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Boarding School Sex Training - Ch 8

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2003-04-13

She knocked on Michael’s office door and was welcomed with a “Come in, Rachel, we have been expecting you. ”Rachel was shocked when she entered the room. Most of the furniture had been moved from the center of the room. In their place stood a long table covered in black velvet plush, thick and soft. Around the table were various pillows of various sizes and shapes, again all covered in the black velvet plush. The table was large and she instantly knew its purpose. It was big enough to hold a female lying down on it. It was also wide enough to accommodate the wide expanse of a pair of legs spread wide. She knew it would be where she would be fucked in the ass tonight. She had only expected to see Michael and Stephen in the room. Already seated was Justin. He had a girl seated next to him. She would later find out that this was Deena, his girlfriend. She was about the same age as Rachel and had a body that strongly resembled Rachel’s, except her breasts were smaller. Deena had been dating Justin for over six months and found that their sex lives were continually being expanded by him. Deena was partial to other woman and when Justin told her that they would be seeing Rachel getting ass fucked for the first time she did not hesitate to agree to attend.

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   She was hoping that maybe she might also have a chance to play with Rachel. Justin had told her that other people would be present and she would be required to masturbate and suck his cock in front of them, she did not hesitate. Justin had told her that she was a great cocksucker and she did have a flare for trying new things. Two boys were also in the room and they looked younger then Rachel. Michael had asked them to attend to further humiliate Rachel. He knew that she would feel uncomfortable with them watching. “Good evening, Rachel,” Michael addressing her from the desk. “You look lovely tonight, that top does wonders for your tits. I can see your nipples pushing out already. And great legs, turn around and stop, show everyone that nice ass. Yes, stop now. Pull your skirt tighter so we can see those tight little cheeks. Yes, we certainly are going to enjoy that nice tight ass tonight, aren’t we, Rachel? Tell everyone what we are going to do you tonight, Rachel?” Michael smiled, he loved humiliating her, that is why he brought the two younger boys and allowed Justin to bring Deena. It would be showing her naked body to new people and he intended to make her expose herself to them intimately. It had already begun.

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   Michael was already making her parade her body for their pleasure. She turned around and pulled her skirt taunt, so it clung to her ass cheeks. “You are going to fuck my asshole,” she blurted out in response to Michael’s question. “Yes, that is correct,” Stephen chimed in. “You don’t like it when we play with your little asshole, do you Rachel?”“No Sir, but I am yours to do as you and Michael desire. Why are the others here, Sir?”“You are a very beautiful girl, Rachel and we like to show you off. Justin has already seen you and the other two boys have not had much experience with girls yet, so we thought that they might enjoy you showing your naked body to them and show them your considerable sexual talents. ” Stephen smiled in pleasure, he loved owning this little girl as his fuck-toy. “Step over her, Rachel,” Stephen motioning over to his side. Rachel moved towards him, his hands already out, ready to touch her body again. She moved in front of his chair, only inches from his hands. She looked down and saw his hands move towards her and she felt the first touch on her hips, pulling her closer. Stephen’s cock was already hard as she moved towards him. The outfit Michael picked for her really showed off her assets. He grabbed her hips and pulled her closer to him.

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   He looked at her breasts, the nipples already hard and pushed tightly against the thin tee shirt. He could make out the dark areolas around her pink nipples through the fabric. He loved young breasts, so firm and resilient. He couldn’t wait to touch them again, but first things first. His hands moved down her hips, not having to travel very far before they encountered naked flesh. He felt the flesh, so tanned and supple. “Turn around and let the others see you. ” He pushed onto her hips until she stood facing the others, his hands now ready to begin exploring her teenage body again. His hands moved behind her, moving up her legs, higher and higher under her skirt. He felt her naked ass cheeks, happy that Michael had furnished a thong for her to wear. “Spread your legs for me, Rachel,” waiting for her to comply, knowing the others would be watching her submitting to his lewd ravishment of her body. “Eyes forward, let everyone see you enjoying yourself. ”Rachel looked up, seeing all of the eyes on her. Her legs spread almost mechanically now use to the orders. She felt his cold hands on her ass and her body shivered in fear.

