she instinctively dropped to her knees before him. Her face was now right in front of his thrusting erection, a damp spot appearing on the front of his trousers. She found herself licking her lips in anticipation, knowing he was leaking precum already.

Walker had his shirt undone now and took it off, tossing it over the back of his desk chair. He smiled as he looked down at the busty young girl, her face flushed, her eyes wide open as she focussed on his bulging groin. “Take it out.”

With shaking hands, Jessica reached up and undid the headmaster’s belt. She undid the button at the top of his trousers and drew down his fly, exposing his abdomen beneath.

Knowing what was going to happen, Walker had taken off his underwear and tucked them in his desk drawer before Jessica had come to his room. It had given his sizable prick the freedom to grow beneath his trousers, something he knew made most of the girls tingle with anticipation once they got a glimpse at what was in store for them. And Jessica had been no different. Once she’d seen his sizable cock start to grow and thrust up against the front of his pants, he’d seen from the look in her eyes that she was hooked. All the girls he chose for his personal tutoring had that same look: intense curiosity, with a healthy dose of both fear and trepidation. And that’s what made it so exciting for both of them.

Jessica drew the headmaster’s trousers open further, exposing the immense root of his cock. She gasped when she saw the thickness of it, wondering how it would feel in her little hand.

“All the way off,” Walker said as he deftly kicked off his shoes.

With her heart beating like crazy, Jessica grabbed hold of the waistband and drew the headmaster’s pants down. The straining fabric got caught up on the enormous mushroom head. She tugged harder, eager to see the huge cock in all its glory. The material slid over the big puffy crown and dropped instantly to the ground at his feet. Freed from its confines, the long thick rod snapped upwards, a drooling drop of precum flicking off the end of his raging prick and hitting Jessica right in the face. She felt it hit her lips and rise up over her cheek. She instinctively let her tongue slip out and slide along her puffy full lips, gathering in the slimy strand of cock-sap. She loved the taste of it, and the warm gooey texture of it as it settled on her taste buds.

“Mmm…” Jessica purred as her big dark eyes took in the incredible sight before her. The headmaster stood over her, with his magnificent cock at full erection. She’d seen a few boys’ cocks in her time, but never anything like this. She couldn’t believe how big it was. It had to be at least 10″ long, and thicker than her wrist. The headmaster was circumcised, and the head itself was enormous. She shivered as she looked at the huge hard cock rising over her face, the enormous lance bobbing with each powerful beat of the headmaster’s heart. Jessica wondered how any woman could take something that big inside her, and still come out alive. Her brain went into lustful overdrive as she pictured that majestic cock splitting her in two. A wave of recollection came over her, and she remembered again that the headmaster was her father’s age. The thought that her own father might be hung like this man raced through her lust-adled brain, making her pussy melt even more. She pictured how it would feel, and how wonderful it would be, to have her own father’s cock driving deep into her needy teenage cunt.

“That’s all for you, Jessica,” the headmaster said. “You’re going to take that big cock inside you, anywhere and anytime I want.” His voice has a gentle mesmerizing tone that had her nodding compliantly. It was as if he was reading her mind, and knew exactly what she was thinking.

“Reach under there and feel my balls.”

Jessica did as she was asked. She reached between his legs and gently cupped his big nuts, feeling the silky texture of his bag as it rested in the palm of her hand. His balls were big, and she could only cup one at a time in her delicate hand. She reached forward with her other hand to cup his second nut, weighing them in turn. They appeared swollen, and were heavier than she could have imagined.

“Do you feel those? They’re full of cum for you. I’m gonna fill you up with all that creamy seed before I’m done with you tonight.” He paused. “Look at me, Jessica.”

With her tiny hands still cradling the man’s swollen nuts, Jessica looked up into his mature knowing eyes.

“Would you like that? Would you like me to give you all of my cum? Feed it to you? Fill your cunt with it?”

His words were like an intoxicating drug to Jessica, turning her on even more. She nodded, her face flushed as she gently fondled his nuts, her hands holding the source of the semen she knew she was about to get.

“That’s a good girl.” Walker slid his fingers down over his defined chest and taut stomach. He was happy to see the girl’s eyes following his hand hypnotically. He continued down over his midsection until his fingers reached the base of his surging cock. He pushed down on the top of it, pointing the engorged crimson crown right at her face.

The drooling tip was mere inches away, and Jessica could feel the heat emanating off the enflamed glans. She could feel the squishiness between her legs, and she knew here panties were already soaked.

“Suck it.”

With her youthful pussy and perverted mind on fire, Jessica leaned forward obediently. She pursed her lips together, as if ready for a tender kiss. But this kiss she planted on the very tip of that glowing-hot cock, pressing her pouty lips against the hot tip of the pebbly glans. The intense warmth flowed right into her, making her pussy itch with need even more. She sent her tongue forward, right into the oozing red eye, slurping out the slimy sap.

“Mmm,” she mewed as she drew it back into her mouth and swallowed, wanting more. She pressed her face further forwards, allowing her lips to spread open as they followed the flaring contours of the enormous cockhead. She was amazed at how big the engorged knob was, her lips parting further and further as she made her way over the swollen glans. She hit the thick rope-like ridge and stretched her lips almost to the tearing point, and then, gratefully, they slipped over the edge of the pronounced corona, locking the lemon-sized crown within her hot teenage mouth.

“Mmm…” She purred again, this time with illicit delight as she let her hot wet mouth get accustomed to the monster filling it. With her lips locked down on the veiny shaft, she pushed a huge gob of saliva to the front of her mouth and bathed that beautiful cockhead with her spit, rolling her tongue over the pebbly tissues as best as she could, even with her mouth absolutely full of hard mature cock.

“You love that, don’t you, Jessica?”

The young girl looked up at the man standing over her, a confident knowing smile on his face. It was like he knew exactly what she wanted, exactly what she needed—to be taught to serve and worship the big powerful cock of a rich older man. The type of man she would be a loving, caring wife to. He would be the type of man who would expect her to be charming and look glamorous at his side at social gatherings amongst the world’s elite. He’d be the type of man who, at the same time, would expect her to be his personal cum slut in the bedroom. And as Jessica looked up into the knowing mature eyes of Headmaster Walker, she knew that was exactly what she wanted to be.

With her mouth crammed full with just the head of his thick hard cock, Jessica nodded in agreement with her eyes and continued sucking, her lips and tongue working over the rigid erection stuffed into her mouth. She started to bob her head, trying to take more of the surging prick deeper into her mouth. She wanted to let the headmaster know he was right, that she didn’t just like it—she loved it.

“Yes, that’s the way, that’s what I like to see,” Walker said as he looked down at the busty young thing sucking enthusiastically at this throbbing dick. He reached forward and took her head in his hands, his fingers sliding deep into her inky black locks. “That’s a good girl. Let me work that pretty mouth of yours. Make sure it’s nice and wet. I like a nice wet mouth slobbering over my cock.”

Jessica didn’t have to be told twice. She pushed another big gob of spit to the front of her mouth and rolled her soaking tongue all over the stiff shaft, bathing it with her saliva. She kept doing it as he pulled her mouth back and forth, gradually forcing more of his mature cock deeper between her sucking lips. Her gob was leaking out the sides of her mouth now, seeping out from the corners of her lips and sliding erotically down his thrusting shaft. The slippery strands of spit clung in an obscene frothy strand on the underside of his prick and balls, dangling down lewdly before it snapped free and dropped to the floor. She was sucking so enthusiastically at this point that it didn’t take long before a new strand of gob took its place, growing in size as he pulled her head back and forth…back and forth.

