Breasts and pussy pain | School for Girls 6 | bdsm stories

Teaching Carleigh to Obey Stepdaddy

"Good afternoon, Mr. Aston,” Michael welcomed him into his office. He had received a phone call from him last week, requesting a meeting to discuss his daughter, Carleigh. Or more correctly, his stepdaughter, Carleigh. Michael read the file of Carleigh. Not a “scholarship girl,”

but a true southern belle, from an aristocratic family that settled in the South prior to the civil war. Her father had died in a car accident five years before, leaving the family fortune to her mother and herself when she reached the age of 25, a considerable sum of money. There were numerous society page articles in the file; it seemed her mother had remarried another Southern aristocrat, William Aston, the gentleman now seated in his office.

Carleigh was one of the most popular girls in the school, an intelligent, beautiful young lady. He had seen her in the halls, a spitting image of her mother, tall, slender, strawberry blonde, a figure that men would drool over, a lovely pair of breasts that pushed out anything she wore, permanently pointed nipples, a perky ass that swayed on a pair of tanned, toned legs. When Carleigh walked by, all male eyes would follow, mesmerized by the gentle sway of her body as she strolled down the hall. Her academic record was flawless, a top student at the school. She would be leaving at the end of the school year, having been accepted at a prestigious southern university. Michael spoke to Meredith about Mr. Aston. It seemed that the fine gentleman had a reputation for liking young girls, girls about the age of Carleigh, both of them concluding that he might want help in training Carleigh to become sexually available to him.

Michael's cock had hardened at the thought of Carleigh. In order to train intelligent, strong-willed girls like Carleigh, there was only one method: pain and humiliation. The combination ultimately forced them to submit to whatever perverse sexual acts required of them, all to avoid further pain. To train her to perform for her stepfather would be more difficult, but not impossible. Michael would enjoy the challenge.

Michael looked up from his desk at Mr. Aston; mid-forties, handsome, well dressed, the typical Southern aristocrat. No wonder he had been able to charm Carleigh's mother. “I checked Carleigh's file, Mr. Ashton, she is an excellent student, no disciplinary problems. What brings you to my office?” Michael was blunt, wanting to get to his motives quickly.

"You probably noticed that Carleigh is also a very attractive girl with a lovely body that has blossomed in all the right places. My sources tell me that she is still a virgin, probably due to her neurotic mother. She is probably scared of boys, especially since all of them are always trying to get into her tight, little panties, not wanting to seduce her, only to fuck her. Adolescent boys are always that way.” Mr. Aston shifted slightly in his chair as he spoke.

"Yes, she does have a very lovely body. Like so many students at this school. How can Hollister help you with the further education of Carleigh?"

"To be honest, her mother is a very attractive woman, but she is not very good in the bedroom.

She has other redeeming qualities, however, not the least of which being very submissive. While not volunteering for the more perverse sexual acts, she does allow me to perform them on her, usually while stringently bound, her freedom to protest taken from her. She seems to need that to be taken away, her excuse for submitting to my perversities."

"That seems to be a mutual agreement. Do you control her outside of the bedroom also?”

Michael was curious as to how much latitude he might have with Carleigh.

"Yes, I control her and the family fortune, including acting as executor of Carleigh's estate, a considerable sum of money that will not come her way until she reaches the age of 25. Until that time, I can control how much or how little money she receives to sustain her lifestyle. I have been very generous in the past."

"So, what is it exactly that you are asking for, Mr. Aston?” Michael cut to the chase.

"William, you can call me, William."

"Well, William, what is it that you want from Hollister School?"

"I would like Carleigh to be available to me much like her mother is. For that to happen, I think a fair amount of pain would be required for her to perform willingly, especially since she is a virgin and I am her stepfather. While I do enjoy taking girls while they are bound, I also enjoy forcing them to spread their legs for me. Would those services be available at Hollister School?”

William smiled as he asked the question, already knowing, as did most of his peers, that Hollister School faculty and staff use many of their young charges sexually and train them to serve the males in their lives. It is also well known for its continued use of corporal punishment, with Headmaster Michael's experience and history preceding him.

"You can control her mother so our training of Carleigh would not reach the local authorities?”

Michael already knew the answer.

"Yes, her mother is no problem. In addition, the local sheriff is my brother in law, and my brother is the head of the state police. My family has lived in this county for over three centuries.

I'm sure you have heard the rumors of my family and I can tell you that they are all true. This is not something new, but a tradition in the Aston family, similar to the status of Hollister School has achieved and, like Hollister's reputation, tolerated by most aristocratic southerners."

Michael chuckled knowingly. “Yes, we all have our secret perversions and now, a lovely stable of unwillingly girls to perform them on. I think I can help you out with Carleigh. Tomorrow is the last day of class before spring vacation. I know Carleigh was planning to go home but she will not be missed after three o'clock tomorrow when the other students will all be gone. If you would return to Hollister, I think Carleigh would be more than willing to spread her legs for you and let your fuck her, even help to make the experience enjoyable for you. I'm afraid she will no longer be a virgin, but I would be willing to save her asshole for your cock to be the first to be sheathed inside. I imagine it would be very hot and tight and her screams very enjoyable as you perform such a perverse act as sodomy on her."

"And, her mouth? Would you have her trained to use her mouth, as well?"

"Yes. That is difficult, having to make sure she will not bite, but pain is a great deterrent. You do realize that her body will be marked. It will all depend on how much punishment she will endure before relenting, but rest assured, she will relent. There is so much you can do to a delicate female's body. So many places that pain can be inflicted, places they had no idea that anyone would even fathom the idea of touching let alone abusing."

William stood up, extending his hand to Michael. “Then, we have a deal. I will see you early tomorrow evening. I will give you a little time to get acquainted with Carleigh's lovely body, but

I would like to be present for the majority of the training. I think the added humiliation will help.

And, there will be a generous endowment given to Hollister School by our family."

Michael shook his hand, both of their cocks straining their pants as they thought of lovely Carleigh's body being used for their sexual gratification. “Yes, you watching would be embarrassing to her, her stepfather seeing her naked body. And, the school thanks you for your generous gift. It will be put to good use providing scholarships to some of the more deserving, beautiful young ladies with their untrained bodies, to give them the opportunity to further their education and teach them the proper way to serve the males in their lives."

Carleigh was getting ready to leave her last class, the school cleared out early for spring break.

She had decided to go home, relenting to her mother's begging. She would have preferred some mindless spring break ritual someplace else instead, but her mother had been so insistent. While she was still a virgin, she loved to tease boys, letting them masturbate her to climax, but refusing to even touch their cocks, instead leaving them panting for more.

"Carleigh, may I speak to you alone for a minute?” the Professor said just as she reached the classroom door.

"Yes, Sir?"

"Headmaster Michael would like to see you in his office right away. He apologizes for waiting until the last minute, but it is important and he promised that it would take only a moment."

Shit, what the hell did he want? “Of course, I'll go now,” always the perfect southern belle. She walked down the hall to his office, the corridors empty of students, cars already packed just waiting for the last class, in the rush to get out. Oh well, it's not as if I'm going anywhere that I'm in a hurry to get to. Ever since her mother had married William, it was as if she was a stranger in her own house. And the looks he gave her, his eyes traveling up and down her body each time they met. He made her feel uncomfortable.

She knocked on the door, but did not wait for a response before entering, seeing Headmaster Michael behind the desk. He was good looking, a welcome addition to the school. But he was stricter than the previous Headmasters, some of the girls complained about the punishments he meted out. While never fully explaining why, they all thought he was too severe, some even refused to mention it after they came back from a punishment session with the Headmaster.

“You asked to see me, Headmaster Michael?” puzzled at why she was even here. She was a top student, never in trouble. What possibly could he want from her? “I was just getting ready to leave to go home for break."

"Sit, Carleigh,” an order, not a request. He motioned her to the chair next to his desk, large, ornate, wooden and upholstered in leather.

It fit his office, all large wooden furniture, antiques from the school's past. She sat down, crossed her legs, the short plaid skirt rode up her naked thighs, something she'd done since puberty-tempting boys-having learned early on that she could get her own way with just a little hint of sexuality. And, she knew that she had a body that they all drooled over.

Michael stood up and walked behind her, her head turned to follow him. He picked up a leather strap from the table behind her, leaned over to her lap, grabbed her wrists in his large hand. He was able to encircle the tiny wrists in one hand and began to tie the leather strap around them, binding them quickly while she muttered in startled protest.

The shocked look on her face was priceless, her stammering amusing as she found her wrists quickly bound together. “What, what are you doing? Take these off immediately! Are you crazy?"

"Plans have changed, Carleigh. You won't be going home so soon, we are going to spend some time together first,” his voice calm as he pulled out a ring gag, quickly shoved two fingers into her mouth, forced her lips to open wide to accept the metal “O” ring, her lips wrapped tightly around the worn leather covering, the rigid metal ring kept her jaw opened wide. He tied the leather around the back of her head, pleased with the wide expanse that it made of her mouth, drool already slid down her chin. “Just to keep you quiet for a while. It will also be useful later when I decide to use your mouth. It will be necessary until you are fully trained."

Carleigh began to panic, the school empty, Headmaster Michael seemed to have gone crazy. She started to stand, hoping to race for the door in spite of her wrists being bound. She didn't have a chance, Headmaster Michael quickly put his hands around her waist, moved her to the center of the room, his strength overpowering. A rope lowered from the ceiling, a large metal hook at the end of it; it stopped, controlled by the small remote she now noticed in the Headmaster's hand.