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   She spread them wider, reacting to his command. “Wider please, Rachel. Yes, that’s so nice. It is so lovely to see a young girl like you with her legs spread wide, so open, so available. ” His hands gripped her ass cheeks tightly, squeezing the teenage flesh between his fingers. Her hips moved slightly forward as he did. He relaxed and then squeezed again, her hips moving again. His hands traced down the crack of her ass, down until he reached her pussy, the thong barely covering her. He felt her dampness. “Our dear little Rachel is already getting wet, aren’t you, Rachel?” His fingers continued to move between her legs, pressing her panties into her pussy mound, feeling her pussy lips spread, her panties pushed between them. His fingers began to get wet as her panties soaked up some of her pussy dew. “Rachel has such a lovely ass and her pussy always seems to be wet. Rachel, why don’t you walk around and let everyone have a feel of your body, you wouldn’t mind, would you?”Rachel walked over to Michael, turned with her back to him and spread her legs, ready for him to inspect her body. She did not have to wait long, she felt hands pull up her skirt, revealing her naked ass. Hands gripped her flesh hungrily, pulling on her naked cheeks before fingers ran down into her pussy again, rubbing her pussy juice into her panties.

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   A sharp slap on her ass told her it was time to move and she went over to Justin and Deena, hoping to do the boys last. She turned her back to Justin, but felt hands move her sideways until she was in front of Deena. She had not expected that, she had expected Justin to touch her. “Spread your legs for me,” the feminine voice rang out in the room as Deena ordered her to obey. Rachel cringed, but obeyed, bracing for the hands to move over her flesh. She did not know how to react to this unexpected situation. She felt a pair of soft hands caressing her naked ass, not the painful grabbing of lust, but the gentle hands of a woman that knew what it felt like. She felt one hand grab the thong from between her asscheeks and pull it aside. The hands moved up under her skirt, running fingers along the cheeks of her ass, moving down to her pussy, now wet in anticipation. She felt the soft hands nudge her thighs apart, forcing her to spread her legs more, opening herself open to the female ministrations of her open sex. Her face became flushed as she felt the fingers moving under her panties, pushing between her pussy lips. She felt a sudden wetness between her legs as the fingers played with her pussy like no one had ever done before. She moaned quietly, hoping that the others would not see increasing desires. “It would seem that our Rachel likes the caresses of Deena. Is that right, Rachel? Would you like Deena to join us some time and have her play with your delightful body?” Stephen watched the passion in Rachel’s face turn to embarrassment as all watched her as Deena played with her wet pussy, the sound of her fingers rubbing noisily over her wet pussy ringing out in the room.

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  Deena leaned over to Justin and whispered to him, “Can I Justin, can I play with them? Talk them into letting me do her, I will even let them fuck me, even in my asshole, if that is what it takes, please?”Oh, God, thought Rachel, they might make her have girl sex with Deena, “please don’t let her,” yet her hips began a slow motion on the finger that played with her pussy. She could feel the finger playing over her pussy lips until it reached her clit, her body shuddering as the soft fingertips grabbed her clit so tenderly. “AAAHH,” she moaned, feeling her clit swell as Deena lovingly caressed it. “That’s enough for Deena, why don’t you move over to the boys. They have never seen anyone quite as beautiful and they have never seen someone as submissive as you. And I can guarantee they have never touched anyone as beautiful as you,” Michael laughing as Rachel moved towards the two boys. The boys were excited as they watched Deena playing with Rachel’s body. They watched as she moved over to them, their hands reaching out to touch her, pulling them over to them quickly, unable to contain their youthful exuberance, their cocks already hard, feeling like they would cum if they were even touched. One of them grabbed at her breasts almost hesitantly, afraid that she might turn and run if he was not careful. He became bolder as she stood submissively, hands at her side, clenching and unclenching as the boys mistreated her body. He slipped his hands under her tee and grabbed the soft tit flesh in his hands, fingers searching out and finding the erect nipples, tugging at them. Meanwhile, the other boy, far braver, took advantage of the situation and his hands instantly plunged under her skirt, pushing her panties aside, seeking out her naked sex. Unable to contain his desires, he pushed apart her legs and slipped two fingers painfully into her pussy, her gasps of pain urging him on as he began to plunge them in and out of her pussy in a fucking motion. It felt like her pussy was being torn up as one of the boys thrust two fingers into her, scratching at her pussy walls, his inexperience punishing her pussy as he finger fucked her painfully. She felt fingers tugging at her nipples, now harder as he became comfortable with the situation, his power to do as he pleased.

