The Hollister School for Girls

by Powerone

  "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.

  CHAPTER 7

  The Board Enjoys Kari

  "Well Kari, what do you have to say for yourself?” She sat cowered in the chair in front of his desk. This was the third time she had been sent to his office in the last month, the final straw. The first ti
me had been for a minor infraction, smoking in school. Proper ladies of the South didn't smoke in public. Students at the Hollister School never smoked. A mild spanking seemed to have done the trick; no other incidences of smoking had been heard about Kari. She took her punishment quite well, her skirt pulled up, uncovering a lovely ass, Headmaster Michael took his time to extract the punishment. His hands lingered for a long time between spanking her cheeks, rubbed sensuously over such a lovely bottom. Kari made sounds of displeasure at his fondling of her ass but suffered without any type of protest.

  The second time was within two weeks of the first. This time Kari had been sent to his office for skipping the last two classes before the weekend, rumor had it that she left school to be with her boyfriend before her parents picked her up for the weekend. It didn't take much to make her submit to the punishment, a casual mention of telling her parents where and with whom she spent time with while skipping class was quite sufficient to make her contrite, willing to agree to anything. Headmaster Michael started with a paddle on her butt, first her skirt pulled up, then her panties pulled down, her skirt thrown to the floor, leaving poor Kari naked from the waist down, bent over, had to count the number of times her cheeks were paddled. Tears began, but Michael had just gotten started, the cane next as it beat lovely dark red welts along her upper thighs before it moved to her luscious ass. She was forced into positions that pushed out her ass, the cane visited the lovely flesh, each time Kari forced to count out the number. Finally, a whip, Headmaster loved to bring it up harshly between her legs, her cries of protest and indignation made his cock so hard as her legs danced, her pussy peeked out from behind, unable to defend her sex from the lash of the whip. Each time she willingly spread her legs wide, her pussy opened for the cruel lash of the leather. She could barely walk when he finished, her pussy sore. Headmaster Michael forced her to her knees, his large cock sought entrance to her mouth, her sweet, innocent eyes looked up at him as her mouth slide up and down his cock. Her eyes opened wide in terror when he began to cum, her mouth rapidly filled with his hot cum, Kari forced to swallow his seed until he was satisfied, her tongue cleansed his slowly deflating cock.

  "I wasn't cheating, Headmaster Michael,” she tried to protest, but she knew it would do no good. The Professor had found her cheat sheet, Kari had not realized that he stood in the row behind her, watched her for over twenty minutes. She knew she was dead, cheating was grounds for expulsion. Once her parents found out, her life was over. The expensive car, clothes, parties at the club, the summer at the beach house. All would be gone. They had already threatened her, this was her last chance. She would either have to straighten out or move out and find a job like common people.

  Her only hope was that Headmaster Michael might trade the expulsion for some sex. She knew that she had a body that boys desired. She was short, only five-two, but she was built. Her legs were lean and tanned. Her ass filled out a pair of jeans nicely, swayed back and forth beneath a skirt that highlighted her tight cheeks as she walked. Her breasts, while not large, were quite firm, large nipples always pushed out her tops, boys not able to take their eyes off of her chest as they talked to her. While not a virgin, she was not as experienced as most thought; her reputation far exceeded her experiences. In fact, she always managed to satisfy boys quickly with her hand, it was with Headmaster Michael that she had first performed fellatio.

  "Isn't there some way we can work something out, Headmaster Michael?” Her big brown eyes looked up at him, begged him. She let her skirt slide higher up her legs, uncrossed her legs, parted her knees slightly. “Anything."

  Michael looked down at Kari, smiled. He knew that four Board members were in the other rooms. Some of them would be joining Ashley and Brandy; the girls were to perform with each other, a large double dildo to be shared. Then the Board members would join them, the girls had no idea that the members would be using their virgin assholes to sheath their cocks in, feeling the dildoes inside the girls rub along the thin wall that separate their vagina and their anal tract as they fucked them. Maybe Kari could be used to entertain the other two Board members.

  "Yes, I do remember how enthusiastically you sucked my cock last time, Kari.” He watched her face turn red in embarrassment.

  "Yes, Sir,” she meekly answered, ashamed at how she had been forced to perform for him, forced to swallow cum for the first time, choked and gagged on the overabundance of thick, salty fluids that filled her mouth. “I could do that again, Sir,” she offered.