She tried to pull her hands away, but his large hand still gripped her wrists and attached the hook between the leather strap. The rope moved up, her wrists had no choice but to move up with it; the soft hum of motor continued as her arms slowly rose above her head. She looked over at the Headmaster, her eyes searched for some compassion, not finding it in his lust-filled eyes that stared directly at her heaving chest. She shook her head, drool still ran down her chin until finally the rope stopped, her arms pulled straight up into the air, thankful that her feet were still on the ground.

"It will be just another minute, Carleigh,” Michael reached down and placed the short spreader bar above her ankles, a modest one-foot gap between her legs. It was meant to keep her legs together, not apart. At least not yet. He wanted her to dance for him first. He wanted her to get use to the power he had over her body. He pushed the remote again, watched as her arms rose up higher until finally she had to get on her tiptoes. Either that or she would have to suffer the strain of all of her weight on her tiny wrists. He stopped the rope again when her heels were fully off the floor, rose up high, her toes bent sharply to support her weight. A position that would quickly become painful.

He looked at her tear-stained face, both eyes now clouded with tears as she struggled in the tight bondage, her lovely body stretched tall, accenting her lovely breasts, arched high, the muscles in her legs tightly drawn by the position she was forced into. Michael loved the way that tight bondage made young girls bodies so appealing, taut and available. But he would not touch her, not yet. Let her imagine all of the nasty things that could happen to her. “If you get off of your toes, the strain on your wrists and shoulder will be painful and it's possible that your joints might break. The position highlights your body so nicely, drawn out so taut. But there is more, first,” a push of the remote and the rope at the top began to turn in circles. The short distance from the top of the rope to her wrists forced her to begin to move in a circle, able to only take tiny steps due to the spreader bar that kept her legs apart. “Yes, so lovely,” his cock strained his pants as she slowly moved around in a circle, taking tiny steps on her toes as she did. He enjoyed the sight of her ass, her cheeks drawn tight as she struggled to maintain the position he required of her. He sat down behind his desk again, put his feet up on the desktop as he watched poor Carleigh continually turn, enjoyed the lovely flesh move sensuously beneath the schoolgirl uniform. His hand reached down and rubbed his cock; it jerked in pleasure.

She was beginning to tire, her toes felt like they would soon cramp. Her calves ached from the muscles being pulled taut so long. She began to sweat, drool dripped off her chin to stain the front of her blouse. What did he intend to do to her? He had not touched her yet, but he had left no doubt that he would. Her only hope was that her mother would miss her and call the school, or better yet, the police. Any minute they would break down the door, free her and haul Headmaster Michael off to jail with all the other perverts. She continued to strain as she slowly turned around in a circle, catching a glimpse of Headmaster Michael every complete turn, his eyes glued to her body as she moved, a bulge in his pants showed how aroused he was getting watched her perform.

Michael got up from the desk, shifted his cock in his pants to make it easier to walk, moved towards Carleigh. He pushed the remote, the apparatus stopped turning, Carleigh still perched high on her toes. She flinched when he put his hands on her hips, twisted her until she faced him, enjoyed the fear in her eyes as he held her tightly. “You have such a lovely body, Carleigh. Nod your head if you are a virgin.” No response. He lowered her body down until her feet were flat, heard her moan behind the gag at the relief. “I will ask one more time. If you don't answer, it will be another half hour on your toes. Are you a virgin?"

She shook her head, her muscles burned, not able to go through the agony again.

"Have you ever had a cock in your mouth before, Carleigh?” He pushed the button for a second, made her feel the rope pull up slightly, extracted the desired response, a quick shake of her head and a look of disgust on her face. “Good girl, you are learning how to play the game. Have you ever been sodomized?"

A shocked look spread over her face followed by a quick shake of her head, her expression revealed that she had underestimated him already and what he planned to do to her.

"You were brought to my office at the request of your stepfather, Mr. Aston. It seems that he has taken an interest in your lovely body, not that I can blame him. And, being virginal makes it even more interesting. He wants me to train you to submit to him sexually. Not forced, but voluntarily giving your body to him to use as he pleases and I am sure that he has some very perverse thoughts in mind.” Michael laughed as he saw the look of defiance in her eyes. “Yes, I see it in your eyes. No way would you willingly consent. He would have to rape you. You will be very surprised how convincing I can be. I have some nice equipment that will give you such exquisite pain. You will soon beg me to fuck you, spreading your legs for me, pulling back your pussy lips so my hard cock can forever take your virginity from you. So, if you think you are going to be saved soon, forget it. Your mother was told by your stepfather that you changed your mind and would spend the week with your friends in Florida. He will be here soon; not to save you, but to take such liberties with your young body that you never imagined."

Carleigh shook her head in bewilderment. How could this be happening to me? She had no hope now, only more fear, her stepfather would soon join Headmaster Michael, both of them to take advantage of her sexually. Take her virginity from her. But, she also knew they intended to force her to use her mouth on their cocks. Worse yet, they were going to sodomize her, just as gay males did to each other. How degrading.

Her body shook as his hands crawled up her stomach until they reached her breasts, large hands able to encircle the perky tits. He squeezed tightly, the breast flesh compressed beneath his powerful grip, pleased with the groan extracted from her bound mouth. He enjoyed the feel of her flesh beneath his grip, so firm, drawn up high by the rope that kept her bound. His hands molded the flesh roughly, clenched and unclenched on her breasts as she squirmed beneath his touch. “Don't like that, do you? Too rough? You will be surprised how much abuse your breasts can take, especially your nipples.” His fingertips sought out the nipples beneath the bra, already hard. He often found that with young girls. They protested the rough treatment verbally, but their bodies responded to it, nipples pushed out the tips of her bra. He grabbed them tightly and squeezed, watched her face as she felt her nipples crushed between two powerful fingers, tightening more as she squirmed, to prevent them from slipping from his fingertips. “Yes, such nice nipples, Carleigh. Do you know how much pain can be inflicted on such a lovely set of nipples such as yours? How it would feel to have them crushed beneath sharp clamps, biting into the tender flesh?"

She looked down as he released her breasts, the blood rushed back to her nipples as his fingers moved up to the top button of her blouse, to begin to strip her naked. She squirmed, her only method of protesting, but knew that it did little good. She watched as his fingers slowly unbuttoned the top button, drew back the two sides of her blouse, exposed a brief glimpse of naked flesh. The fingers moved down, revealing a wide expanse of cleavage, the blouse pushed to the side, her lacey white bra unveiled to his gaze. She cringed as his finger traced the upper ridge of her breasts, down into her cleavage, brushing tenderly, not like the brutal touch he inflicted on her breasts only seconds ago. She felt tiny goose bumps even though it was not cold in the room. Fingers moved down to the next button, quickly opened her blouse, her bra-enclosed breasts now brazenly exposed. His hands quickly returned, grasped her covered breasts, pulled them free of the blouse before his hands grabbed harshly again, her breast flesh pushed out the top of her bra as he squeezed. She gasped as she was fondled against her will, his hands ran over her body as if he owned her. His fingers made quick work of the rest of the blouse, the garment now spread widely open. She shivered as his hands ran over her naked stomach, slid up under the bottom of her bra to touch her naked breast along the edge of the material.

"Such lovely tits you have, Carleigh. I bet no boy has ever been as close as I am now. You really should share such a lovely pair. Now, it will be your stepfather and I that will have the pleasure of them.” He laughed, his hands returned to her naked skin, felt her body cringe each time he touched her. “I think I need to slip your lovely bra off, Carleigh. I won't wait any longer to touch your naked breasts. You don't mind, do you?” He reached around her back, pushed, forced her to arch her back, thrust her tits out. “Yes, I like when you do that. Again, push out your tits for me,” his hand dug into her back painfully, Carleigh had no choice but to push her breasts out for him.

His hands found the catch of her bra, quickly and expertly unsnapped the tiny clasp that held her breasts confined. His hands moved along her naked sides, fingers tickled her as they pushed the bra aside, finally touching the sides of her naked globes. She jumped, startled at the touch of his hands on her breasts. He pushed the bra out of the way, pulled it up high, her breasts jiggled as they escaped from the confining material.

Carleigh felt the cool air on her breasts, knew they were completely naked, Headmasters eyes fixed on them. He looked into her eyes, her face red in shame as she was so boldly exposed to him, unaccustomed to not being in control of boys, slowly stripped naked and unable to stop him. She saw him pick up a small knife, her blouse and bra quickly cut from her body, now naked from the waist up. Her nipples felt like rocks, hard from being exposed. She saw his hands poised over her naked breasts, closed her eyes as she waited for him to grab her naked flesh. She moaned softly as she felt his fingertips touch her naked breasts, not the harsh grabbing as before, but the gentle touch of a fingertip over her breasts, teasing around the large brown areola's that highlighted the pink nipples perched on the tips of her breasts, long and pointed.

"Yes, they are so lovely, Carleigh. You should have let the boys see them sooner. They are too lovely to cover up.” He laughed at her humiliation, her eyes open, his fingers skimmed the areolas, tiny goose bumps appeared, her nipples grew bigger, as they were trying to find a way to be touched. He moved his fingertips to the hardened buds, squeezed the delicate flesh between two calloused fingers and tightened, her eyes open wide in pain as her nipples were cruelly pinch by his strong fingers. “You expected something different, Carleigh. But, you are just a lovely creature to be used for our pleasure. Your pleasure is of no consequences to us and your pain will make our cocks hard.” He crushed the flesh beneath his fingertips, back and forth over the pink flesh, reveled in her squirms to get away from his cruel fingers. He grasped both of her breasts from beneath, his large hands engulfed both tits and squeezed, the breast flesh pressed through his fingers, the tits turned white as he compressed them. “So much nice tit flesh to abuse, Carleigh,” his fingertip snapped against the hard nipples, the swollen buds such easy targets for abuse. He released them and moved back, swung one hand and slapped at her right breast, the loud smack sounding out in the room as it swayed back and forth on her chest, already turning pink. Muffled cries came from her lips as he worked on both breasts, slapped them until they turned red, the pink nipples now swollen and inflamed. He moved closer to her until her breasts pushed against his chest, “how does it feel to have your naked breasts rubbing up against me like a cheap whore?” he laughed at her humiliation and discomfort, enjoyed how good her breasts felt against his chest, his cock hardened at the thought of them both naked, her stiffen nipples tracing a path along his naked chest.