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   “Ow,” she screamed as another finger was ruthlessly plunged up her asshole, the dry finger tugging on her tender insides as it bore deep inside her. She stretched up on her toes as she was speared in both ends, her asshole and pussy now finger-fucked as she stood there, all eyes on her. “That’s enough boy’s, you will just have to stroke your cock as you watch Rachel perform for us. Rachel, please step over to the table and lie down on it. ” He watched as she moved to the table, sitting on the edge and starting to lean back onto it. “No, Rachel, on your stomach, yes, that’s good. You have such a nice ass and that it what we are going to play with today. ” Michael nodded to Stephen. Rachel sat on the table, feeling the soft material against her naked legs. She turned over onto her stomach as ordered and pulled herself up on the table until she lay completely on the soft plush material. She saw Stephen move towards her, his hands out. Stephen looked at Rachel, lying on the black plush, silhouetting her teenage body. “Turn this way, Rachel, they want to see your face. ” He watched as she moved her head, looking straight at the audience gathered for the taking of her asshole. His hands moved down her back towards her ass, running sensuously over her flesh, feeling her trembling beneath him.

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   “Relax, Rachel, it will go much easier if you let it happen. I am going to fuck you in your asshole today. And so is Michael. It will be painful for you, but I expect you to fuck back and make me cum with your asshole. You must learn that your body is for my pleasure, to do as I please. Many times that will be painful for you, but it will be for my enjoyment. ” His hands moved down to her ass, feeling the resilient flesh in his fingers, her buttocks tightening up under him. “Relax your ass, let me have my way,” his voice in a smoothing voice, feeling her cheeks relax as his fingers kept up its ministrations of her taunt ass flesh. “Yes, that’s a good girl, Rachel,” his hands sliding down until they reached bare leg. His hands moved under her skirt, pushing the flimsy garment up her legs until his fingers found her bare ass cheeks, only her thong hiding her intimate charms to his gaze and that of the others. He began to rub his hands over her ass, feeling how tight her cheeks were, the result of her athletic background and her young age. “Such a nice ass you have Rachel,” his hands pushing her skirt up higher until he naked asscheeks were revealed to the others. “I think we can take your skirt off, please kneel up and remove it, Rachel. ”Rachel lay on the table as Stephen took liberties with her body, his fingers running over her body, unable to prevent anything that he did. His fingers slipped under her skirt, searching out her naked ass, knowing that her skirt would be soon removed.

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   She kneeled up on the table and unsnapped her skirt and let it fall back down her knees. She reached back and pulled it from her body, letting it drop to the floor, obeying Stephen’s orders. All watched her as she was on her knees, her ass thrust up, almost naked from the waist down, her thong barely covering her sex, her unrestrained breasts hanging underneath her body, the tee pulling away. She felt a slap on her ass and she lay back down on the table, her ass now openly displayed for the others. Stephen’s hands moved back to her ass, kneading the flesh as she lay on the table. His fingers slid from the top of the thong, down to her pussy, pulling the thong from between the cheeks of her ass. “I don’t think you need this, it is not protecting much,” pulling her thong down her legs slowly, wanting to prolong the humiliation as she was stripped naked in front of them. He moved it past her knees, down her legs until he let it fall to the floor next to her skirt. “You all might want to move behind Rachel so you may see between her legs. ”Rachel watched as they all rose and moved their chairs until they were at her feet. She could feel their gaze upon her. She knew that soon, Stephen would make her spread her legs for them, her pussy would be open and exposed, as would her tiny asshole. She cringed in humiliation when she heard his voice. “Spread your legs, Rachel, show everyone your naked sex,” Stephen ordered. They all watched as she hesitantly allowed her legs to move apart, slowly at first as they stared up between her legs.

