Chapter 1
Harold Stone looked up from his ledger as a wisp of warm air touched the back of his neck. Glancing at the door, he saw Mary Younger slip into the room. She had her back to him as she quietly edged the door closed. Mary had learned well. She always took every precaution to keep the other girls from knowing she was in the headmaster's room. In fact, Harold mused, Mary was one of the smartest sixteen-year-olds he'd ever seen. She was still a child at heart, but her body and her common sense were mature beyond her years.
Harold's eyes fixed on Mary's creamy white legs, those long, perfectly shaped pieces of sculpture which flowed so gracefully up to her tiny miniskirt, and he felt a stirring in his loins. Her skirt barely covered the two luscious mounds of her ass, those pale white globes that bounced as she walked.
His mind was spinning with the confusing figures of the ledger and Harold flicked the switch on the small desk light and closed the book. The accounts were hopelessly tangled and Harold Stone knew he would have to have help to work them out. He welcomed Mary's visit, and a tinge of sadness swept through him as he remembered that this would be their last night together. The school term ended tomorrow, he told himself, and Mary would return to her parents. She'd take that gorgeous body home and the neighborhood boys would begin enjoying the fruits of his training.
"Shhhh!" Mary hissed softly, placing her finger to her lips and turning her head to face him while she kept her ear glued to the door. It's Mrs. Waller, her lips formed silently.
Harold smiled to himself. Mrs. Waller, fifty if she was a day, and as muscular as a Russian athlete. Wouldn't she have a shit fit if she knew what he had taught Mary, he mused. Mrs. Waller was a fixture at the school. Twenty-seven years serving his aunt, and she thought of each of the girls as a daughter of her own. When his aunt had died and Harld had suddenly had to move in and take over the school, he'd thought about laying old Mrs. Waller. Of course it was just a passing thought, something a little better than jacking off. Once in a while, when she was bending over with the full cheeks of her firm ass capping her muscular legs, Cary Waller looked almost sexy. But when Harold made a mild pass, she froze him with icy sarcasm. Well, to hell with her! He had his little Mary.
Pulling off his bathrobe so that he was stark naked, Harold walked quietly across the room and came up behind the young, petite brunette standing at the door. He reached down and ran his hand up the smooth skin of her leg. Harold never ceased to wonder at the texture of Mary's young skin. It was pliant, tender, yet so firm. He knew it was her age. When she grew older her skin would begin to sag and become lumpy. But right now just touching her sent little shocks racing through his body.
Mary almost jumped when she felt the unexpected touch of his hand on her leg. She had to hold herself to keep from gasping out loud. His fingers were caressing, squeezing, pinching her skin as they moved slowly up her leg. Even though she had been coming to his room like this almost every night for over four months now, Mary still felt strange about the situation. After all, he was at least forty-five, older than her father. And the things they did together, the things he had taught her! She still couldn't escape the feeling they were naughty-dirty. Mary was glad she was going home the next day. It would give her time to think, time to decide who and what she was.
It had all been so easy. Then Mrs. Stone had passed away and Harold had come to the school. Suddenly six years at the boarding school had gone up in smoke and Mary had an entire new world to deal with. The world of her body.
Mary breathed a sigh of relief when she at last heard a door close firmly in the hall. Mrs. Waller had finally gone to her room.
"She's gone," Mary whispered, turning her body and gasping when she saw that Harold was naked. "My, you're anxious tonight," she said, letting him pull her into his arms and lift her head so that their lips would mesh. She had to stand on tiptoe to kiss Harold. He was so big, so tall and strong!
Harold brushed her long hair away from her cute cheeks as he cupped her face in his hands and ground his moist lips against her pliant mouth. She was so marvelously young! Her breath was so sweet, like the nectar of a tiny rosebud. Her body melted into his as their tongues met in a warm, tingling embrace inside her delicious mouth, and Harold felt the blood begin throbbing in his cock.