Her nipples felt strange, the slapping of her breasts had somehow stimulated them, almost hurting as they dragged over his rough shirt, wanting more. She was naked from the waist up and she knew that she would be soon be completely stripped naked, nothing she could do to change it, humiliated at the thought of her body being on display, his fingers and hands taking liberties with her body that she would normally never allow. She saw him kneel in front of her, felt his hands fumbling with the device that kept her legs spread open, felt it open wider, her legs had no choice but to shuffle outward, the gap between her thighs growing wider. Her legs spread over two feet wide, his hands returned again, this time lightly touching her calves.

"Such lovely legs, Carleigh. You must work out. I hope I didn't tire your muscles too much when I made you stand on your toes. You are going to need them again. I have such a lovely device for you that I'm afraid will be quite painful unless you arch up on your toes again. It presents your body very nicely when you do that, makes all of your muscles tight.” Michael caressed her legs, higher and higher, past her knees to touch the silky inner thighs. His fingers slid up and down, kneaded the flesh, made her jump when he did it too hard. “Soon I will not need the leg spreader.

Soon you will spread your legs for me, allow me to rub your thighs before touching that virgin pussy. I see you protesting now, but I will convince you that the alternatives are much more painful."

She felt her skirt being raised up, Headmaster Michael's hands purposely touched her naked flesh as he slid it up her legs, trembled in fear at his taunts of pain. He touched her hips; her tiny panties gave him ample naked flesh to fondle. He stood, his hands on her hips slowly slid around to grasp her buttocks. She had no choice but to arch her hips forward, the hard cock beneath his pants pushed into her panty-clad crotch as his large hands now completely encircled each of her buttocks, squeezing and releasing as if he was testing a cantaloupe for ripeness. She shook her head back and forth in protest as his fingers sought out the tiny slit of her buttocks, her tightly clenched cheeks fought the superior strength of his fingers.

"I love how you fight my fingers. Are you trying to stop me from touching your tiny anus snuggled deep in the cleft of your ass? All of your body is mine for the taking, Carleigh, and that includes your asshole. You will soon learn what it feels like to pleasure a hard cock with your asshole. You will be taught to tighten your silky insides on it, to draw my semen from my balls, to have your colon filled with hot cum.” Michael's hands ran up to the top of her panties, felt her jump when he pulled the elastic waistband out, his large hand barely able to slide inside the form-fitting panties. He relished the luxurious feel of her silken skin as he grasped her naked cheeks for the first time, loved how she clenched tight, pushed her pussy into his hard cock, rubbed up and down the throbbing member, not realizing how much pleasure her attempts to escape his probing fingers brought to his cock, masturbated it with her panty-covered pussy.

His fingers drove her hips forward, realization dawned when she felt the dampness between her legs, her pussy lips speared apart by the hard cock she thrust up against, rubbed as sensuously back and forth just as she would do with her fingers when she masturbated. It was so thick, the size of bottle, it throbbed each time she moved against it, her hips danced for his pleasure. She acted like a cheap whore, grinding her pussy on the nearest cock. She tried to stop, relax her cheeks, fight the urge not to shoot her hips forward, but his fingers sensed her surrender and found their way deeper into the cleft of her ass, up and down the slit, ever closer to the virgin anus nested deep inside her cheeks.

"You are so good, Carleigh. Do you want more of that delicious feeling between your legs?"

She shivered in fear when she heard the sound of a zipper pulled down; his body temporarily pulled away from hers, her pussy felt almost empty. She shuddered when he pressed his body up against her again. But this time it was different. There was no longer a barrier of clothes between him and her pussy. Only the briefest of panties separated her wet pussy from the hot, hard cock pressed up against her. She shuddered as he slid it up to her slit, used his hand to guide the large head up and down her lips, pushed them apart, her silky panties slid in the gap, his throbbing head followed. Once he settled it deep inside her lips his other hand slid to grab her panty-clad rear end, one thick middle finger snuggled up along her crease.

"Now masturbate my cock with your pussy again,” his finger pushed hard against her clenched cheeks, not taking no for an answer, a shudder and muffled gasp came from her gagged mouth as his finger touched her panty-covered anus for the first time, something she had never even fathomed that would happen to her. Her hips shot forward to escape the fat finger, slid her pussy up and down the naked cock pushed against her. He tapped her anus with his finger, each time her hips shot forward then back, as if she was willingly fucking him. “Faster,” he urged her, his finger tapped harder, made sure she felt it.

His cock seemed to get bigger, jerking back and forth up her slit. His finger touched her anus, her cheeks unable to prevent him, her hips shot up so high that his cock rubbed against her clit, a shudder of pleasure ran through her body, her damp panties stuck to her flesh. The strong finger pushed against her tiny opening, her panties the only thing that saved her anus from being fully pierced by the digit. Even then, his finger pushed her panties into the tiny hole, her hips rocking back and forth each time to escape the painful prodding of his fingers. How could anyone want to do a thing like this, his finger seeking entrance into a hole that was not meant for sex? She fucked her hips back and forth, no other choice to escape the cruel ravishment of her bottom. His other hand kept her cheeks spread open, his fingers forcing them wide, his other hand free to ravage her anus. She began to sweat, tired from the simulated fucking. She felt him shudder, his finger on her anus pushed harder than before, her panties shoved deep into her anus, the panty-covered finger pushed into her rectum, the dry material rubbed harshly as she was slowly impaled for the first time.

Michael could last no longer, his finger pushed into her anus drove her hips forward, her pussy lips wrapped so tenderly around his aroused cock. He felt her sphincter fight the panty-covered finger pressing inside her rectum. That was all he needed, rubbing his cock up and down her slit, finally shot out onto her panties, his thick cum quickly soaking the flimsy material.

It was disgusting, one minute he rubbed up and down, the next he pierced her anus with his finger and shot his cum onto her panties, drenched the already damp material with his copious fluids. She thought he would never stop, the hard cock jerked and shot, surprised as more fluids bathed her virgin pussy. She finally felt it get soft, her hips still pressed forward, to escape the finger that moved around inside her rectum, forced her to move back and forth over the spewing cock. He finally moved back, Carleigh looked, his cock now shrinking in size, but still much larger than she had expected it to be, gleaming with the cum that drenched her panties. She looked up, her face red in shame as his eyes caught her looking at his cock.

"Yes, look at what your sweet pussy did, Carleigh. It made my cock cum. But don't worry, with a body as lovely as yours, I will have no trouble getting hard again,” his hand reached down to lightly stroke up and down his cock. “But, I seem to have gotten your panties wet. I guess I should take them off, wouldn't want you to get a rash from wearing wet panties,” he laughed at her discomfort, his cock already hard again at the thought of her body naked.

"Such a lovely pussy, Carleigh,” his eyes feasted on the drenched panties that pushed deep between her lips, her vulva clearly outlined. She had a flawless camel toe, the perfection of a woman's crotch area with the look of a camel's halved toes that allows labial creases to be visible through her pants-one of Michael's weaknesses. His hands reached out to touch her, his fingers played along the outer lips, rubbed his cum up and down her panties as she shuddered from being so rudely handled. He pinched her lips between two fingers, was rewarded with a jerk of her hips, another pinch, a gasp from her widely stretched lips. His hands hand grabbed the elastic waistband of her panties and knelt as he began to slowly lower them, his eyes only inches from her pussy.

"I love a red bush, Carleigh. I'm glad you only trim it; I would have hated it if you shaved your pubes bald. Yours looks like a tiny heart. Do you have a secret boy that you show your pussy to, Carleigh? Is that why you are so neatly trimmed down there?” He laughed at her shame, his hands continued to strip her panties off. Lower her panties slid until he stopped just below the vee of her legs, her pussy now completely exposed to him, her panties fell to the spreader bar.

Michael quickly cut them off, balled the wet panties and brought the cum soaked panties in front of Carleigh's face.

No, he couldn't be thinking of doing that Nooo! Carleigh cried silently as his hand move forward toward her widely spaced lips, the ring gag efficiently leaving her mouth open for whatever he desired to place inside. She did not want to even think about his remark of “using her mouth,”

instead tried to ignore it. But she could not ignore his intentions as his hand slipped under her chin, lifted her head, her mouth a gaping hole, his other hand moved the drenched panties closer.

She inhaled the unmistakable smell of sex as the panties touched her lips; her senses shocked by the cold, wet feel of silk lingered on her lips as his fingers slowly began to insert the balled panties into her mouth. Her tongue was the first to be invaded by the foul tasting cum, the thick, salty fluids drenched in her panties rubbed over her taste buds, the fluids from the garment mixed with her saliva and filled her mouth. Her face reflected her distaste of his cum. His fingers pushed the panties completely, her cheeks bulged, a leather cover placed over the opening trapped her soiled panties in her mouth, her tongue tried to push it aside, succeeded only in releasing more of the awful tasting semen.