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   Her pussy came into view as her legs were opened. “Wider, Rachel, I want them all the way to the edge of the table. ”Rachel could feel their eyes as her legs spread wider and wider, feeling her pussy lips spreading, the wetness beginning. She moved them wider, now hitting the edge of the table, her pussy spread and open, pussy juice glistening in the light. She felt hands on her ass, pulling her ass cheeks apart, feeling the cool air of the room blowing on her exposed asshole as Stephen spread her open for all to see. “Rachel has such a tiny asshole, it is almost a perfect star. Look at the light brown color of it, accented by her white ass cheeks. She has had fingers entered into her asshole and I must confess she is the tightest little thing around. But tonight she will get my cock inside her and I expect her asshole to milk the cum straight from my balls as I fuck her. ” He put his fingers on each side of her asshole and pushed down and out, watching as her asshole was forced to open wider. They could almost see inside her now. Rachel felt fingers playing with her asshole beginning to stretch it open. She heard Stephen’s voice and began to obey. “Arch your ass up in the air, let everyone see your asshole. Higher, you can go higher, Rachel, keep your back down, just your ass up.

 

   Yes, I knew you could do it, such a good girl. ” Rachel humped her ass up, letting it rise from the table while keeping the rest of her body pinned tightly to the table. She knew how it must look. It looked like she was begging to be fucked in the ass. She felt his hands on her hips, rotating her hips back and forth. “That’s it Rachel, side to side, just like you are going to do when I fuck your asshole. Learn it so you can fuck me back. Keep going, side to side, good girl. ” Stephen kept his hands on her hips, guiding her but allowing her to do all the work. Rachel began to grind her ass form side to side, rolling her hips as she fucked the air, posed provocatively with her exposed asshole and pussy, moving sensuously as if she was some whore performing for a group. Deena began to rub Justin’s cock through his pants as she watched Rachel perform like she was getting fucked. “Please Justin, let me fuck her, let me fuck her in the asshole just like they are going to do,” her hands rubbing Justin’s cock hard through his pants. She pulled his zipper down and took his cock out so she could stroke it naked. The boys next to them had already pulled their cocks out, not caring if anyone saw them. Compared to Rachel, naked and simulating getting fucked, nobody was even paying attention to them.

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  Stephen watched as Rachel performed for him, her ass moving from side to side and then up and down when his hands required it from her. He could see her asshole pushing out as she fucked back. It would soon be his to fuck, but first he would require her to perform for his guests. He wanted her to make her asshole “dance” for them. He had loved the way Rachel had allowed her little anus to pulsate for them on several earlier occasions. "Now, Rachel, make your little pucker wink at our guests. You do that so well. "“No, please, don’t make me do that again,” she begged, tears of humiliation beginning to form in her eyes. “It’s too embarrassing. ”“Come now, Rachel, you don’t want to disappoint Michael and all of our guests. Your asshole is the center of attention tonight and everyone wants to see how well your tiny asshole is going to do in making our hard cocks cum deep inside you”. Stephen smiled as he saw her begin to rise up on her knees. Rachel pushed back, rising up to her knees, her ass pushed out as Stephen pulled her asscheeks open wider. "I want you all to get a good look at this," Stephen said. Rachel began to clench her ass muscles.