"Oh, Harold, darling," Mary sighed, pulling her lips free of his hungry mouth and darting her head forward so her tiny tongue could probe his ear. She knew how much that excited him, and she had become a slave to his desires. As her tongue ran in moist little circles inside his ear, Mary dropped her hand from his muscular shoulder and let her fingers trail his arm. She squeezed his hand and then reached in to grasp his thick prick. "Tonight is ours!" she whispered in his ear as her small fingers wrapped around his swollen penis.
Harold had to swallow a chuckle. Mary was so dramatic, almost melodramatic. Every word she spoke carried a mysterious urgency. She had convinced herself she was madly in love with him and that their plight was hopeless. He knew that in her mind she was playing the part of the tragic heroine, but that was the age she was going through.
He remembered when she had first come to his office that January afternoon. She had been rebellious in class and her teacher had sent her to the headmaster. Her hands had grasped the edge of her miniskirt as she stood nervously before him explaining why she had been sent and waiting for him to finish reading her teacher's note. Harold was terribly new at the job then, and he had found that silence was his best ally. It had worked with Mary. She became terrified when he didn't say a word and her small breasts began heaving in her tight blouse as sobs racked her young body.
Actually, Harold mused, it was his inexperience in handling young girls which had resulted in his affair with this gorgeous child. They had had a series of talks and in their third session together she had sat on his lap. He still remembered that scene vividly. She had fought his hands on her legs, and even tried to scream, until he proved to her how wonderful he could make her feel with his finger. From that point on, Mary had been a somewhat reluctantly willing pupil. It had taken time, a good deal of time, before she let him fuck her. And even longer before she would suck his cock. But Mary learned well, and Harold's patience had been well rewarded.
The throbbing in Harold's loins began sounding in his ears as Mary's young fingers began stroking his cock. His hands dropped to her young buttocks and his fingers flipped the material of her miniskirt up. Then he cupped her firm globes in his palms and squeezed. Mary wore no undergarments at all. That was part of what he had taught her-how to enjoy complete freedom of her body.
When he held her bottom in his hands, Mary squirmed against him so that her tummy pressed against his hard prick. She knew he liked that, and, Mary had to admit, she liked to feel it touching her, too. Then she felt his fingers creeping into the crevice of her ass. Mary didn't like that. It was so-well, so dirty! But rather than break the mood between them on their last night together by scolding him, she simply let her body relax and dropped to her knees at his feet. His heavy, thick cock was now staring her in the eye. She could see the thick veins bulging from the sides of the long shaft, blood pumping through them to make them throb against her fingers. The head was bright pink tinged with blue and glistening from the light coat of sticky lubricant which now covered it. A heavy drop of that delicious milk-like substance hung from the small hole creasing the tip, and Mary leaned forward to dart her tongue out to catch the honey before it fell.
"Oh, that's so good," she exclaimed, grasping his balls in her small hand and squeezing them for emphasis. "I could become intoxicated sipping your love."
Again, Harold had to bite his lip to keep from laughing. Why did all young girls use such big words? Intoxicated instead of drunk! Sipping his love when she was licking his cock! Or was Mary special? She was, after all, the only young girl he had ever laid. A shudder passed through him as he remembered some of the frustrated housewives he'd bedded down while he was teaching adult education courses before he had come to Heavenly Hills when his aunt died. They were old and tired by the time they were thirty-five. Their skin sagged and their tits were flabby. Worst of all, their cunts had been stretched into tunnels after all the children had been born.
A coldness gripped him as he thought about those awful nights, those greedy arms covered with flabby skin crawling all "over him, and Harold looked down quickly to reassure himself. When he saw Mary's young, oval-shaped face, her tender young lips pursed at the head of his cock, warmth flowed back through his body and the tingling sensation once again invaded his loins. Her jet-black hair hung down below her shoulders, contrasting excitingly with her creamy skin. She wore a low peasant blouse and Harold stared down inside the scoop at the two firm mounds of her breasts. The cherry-colored nipples were hidden from his sight, but he knew them well. He remembered how he had told her he could make her breasts grow by sucking them. And how she had believed him! She still believed him and begged him to suck them whenever they were together, measuring their natural growth as his success.