“You’re going to do just fine here at this school, Jessica,” Walker said as he kept sawing his thick cock back and forth between her soft pouty lips. “The other teachers are going to be very happy to hear how talented you are with that pretty little mouth of yours.”

Jessica was in heaven, with her lush young body on fire. She never knew sucking a cock could be so exciting, exciting and pleasurable. She knew a lot of it was the immense size of the prick working over her mouth—she’d never come close to having one that big available to her before—but she also knew it was knowing who was wielding that gorgeous cock. It was a mature experienced man who had taken control of her mouth, a man who knew what young women wanted, and needed. And right now, she definitely needed that big huge cock deep in her mouth.

Again, as if sensing what she was thinking, the headmaster pulled her face further towards him, probing the opening of her throat with the broad flared head. She instinctively gagged, and he drew back, letting her get used to the feeling of the huge crown lodged deep into her mouth.

“You’re doing just fine, Jessica. You’re taking about half of it. We’ll continue to work on your cocksucking skills. You’ll be taking it all soon enough, but right now, half is good enough.”

Only half? Jessica thought to herself with amazement. With any of the boys she’d been with in her young lifetime, she been able to swallow nearly their entire pricks, but not with this man. She knew she was operating in a whole new league here, a league in which she already knew she wanted to be in for the rest of her life. She was both disappointed in herself that she couldn’t suck more of the headmaster’s cock right now, but excited at the fact that he said teaching her to take it all was something he promised to do. Already, she couldn’t wait for her second cocksucking lesson. Eager to please, she avidly attacked the rigid lance thrusting into her mouth. She swirled her tongue all over the throbbing prick, bathing it with her spit as she sucked enthusiastically at the same time.

“That’s it, that’s the way,” the headmaster said as the lewd slurping sounds of her cocksucking filled the room. “Just a little bit more and I’ll give you a special prize.”

She flicked her eyes upwards as he smiled down at her lewdly. He knew what she wanted, and she knew he could see the pleading look in her eyes, pleading with him to give her his cum. Jessica continued to gently cradle his overflowing nuts with one hand, but with her own pleasure level rising like a thermometer under a direct flame, she slipped her other hand beneath her skirt and into her panties. Her fingers slid right into her greasy slot, which had already soaked her panties clear through. Her pussy was hot to the touch, just like the heat she was feeling in her torched libido, causing her body to start twitching in anticipation.

“Oh yeah, that’s it…that’s it…perfect,” Walker said as he felt those tingling sensations in his midsection. Fuck, this girl is good, really good, he thought to himself as he felt the first rush of semen speed up the shaft of his pulsating cock.

When his raging prick was just about go off, he quickly levered his hips backwards and wrapped his hand around his throbbing erection, pointing it right at her face. As she kneeled there with her mouth gaping open, a long strand of spit dangling off her lower lip and with her eyes looking up at him pleadingly, he shot. The first thick white rope hit her right on the chin and raced up one side of her face and into her jet black hair. He pointed his enflamed cockhead towards the other side of her face as the second volley of cum rifled forth, giving that cheek and her forehead the same treatment.

When he’d pulled out, Jessica had no idea what was happening. She was worried that she’d done something wrong, and that he’d taken that glorious cock away from her, just when she thought she was pleasing him the most. But when that first long ribbon of spunk landed on her face, she knew he’d been happy with her efforts, and he was rewarding her in this special way, as if marking his territory by branding her face with his cum. The second strand hit the other side of her face, and as she felt the luxurious feel of that warm wet rope of mature semen against her smooth teenage skin, the excitement of it all sent her right over the edge.

“AAAAHHH,” Jessica gasped loudly as she plunged two fingers deep into her steamy hole. She could feel herself gushing all over herself as she came, at the same time feeling wad after wad of hot white cum rain down upon her upturned face. The feeling of that cum being shot on her excited her even more, causing her to tremble and shake uncontrollably. The delicious sensations shot through every tingling nerve ending of her body as she kept her pretty face turned up, turned up towards the pelting assault of cum raining down on her. She couldn’t believe how much this man could shoot, and she was loving every erotic second of it. She massaged his tender nuts, as if trying to coax as much of his manly seed out of him as she could, wanting it all.

Headmaster Walker smiled down at his young charge as he flooded her face with cum. He turned those pretty young features into an obscene white mask as he totally unloaded, painting her face with thick milky semen. He moved the head of his spitting cock from one side of her face to the other, pelting her with creamy paste. As the least vestiges of his climax ran through him, he pumped out the final drops of jizz, flicking the pearly goodness onto her upturned face.

He drew in a deep breath of air as he looked down at her, smiling to himself at the size of the load this sweet young thing had pulled out of him. Most of those adorable chubby cheeks of hers were covered with the stuff, with milky wads dangling from her chin, and ribbons and gobs of the clingy cum sticking to her forehead and matted in her hair.

Yes, he’d done her up right. And he’d seen that hand of hers go beneath her school uniform skirt, and he knew where that hand had gone. During his own orgasm, he’d watched her start to twitch and shake through her own. She was by no means the first young girl who’d been overcome with desire while sucking his prodigious member, and she wouldn’t be the last. As he looked down at that pretty young face covered with his cum, he knew that she’d earned her reward, and now it was time to give it to her.

“You did very well in the first part of our lesson, Jessica,” he said as he stepped closer to her and reached out towards her face, “but we’re not quite finished with this part just yet. Open wide, sweetheart.”

Jessica immediately did as she was asked, opening her mouth for him to use as he pleased. She wasn’t just excited by what she thought would happen next, she was also excited that he’d called her ‘sweetheart’. She’d swelled with emotion when she heard those words, knowing he must have been pleased with her efforts.

“That’s a good girl,” he said as his long index finger moved across her cheek, pushing a big load of cum towards her open mouth. “Your future husband will expect you to swallow every drop of his cum. You’re not to waste a drop. It’s good if you learn that right now.”

Walker snowplowed a big gob of the thick paste right into Jessica’s mouth, and then slid his cum-coated finger inside. She instinctively closed her lips around the invading digit, licking and sucking it clean. “That’s the way, that’s what I like to see.”

He pulled his finger out of her with mouth an audible pop. He was happy to see the look of pure contentment on her face as he fed her. Her eyes closed in bliss as he slid another hefty wad of goo right onto her waiting tongue. He repeated this until he’d gathered up as much of his cum as he could and fed it to her, noticing how eagerly she swallowed every creamy drop.

“That’s a good girl,” he said as she slobbered and sucked at his finger for the last time. “Come over here, Jessica.” Walker stepped over to the big leather easy chair he had in the corner of his office. He sat down and beckoned to the girl. She got to her feet, shyly withdrawing her hand from beneath her skirt. In that brief second when her hand came into the light, he could see her whole hand glistening, glistening with her sweet teenage juices. She stepped over towards him, with her face still shining as the last vestiges of his cum dried on her skin.

“Sit right here and let me look at you,” Walker said as he nodded towards his naked lap, his long heavy cock lying restlessly against his thigh, like a sleeping snake about to wake up and wreak havoc on whoever had disturbed it.

Jessica felt an obscene thrill as she smoothed her uniform skirt beneath her and sat down. She could feel that limber tube of flesh beneath her, and just the thought of it sent a tingle of excitement through her.