  "Your offense is much more serious, Kari. I don't think I have the authority to not expel you. It would be up to the Board members to waive the policy for you. There are two of them in the gymnasium now, Kari."

  Kari looked up at him. What was he asking her to do? “Two of them?” She had seen the Board members, older men, much older than even Headmaster Michael. In their sixties and not as attractive as Headmaster Michael. The thought of them sticking their shriveled cocks in her taut body, especially her mouth, disgusted her. “But Sir, maybe you could convince them if I convince you?” She would rather have Headmaster Michael take her, anything but the Board members.

  "No, they would insist on you doing it. Would you like to submit to them, Kari?"

  This was the most important choice of her lifetime. If she didn't agree to let them do whatever unspeakable perversions upon her body, she would be expelled. Her parents would cut all financial ties, force her to go off and live a life of menial jobs and cheap hovels, a far cry from the way she had grown up and was accustomed to living. A lazy husband and a bunch of screaming kids wasn't what she had expected in life. It wasn't much of a choice, the answer obvious.

  "What would I have to do, Headmaster Michael?"

  "Anything they want of you, Kari. Anything and everything. The Board members have been known to treat errant girls like you very harshly. You will be punished by them."

  "Yes, Sir,” she murmured, her head bowed, a tear fell from her eye as she realized what she had just agreed to do.

  Headmaster Michael got on the telephone, talked to one of the Board members in the gymnasium. “Yes, I have it here. She will be in soon."

  Michael picked up a two small garments. “Put these on,” handed her them.

  Kari picked up a black sports bra and a pair of micro-mini workout shorts. Both were spandex material and very skimpy. “Where can I change?"

  "Here, in front of me. I'm sure that the Board members will quickly have you naked, so you might as well get used to it now,” he laughed, sat down behind his desk, waited for her to strip for him.

  Resigned to her fate, Kari slowly pulled off her blouse, folded it neatly on the chair, anything to delay the inevitable. She unsnapped her bra, her hands reached in the back forced her breasts out. She let the straps slide from her shoulders, her breasts naked. She bent over to pick up the sports bra, embarrassed as Headmaster Michael watched her dangling breasts. She quickly pulled on the sports bra, her hard nipples pushed out the material in the front.

  "Nice tits, Kari. Now the shorts,” eager to see her in the hot pants.

  She let the skirt fall to the floor, her panties clung to her shape. She picked up the shorts, stepped into the first leg.

  "No Kari, without the panties,” he smiled. The shorts would mold to every curve, nook and cranny of her body, a mental image that made his cock hard.

  She pulled the shorts back off, let her panties slide down her legs, did not want to see Headmaster Michael watch her. She put her legs in the shorts and pulled them up. When they reached her hips, she struggled to pull them on, felt the spandex expand as it slid over her hips, moved up until it molded her ass cheeks like a second skin. She zipped the short zipper at the side, looked down at the abbreviated shorts that clung to her body. She could see her pussy lips molded to the front of the shorts, her crotch barely covered, sure that half of her ass cheeks were exposed, sure that her crack was prominently displayed.

  "Turn around, let me see your ass."

  She
turned, at least she didn't have to see the look at his face as he ogled her young body.

  "Yes, you certainly look lovely in those, Kari. Now, off with you to the gymnasium. And don't forget, you cheated and subsequent expulsion is in the hands of the two Board members. Any lack of cooperation on your part and you will become a former student of Hollister School very quickly. Do you understand?"

  "Yes, Sir.” She took off her knee socks, put on a pair of sneakers and socks that Headmaster Michael had also given her. She left the room, sure that she felt Headmaster Michael's eyes burn a hole in the back of her pants as she walked away, her half naked cheeks swung sexily. She walked down the hall towards the gymnasium, afraid of what she had gotten herself into. But she knew this was the only way out of a dilemma that was her own doing. She opened the door to the gym, entered the large room, a wide expanse of various gymnastic equipment spread around the room, mats on the floor, ropes hung from the ceiling, all relatively harmless equipment until put it into a sexual content. Then they all became bondage furniture, all could be used to force her into provocative positions, her sex readily available to them.

  "Such a lovely girl,” she heard from the corner of the room. She looked, two older men sat on a bench, watched as she walked in the room.

  She walked towards them, her previous description of them accurate. Older men, late fifties, early sixties she guessed, well dressed, distinguished. And, of course, perverted. She felt their eyes run up and down her tight body, the outfit she had on hid very little of her considerable charms.