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   She squeezed them tightly and then released them, allowing her little pink rectum to move in and out. The little perfect star squeezed shut and then spread itself until the guests could see the pinkness just inside the opening. Her asshole winked at them again and again as Rachel continued her wicked little performance. Rachel turned crimson as the humiliation of being this intimate washed over her. What's more, the clenching of her ass muscles also meant her pussy opening was doing the same. She knew fully well that it was gaping and closing also allowing them to see inside it too. “As you can see, Rachel’s pussy or ass could milk a cock dry. Continue Rachel, show us more,” Stephen ordered her. How embarrassed she was. Pussy juice was being forced out of her pussy and dripping down the inside of her thigh. She felt it trickling out of her cunt lips. Her clit, red, bulbous, and engorged from Deena's sensual touching, was as erect as it had ever been. It was also sticking out for all to see. Stephen held her open wide showing their guests all of her and making her purse her asshole for what seemed like an eternity. She thought the ultimate humiliation was when he fingered her pussy hole to retrieve some juice and spread it on her asshole to insert his finger deeply stroking the inner walls of her ass.

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   “Now squeeze and release your asshole onto my finger. Show everyone how you are going to do it when a cock is forced up your asshole. ” He then inserted two fingers, and finally three for her little pucker to suck for them. Rachel felt invaded and used as his fingers pummeled her asshole. She could hear the men in the room beginning to pant and grunt a bit as if to cheer her little star on to squeeze harder, to suck harder, to spread and pulsate for them. She continued to grab and release the thick fingers as they continued her anal ravishment, sliding noisily in and out of her clenching asshole. Deena sat frozen, afraid to breath, the action was so intense before her. Her cunt dripping, wiping the perspiration, trying to breathe evenly, she knew she was going to cum in her seat. How she would have loved to be the giver or the recipient of such administered lust on Rachel. Watching Rachel's little pucker wink and dance made Deena clench hers repeatedly where she sat. Rachel took the fingers over and over as her asshole gripped them. She was being spread wider and wider in preparation for something bigger to be inserted into her for her little pink, ripe rectum to suck. “Very good, Rachel, but it is time for me to fuck you. My cock is so hard watching you,” Stephens hand reaching down, stroking his hard cock. He had already stripped off his clothes, ready for Rachel.

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   “First, we need to get your asshole lubricated. It is so tiny, I am going to need something to help lubricate the path for my cock. Deena, would you mind helping me?”Deena immediately stood up and almost tripped moving so fast to the table. Poor Justin was left, his cock hard and no one to continue the masturbation. “Oh, yes, I would love to help,” shouting with glee at the chance to play with poor Rachel. “What can I do?”“I need you to open up Rachel’s asshole with your fingers so I may pour some baby oil inside. Then you can finger her asshole and lubricate it deep inside of her. Would you like that, Deena?” Stephen smiled, knowing that Deena would not miss a chance to do anything with Rachel. He would have to invite Deena and Justin to one of his parties, Deena would be fun to play with. He handed her the bottle of baby oil. “Pour some on your fingers, then I want you to start with one finger, add a second and finally a third finger in her asshole. When you get her asshole spread open, I will pour the baby oil in. ”“Oh, yes, Sir, I can do that, I can do that real good. ” Deena grabbed the bottle of oil and poured some into her palm and began to move it around her fingers until they glistened in the light. She reached over to the globes of Rachel’s ass and softly moved her fingers over it, moving towards the crack where Rachel’s asshole was nestled.

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   “Just relax, Rachel, I will get you ready. ”Rachel shivered in fear and anticipation. Deena was touching her again. She was afraid of her and at the same time she seemed to enjoy it when she touched her last time. She knew that she shouldn’t have these feelings, she was not a lesbian, but her hands were so soft and reassuring compared to the hands of the men, always quickly grabbing and her pinching her intimate flesh. Stephen watched as Deena ran some baby oil over Rachel’s ass and massaged it into her cheeks, each time pulling outward on them until her asshole was exposed to her gaze. “That’s a good girl, Rachel,” her fingers moving closer and closer to the exposed asshole until they finally ran teasingly along the edges, watching as Rachel’s hips rose slowly up into the air. “Yes, I knew you would like that,” the fingers pushing harder onto the tiny rosebud, a light brown, contrasted against the pale skin of her naked ass cheeks. Her fingers circled it, each time she would push with her finger as it ran over the opening, lubricating the portal. Two of Deena’s fingers were now rubbing on it, massaging the oil into it, preparing for entrance. Deena pushed with one finger and watched as her asshole began to spread open, grabbing her finger tightly. She pushed harder, going in up to the first joint, feeling Rachel’s sphincter grabbing it. She twisted it, watching Rachel arch her ass up, forcing more of her finger into her asshole, it now embedded up to the knuckles. “Tighten on it like you did for Stephen,” she ordered Rachel. She felt her finger grasped so firmly.