“You’re a beautiful young woman, Jessica,” Walker said as he slid his arm around the girl. He took his other hand and pressed it against her stomach, feeling her warm flesh beneath the fabric of the skirt. With his fingers spread out, he slid his hand higher. “And this incredible body of yours is going to make some rich man very happy one day, very soon, I’d think.” His hand moved up and cupped one of her massive tits. He squeezed gently, and then hefted it, amazed at the weight of the sizable orb.

“Yes, as you girls say nowadays, this body of yours is ‘hot’, very hot indeed. Lean down here, sweetheart. I want to see how you are at kissing.”

With her body on fire beneath the experienced man’s touch, Jessica lowered her face to his, her mouth eagerly waiting. Through hooded eyes she watched as his full lips pressed against hers, pulling her against him as he took control of the kiss. His lips were warm and oh so tender, yet manly at the same time. She felt his tongue press against the crease of her lips, and she obediently let her lips open, letting his tongue make its way inside. His tongue pressed against hers, both forcefully, and yet romantically, at the same time. It was a kiss of lovers, lovers with a deeply burning passion that needed to be satisfied.

“Mmmm…” Jessica heard herself moaning softly as her eyes closed, surrendering herself to the wonder of the kiss. Like everything else that had happened with this man, it was a kiss that seemed to open up a new world to her. It wasn’t the clumsy, slobbering kiss of a boy. No, it was the warm passionate kiss of a man, a man who knew how to treat a woman. When he finally withdrew his mouth from hers, she felt breathless with anticipation, wanting more, wanting another hot, deep kiss, a kiss that seemed to possess every inch of her needy teenage body.

“Would you like more of that, Jessica?” Walker could see the look of desire in the girl’s half-closed eyes. Her full wet lips were parted as she breathed raggedly, almost begging him to kiss her again. She nodded, a pleading look in her eyes as she moved closer and brought her lips down to his. He could see how badly she needed it, and slowly feathered his tongue deep into her hot sweet mouth as his lips pressed against hers. Holding her this close, her warm young scent fired his senses. Although he’d just pasted her with a huge load, that alluring scent of innocence coming from this sweet young girl was causing his libido to stir with need, setting a spark to the flame that burned inside him for these innocent young girls.

Walker pushed the girl back slightly as he drew his mouth away from hers. She was panting hotly, her breathing ragged as her sumptuous chest heaved with desire beneath her white blouse. “Yes, you’re a wonderful kisser too, Jessica. Very good indeed.” His hand slid up over the front of the thrusting shelf of her tits as his fingers reached for the top button of her blouse.

“Now, let’s get a better look at these gorgeous breasts of yours. Sit up straight now, shoulders back…that’s a good girl.” Walker was happy to see that the girl complied with his instructions so willingly. She sat up straighter in his lap and drew her shoulders back squarely, causing her tits to thrust forward. He smiled as he watched those massive guns stretch the simple white blouse, gaps drawing taut between the buttons. He plucked open the top button, and then the next one. When the third one popped open, he had a perfect view into her deep dark cleavage.

“Nice, very nice,” he uttered in a hypnotic tone as he continued undoing the buttons. He pulled the bottom of the blouse out from the waistband of her pleated school skirt and undid the last button. He drew back the sides of her blouse, exposing her bra-encased breasts.

“Fuck me!” Walker muttered to himself as he took in the breathtaking sight before him. He’d seen a lot of great-looking female chests in his years at this school, but this girl was right up there with the best of them. They were deliciously round, and innocently plump, which made them look finger-itchingly touchable. The skin on her breasts looked smooth and pure as a newborn’s, and as soft-looking as the petals of a pink rose. And they were big, REALLY FUCKING BIG! They were stretching her lacy white bra to its limit, with generous swells of that baby-soft flesh straining against the top edge of the lace-trimmed cups. He could see that although her bra was delicate and feminine-looking, it was also heavily-structured, with stiffening wire hidden deftly beneath bands of silky white piping. The design of the bra caused her incredible guns to be pushed together and up, creating a deep dark line of cleavage that Walker knew he could get lost in. A line of cleavage that he knew he’d be sliding his prick deep into soon enough. There was enough tit there for all of his instructors to have fun with, with some left over for others to play with, like her roommate Lisa, who he couldn’t blame at all for wanting to get her hands on those spectacular beauties.

PROOFED TO HERE

“You have beautiful breasts, Jessica,” he said as he reached beneath her shirt and filled his hand with one of the huge orbs. The satin of her bra felt cool beneath his fingers and as he cupped her breast, once again he couldn’t believe the size and weight of it.

Jessica shivered under his touch, but meekly looked down as he groped her. It felt wonderful to have this man’s hands on her. The way he touched her showed once again that he knew exactly the way a woman liked to be touched. It wasn’t the awkward groping she was used to with boys. No, she was being touched by an experience man who knew what she wanted, and what HE wanted, and he was taking exactly what he wanted. And she had no complaints about that whatsoever.

“Let’s get a better look at these,” Walker said, noticing that her bra was secured with a front clasp between the two substantial cups. He nodded to the spot at the base of her two heavy mounds. “Go ahead, open that for me.”

Jessica compliantly raised her hands to her chest and slid the clasp open, slowly drawing the two cups of the bra away from her big tits.

“OH MY GOD!” Walker thought to himself. Freed from the constricting confines of her bra, Walker had expected those whoppers to settle down and apart. He thought the power bra had been pressing them together as they contained the enormous tits. But they’d barely moved at all once she’d pulled the huge bra cups to each side. They continued to ride high on her chest, even at their incredible size. They spread out slightly to each side, more than covering the full breadth of her chest, but the sag he expected never happened. He was rendered almost speechless at the youthful beauty of those spectacular tits, and felt another jolt go right to his rekindling cock. Once again, he was amazed at the wonders of youth, and knew that was one of the reasons he loved this job of teaching and guiding these young girls, even after all these years.

“Jessica, these are just about the most beautiful breasts I’ve even seen,” Walker said, feeling himself start to salivate. “They’re perfect.” And they were. They were wonderfully round and full, and as he reached up and filled his hand with one, he was happy to see that they felt as baby-soft as they looked. Her pebbly areolae were in perfect proportion to her sizable tits, and her already-stiff nipples were deliciously pink as young strawberries.

“Thank you, sir,” Jessica said as the headmaster’s hands ran over her breasts, touching and feeling her expertly. His thumb rolled over one nipple, causing her to squirm in his lap. She couldn’t help but let out a breathy little purr.

“You like that?” Walker said as the girl rolled her bum against his cock as she twisted in his lap.

“Yes sir. It feels…it feels really good.”

Walker kept his hands busy, running his fingers all over those tremendous guns as she slumped against him and panted, obviously excited and loving what he was doing to her with his experienced hands. They felt exquisitely youthful and bouncy beneath his fingers as he kneaded and squeezed them. He paid particular attention to her nipples, which had gotten as stiff as bullets as he rolled them between his thumb and forefinger. He toyed with her breasts for a good ten minutes, feeling his cock start to reawaken as her big round bum pressed against his groin. She was almost gasping with desire by this point, and it wasn’t hard for him to tell how sensitive her breasts were to his teasing touch.

“Your nipples are a thing of beauty. Let’s see if you like this.”