"That should give you a taste of things to cum, literally,” Headmaster Michael laughed at his own joke as she shook her head in disgust. He slipped down to her legs again, adjusted the spreader bar over two-feet wide; he wanted her legs wider for his examination. “Time to examine your pussy, Carleigh. Just want to make sure you're a virgin.” His hands slid up her thighs again, pleased at the spread of her legs. He guessed she was still a virgin, her pussy lips were tight together even with her legs spread. He let his fingers rub over her near bald vulva, her tiny bush accented the smooth flesh, felt her shudder again. He inhaled her scent, the musty smell of sexual arousal. While he was satisfied with her masturbation of his cock, he was sure that she had been aroused by it, left hanging by his orgasm. He wanted her to stay that way, sexually aroused. It would make it much easier to make her beg him to fuck her. He would enjoy taking her virginity from her forever.

He engulfed her pussy with his large palm, gripped her tightly, squeezed, his fingers dug into the flesh, felt her push her ass out, trying to escape his groping hand. He released, then grabbed her again, enjoyed the way it made her hump his hand. He bent down in front of her, felt her shiver as he blew on her pussy, knew it sent tremors through her body. His fingers lightly touched the lips of her pussy. “You seem to be awfully wet, Carleigh. Could you be enjoying this?” He laughed, pulled her lips apart, rewarded with the sight of the pink flesh inside, wet with her juices reflecting the lights in the room. He blew again, her vagina seemed to flutter open and closed. He gripped just one side, pulled it out wide, one finger from his other hand slowly ran up and down the tender slit, intimately feeling every bit of her silky skin. He blew again, was aware of her shiver, her pussy seemed to be wetter. The other side was given the same treatment, her pussy now glistened. “How do you like being examined so intimately, Carleigh?” He moved his fingers to her vagina, a tight little hole, his fingers pushed apart her lips. “Such a tiny hole, Carleigh. How are you ever going to take my big cock in that little hole?” Headmaster Michael leaned in close to her ear and whispered harshly, “It's going to hurt when I fuck you, Carleigh. I will make sure of that. I will love the screams that you will make when I fuck you, the feel as a hard cock busts your hymen. It makes my cock that much harder; makes it want to fuck you, to make you scream some more.” He moved his fingers to the entrance of her womanhood. He pushed outward with his fingers, her muscles struggled against his powerful digits as she fought to stop their entrance. He blew on her super-heated pussy, the shock of the air on her insides made her jump, gave him just the opportunity he needed to pull her open wider. He kept his fingers spread, the tiny hole struggled to stretch an inch. She would soon learn how much she would have to open to receive the girth of his cock.

She screamed into the ring gag, only a muffled sound escaped. She couldn't believe he had done that. She was so humiliated, his head only inches from her sex as his fingers manipulated her flesh, pulled apart her labia, ran his fingers up and down her slit, unable to stop her sex from being lubricated, embarrassed that he saw her arousal. It hurt when his finger pulled apart her vagina, her tiny sex never received more than her pinky finger when she got too excited masturbating. Her hips began a gentle roll, she couldn't even stop when his fingers pushed down on the sides of her clit, exposed the swollen nodule to his gaze, his finger tapped it, her body shuddered. Her clit was always very sensitive, needing only a first touch of her fingers to bring herself to orgasm. But it was the touch of his tongue that almost drove her over the edge. No one had ever done that to her. She felt the hot, wet tongue lap close to her clit like it was sending a bolt of electricity up her spine. And, he didn't stop there. His tongue pushed apart her pussy lips as it lapped like a dog, her body jumped as it ran over her vagina. She shook her head back and forth in protest. He had to stop! It was so humiliating, to be bound and licked. The worse part was that it felt good. Better than anything she had ever felt and she wasn't sure how much longer she could hold out. If he didn't stop soon, she would cum, cum all over his tongue. Not something that he would not notice. He would see what a slut she was, cumming from his tongue.

He inhaled her scent, tasted the sweet juices that soaked her pussy, his cock jerked in pleasure.

He felt her virgin body shudder in pleasure as he licked her pussy. “You like that, Carleigh. Ever had a boy eat your pussy before, did anyone ever make you cum that way?” He teased her with his tongue some more, moved close to her clit but never quite touched it again. “Your not going to cum yet, Carleigh, there is so much more for you to experience."

She watched as he stood, his hard cock bobbed up and down. He moved behind her, the sound of scraping as something heavy was dragged across the floor, unable to turn and see what it was, almost afraid to know. He returned in front of her, his hands moved down to take the spreader bar from between her legs. She moved her legs closer together. She felt her arms lowered until they hung loosely from the rope, still secured but giving her more freedom of movement. What was he going to do? She was afraid of the answer.

"You're just going for a ride,” but the evil tone of his voice told her that it wasn't what she thought it would be. She knew that whatever it was, it would be painful; she remembered his promise to make her beg him to fuck her and take her virginity.

Something wooden banged against the back of her legs seeking entrance between her thighs.

"Let it go between your legs. You can make it easy or hard. Either way it is going between your legs.” He nudged the back of her thighs with the wooden device until he she let her thighs part.

She looked down as a massive wooden structure slid between her legs, moved out at least three feet in front of her. It stood about three feet high; the center of the structure was a wooden plank.

It wasn't parallel to the floor, but perpendicular, the edge of the plank standing straight up. She saw the edge, stained and pointed. Not into a sharp point, but a thin round edge that seemed to have been worn down over time. The plank was supported by a thick wooden frame that firmly anchored it, unable to tip or fall. There were side boards that ran at an angle from the upright board, each one tilted outward. There seemed to be some sort of mechanism, with many handles and levers throughout the device. Her fear instantly increased. She was not sure what the device was meant to do, but she knew that somehow it would be inflicted on her. What would it do to her?

"It is called the “wooden pony". This one is from Europe and over 500 years old. It is similar to what the Japanese call the “wooden horse” used as a sado-sexual device. The horse is a more triangle shaped plank, this one has a thin plank. Do you know where the plank will be placed, Carleigh?"

She was afraid to answer, did not want to acknowledge what he was going to do to her. But she knew that with the placement of the plank between her legs, her sex was going to be abused by the evil device. It was low now, but she knew that the mechanisms on the wooden pony would be raised higher. How could he do such a thing to a girl, her sex too delicate to stand such an evil device? She began to cry, tears ran down her cheeks.

He loved this device. The wooden horse was more severe, the wooden pony a gentler, kinder horse. Carleigh would have to straddle the narrow plank, her labia parted on either side. They had used it often on some of the more reluctant girls, forced to perch high on their tiptoes until exhaustion or cramps set in, then their crotch would be forced down onto the narrow plank, which pressed hard against the pelvis. A flood of sensations would sweep through their sex as the delicate flesh received the first of many small bruises. The girl would rise up again on her toes until she no longer could keep the position, forced down on the plank again, seeking a new, unmarked place. Eventually the girl's sex would swell, unable to find a comfortable spot, constantly squirming to escape the pain. For the more reluctant ones, a nice, slender willow rod used on their breasts, butt, thighs and abdomen, would keep them in constant motion. Their cries of pain from the rod mixed with the harsh rubbing of her swollen sex on the plank made it possible to make her ride the wooden pony for long periods of time.

It was important that the plank not be placed too high, otherwise the rider would feel only pain.

The narrower distance provided more pleasure than pain. If situated perfectly, the rider would learn how to move her crotch just slightly back and forth along the plank to maximize the pleasure and minimize the pain. He knew that Carleigh would become exhausted from continual pleasure and would be more able to take his large cock up her virgin hole, even willingly beg him to fuck her. She would do anything to escape the pain and pleasure that the wooden pony would inflict on her. “It is time, Carleigh.” Michael moved the controls, pumped up the plank as it rose in sudden shifts, the antique mechanism clumsy in comparison to the more modern mechanical devices he more frequently used. But his cock hardened at the thought of the hundreds of pussies that were split painfully by the pony, their juices stained the plank. The plank moved higher, pressed between her tight thighs, her legs forced outward as the unrelenting device had its way with her body.

Carleigh watched the plank move higher, felt the vibrations as it jerked in fits and starts, the creaky mechanism made the device shudder beneath her. She trembled when it touched her tender inner thighs, pushed outward with her legs as the wood plank rubbed harshly along her flesh. But it was never far enough; the continual rise of the plank each time forced her to spread wider. She screamed through her panty-filled mouth, the ring gag allowed only muffled sounds as she felt the wood hit the vee of her legs, pressed lightly against her sex. She knew that it would not stop, the lust in Headmaster Michael's eyes provided proof, as he worked the mechanism, the slow, gradual rise of the evil plank continued.

"I think it best to rise on your toes now, Carleigh. The plank is going to move a little higher and unless you rise up, it will painfully split your labia apart and bruise your tender inner pussy.”

Michael watched as she first resisted, defiant in not relenting. But the plank was ruthless, not caring about her, moved higher up, Michael pleased at the way it dug between her labia, splitting her up the middle, the wooden plank nestled neatly between them. “Yes, I knew you would agree that it was less painful to rise on your toes,” her face cringed in pain as it moved up, split her painfully apart, her toes finally relented to the power the machine had over her body, higher and higher as the machine kept up its gradual ascent. Michael let the plank rise, his fingers pulled apart her labia, made sure that the plank would rub painfully against her tender inner flesh, the pink flesh that would soon be raw from the harsh wood. He finally stopped it, Carleigh perched up high on her toes, the muscles in her legs drawn taut. He liked the look of her body as she struggled to keep her sex away from the wooden plank that dug so painfully between her labia.

The plank hurt, hurt terribly, Carleigh had no choice but to rise up on her toes, each time higher as the plank moved. She hated having to submit to him. Would he ever stop or was she just postponing the inevitable pain? She was relieved when Headmaster Michael stopped the evil machine, but she was balanced precariously on her toes, her legs stretched tight, the plank only millimeters from her pussy, the ache in her muscles already beginning. If she tired, her sex would be forced down on the plank, a painful idea that she tried to block from her mind as she strained.