Mary felt a hunger grow within her body as she sniffed the exciting perfume of Harold's sex. She had long ago convinced herself that it was perfume, a heavy, salt-scented essence that triggered something inside her and turned her into an animal. Pulling herself forward on her knees, she opened her mouth and guided his penis inside with her warm hand. Her lips closed on the tip, and she began sucking it deeper and deeper into her oral cavity. Dramatizing this in her young mind, she had managed to convince herself that having his cock in her mouth gave her new life. It tasted so good, and so filled her cheeks and made them puff out. She knew they were turning pink in what she called her "blush of love."
Harold lewdly jerked his hips and felt his cock slide an inch further down the young girl's throat. He felt her tongue begin rubbing against the shaft and his balls began to ache. Some nights he let himself go and allowed her to blow him. God, how he liked to pump his cum down her tender throat! Sometimes she even gagged as the hot, thick liquid gushed down her throat and into her stomach, and that excited Harold all the more.
But not tonight! There would be no tomorrow with this tender child, and Harold intended to complete her education tonight! He held himself in rigid control and let her hungry little mouth work up and down his shaft. Her teeth nibbled at the ridge just below the head as her tongue slid in and out of the tiny hole to lap the building fluids from his member. Harold again lewdly jerked his hips and sank his prick deep in her throat. He loved to see her jet-black hair framed against the graying hair of his crotch, and feel her nose pressed against his belly. But she was squeezing his throbbing balls with her tiny hand and Harold knew he was approaching that point where he would explode inside her mouth if he didn't pull away.
"No! Please, let me taste your love!" she pleaded as he held her head in his hands and slid his cock out of her mouth. "Please!"
"Later," he said. "We'll make it a long night, my love. Come, stand up."
Mary accepted his outstretched hands and let him pull her gently to her feet. She followed as he led her to the long couch and held her arms above her head as he pulled her blouse free from her skirt, and then began lifting it off over her head. She automatically reached down to unbutton her skirt, but he stopped her.
"No," he said softly. Harold loved the way her tiny blue skirt gripped her waist and flared out to flow with a saucy twirl around her full hips. It seemed to somehow emphasize her youth. Holding her narrow waist in his hands, he lifted her gently and placed her on the sofa. Her skirt gathered up around her waist and Mary's young vulva was in plain view as Harold pulled her thighs apart and knelt between them.
Her breasts were naked now, the swollen cherries of her nipples pointing straight up and the mounds of white flesh heaving gracefully as the tempo of her breath increased with her excitement. Harold knelt there between her young thighs with his rigid penis standing erect. He fixed his eyes on her breasts and allowed his hands to move up and cup them from beneath. He squeezed, and the cherries seemed to pop up.
"Kiss them, darling ... please!" Mary pleaded as a fire spread through her chest and body. She wanted to feel his warm mouth on her nipples, his lips and teeth nibbling and chewing as he sucked them slowly into the wet cavern of his hungry mouth.
Harold hadn't planned this, but the delicious nipples staring at him were too tempting to pass. He leaned forward and brought his head down until his lips were poised above her left tit. Darting his tongue out, he flicked it against the nipple, teasing it with rapid thrusts. Then he began lapping it as a child would lick an ice cream cone.
Mary squirmed, raising her knee to rub and caress Harold's heavy balls hanging between his legs. Whenever he sucked her breast like this, she almost went out of her mind. It thrilled her like nothing else could, began a tingling excitement in her young body that would last for hours and hours. Mary had never experienced drugs, but she knew that they must be something like this, creating a wild, delicious high that lasted and lasted. His tongue felt like fine sandpaper as it moved lewdly back and forth across the surface of her tender young nipple, and when he sucked part of her breast into his hot mouth, Mary felt as if her entire body had melted into bubbling lava.