Jessica let out a throaty growl as the headmaster leaned forward and slipped his lips over one of her nipples. She felt like it was coming alive in his mouth as he delicately nipped at it and swirled his tongue over the protruding bud. “Oh sir, that feels wonderful.” Jessica unconsciously drew her shoulders back, causing her chest to thrust forward. She loved the feel of his mouth on her tits, and wanted more. He moved to her other breast, giving it the same treatment as she looked down at his sucking mouth. She was breathing raggedly, her heart beating rapidly as he sucked at her huge tits.

“I want to see you do it,” Walker said as he let go of her nipple with his lips and sat back.

“See me do it, sir?” With her face flushed with excitement, Jessica looked at the headmaster, totally confused.

“Yes, I want to see you suck your own nipples. With breasts the size of yours, it’ll be easy. And I won’t believe you if you tell me you’ve never done it to yourself before.”

The flushing of Jessica’s face told Walker all he needed to know. She tipped her head down and pursed her lips forward as her hands went to one giant boob. She lifted the massive orb, tipping the nipple up towards her parted lips. He smiled as he watched those pouty red lips of hers slide over the stiff red bud and then spread out over her pebbly areola. A gentle sucking sound sent another pulse of blood to his rising cock as Jessica’s eyes closed, waves of blissful pleasure washing over her as she sucked, the nipple sending tingles of delight throughout her lush young body.

Her pussy was absolutely soaked, and she imagined her sodden panties were leaking right through her uniform skirt onto the headmaster’s lap. She wriggled her bum, feeling the hard length of his stiffening rod against her backside, which made her squirm even more.

“Here, let me help you with that,” the headmaster said, lifting her other breast up towards her. She switched her mouth from one nipple to the other, and then was surprised to see that he took the other one she’d just abandoned into his own mouth, both of them sucking her nipples at the same time.

This went on for some time as the headmaster groped and fondled her breasts. He’d lift one up to her when he wanted her to suck it, while using either his own mouth or hands to play with the other one. Jessica felt like she was about to explode right there. She’d never felt her nipples get so hard in her life. Wave upon wave of scintillating pleasure rolled through her as both of their mouths teased those stiff red bullets mercilessly. By now she could feel that his cock was rock hard. It felt like a thick iron bar as it probed upwards against her shifting backside. She could feel the intense heat of it right through her skirt.

“C’mere, Jessica, it’s time for your next lesson,” Walker said as he shifted her off his lap and stood up, his thrusting erection rising up menacingly. He took her hand and led her over to his desk, which he’d cleared of any papers or obstructions. He peeled off her blouse and dangling bra and tossed them aside, giving him a clear view of those mammoth boobs. He pressed her back against the edge of the desk, his eyes feasting on those glorious tits as they shook and wobbled when her backside bumped up against the desk.

While he was looking at her quivering breasts, she was looking down at his raging prick, the enormous cock pulsing and throbbing mere inches away from her. “Oh my god, he’s not really going to…he can’t be thinking…that thing will tear me in two!” Jessica thought as she looked at the deadly club pointed towards her, wondering if the headmaster was really going to try and fuck her. Like she’d thought earlier, how could anyone take that cunt-splitter inside them and still be able to walk straight? She was quaking with both fear and anticipation as the headmaster reached down and grabbed her by the waist. He lifted her up, sitting her bum right on the edge of the desk.

“Let’s get these out of the way,” the headmaster said as he lifted her skirt and grabbed the waistband of her panties. She shimmied from side to side as he pulled them down and off her legs. He held them in front of her, the material absolutely soaked with her young juices. He held them close to her nose and nodded, letting her know he wanted her to smell them. She did as he held them close, the warm scent of her own pussy flooding her senses. The alluring fragrance turned her on even more.

He did the same, pressing the damp panties right against his face as he breathed deeply, thrilled at the delicate young scent of teenage cunt. A pulsing went right through him to his cock, causing a dollop of precum to fill the wet red eye at the tip and start distending downwards.

“Sit back,” he said as he tossed her panties aside. Jessica did as she was told. She leaned back with her arms straightened out behind her. The headmaster stepped even closer, pushing her knees to each side as he positioned himself between her legs.

Walker smiled inside as he looked down at the young girl, propped up on his desk, those huge tits of hers heaving with excitement, her red nipples swollen and glistening with their spit. It turned him on to see her still wearing her pleated school skirt, knee socks, and Mary Janes. He loved taking these girls when they were dressed like this.

He reached down and flipped up the hem of her skirt, exposing that delicious young cunt of hers. He looked down between those plump full thighs of hers, the inverted V of her widely-spread thighs drawing his eyes to her pussy like a magnet. It was totally clean-shaven, and her whole mound was glistening with her secretions. Her full inner lips looked pouty and needy, as if she needed to get fucked bad, which, by the way she was panting and wriggling about restlessly, he knew to be true. He could clearly make out the protruding bud of her clit peeking out of its sheath at the top of her slit. The red beacon was covered with her warm dew, shining like a tiny cherry. He knew before he’d even been inside her that this was a cunt he was going to love fucking.

“This is when your second lesson begins,” Jessica heard the headmaster say as he stepped closer between her spread legs. She looked down, her heart racing like mad as he wrapped his hand around the immense shaft of his big cock and pointed it right at her delicate little flower. As she looked down at the dripping tip of his immense prick, she was trembling. She’d had a few boys’ cocks inside her before, but she’d never had anything anywhere close to this big before. No, she wasn’t a virgin, but she felt like one right now as she watched this handsome experienced man get ready to fuck her. She knew this wasn’t going to be ‘making love’, this was going to be good, hard, lesson in fucking. Teaching her what was going to be expected of her in the future, both at this school, and for the wealthy man she’d marry one day.

Walker looked down at that hot little hole and pointed the flared head of his cock right at it. He shifted closer and pressed the immense knob right up against those shining labial gates, nuzzling the massive head between them. They were slippery as sin, and hot as a starter’s pistol. With his hand wrapped around the thick shaft, he moved the broad head all around her soaking-wet vulva, coating his pebbly glans with her flowing juices.

“Ohhnnn…” She let out a low moan when he rubbed the tip over her protruding clit, so he proceeded to tease it a few times, rubbing his drooling precum all over the still little nodule. This elicited more sobs and moans from the sweet young thing beneath him. He looked up to see her looking down past her bunched-up skirt to her glistening pussy, watching with anticipation as he teased her with his rigid cock.

Wanting more, Walker drew the crimson crown back until he had it nestled between her slippery lips once more. He wriggled it in, watching those sweet young lips spread open as they followed the contours of the big flared head. With the head of his cock secured in her hot little cunt, he let go of the pulsing shaft.

“Bring your knees up. I want you opened right up for me.”

Jessica obediently drew her knees up towards her chest. When they were high enough, Walker reached down and grabbed her lower legs, slipping his fingers around her sock-covered ankles. He thought she looked damned cute with her white knees socks and Mary Janes still on. Taking a firm grip of her ankles, he raised her legs straight up in the air, knowing that nearly all girls this age were as flexible as he wanted them to be. With her pretty little school shoes sticking straight up at the ceiling, he slowly stretched his arms out to each side.

Jessica was gasping hotly as she watched the headmaster spread her legs wide open, totally spread-eagling her on the desk. He had total control of her, and she knew he was going to use her to satisfy his own lustful desires, but she was loving every minute of it.

“That’s better. Now I can go in nice and deep,” Walker said as he slowly rolled his hips, letting her feel the lemon-sized head of his cock pressing against the soft wet petals at the entrance to her cunt. He paused and set himself, and then started to lever his hips forward.