Michael watched as she struggled to maintain the position. Soon she would feel the plank, her legs already weakened from balancing on her toes as he had made her dance on the rope for him.

He moved behind her head, unloosened the leather strap of the ring gag; he wanted to hear her cries of pain, her begging as she rode the pony for his enjoyment. He stretched her mouth open wider to remove the gag out of her mouth, listened indulgently to her muffled cry as he pulled it harshly out. His fingers returned to her mouth, her lips parted, eager to have him take the foul tasting panties stuffed so tightly inside.

She coughed, spit ran down her chin as she was finally relieved of the harsh device that kept her mouth open and available to him. She tried to reason with him. “Please Headmaster Michael, I won't tell anyone if you let me go,” anything to stop the inevitable pain she knew she would receive as soon as her legs tired.

"Shh, Carleigh, begging will get you nowhere. I intend to abuse your lovely body until you consent to giving me your virginity. I just want to hear your cries of pain. It excites me. You excite me very much.” He moved along the side of her, his hands returned to her naked waist. He felt her cringe from his touch. “Such a lovely body. You don't mind if I explore while I wait for your legs to tire, do you, Carleigh?” His hands moved over her flesh, up to her cup her naked breasts, his large palm cupped one, his other hand moved toward the nipple, gripped it tightly, twisted and turned it as Carleigh moved in pain, to escape the fingers that bit into her tender nipple.

The first cramp hit her right foot, her toes tightened, with no choice but to lower down, slowly, she fought the pain as the plank moved tighter between her lips, moved her hips slightly, tried to find a place that was not painful, settled on finding the place where her sex was bruised the least, grit her teeth as the unyielding wood smashed her tender sex into her pubic bone.

"Slowly, Carleigh. Find a nice place to settle onto the plank. I know it hurts, but you bring such delight to me,” his hand moved to the top of her pubes, held her tightly, guided her onto the plank. “Yes, can you feel the pain now?” Her labia parted on each side of the plank, his fingers stroked the outer flesh as her body shuddered in pain. He moved his finger up to the top of her slit, found her clit, felt her tremble as he stroked the swollen flesh, gave her the feel of pleasure mixed with pain.

"No, don't touch me there,” she begged, she not wanted to give into the pleasure, defiant in her resistance even as the plank dug painfully into her sex. It felt like a knife was between her legs, she attempted to stay perfectly still, the pain acute each time she moved. His finger on her clit forced her legs to shift, a sharp stabbing pain came from her sex as she moved too quickly. “Ow!

You're splitting me up the middle!” she screamed. “Don't touch me!"

Michael ignored her, his hands rubbed over her sex, fingers slid up and down her slit until he felt the harsh wood that smashed into her sex, the wood already damp with her juices. He wouldn't let her cum on the plank, he wanted her to cum when he took her virginity-forced to cum when she lost her maidenhood forever, to be turned into a sexual plaything for her stepdaddy. He watched her rise back up on her toes, shivered with his own pleasure at her moans as her pussy was relieved of the terrible wood. His hands moved down to the vee of her legs, fingers pushed into where the plank had been, along the smooth, inner lips, felt her jerk in pain as his fingers touched the spots that were already bruised and swollen. He rubbed until he felt her juices begin to flow again. “Yes, give me some of your cream, Carleigh. Get your pussy wet. Your legs won't last much longer; soon you will have to sink down on the plank again. It will be easier if you are wet."

"Please take me off of this!” she cried, tears poured down her face as her legs already began to cramp again, aware of what the plank would inflict on her body, afraid as her legs began to tire.

She felt his hands on her pussy, between her lips, unaccustomed to the feel of male fingers where only her own masturbating fingers had been. He played along her inner lips, rubbed up and down the flesh. At first it was the pain, his fingers re-visited the spots the wooden plank had already been. But then the fingers became more insistent, the pain replaced by the pleasure as his fingers massaged her flesh. She could only stand there, perched high on her toes as she let him have his way with her pussy, the wetness between her legs, ashamed at how easily he was able to make her juices flow. She cried out again, this time her left leg seized by a cramp in her calve. She slowly let herself down onto her feet again, felt his fingers part her labia, holding them apart as she lowered down onto the wooden plank, made sure that the plank visited the tenderest parts of her body. “Oooww!” the pain between her legs began, but at least the cramp in her leg began to subside, not sure which pain was worse.

Michael's hand moved to her ass, over her tight cheeks, skimmed the light coat of sweat on her body as she endured the pony. His hand slid down her crease, passed over her anus, stopped when he reached the point where her pussy met the plank, his finger played over lips pressed tightly around the wood. Her body jerked in pain, her hips moved forward to escape his probing fingers, almost forgetting the immense pain that even the tiniest movements provoked. He lightly slapped her ass, rewarded with a sharp cry of pain as her pussy slid harshly over the wood in response to his spank.

She could wait no longer, rose up on her toes again; anything to escape his fingers that so freely played over her body. She settled back down on the plank, carefully pressed her sex onto the harsh plank, cringed as she tried to find a spot that was not already bruised, the process more painful each time.

"It's getting more difficult to stay on your toes, your moans of pain as you slide along the plank makes my cock harder. Soon your pussy will grip it tightly like a little whore.” He stressed the last word, let Carleigh know what she was to become. He played over her ass again, this time his fingers pushed between her crease, her tightened cheeks were rewarded with a sharp pain in her pussy as her sex rubbed on the plank. He felt her relax her cheeks, to avoid inflicting any more pain on her sex than was necessary. His fingers continued the exploration of her crease, slid along the moist crease, her sweat lubricated his finger as it moved down until it felt the ridge of her anus.

"God, that hurts!” she screamed as she shoved her hips forward to escape the probing finger, the rough wood rasped along her tender pussy, rubbed her raw.

"Stay still, it won't hurt as much,” he rubbed her wrinkled opening, felt her strain to fight the power of his finger. He ran the calloused fingertip around the tiny hole, felt it clenched as she endured the rude fondling of her most intimate hole. She finally let him do as he wished, the least painful way, his finger slowly ran into the hole, slid along the inner edge as he pushed inward, the tiny hole gave way. He pushed in deeper, a throaty moan her only protest, his fingertip massaged the muscle that protected the tiny opening. Around and around, his finger slowly stretched the hole open as it moved into her rectum, her sphincter clenched on the invading finger.

It felt strange, the finger that played with her ass. He slid inside, she was unable to stop him from doing this unspeakable thing to her, the finger moved around inside her like a small animal. She tried to remain still, suffered as the finger massaged the muscle that protected her tiny hole, forced herself to keep her hips still, her pussy sat painfully on the plank, crushed by her own weight. She felt it leave, Headmaster Michael moved from behind her to his desk, sat down, feet up, his hand grabbed his crotch as he stared at her. The minutes slowly ticked by, her crotch more painful as she held the position. She whimpered as she moved her hips, rose up for a brief second on her toes, her muscles exhausted, placed her pussy back down on the plank. She gasped as her flesh rested on the plank, the wood dug into the tender flesh, bruised a new spot, the pain instantaneous. “Please, Headmaster, it hurts.” Headmaster Michael just watched her, rubbed his cock beneath his pants, and she knew he enjoyed her plight. Each time she rose up, the relief in her crotch was temporary; cringed as she settled back down on the plank, the sensations shot up her spine as the unyielding wood made contact with her tender flesh.

Michael stroked his cock as he watched. She made tiny panting noises, a gasp of pain as she placed her pussy back down on the wood, the plank turned dark as her juices dampened it. It was a combination of pain and pleasure that swept over her body. She found her rhythm, no longer taking her pussy off of the plank, but moving it slightly back and forth over the wooden plank, minimized the pain and maximized the pleasure. It was no longer a fight to get off the plank, but the urge to cum that drove her.

The pain was secondary to the pleasure she felt. She fucked the plank, slid along the old wood, her juices made the trip back and forth easier as her pussy slid along. She felt a familiar tingling between her legs, but this time it was different. It wasn't her fingers aroused her but a torture device, her pussy forced to rub harshly up and down the edge of the plank, raw, but still brought powerful bursts of pleasure. Headmaster Michael had taken his cock out, his hand wrapped around it, stroked it up and down. It was huge, much thicker than any pictures she had ever seen.

It wasn't a penis, but a cock. And he intended to fuck her with it. The thick head was almost purple, his semen on the tip glistened in the light. It was long, longer than his hand. How would she ever take such a huge thing inside her body without screaming in pain? But that is what he wanted, to feel her suffer under him as he thrust inside her virgin pussy. The pleasure spread through her body, her nipples felt like they would explode, the tips hard. She looked down, her labia swollen, now fat puffy lips that clung to the plank as she jerked back and forth slowly on the plank.

"I think you are having a little too much pleasure, Carleigh. I don't want you cumming, only begging to be fucked.” He reached for a small whip, a modern one made of fiberglass, similar to a fishing rod, flexible, able to bend almost in half and snap back into shape with a sharp bite.

“First, I think you should be a little bit more comfortable.” He pressed the remote, the tension in the rope on her arms taken out, her arms rose up towards the ceiling again. “Your legs must be tired; I think they need to relax.” He grabbed two pieces of rawhide, tied each around her tiny ankles, let the leather dig painfully into her flesh. She moaned as he jerked her legs, forced her pussy back and forth abruptly on the plank.