Harold sucked first one and then the other nipple, watching with satisfaction as Mary slowly began climbing the ladder to ecstasy. He watched her hand automatically reach for her cunt, her fingers impatiently pulling the petals of her vulva open and searching for her young clitoris as she became so excited she lost all contact with reality. This has always fascinated him about Mary. He'd never seen a woman turn on like Mary did just from having her tits sucked. She must have a terribly sensitive zone in her breasts, he told himself. He loved to watch her play with herself. Several times, he'd managed to talk her into jacking herself off while he watched. Her little fingers seemed to vibrate in her pussy until her body arched and quivered in an intense orgasm.
Harold suddenly remembered something he had always wanted to do to Mary, and tonight was his last chance to experiment. Crawling up on the sofa until he was straddling her young waist with his knees, Harold took his rigid prick in his hand and leaned forward to press the head against her swollen nipples. He held it firmly and rubbed it back and forth over the crest of her tit until a fine film of white lubricant covered her entire nipple. Then he switched to the other and did the same. Pulling the foreskin back with his fingers, he pressed forward until it seemed like her nipple was inserting itself in the tiny hole at the tip of his cock.
"Oooohhhh!" moaned Mary, her body squirming and her fingers working desperately inside her cuntal lips as fire spread through her young body. He had never done this before. It seemed terribly ugly, almost disgusting, but the excitement covering her entire chest wouldn't let her try to stop him. She could feel the rough texture of the swollen head of his prick pressing and rubbing against her tender nipple and the moisture from his oozing cock seemed to double her excitement.
Harold knew she was at the point of orgasm. He wanted to save that moment for when he buried his prick in her young belly, so he gave her a hard rubbing on each nipple and then pulled his prick away.
"NO!" pleaded Mary in a hoarse whisper. "NO! Please, darling!"
Harold ignored her pleas and once again positioned himself between her creamy white thighs. "You want it?" he asked softly.
"Oh, YES! Please!" she sighed.
"Say it!" he commanded roughly, pulling her hand away from her pussy. He knew how sensitive she was to the language of sex and it excited him to hear her say it. "Say it!"
"Please ... please fuck me," she sobbed, hating that filthy word.
"Louder!"
"FUCK ME!" she whispered as loud as she could.
"All right, Mary, I'll fuck you," Harold said firmly, playing out the little game he liked so much. He braced one hand on the sofa for balance and leaned forward, guiding his prick to the opening of her vagina with his other hand. She arched her body to receive him, and Harold wedged the tip of his cock into the bright red hole.
This was the part he loved. She was so small, so tight, that he had to literally work his prick inside her a fraction of an inch at a time. Even when she was hot and moist, like she was now, it was so tight it felt like she was squeezing his penis with all of her might. Not like those hairy tunnels he had fucked before where his prick felt like a Volkswagen pulling into a bus terminal. He'd had to lean against one side or another to get any feeling at all. No, not with sixteen-year-old Mary. It was a fight all the way, even when he had been fucking her for a while.
"Uuuuhhhh!" Mary grunted. It hurt. He was so big! And it always felt like he was tearing her insides apart as he thrust and jammed his penis up her. Then, when she felt his pubic hair grinding into her sensitive clitoris, the pain gave way to an electric feeling that drove her completely out of her mind.
Harold made the final thrust and felt his pelvis mash against her vulva, his balls bounce against her firm little ass. Her cunt was wrapped around his prick like a tight rubber glove. Even tighter. It seemed to be squeezing and milking him. He could feel her blood pulsing through the incredibly tight walls of her vagina and a familiar pounding began behind his temples.
He remembered the first time he had tried to fuck her. She had finally relented after he had provided her with the Pill and promised her she couldn't become pregnant. He'd told her a dozen times that he'd had an operation so he couldn't knock a girl up, but she wouldn't believe him. So he'd bought some sugar pills and told her they were birth control pills. But even when she'd been willing, they couldn't make it. She was too tight and his prick only went about an inch up her. So they'd worked with candles, using a slightly thicker one each time until her cunt expanded enough to take the thickness of his prick. Those fantastic nights he'd spent shoving candles up her twat and sucking her delicious little nipples!