“OH MY GOD…” Jessica moaned as he started to stretch her steaming little box. Walker was happy that when he’d had the renovations done, he’d specifically asked for state of the art soundproofing panels to be installed beneath the stately wood panelling of his office walls. A specially-made soundproof door had been made to his specifications. With everything in place, the raised moans and wails like Jessica just made were lost on anyone but those inside this room.

Walker kept moving his hips forward, driving that hard muscular lance deeper into the school girl. He watched her labia as they circled his cock possessively, stretched obscenely as they fought to survive the cunt-ravaging assault.

“OH GOD…SO BIG…SO FUCKING BIG…”

Jessica was moaning and groaning as she watched that massive cock slide further into her, stretching the walls of her vagina like never before. He got as deep as Jimmy from her senior homeroom, and then as deep as Brock, a college guy who she thought was big down there. He paused at that point, as if knowing this was the limit of any cock that had been inside her before. Jessica looked down between her legs, shaking as she realized there was still about half the length of his cock to go. Her bottom lip was quivering as she looked at the powerful cock, the rigid shaft pulsing as he shifted his feet in readiness for what was coming next. He spoke, and once again, it was as if he was reading her mind.

“Yes, Jessica, you’re going to get all of that cock inside you. Every last inch. And I promise you, once you do, you’re going to want it again, and again, and again.”

Walker held her legs as far apart as he could get them as he slowly rolled his hips once more, teasing her. She was moaning and whimpering with desire as he pressed that massive cockhead all over the fiery hot walls deep inside her. Setting himself for the final onslaught, he started flexing his hips forward once again, feeling the hot oily tissues inside her start to part as they allowed him access to depths inside her where no man had been before. As they finally yielded, he pushed harder.

“UNGGGHHH,” Jessica groaned, feeling fuller of cock that she could have ever imagined. The feeling was incredible. She thought she’d be torn in two, and crying from the pain, but this was a different sort of pain. It was sinfully delicious pain. It was a subtle discomfort combined with blissful pleasure, and the blissful pleasure part of it was rapidly starting to take over.

Walker smiled down at the young girl as she started to willingly accept what was happening to her. The hot walls of her velvety love pocket gripped him in a buttery sheath, the coital walls clinging tightly to his driving prick. He kept his hips moving forward, slowly, mercilessly, as inch by inch disappeared from view. With one inch remaining, he looked up at her face as he flexed forward, driving that final inch into her with one vigorous thrust. The head of his massive prick bumped up against her cervix, the deliciously new sensation of being fucked that deep sending her right over the edge.

“FUCKKKK MEEEEE…” Jessica wailed loudly as her body seemed to explode under the power of an intense climax. Her eyes rolled back in her head as her arms slipped out from beneath her and she collapsed back onto the desk. The huge cock inside her had triggered on orgasm that started deep in her seeping cunt and blasted to every nerve ending of her body, causing her to shake and twitch uncontrollably. She felt like she’d lost total control of her body, which convulsed and spasmed like a wild thing as jolts of pleasure shot through her like an atomic bomb.

Walker smiled as he looked down at the busty young girl thrashing about beneath him, his long thick cock buried to the hilt inside her teenage pussy. She was shaking and twitching like crazy, her head flopping from side to side as she came. He could barely hold on to her widely-spread legs as she bucked like a bronco. He looked down at the insides of her creamy thighs, seeing the muscles beneath her smooth skin twitching and vibrating rhythmically. He felt a moistness at his groin, and knew that her orgasm was so powerful that she was spraying him with her fragrant cunt-honey. With his cock buried balls-deep, he rolled his hips, pressing the huge knob against the sensitive tissues at the opening to her womb, making sure she got as much pleasure from her climax as possible.

“OH FUCKKK…OH FUCKKK…” Jessica groaned loudly, reaching for the sides of the desk as she fought for something to grab onto. Her body was flailing around as wave after wave of luxurious delight coursed through her…and she never wanted it to end. Which unfortunately, it finally did, but with her body almost singing with exquisite delight, she could feel that there was another climax on the way close behind it.

“Did you like that, Jessica?” Walker said as he rolled his hips provocatively, stirring the girls insides like never before.

“Oh my God, that was in…incredible,” Jessica gasped out. Her huge chest was heaving, her stiff nipples thrusting upwards towards the ceiling. “I’ve never felt anything like that before. It felt like you were tearing me apart at first, and then it started to feel good…unbelievably good. And then when you got it all the way in, it felt so amazing…I…I thought I was gonna pass out.”

Amazing…? Walker hated that word, but all the young girls seemed to use it, so if it worked for them, well, so be it. It was readily apparent by the satisfied yet hungry look in her eyes that Jessica had quickly gone from a scared little girl to a cock-loving slut. Yes, a busty young slut who craved big cock. The way she was rolling her own hips back against him already told him she no intention of going anywhere else right now, and definitely wanted more—which was exactly what he wanted to give her—more hard thick cock.

“I’m glad you liked it. And I’m sure your future husband will like the way you react to being filled with a big cock like that. It was quite ‘amazing’ to see you come so enthusiastically.” He paused as the girl gave him a guilty smile, but now it was time for him to enjoy that spectacular body of hers to satisfy his own perverse desires.

“Now that you’ve taken every inch inside you, it’s time to get to the meat of lesson number two, so to speak.” Keeping her legs spread-eagled far apart and her toes pointed to the sky, Walker slowly drew his rigid prick backwards.

Jessica propped herself up on her elbows again so she could watch. Both of them looked down as the long thick cock reappeared, her shiny stretched pussy-lips following it out. Jessica could feel a slight tug as she tried to grip down on the retreating cock, not wanting to let it go.

Walker smiled as he looked down at her young pussy starting to work on him already. Yes, this one was going to be special all right. No doubt about it. He’d barely drawn two inches out of her and the muscles behind the slick walls of her gooey trench were pressing down on him, trying to grip his hard cock like a hot buttery fist. He drew back until his thick coronal ridge was visible, the dark purple cord glistening with her cunt-honey. With just the tip of his dick trapped between her slippery labial gates, he flexed forward vigorously, driving it balls-deep with one powerful thrust.

“OH FUCCCKKKKK!” Jessica wailed as the huge cock hammered its way back into the depths of her hot teenage cunt. His shaven groin slapped against her puffy vulva, creating a lewd noise that was music to Walker’s ears. He quickly drew back and slammed it into her again, as if he was trying to drive her right through the surface of the desk.

“OH GOD…I’M GOING TO…I’M GOING TO…AAAHHHHH…” Jessica let out another loud moan as a second cunt-wrenching climax tore through her. Her body was twisting and bucking every which way, but Walker kept her legs spread wide open with his outstretched arms as he jack-hammered away at her steamy teenage box, his body slapping forcefully against hers as he bottomed out with each savage thrust.

When she started to come down from her second climax, he slowed his assault on her pretty pussy, really working over her cunt with his cock. He was rolling his hips as he pressed the massive knob all around those hot oily tissues inside her, making her feel every hard inch as that girthy prick stretched her every which way.

“I…I’ve never been fucked like this before. It…it feels incredible,” Jessica gasped, her body revelling in the delicious sensations his thrusting erection was causing within her. She knew the difference in what she was feeling wasn’t just because of the size of the headmaster’s cock—no—it was the way who knew what to do with it. The boys she’d had before had just plunged away clumsily, but this man, this handsome mature man, knew exactly how to fuck a woman. He knew how to use his cock to make her feel wanted, desired, needed, and he knew how to give her just as much pleasure from him as he was getting from her. She knew her days of fucking boys was over. It was only grown-up experienced men for her from here on out.

