The Hollister School for Girls

by Powerone

  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 fe
el 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.