"What are you doing?” as she cried out in pain. He lifted her legs up towards the back of the plank, forced her body to bend forward, drove her spread pussy to slide along the plank, her labia pulled back, the plank touched almost her whole slit, from the bottom all the way up as it crushed her clit. She screamed in excruciating pain as her own weight smashed her clit into the hardwood. Hands fumbled with her ankles, pulled out on her legs, bound her ankles together behind her, the rope on top of the plank, her legs up and back.

"Hurts, doesn't it?” Michael stroked his cock as he saw the pained look on her face. He looked down at her pussy, the plank riding up her slit. He pushed a few levers and the side panels began to push outward at an angle. The top piece stayed stationary but the bottom of the side panel began to fan out like a wing. “Just to get your legs spread a bit,” pumped the handle, the panel slid out farther and farther, pushed out on her thighs, her legs forced out.

The plank dug into her slit, her legs apart as if she was being split up the middle, all the pain centered in her sex. The panels finally stopped, her legs spread out obscenely, her weight focused all on her crushed sex. She trembled in pain, unable to move to even attempt to relieve any of it, not even sure it would do any good if she could. She saw the whip in his hand. “What are you going to do?"

"I want you to dance for me again, Carleigh. You can stop me any time. Just beg me to fuck you and take your virginity. Then, I expect you to get on the desk and spread your legs for me and peel back your pussy so I can see what I am going to fuck. All you have to do is beg me.” He laughed, let her hear the swish of the whip as it cut through the air.

"Never, I'll never beg you, no matter what you do!” Defiant in her answer, but she wasn't sure she could stand the pain that he intended to inflict on her, especially if she was forced to ride the pony, the plank rubbed harshly over her crush clit.

Michael was pleased with the scream he tore from her lips as the whip slapped hard across her buttocks, a red line appeared instantly. He touched it, felt her cringe in pain, felt the heat from the mark. “It really bites hard, doesn't it, Carleigh? All you have to do is beg me to fuck you.” He let the whip slap her flesh again, this time on her abdomen, just above her beautiful red bush; a new line matched the bright-colored hair. She jerked, another scream torn from her lips as her clit was crushed back and forth on the board.

She whimpered in pain, her eyes flooded with tears. Her crotch was on fire, blazing from the rapid movement as her hips were driven forward from the cruel whip. She saw the whip move towards her breasts, the tip slapped lightly at her nipples, drew them out, made them hard as he lightly tapped each one. She wasn't ready for this pain. The whip moved back, then forward, Headmaster Michael's hand made it fly across the enlarged nipple of her right breast. The pain was instantaneous, one minute nothing, the next a hot pain shot through her nipple. She squealed with the pain, her hips jerked back and forth as she danced to the pain, the plank sent hot sensations through her body as her slit rubbed up and down the wood, her clit dragged along. It was not so much pain in her crotch as a tingling of pleasure, her clit sensitized by the harsh plank, a need for any stimulation, pleasure or pain.

He waited until she looked up at him, the whip lightly tapped her other nipple, waited for her to fully understand what he was going to do next. He smiled when it dawned on her, her mouth clenched, braced for the pain, the whip shot over her other nipple, not disappointing her as it snapped over the youthful tip. He played the whip all over her body, paid particular attention to her nipples, swollen and red, the whip ignited unbelievable pain as her body danced on the plank between her legs.

It didn't take much longer, her hoarse, whimpering voice mumbled “please fuck me."

He let the whip dance over her body a few more times before he said, “what did you say, Carleigh?"

"Please fuck me, Headmaster Michael. Take my virginity,” the pain too much and the unsatisfied tingling between her legs finally took its toll on her young body.

He put the whip aside, moved along her body, his hand lightly stroked her face. “Why I would love to fuck you, Carleigh? Are you going to go over to the desk and spread yourself open for me?"

"Yes, Headmaster Michael,” she sobbed as she his hand roamed over her breasts, touched her pained nipples, the slightest touch brought such pain to her body.

"You're going to dance on my cock so nicely, Carleigh. With your nipples and your pussy so tender, my hard cock and hands are going to make you dance on my cock.” He moved to release her ankles, to shift the side panels back in before he did, her feet touched the floor again as the plank lowered down, her groans of pain as her swollen pussy moved along the harsh wood. He let her hands come down, untied them, watched her painfully lift her leg over the edge of the plank, unconcerned by how exposed she left herself. She moved towards the desk, her legs taking cautious steps, her thighs spread apart as she walked bowlegged. He removed the rest of his clothes until he was naked. He saw her look at him, his cock jutted out in front, his heavy laden balls hung down below, filled with his cum.

She didn't believe that it would get bigger as he stroked it, but it did. He was naked, his body in good shape for someone his age, especially his cock. It was what she feared the most. With her body so battered, her labia swollen, her nipples tender, the hard cock would not only be her first fuck, but it would be a painful one. She lay obediently down on the desk, slid back until her ass sat on the edge, knew Headmaster Michael watched her. She leaned back, her body burned from the whip as it hit the desk. She moved her butt a little until she felt the edge of the desk. She spread her legs, her swollen pussy exposed, the lips puffy, the pink insides red.

"Open your pussy up for me, Carleigh."

She began to cry as her fingers touched her labia, the pain began anew as she touched the inflamed flesh. She began to pull them apart, felt Headmaster Michael move over to her, watched him stroke his cock between her legs as he stared down at her pussy. She felt the whip tap against her nipple again, the pain shot into the abused tip as a warning. Her fingers dug in deeper, pulled her vaginal entrance open, Headmaster Michael's eyes pinned to the bright red and moist opening.

"Wider,” the whip lightly tapped her other nipple, her fingers moved quickly to open her vagina wider, ignored the pain of the stretch, anything to please the Headmaster.

Michael fisted his cock, unable to contain himself any longer, the sight of Carleigh opening her pussy so exciting. He rubbed the thick head of his cock up and down her slit, warned her to keep her vagina open for him. He felt her shudder as his cock rubbed up and down the same place the plank had recently abused, amazed at how wet she still was. His cock found the stretched hole, her fingers released the opening just as his cock began to enter, his head barely trapped by the clinging edges. He flung his hips forward, lodged the head of his cock inside her tight pussy, her scream of pain testified to the loss of her virginity. He felt the wetness inside her, the blood mixed with her own juices as his cock throbbed inside her hot, tight pussy.

He took her virginity painfully, her scream made his cock jerk inside her tight canal. He didn't wait to let her get used to having something thick and throbbing inside her, jerked his cock back, then thrust in, this time burying over half of his cock inside her, her inner walls forced brutally to the sides by the rampaging cock.

She screamed again as he pulled out, it felt as if her insides were dragged out, then a momentary pause as his head was gripped. He placed his hands on her pussy lips, smashed them up against his cock, felt her tremble in pain as the swollen lips pressed tightly against his cock. He humped her again, this time he buried almost all of his cock inside her, his pelvic bone smashed against her clit, crushed the abuse flesh again. His cock twitched, he began to fuck her in earnest, his hips a blur as he impaled her on his thick cock time and time again, her groans and grunts of pain only excited him to greater abuse. His fingers reached up to her tits, watched them jiggle up and down as he fucked her hard. He grabbed the nipples in his fingers, felt her pussy tighten in response to the added pain, her tits still bounced, but her nipples now stretched and pulled painfully each time as she was fucked. His cock slid back and forth along the slick young pussy beneath him, his pelvic bone ground on her clit when he fucked her deep. He began to feel a change in her, her hips now returned his thrusts, her insides clutched on the monster cock that buried itself deep inside her.

This couldn't be happening! After all the abuse and pain, it began to feel good. Even the pain he continued to inflict on her body as he fucked her did nothing to dispel the feeling between her legs. She felt the rumblings of pleasure as her pussy was crammed full of hot, pulsating cock, the head rasping along her inner walls brought such pleasure to her. His hands left her breasts and moved to her hips, guided her into a rhythm that he enjoyed. “Squeeze my cock with your pussy, Carleigh. Show me what a good fuck you are.” He felt her respond, not like the virgin she was only minutes before, but like a trained whore, her clutching insides gave such pleasure to his cock. “Stepdaddy is going to love his little girl."

"I'm cumming!” he yelled, felt her hips rise up, her pussy like a vise as it gripped his cock, squeezed the cum from his balls. His finger found her clit, her hips rose higher, her body shuddered as her first orgasm from a hard cock shook her no longer virgin body.

She screamed as the first shot of cum blasted deep inside her pussy, filled her quickly, he pulled out and pushed back in again, the sound of cock sloshing in her semen soaked pussy humiliated her as she was fucked like a two bit whore. But she came, came like never before, her hips fucked back and forth, extracting all the pleasure she could from the spewing cock inside her. It felt like she had been shocked with 120 volts, her body trembled and shook as she felt her juices flow over the thick cock inside her. His body covered hers, his pelvic bone rubbed sensuously against her clit as they throbbed and came together.

"Bravo, Headmaster, bravo,” William clapped as he watched the spectacle before him. He had only been here for minutes, but he saw the change in her as she willingly participated in her first fuck, pleasured the Headmaster with her virgin pussy.

Carleigh looked away in shame as she realized her stepfather watched her fuck, her naked body spread before him as she behaved like a seasoned whore. She felt Headmaster Michael pull his cock out of her pussy and the sudden rush of fluids run down between her legs to spread over her anus. She turned over on the desk, huddled in a ball as she cried, humiliated.

"Clean up in the bathroom. You have five minutes,” Michael ordered her, watched as she walked to the bathroom, her hips swung as she walked, his cock hardening again.

"You did a good job with her Michael. Will she be as willing with me?"

"It will take a little more pain, but she will consent soon enough.” They waited until the door finally opened, Carleigh came back into the room, modesty getting the best of her, clad in a bra and panties, garments she found in the bathroom.