“I’m glad you like it,” Walker said. “You’re going to be getting a lot of this from now on. I’ll be sure to let your other instructors know what a willing student you are.” With a smile on his face, he angled his cock upwards, concentrating on those hot folds of flesh on the roof of her vagina, just beneath her throbbing clit, which he could see like a fiery button protruding up from its protective sheath.

“OH JESUS…OH JESUS…” Jessica moaned, just before she started to spasm into another climax.

Walker saw her start to go off, and rubbed his cockhead firmly against those sensitive tissues beneath her clit, which caused her to convulse and shake like a ragdoll. She came like a champion, and then he teasingly worked his cock slowly in and out of her again and again as she continued to pant and moan.

He loved the way her tits were rhythmically bobbing up and down and in and out, those massive funbags swaying and jiggling erotically. He decided he wanted to get his hands on those beauties again, so he slowly drew his hands in and lowered her legs on either side of him.

“Wrap your legs around my back,” he said as he released his grip on her ankles.

Jessica did as he asked, bringing her sock-clad legs around him and crossing her Mary Janes over his backside. As she did, Walker reached forward and filled his hands were her huge breasts, loving the feel of those velvety-soft tits beneath his fingers. He squeezed those voluptuous mounds, watching the soft tit-flesh almost ooze forth between his fingers.

He never stopped fucking her, but kept his hips driving in and out, making sure to go as deep as he could, which she seemed to love. At least that’s what the continuous stream of moans and animalistic grunts was telling him.

As he mauled and squeezed her huge tits, he fucked her to two more orgasms, suppressing his own desire to come each time she started thrashing about beneath him. He waited until her shaking body came down from her last climax before he gave her his next instruction. “Okay, Jessica, it’s time for your next lesson.”

Jessica looked up at him, totally confused. She knew he hadn’t come yet, and she thought he’d continue to fuck her until he sprayed her insides. She’d already come a number of times, but she still wanted more. She already knew she was addicted to that cock of his, that big, mature, experienced man-cock. Jessica was surprised even more when he backed completely out of her, his glistening cock pointing upwards, the massive crown bobbing menacingly as he breathed in and out.

“Turn around and lay down on your back.”

Jessica did as the headmaster asked, spinning around on her chubby bum until she was facing away from him. She slid her body forwards and leaned back at the same time, until she was lying right back, her head at the edge of the desk.

Walker smiled as he looked down at her, impressed by both her compliant nature, and the spectacular beauty of her busty teenage body. He’d pictured her in just this position when she’d been in for her admissions interview, when she’d had those massive knockers gorgeously encased in a sky-blue turtleneck sweater. As soon as he got a look at those guns, he basically stamped her application as ‘APPROVED’ right there. His hungry eyes now went to her impressive chest, where her huge tits were sitting right up there for him, the stiff nipples pointing skyward, the little red bullets looked so engorged he thought they might pop.

“Shift back. I want your head over the edge of the desk.” The girl did just as he asked, and when her head came over the edge, he cradled it in his hands. “Good, that’s the way,” he said as he reached down past her chin with one hand and stroked her neck gently, his fingertips running along her soft young skin. “Nice, very nice indeed.”

Walker shifted closer as he looked down at that pretty upturned face, knowing he’d have his cock buried deep inside it in just a few moments. With one hand he pushed down on the top of his rigid prick, pointing the bloated knob at her parted lips. “Open wide, sweetheart.”

Jessica looked up at the throbbing monster hovering over her face as she opened her mouth as wide as she could. She could see one prominent vein on the underside of his dick pulsing, keeping his huge cock throbbing with hot blood. The enflamed crown looked puffy and in need of relief, with the wet red eye at the tip dripping precum. Some of the slimy cocksap drooled onto her face as he moved closer, bringing that gorgeous piece of man-meat towards her waiting mouth.

Walker was happy to see the enthusiastic look on the teen’s face as he placed the big cockhead between her parted lips. As soon as the hot pebbly glans hit her lips, she started sucking at it, drawing it into her waiting mouth. Walker smiled as he looked down at her, knowing that her initial fear and trepidation had been replaced by the curiosity and hungry eagerness that he loved to see. He’d seen it before, and he’d see it again—he knew that for sure—but this girl, young Jessica, she was something special all right, very special indeed.

With his cockhead trapped between her sucking lips, Walker took her head in both hands and started working her mouth, flexing his hips slowly back and forth as he rubbed his enflamed glans over every square inch inside her hot little mouth. That mouth of hers was steamingly hot and full of her gooey slobber, making it a perfect receptacle for his needy cock. Yes, her sweet young mouth was a thing of beauty, but he wanted more.

“I’m going to go deeper now, Jessica. Your future husband will expect this of you. Do you understand?” With her mouth full of rock-hard cock, Walker looked down and saw her nod in agreement by flicking her eyelids closed and moving her head slightly. “Good. I want you to take a deep breath and try and relax your throat as much as you can. I’ll go nice and slow. Don’t worry, I won’t hurt you.”

Jessica looked up at the sweet knowing smile on the older man’s face and it made her heart flutter, knowing she was pleasing him, and that he’d make sure she was okay. It made her feel special that this man, the headmaster at the school, was being so nice to her. She’d broken one of the school’s cardinal rules, and here he was, taking her under his wing to make sure she’d have the special education she needed. As her eyes met his, she nodded again as he backed his steely prick out of her mouth slightly, allowing her to take a deep breath. She breathed in, filling her lungs, and then, knowing what was coming, she concentrated on trying to relax her throat.

Walker smiled to himself as he watched the girl’s massive chest swell as she breathed deeply, those spectacular tits rising up even more. “Fuck, they’re something else,” he thought to himself. “The best set I’ve seen in a few years.”
Knowing that timing was important, Walker slid his dick forwards, the drooling tip probing against those hot tender tissues at the opening to her throat. He quickly settled himself in place, and gave her a quick nod as he started to flex forward. He only got about an inch into that delicate opening before she started to gag, so he quickly reversed direction, clearing her airway as he pulled right out.

Jessica coughed as she tried to regain her composure. “I’m sorry, sir.”

“That’s all right. It usually happens the first time. Let’s try it again, shall we?”

Jessica nodded as he inserted his rigid prick into her mouth and cradled her head once more. Her mouthwatering breasts rose up once more as she breathed deeply, and then he tried again, levering his hips forward as he sent the bloated head of his cock into her throat. This time he got another inch in, and then her gag reflex took over, expelling him from her throat.

“AAACCKKK…AACKKK…” Her gagging and coughing stopped quickly, and she looked up at him, embarrassment written all over her face as she saw the disappointment in his eyes. “I’m sorry. I’m trying not to…please, sir, can I try again. I promise I’ll do better.”

“All right,” she heard him say, and from his tone, she knew this was her last chance, and the last thing she wanted to do was have him upset with her. She breathed deeply, and then settled herself, rolling her neck slightly, sending a calming shiver running down through her.

Walker had no intention of sending the girl on her way if she couldn’t take his cock. No, he knew he’d continue to work that sweet mouth of hers, giving her lots of opportunity to practice. If she couldn’t swallow it tonight, well, he had no doubt she’d be a champion sword swallower soon enough.