Mary wrapped her legs around Harold's waist and ground her crotch into his as she began an urgent ride on his huge prick which seemed to penetrate her young body clear up to her throat. Her nipples were like hot coals as she squirmed so that they ground against his hairy chest. Her body quaked, spasms running up and down her arms and legs, and she frantically dug her fingernails into the material of the sofa to keep from shouting out loud. Her face contorted. She bit her lip and swung her head back and forth so that her hair seemed to fly through the air.
"Oooohhhhh!" she gasped, despite her effort to remain quiet so that no one would suspect what was going on in the headmaster's room.
Harold watched her orgasm with delight. She was so young, so innocent and naive, she didn't try to conceal her emotions like older women so often did. When Mary had a climax she was all animal, and that excited Harold. There was something so terribly natural about youth!
He felt his own blood begin to boil and Harold fought hard for control. That afternoon he had carefully planned his final climax with Mary, and he didn't want to ruin that now. When she began to return to reality and he felt her young muscles gradually relax, Harold slowly withdrew his prick from her belly. He did it by fractions of an inch, relishing the tight contact of her hot, wet sleeve. And when he pulled the head free there was a loud slurp as the tight vacuum broke. Harold loved that sound, and Mary always blushed.
"You didn't come!" she protested as he pulled up on his knees.
"Not yet," he said softly.
"Then fuck me again," Mary said, surprised at her automatic use of that filthy word. "I want you to gush rivers inside me."
"I will, only in a new way. Come on, stand up."
Harold stood beside the sofa and pulled Mary to her feet. Her knees quivered and her legs wobbled as she tried to overcome the weakness in her body. Harold smiled and held her in his arms for a moment while she regained her strength. He also began rolling her tender nipples between his fingers and thumbs.
"Oh, don't, darling," she protested. "You know what that does to me. Oooh, please! I can't stand it, I'm so weak now. Oooohhh, please!"
Harold ignored her, delighting as he felt her nipples again become erect under his caresses. He wanted her hot for what he was about to do, and he leaned down and began licking and sucking her nipples as hard as he could. When her breathing was again racing, he grasped her waist and turned her body around so that she was facing the couch.
"Bend over," he said firmly, as he continued working her tender nipples in his demanding hands.
Mary leaned forward and almost fell forward. She reached out and braced herself by placing her hands on the sofa. Her climax had left her a little dizzy and she had to shake her head. She had no idea what he wanted of her, but his hands were driving her absolutely wild again!
Harold held her waist and pulled her body up until she was standing rigidly against the sofa and doubled over at the waist. Then he wedged his knee between her legs and gently shoved them apart. The sight of her pure white ass humped up in front of him made his balls throb. When he had her legs apart in an A, he could see the small brown bud nestled between the white cheeks of her ass. Harold spit on his finger and reached down to crudely shove it up her asshole.
"Aaaaiieeee!" Mary screamed. "Stop it, Harold! You know I don't like that!" She squirmed and tried to pull away from him, but he held her waist in a vise grip and she could barely move.
Spitting on his finger again, he rubbed his spit on the head of his swollen cock. Then he moved forward and brought the tip to the entrance to her rectum. Before she could move, he thrust his hips lewdly and jabbed his cock against the tight brown opening. It held for a moment, then the elastic gave and his cock popped inside the hot opening.
"Aaaieeee!" It felt like he was thrusting a sharp knife up inside her. Her flesh seemed to rip and tear and the pain raced through her without mercy. Her head pounded and her ears rang.
Harold looked down at his thick member piercing her ass and he smiled. He'd wanted to do this for weeks! But Mary had been supersensitive about her tail. She'd never even let him finger her there, and when he'd licked it for her one night she'd had a fit about how dirty he was. Now he could see the round hole expand, the fleshy ring popping out and wrapping itself tightly around the hard shaft penetrating it. He braced his feet and held her waist as he doubled his knees and gave a mighty thrust that sent his spearing prick racing all the way up her young rectum. His balls slapped against her thighs loudly as he buried his penis all the way inside her tail.