"Don't be bashful, Carleigh. You have a beautiful body and it's apparent that you love to fuck.

And we're going to give you some more practice.” Michael grabbed her, pinned her arms behind her, pressed up against her tight ass. His cock already hard as she squirmed, tried to get away, not realizing the pleasure she was giving him as her silky ass rubbed across his cock. “Would you help me, William?” Michael moved Carleigh over to a two-tiered bench. She struggled as they lifted her up, placed her on it. Her knees went on the lower bench, two slim planks on the outside joined by two small planks connected at right angles. The middle was a wide open space.

The top tier was a fat plank upright about two inches wide, a foot high. Two similar planks were on the top, these closer together, the upright plank in the center. They grabbed her legs, forced her to her knees, spread her legs and placed her knees on the widely spaced planks, thick leather straps waited to secure her in place, one at her ankle, one right below her knee. The top planks were downward sloped, Carleigh bent over, placed on her elbows this time, the thick plank in the center split her breasts apart, her arms similarly secured at the wrist and the elbow.

They moved behind her, please at how she was presented, her ass thrust up high, her panties barely able to cover her pussy, her legs spread obscenely wide. They moved to the front, her head down, her breasts dangled beneath, the plank kept them separated. William could not resist, tore off her bra to see her naked tits. His hands fondled her hanging breasts, “you like having them stroked,” teased the flesh, pulled on her nipples, tried to make the pink tips stand out even more. He twisted and turned them, felt her cringe in pain as he abused them. “Do you have any jewelry we can use to decorate this lovely pair, Michael?” He knew the answer; the bench was built to hold a female, to leave her breasts and the area between her legs opened and exposed to whatever someone desired to do to them.

"I think we need something for her mouth first. I hate to hear a lot of pleading.” Michael pulled out a penis gag. The rubber penis was large, about three inches in diameter and over four inches long. William moved to help him, plunged his fingers into her mouth; Michael on the other side, pulled her lips painfully wide while she struggled, a look of terror in her eyes when she saw the large rubber penis.

She thought they were going to tear her lips at the corners, their fingers cruelly pulled her mouth open, the taste lingered on her tongue. She felt the rubber penis slide inside her lips, pushed wider by the girth of the gag. They released their fingers, her lips stretched wide by the rubber penis, Michael held the other end. Her eyes pleaded with him, but she felt it go deeper into her mouth, push her tongue to the bottom of her mouth as it continued to pass through, headed for her throat. She thought it was too long, her suspicions confirmed when she felt it hit her tonsils, Michael held it there, pushed in and out, made her gag each time, pleased as her throat moved up and down, prepare her. It tasted terrible.

"Try to swallow it, Carleigh, it will be easier.” Michael pushed, her wide open eyes began to water, as her throat was forced open by the massive rubber penis, her choked and gagged responses pleased Michael and William. They secured the rubber penis in her mouth with leather straps that wrapped around the back of her head. They watched her still trying to adjust to the massive rubber penis in her throat, her gags as she tried to accommodate it.

William stroked her breasts, loved the silky feel of her skin, his fingers teased around the nipples, a sharp nail rubbed around the areola, tiny bumps appeared, her pink nipples stretched longer as they were stimulated by his fingers. He grasped the tips and slowly pulled them, savoring the rubbery stretch, her mumbled gasps behind the gag.

Michael handed him a tit slapper, a black braided leather, made sure Carleigh saw it first, her head shook in fear. “It's called a tit slapper, Carleigh. You have nice, big tits, so it should take quite a number of strokes to cover all of the skin. This should make your titties nice and red."

William's cock jerked when he heard the first slap of the leather on her tender breast, the center board did an effective job of keeping her dangling breasts from moving. He started on her upper chest, moved down her breast, his swing getting harder and harder as he moved towards the nipple. Her body jerked each time the slapper struck her skin, a muffled scream coming from her mouth, followed by another gag as the faux penis was forced further into her throat. Her body flinched when he touched the hot flesh, a deep pink covered her entire breast. He moved to the other side, an unblemished breast dangled down for him. The tit slapper worked its magic, the white skin now covered in dark red splotches. William moved to her face, her cheeks covered in tears, her eyes pleaded for mercy. “I know you'd probably consent to anything now, Carleigh, but I'm having too much fun with your body to stop.” Michael handed him the English tawse. Her head shook in horror when she saw the split leather strap. “Now this will really hurt. It has a pleasant bite with a stinging effect that will almost drive you crazy. And this time, your nipples will not be spared. It's going to feel like I'm tearing them off. But don't worry, this is nothing compared to what I'm going to do to them."

She felt Michael move next to her head; his hand gently stroked the tears from her face. Her chest was on fire, the pain overpowered her senses. Even Michael's casual touch on her other breast brought back the intense pain as his calloused tips reignited the inflamed tissue. Her eyes shone in pain, her head shot up, her body bucked in the straps. A sharp pain erupted on her nipple that tore through her body, a silent scream forced the rubber penis even farther down her throat. She was sure that her nipple was torn and bleeding. Her breathing was ragged, her chest heaved up and down. How could they do such terrible things to her lovely breasts? She felt the tawse move over her breast again, braced for the pain that she knew was coming.

"It hurts, doesn't it, Carleigh? You'll wish you could pass out from the pain, but we won't let you.

We want you to feel every bit of it. A reminder of what happens should you choose to not obey.

When you go home, you will willingly service William with your body. You will deny him no perversion. He will enjoy your lovely taut body in any and every way he wants.” Her eyes screamed again, the sound of the twin leather straps biting into her tender nipples.

It seemed like hours, Michael stroked her face, told her of what she would be required to do as William beat her breasts with the tawse, her nipples bore the brunt of the punishment. They felt like they were twice their normal size, swollen and inflamed. Even between strokes, the agony did not go away, her breasts a mass of pain. Both breasts received the punishment, the bondage kept her secured. William swung the tawse up from beneath her breast for each of the last ten strokes, the tips received the maximum amount of pain.

"See you survived that, though I imagine when William fucks, he will be playing with your sore nipples. It will make your pussy or asshole grip his cock so nicely, the pain forcing such pleasurable response from your body. Are you ready to do whatever William wants from your body?"

Carleigh shook her head up and down, her eyes pleaded for them to stop inflicting such pain on her body.

"Yes, I'm sure you are willing now. But William is having such fun, he wants to whip your pussy and asshole first. You won't believe how much this is going to hurt you.” Michael stroked her face as she began to sob and cry again. “Yes, Yes,” his voice soothed. He showed her the Australian Yard Whip. “I understand William is an expert with this. The single tail is the finest kangaroo hide, the sixteen-inch falls tapering down to the Turks knot at the end of the cracker.

He can hit any part of your body that he aims at, making sure the Turks knot strikes with a vengeance. Can you imagine the knot hitting your vagina, your clit or your anus?"

William stood behind her, admired the view he had. Her pussy pushed out between her widely spaced thighs, her anus exposed, her shapely buttocks spread wide, unable to protect the tiny hole. He stepped back to give himself lots of room to swing. A practice swing sent the whip noisily through the air, Carleigh flinched dramatically when she felt the rush of air as it narrowly missed her ass cheeks. Her head shot up in pain as the next swing was not practice. He slapped the knot on her inner thigh, close to the edge of her pussy; the spot instantly turned a deep red, the welt already formed. He moved up her slit, tapped the knot painfully on her upper lips, watched as they swelled, her body jerked and tossed about. He moved towards her anus, the knot beat in her crack, her body jumped, the welt a deep red. He thought she might break her bondage when the knot tore into her virgin anus, pushed into the tiny opening, beat the muscles hidden inside.

Carleigh continually screamed, the rubber penis pushed deeper into her throat as she bounced around in her bondage, as William got closer and closer to her sex. The finally indignity, the knot tearing into her asshole, her tiny opening unprepared for the pain. She barely had time to recover when she felt the knot move back down her crease, headed for her tender pussy. She was dizzy with pain as the knot tore into her pussy, Headmaster Michael's cock had fucked it raw, William's whip extracted deeper pain. It was one continuous scream now, William beat her pussy and anus with the whip, ten strokes in all, the final two felt as if he had torn her clit from her body. Her chest heaved, she sobbed as her body was torn, her sex a mass of pain. She had never felt such pain before, prepared to do anything to prevent it from happening again. She was relieved when William pulled the gag out of her mouth, choked one last time when the large rubber penis slipped from her throat. She could barely talk, her throat sore, her voice hoarse.

William took the straps off her arms and legs, but not before he ran his hands over her hanging breasts one last time, squeezed hard the tender flesh; Carleigh did not protest.

"Are you going to be a good girl from now on, Carleigh? Are you going to let me fuck you anytime and anyway I want?"

"Yes,” she quickly replied, her legs shook, her breasts were horribly red, her nipples twice as large as normal. She looked down between her legs, her crotch covered with red welts, her vulva striped, her labia swollen and puffy. Even her asshole hurt as she walked.

"Over here,” William ordered her over to the table. “First,” he reached out for her, pulled her next to him, her naked body rubbed against his, his lips touched hers in a kiss. She recoiled from the touch of his lips, his hand grabbed her ass hard, a finger snaked between her cheeks to ignite a sharp pain in her whipped asshole, to remind her of her failure to perform as required. Her lips moved back, his tongue ran into her mouth. She fought the tongue then gave in, her tongue dueled with his. He pulled back from her lips, “touch my cock.” He moaned when her sweet hands rubbed his cock, unzipped his pants without him asking, reached in and took out his hardened flesh, her soft hands felt so good as she rubbed it up and down. “Yes, that's a good girl."