He looked down at her, seeing the intensity and determination in her face as he slowly moved forward. He positioned the broad tip of his cock at the back of her mouth, feeling those soft tissues at the opening to her throat pressing against his sensitive glans, as if giving it a welcoming kiss.

“Okay, Jessica. I’m going to count to three, and on three, I’m going to feed you every last inch of my cock. Are you ready?” When she gave him that eye-lid nod of agreement, he set his feet firmly as he cradled her head once more, tipping it back slightly so it was in the perfect position to align her mouth with her velvety soft neck.

“One…two…three…” On three, Walker slowly flexed forward, feeling the head of his cock start to move into the girl. One inch…two inches…three inches…

His eyes moved from her stretched lips to her neck. He smiled to himself as he saw her neck start to bulge obscenely as his big thick cock went deeper into her throat. He could almost see the pronounced rope-like ridge at the base of his cockhead as he went deeper, stretching and filling her accepting throat. And fuck, was her throat hot, luxuriously hot and oh so soft.

He looked back at her face as the last two inches slid into her mouth, her soft pouty lips pressed up against his shaven groin as he pressed his midsection flush up against her face. He was completely buried between her sucking lips, over ten inches of thick hard cock in her mouth and throat. He leaned slightly sideways and saw her look up at him, the twinkle in her eyes letting him know how thrilled she was at her efforts. He felt the same.

“You did it, Jessica. Your throat feels incredible. Now, I’m going to slowly back out, and then we’ll try again.” She eagerly nodded her agreement, and Walker carefully retreated, pulling back far enough to let her take another breath. When she took a couple of breaths, he knew she was ready.

“Okay, I’m going to start face-fucking you now, and I’m going to go all the way in with each stroke. You’ll get the hang of knowing when to breathe pretty quick. Okay?”

He barely waited for her to agree before he took a firm grip of her head and, keeping it tilted back at just the right angle, started levering his hips forward once again. He went in to the hilt again, feeling that sinfully illicit sensation of teenage throat welcoming his mature cock in a welcoming embrace. When he touched bottom with his bloated balls resting up against her eye sockets, he drew back, and then started fucking that velvety-soft throat with a smooth rhythmic in and out motion, rolling his hips almost up and down as he fucked her face, fucked it good and deep.

He smiled as he looked down at her, willingly taking every thick inch as she eagerly sucked, her throat muscles working already to massage his buried member. Soon enough, a gooey froth was eeking out around the edges of her stretched lips, sliding down the side of her face and coating his silky bag. She was taking it like a veteran porn star as she sucked avidly at the invading monster. But better than any porn star, her enthusiasm with which she went about her duties was real, not just put on for the camera. There was no mistaking the youthful eagerness she was displaying as her mouth and throat worked over his plundering cock.

Yes, he could see how much she loved what he was doing to her. He watched as her own hand instinctively went between her legs. Lying on her back on the desk, her knees had automatically been drawn up. She was still wearing her uniform skirt, which had slid up to bunch up around her waist, exposing her puffy cunt. As Walker worked himself in and out of her hot throat, her saw her fingers slide into her gooey trench. A nasty wet squelching sound filled the room as she plunged her fingers all the way in to the third digit, her sopping snatch needing relief.

Walker reached forward with one hand and put his fingers on the soft skin of her throat, feeling his driving cock moving back and forth beneath his touch. It was luridly obscene—and he loved it. Her huge tits were swaying in and out and up and down repeatedly, mirroring the rhythmic movements of his surging erection driving deep into her welcoming throat. Jesus, those tits were big, he thought, knowing he’d be playing with those repeatedly this year. Yes, he’d get his hands on those babies every chance he got. And he knew Jessica would have no objection, no objection whatsoever.

Walker knew he could have easily kept face-fucking her and working that throat until he blew his load, which he could tell wasn’t too far off. But he had one more lesson planned for young Jessica tonight—after all, he did have to punish her for breaking the rules.

“Okay, Jessica, stand up,” the headmaster said as he surprisingly pulled his raging prick out of her mouth. Jessica was shocked. She could tell he was loving the feel of her throat on his cock, and she’d expected him to go off while she was sucking him. She had no idea what was about to happen. She was somewhat dizzy as he helped her off the desk and to her feet, her skirt dropping down to cover her ample thighs as her Mary Janes touched the floor.

“Turn around and lean over the desk,” he commanded, and Jessica willingly complied. She looked over her shoulder as she felt him flip up the back of her skirt, baring her backside. “Spread your feet apart.” Again, she quickly did as he asked, moving her feet further to each side. She knew with her leaning over the desk like this, her legs would be forming an inviting inverted ‘V’, and she was hoping the headmaster would fill her dripping cunt with that gorgeous cock of his once again. When he’d been fucking her throat, her cunt had started itching like crazy, and her fingers had helped, but she was right on the verge of getting off when he’d stopped, pulling his dripping cock out of her mouth, gobs of saliva clinging to her pretty face. Her pussy was on fire, and she knew she needed a nice creamy load of man-juice to put it out.

Expecting to have her pussy filled from behind, Jessica watched as he reached into a drawer of his desk and pulled out a tube of lubricant. Her squeezed out a generous amount onto his hand, and then coated his monstrous cock with it. Satisfied that his prodigious member was thoroughly covered with the stuff, he put two fingers together and squeezed out another dollop of the goo.

“It’s time for your punishment. I can’t let one of my girls break the rules like that and get it away with it Scot free. That just wouldn’t be right, would it? Don’t you agree?”

Jessica gasped as she felt his greasy fingers touch her backside, his fingers rubbing the salacious goo over her tightly-puckered hole. Knowing what was about to happen, she was too frightened to even respond. She reached forward as she leaned over the desk and wrapped her fingers around the far edge, readying herself.

“Yes, you need to be punished,” she heard the headmaster say as he moved closer, positioning the engorged head of his cock against her tender little pucker. “But trust me, I have the feeling that once you get used to it, you’re going to love this punishment.”

With those final words, she felt him push. Her tight pink bum-hole resisted, but she could tell he was not to be denied, and she did not fight him. Although she was frightened he would tear her in two by fucking her in the bum, she wanted to please him, to let him know she’d do anything he wanted her to do. So Jessica bore down and clasped the front edge the desk with a claw-like grip. Remembering what she’d done with her throat and her gag reflex, she willed herself to relax her tight little ring, knowing it would be worse for her if she didn’t.

“That’s it, that’s my girl,” she heard the headmaster say as the huge knob started to move into her. She felt her bum-hole stretch over the invading cockhead, and she gasped as the tight ring popped over the rope-like coronal ridge and locked down on the rigid shaft.

“OH FUCKKKKK…SO FUCKING THICKKKKK…” Jessica gasped as she bit down and tried to calm herself.

Walker held her firmly by the hips and smiled as he held still for a few moments, letting her body get accustomed to the hard slab of meat invading her most private area. Feeling a shudder go through her, and then her body relax into the desk, he continued to flex forward, feeding more of his prodigious member into her hot tight chute.

“AAAHHHHHHH…FUCCGGGGGGG…” Walker heard the girl gasping beneath him as he looked down at the tight pink hole stretched almost to the tearing point around his thick cock. He could feel the muscles in her legs twitching uncontrollably as inch after thick hard inch disappeared inside her body. He kept going, slowly, mercilessly, until the final inch was lost to view inside her, his body pressed flush up against her round curvy bum.