"Aaaauuuuugggghhhhh!" Mary moaned, a scream choking and dying in her young throat as the pain in her ass became unbearable. Her arms flew in an effort to hit the monster tearing her tender body apart and she tried to kick him.
Harold laughed out loud as he watched her struggle. It was too late now, she couldn't do a thing. Her ass was even tighter than her cunt, and he had her firmly impaled. When she tried to kick him, she lost her balance and started to fall forward. But her body was helpless. It hung suspended from his thick, rigid member.
Holding her waist, he straightened his legs and lifted her body free from the floor. She literally hung on his cock like a hot dog on a stick in a fire, and Harold began walking slowly around the sofa, fucking her with each step. Never in his entire life had he felt anything as exquisite as this! It was so tight it actually hurt, and Harold enjoyed the delicious pain.
When he crossed the room, he stopped behind a low chair and cruelly pressed her helpless body against the back. He had her doubled over the back of the chair and completely helpless. Her feet failed to touch the floor and she was thoroughly impaled on his hard penis. Holding the chair, Harold began fucking her tender young ass. His hips bucked as though he was riding a wild horse and he watched his brown-streaked prick race in and out of her ravaged rectum.
Mary was doing all she could to keep consciousness. The pain was so intense she was beyond crying, even though tears streamed down her young cheeks. Her hands pounded in vain against the seat of the chair as he thrust in and out. Then she felt Harold's hands grasp her tits and use them as handles as he tortured her body. And gradually an incredible thing happened to the young girl. The pain continued, but it was slowly mixed with a fantastic excitement as his rough hands milked her young breasts. Her nipples became hard and a fire spread through her. How could her body do this? How could she become excited and stimulated when he was using her like an animal? Even her vagina seemed to tingle, and now she could feel his heavy balls slapping hard against her clitoris every time he thrust forward. No! No, she wouldn't let her body betray her like this! But Mary was helpless. She couldn't stop the thing that was happening to her.
"Christ!" Harold gasped as his cock raced in and out of her asshole. He had held himself in rigid control to completely enjoy this moment, and now he was rapidly passing the point where he could dictate to his body. His balls felt like they had swollen to the size of cantaloupes. The dam inside him would hold no longer.
Mary felt him explode. It was like a white, hot river had burst inside her, like a firehose gone wild. She could feel the spurts of cum splashing inside her rectum as he gave her a natural enema. And with it came her own climax, an intense orgasm that gripped her entire body and made her bowels expand and contract as spasms rippled through her young nervous system.
She collapsed and could hardly remember him dressing her and carrying her ever so quietly down the hall to her room. When Harold returned to his study, his cock was so sore it hurt him to urinate. A fitting climax to a hectic affair, he said to himself. He'd miss Mary, but he knew it could go no farther. It had taken him long days to reconcile to that. And at the back of his mind Harold was positive that Mary would be only the first young twat he'd break in.
After all, if he played his cards right, he had an entire school of young pussy at his disposal. And what could be better than emotionally disturbed girls between nine and sixteen? Heavenly Hills was a depot for disturbed people. All of his aunt's patrons had been from middle-income, divorced families. It wasn't a swanky school. Just adequate. Old buildings kept in good repair and clean living conditions for a modest tuition.
Maybe too modest, Harold thought as he remembered the accounts he had been studying before Mary came to his study. His aunt's operation had always been marginal. No profit to speak of, and debts that she always managed to pay off at the last possible moment. Her insurance money would help retire some pressing bank notes and provide a little operating capital for the coming fall term, but he'd have to do something to turn the school into a profitable business. Maybe upgrade the image. Get rid of some of the old buzzards his aunt had kept on as teachers long after they'd passed their prime.
Yes, there would have to be a number of changes at Heavenly Hills, and Harold Stone was glad he had the summer months to work it all out. If it hadn't been for Mary and the potential of almost unlimited young cunt, Harold would have sold the school. But Mary and her tight cunt had changed all of that.
He fell asleep promising himself that he would have a talk with some of the key personnel the next afternoon after all the girls had left for vacation.