"On the table on your back, hands over your head,” Both men watched as she lay down on the table, her naked body so inviting. William moved a set of chains down from the ceiling, attached one metal cuff to her ankle, moved to the other side, another chain and cuff attached to the other.

He reveled at the look of fear in her eyes, was pleased that she did not protest or move, allowed him to have his way with her body. He pulled up the slack in the chains, her legs moved up and outward, higher and higher, her legs spread out wide. Her pussy lips spread apart, her cheeks separated, her swollen anus exposed. “Higher,” her ass rose up from the table as her legs went higher. Her legs were spread wide, her crotch split down the middle. He finally stop, pleased at the way she was spread and opened for him. “What do you want me to do, Carleigh?"

She looked at him, understood. “Fuck me,” she whispered. She was thankful he had not bound her hands, just her legs. It would be painful, her sex raw from the whipped, but he would like that. She watched as he undressed, his hard cock jutted out in front of her, his hand gripped the shaft, pumped it up and down, Carleigh watched as it grew even thicker and longer. His hands ran down her legs, slid along the insides of her tender thighs until he reached the vee of her legs, he squeezed her pussy, heard the desired moan in response as his fingers touched the red welts.

He was quite gratified when he pulled back her labia, her inner tissue swollen from where the whip had strayed between the lips. He touched her, felt her flinch as he moved his fingers along her inner lips. She was still damp, the whipping apparently a little too intense for her. He pressed his cockhead against her vagina, felt her tighten in pain. “It's entirely your fault, Carleigh. If you had just agreed to fuck your Stepdaddy, you wouldn't have to be put through so much pain. Now open up that cunt for Stepdaddy, let me sink my cock in your hot, tight pussy. I haven't had anything this young and tight in a long time. You're going to bring me so much pleasure with your body.” He pressed his cock between the folds of her slit, poised at the entrance to her vagina. His hands moved up her legs, pulled them back, her ass rose higher, pushed her pussy onto his cock. But he couldn't wait. The whipping itself had almost made him cum, the sight of the whip smacking her delicate pussy and anus excited him.

He jerked his hips forward in a powerful shove that knocked the wind from her lungs as she was quickly impaled on hard cock. She bit her lip, tried not to scream, the pain in her crotch so intense. The skin outside was in agony, but now his cock was inflicted pain on her insides, tore open her passage. His hips drove his cock deeper inside her tight pussy; this second fucking as painful as the first. He grabbed her hips, fucked her harder, his cock slid in and out as his precum leaked from the head. She could only lay there, grunt and groan in pain as his cock drove into her, her pussy clamped down on the hard cock in response to the pain, gave him sweet pleasure.

The weight of his body between her legs made her crotch ache, the spread of her legs forced wider.

"You're so tight, Carleigh. Squeeze my cock with your pussy. You're going to have to learn how to pleasure a man with all of your body.” He squeezed her breasts, a groan of pain as the whipped flesh was gripped tightly. Her pussy squeezed, just as he wanted, made his cock jerk in pleasure inside her. He continued to fuck her, his cock pulled almost all of the way out before pushed back in again. Her grunts of pain were less and less, her moans of pleasure began. “Yes, you were made for fucking, Carleigh,” another hard thrust that shoved deep inside her.

He pulled his cock from her pussy. She didn't understand, she hadn't felt him cum inside her. Just when the now-familiar stirring began between her legs; just as when Headmaster Michael had made her cum when he took her. William raised her legs up higher, his cock now level with her exposed anus. He poured some oil on his cock, stroked the hard member until it glistened with the slippery fluid. She cringed when she felt his hips move forward, her cock banged against her backdoor. “No! Please no! Not there!” she cried when the hot flesh pushed against her anus. She felt the cock pulsate as it banged against her tiny opening.

"Relax your asshole, Carleigh and take my cock up your backside. I love ass fucking, Carleigh, so you might as well get use to it. I want you naked in bed every night. I don't want anything in my way when my cock wants to fuck you or sodomize you.” He pushed with his hips, felt her body clench to try to stop him. He liked that in a girl, he liked the reluctance in them. But he knew that bound as she was; it was only a matter of time before his cock would be tightly encased in her hot, tight asshole. He pushed harder, heard her grunt in pain as his thick cock slowly spread her anus wider, looked down, watched the tiny hole spread wider, grip his cock as it pushed inside.

Carleigh's face was red, she clenched her ass cheeks tightly, tried to stop him as he tried to sodomize her. His cock was so big, her hole so small, it would never fit. God, it hurt! His greased cock relentlessly pushed inside, her anus unable to stop the slick member. It felt strange having something pushed inside instead of pushed out. Her anus burned from the stretch, but it had not yet even opened up fully to take the thick cockhead, never mind the long shaft that waited to bury itself inside her. She screamed as he gave a brutal thrust with his powerful hips, the cock broke her barrier, the head pressed forward until it pushed into her rectum, her anus stretched tightly just below the head, gripped it like a giant rubber band. Her sphincter continued to fight the intrusion, clamped down on the rigid cock, only creating more pain for her and such delicious pleasure for him. She could do nothing except lay there, breathe hard, unable to control her sphincter as it clenched and unclenched on the hard cock, her asshole burned as the cock pulsated within her.

William held still, looked down at her anus pulled wide, as it gripped his cock so tightly, the head buried inside her, her asshole already brought such pleasure to him. It was always this way, even the ones who fought the sodomy-especially, with the ones who fought. Their muscles’ natural reaction to having something forced inside their asshole would be to stop the intrusion, a useless endeavor given William's powerful cock. But, it did bring such pleasure to him. “Feels like a dagger inside you, Carleigh, doesn't it? Once you get use to it, it will not be so bad. You might even learn to cum while being ass fucked. Now relax your asshole, it will go so much easier. Push out, strain your muscle. You're going to have to take a lot more cock before I am finished.” He pushed with his hips, felt her attempt to push out, her anus still forced to grip his cock as the greased member slowly slid deeper inside her.

She groaned as her asshole began filled with his thick cock, her inner muscles rippling in spasms on the rigid flesh as it slowly entered her colon. God, how could he want to do such a thing?

Wasn't her vagina enough? Why did he need to sodomize her? She pushed out on her anus, tried to relieve some of the burning as the cock pushed in. If felt like her stomach was full from eating, a pressure built inside. A sharp pain would strike deep inside her when his cock forced her colon to straighten to take his unbending flesh. He pulled out only temporarily; the thick head felt like it sucked her insides out. The hard cock pushed back in again, as painful as the first time, plunged in deeper, his hips jerked, his cock pushed in uneven thrusts. It was terrible to be sodomized by her Stepdaddy, her legs spread high and wide, chained to the ceiling as she suffered onslaught of his cock. She saw the look of pleasure on his face and thought of the painful discomfort she experienced as he fucked her in the ass. The pain diminished slightly, the burning and the fullness inside her continued.

He finally buried his eight inches of steel cock inside her, her twitching colon massaged his cock as it jerked inside her; he could stay inside her asshole and let her massage his cock with her clenched muscles, but he wanted to hear her moan in pleasure and pain as he fucked her, made her take the full measure of his cock up her backside until he was finally ready to dump a load of his hot cum inside her-the first ever to do so. “How do you like being stuffed full of Stepdaddy's cock, Carleigh? Are you ready to be fucked up your ass?” He didn't wait for her reply-a groan of pain-he wretchedly pulled his cock from her asshole, fought her muscles that seemed to want to pull it back in, a natural reaction to the intrusion of his cock up her backside. He stopped when his cock head was gripped, her breath ragged, as her sphincter clenched on the flesh inside her.

He pushed, sent all eight inches of rigid cock inside her, a whoosh of air escaped from her lips as she went from empty to full in a matter of seconds, fully impaled on his menacing member.

Air was forced from her lungs as he propelled his cock back inside her, pushed aside all resistance as it buried it deep, jerked in pleasure as it lay nestled deep in her hot, clenched asshole, her silky insides massaged it. “No!,” she cried out when he moved to her pussy, two fingers pushed inside her vagina, her crotch so full, joined with the cock deep inside. She felt his fingers move, touch the cock inside her, a thin layer of skin the only thing that separated the two.

She had a momentary desire to spread her legs wider to give him more room for his fingers and cock. What would it feel like to be fucked by two cocks, one in her ass and one in her pussy? No, Carleigh, don't even think such things! The young woman chastised herself for having such depraved thoughts. The fingers slid out, moved up to play with her clit. No, please don't make me cum. Don't make me cum when you are ass fucking me! She couldn't stand the humiliation of being forced to enjoy such a perverse act.

William's hips began to pump, short strokes of his cock jabbed at her. He had never felt such pleasure from a girl, the thought of her being his stepdaughter added to the perverse thrill of having been the first to force her to take a thick cock up her ass. Her groans of pain became less frequent, her asshole slowly resolved to the thick cock inside. Her anus milked his cock; the tight passage rippled up and down the shaft as he fucked her. He punished her with long strokes, plunged eight inches of hard cock in and out, heard her groan as he smashed deep into her bowels, her body quivered in lust.

Headmaster Michael watched William take Carleigh in the ass, her expression changed from pain to lust as William's fingers extracted the pleasure from her untrained body. Her hips moved, grew accustomed to the hard cock buried deep into her bowels, her clit received the attention that it wanted, her body accepted the cock in her ass as payment for the pleasure she received. Yes, William would have a very obedient step daughter once he got her home. He was sure that Carleigh would soon learn some of the most perverse acts that could be perpetrated on a young girl's body and would readily accept them. He walked out, the sounds of lust filled the room as they both came, their cries of pleasure as Carleigh's body filled with the hot cum of her Stepdaddy for the first time, her bowels hosed with the hot fluid, her raw insides burned with the salty fluid.

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