“OH GGGODDDDDD…SO BIGGGG…SO FUCKKKKIIINNGGGG BIGGGG…” Jessica moaned loudly as the headmaster bottomed out inside her cherry ass, his huge cock filling her like she’d never been filled before. He held still with over ten inches of hard thick cock—mature, experienced cock—buried in her tight little bum. She knew he was letting her get used to it, letting her get used to having a real man’s cock in the one orifice she had left to give. She’d never been fucked in the ass, not once, and she had no idea what it would feel like. The feelings were more intense than she ever imagined. At first it had been scary and painful, but that initial feeling was quickly receding, replaced by an overwhelming warmth and a luxurious full feeling that she couldn’t describe, but wanted more of. As the tingling pain started to wane, and those delicious sensations took their place, she found herself rolling her wide flared hips back against him.

“That’s it, that’s my girl,” Walker said as he felt her body accept the punishment he was ready to give her. Again, he’d felt that reaction in these innocent young girls before, and he’d feel it again in the future, but right now, all he was worried about was teaching busty young Jessica what it felt like to have an experienced knowing cock fuck her in the ass.

“Yes, it’s time to fill that pretty little bum of yours,” he said as he drew back. He felt those searingly hot tissues inside her pull back with his retreating prick, as if reluctant to let him go. And fuck, was that tight chute of hers ever hot, like a fucking furnace, he thought. He drew back until he felt the ridge of his cockhead pull against that constricting anal ring, and then he drove forward, harder this time.

“OHHH GOGGGGG…” he heard her moan incoherently as he buried every last inch into her again. He quickly drew back, loving the feel of those tender tissues gripping his hard cock like a hot fist. He slammed his hips forward, feeling her body slap against the desk as he worked her plump round ass over and over. He slowed momentarily and rolled his hips, stirring her guts provocatively, rubbing his huge cockhead over those steamy wet tissues inside her.

“AAAAAHHH…SO BIGGGG…FUCKKKK MMEEEE…”

Which is exactly what Walker did. He drew back and started pounding it into her welcoming bum, long-dicking her with each powerful thrust. His rigid erection tore high up into her steaming guts. He could feel her body start to vibrate beneath him, and her moans and groans were coming faster now, her pleasure level escalating right along with his.

“OH MY GOD…OH MY GOD…I…I…AAAHHH FUCCKKKKKK…” Jessica groaned loudly as she started to climax. She was overwhelmed by the exquisite sensations tearing through her body. She never expected to be able to have an orgasm like this by being fucked in the ass. But it was happening, and it was happening in a big way. Her climax started deep inside her and shot to every tingling nerve ending in her body, as if she’d been zapped with a tazer. Her body was shaking as if that electrical current was possessing her, making her quiver and twitch as those powerful orgasmic sensations blasted through her lush young body.

Walker felt her climax start, and when her body started to thrum like a plucked guitar string, it sent him over the edge as well. As she twitched and spasmed beneath him, he poured himself into her, flooding her hot young ass with a massive load of cum. His bucking cock shot and shot, jettisoning rope after rope of thick man-cream into her steaming guts. Those virginal walls of her tender chute were gripping him tightly, massaging his buried prick with her talented young muscles, pulling as much cum out of him as he could give. He drew back once more and slammed it home as she continued to shake feverishly, spewing more of his mature jizz way up inside her as he totally unloaded.

Finally, the heavenly sensations coursing through both of them slowly waned, and as Jessica collapsed onto the desk and drew in deep breaths of cool air, Walker remained buried deep inside that hot young bum, enjoying the sensation of that tight chute milking out the last dregs of semen from his mature cock. He held still for a couple of minutes as they recovered, and then he slowly drew backward, his spent prick coming out of her stretched hole in a slippery rush.

“Turn around and get on your knees,” Walker said as he took a step backwards.

Still trembling from her intense climax, Jessica slid off the desk and dropped to her knees as she turned to face the headmaster. He stood before her and held his heavy limber cock out towards her, the long manly prick glistening with a combination of her natural juices, lubricant, and pearly strands of his cum.

“Time to clean up my cock. Your future husband will expect this off you. Pussy to mouth, ass to mouth, it doesn’t matter. This is going to be one of your duties.”

Jessica compliantly nodded as she looked up at him with adoring eyes, loving everything he’d done to her tonight. She felt more like a grown-up woman than she ever had in her whole life, and she had this man to thank for it. She eagerly opened her mouth as he stepped forward and dropped his heavy cock right into her open mouth. She enthusiastically closed her lips around the flared head, bathing the pebbly glans with her broad flat tongue as she licked and sucked, drawing the tasty residue into her mouth. She swallowed, feeling herself almost swoon as the heady, earthy taste tingled her senses as the warm goo slid down her throat to find a nice warm home in the pit of her stomach. She sucked and licked as he fed more into her hot young mouth, making her clean his heavy dick for him. When she’d gotten as much of the sticky goo off of him as she could, he pulled it out of her mouth and lifted his cock up out of the way. He moved closer, and she knew her duties weren’t done until she’d cleaned his entire midsection, including his balls. She tenderly sucked those heavy orbs into her mouth and bathed his silky bag with her talented tongue. He finally stepped back, satisfied that all that was left on his shaven groin was the drying residue from her warm saliva.

“You did very well on your first lessons, Jessica, and I was impressed with the way you accepted your punishment. I’ll be sure to tell the rest of your instructors what a talented student you are.” Walker sat back into his desk chair, his limber cock lying teasingly against his thigh.

“Thank you, sir,” Jessica replied as she reached up to her lips and pushed a stray wad of cum off her chin and into her mouth. She was still on her knees before him, and her eyes looked hungrily at that gorgeous big cock of his. “Sir, I still feel like I might need some special instruction from you when it comes to…comes to…”

“Just say it, girl. What’s on your mind?”

“When it comes to using my mouth,” Jessica spat out, her eyes looking at that limber dick as her tongue slid out unconsciously to lick at her soft red lips.

“Is that right?” Walker said as he let his hand move down to his lap, his fingers toying teasingly with his heavy prick.

“Yes, I think I can do better. I’m sure I can do better than I did, with just a little more practice.” She spoke the words suggestively as her eyes flicked between his eyes and his mesmerizing cock.

Walker could see the hunger in the young girl’s eyes. “I see. And when would you like to start practicing?” He slid his big hand beneath his heavy member and teasingly held it out towards her.

“Would now be all right?” the girl asked as he could see her backside shifting about restlessly.

Walker remained calm on the outside, but felt a big smile come over him on the inside. He turned his chair directly towards her. “I think now would be the perfect time to start.” He let his legs drift apart as he held his long thick cock out towards her. Like being drawn in by a magnet, the busty young girl crawled between his spread thighs.

The headmaster let Jessica practice three more times on him that night before he sent her back to her room with a belly full of cum. While she’d been ‘practicing’, Jessica had also been busy with her own fingers between her legs, climaxing numerous times herself.

When he finally sent her on her way, Jessica’s lips and tongue were buzzingly numb as she made her way back to her room on wobbly legs, but she never felt more satisfied, and more alive, in her entire life.

Walker smiled as he closed the door to his office after watching her shapely body move down the hallway on shaky legs. He retired to his bedroom adjacent to his office. Yes, with sweet young Jessica and those tremendous tits of hers his to play with whenever he wanted, it was going to be a wonderful year at the Geneva School for Girls. Yes, a wonderful year indeed.

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