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   “Yes, such a tight asshole, Rachel. Now two fingers,” pulling one finger out and replacing it with two fingers, sliding effortlessly into Rachel’s back passage. “Tighten again, yes, so good,” her fingers twisting back and forth inside her asshole. “You can take three, push back on my fingers,” two fingers pulled out and then Deena plunged in with three fingers, twisting and turning them as they plowed up Rachel’s asshole. Rachel moaned as Deena continued to finger her asshole, lubricating it with baby oil as she plundered her back passage. She tightened on the fingers, as ordered, feeling them pulling slowly out, the knuckles rubbing tightly against her insides. The three fingers hurt as they entered her, her asshole straining to accept the fingers, the knuckles pushing harshly against her sphincter as they plunged in. “OOOW,” she cried, her ass arching up, unable to escape the painful tearing of her asshole. Deena pushed her three fingers into Rachel’s asshole, feeling her sphincter muscle gripping them tightly. She saw her anus stretched tightly over them, the pink skin now almost white as it was pulled wide, gripping the fingers. “AAAGGGHH,” Rachel wailed as the fingers began to spread open inside her, her silky insides forced open as her anus was stretched to the limit. She could feel the cool air inside her asshole, knowing that they could now see inside her, her tiny star of a rectum now a gaping hole for everyone to see. She felt a cold liquid slowly run inside her asshole as Stephen began to pour the baby oil inside her gaping hole. The liquid stopped and the fingering of Deena began again. This time the three fingers slid along her back passage effortlessly, gliding on the baby oil as they plunged in deep inside her rectum.

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   She blushed again as the fingers noisily plunged in and out her asshole. “Thank you, Deena, why don’t you go back and suck Justin’s cock for him. He seems so lonesome over their, stroking his own cock. ” Stephen pushed down on Rachel’s ass, forcing her back down onto the plush. “Spread your legs wide again, it’s time to get ass fucked, Rachel. ”Rachel spread her legs until she reached the edge of the table. Her ass glistened in the light, her ass coated in the faint sheen of the baby oil. She felt Stephen climb onto the table between her legs and she groaned in pain as his knees pushed out onto her thighs, forcing her legs open even more. It felt like he was going to split her up the middle. She felt his oil fingers rubbing up and down her thighs, moving close, but not touching her pussy. She felt something new, not his fingers but the head of a cock rubbing along her inner thighs. It felt huge, afraid of how much it would hurt as he fucked her with that monster. Stephen felt her body shudder as he rubbed his cock along her thighs. He nudged it up against her pussy, watching as her pussy lips split apart to allow the bulbous crown of his cock push relentlessly along the slit of her sex. He moved it to the top, feeling her body tremble as it brushed across her erect clit, teasing the morsel before moving it back down.

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   He pulled it from her pussy and pushed it between her spread cheeks. He grabbed her hips tightly and jerked her back onto his cock, forcing her ass to rise from the table as he rubbed the slippery cock over her asshole. “Can you feel that, can you feel my cock. Feel how big it is. ” He pushed down on his cock, while he pulled her ass up against the head, watching as her asshole, slippery and tight, was slowly forced to spread wider as the crown of his cock began to stretch it again. “Push back with your asshole, like when you made it dance before. You are going to have to stretch open very wide. My cock is bigger then the fingers you had and it is going to go very deep inside you. " He hunched forward, jerking his hips as he slowly allowed the head of his cock to stretch her asshole. “OOOWWW,” moaned Rachel, as her asshole was being stretched open to accept Stephen’s hard cock. If she thought the fingers that stretched her asshole was bad, this was far worse. “Please, it hurts,” she begged, pushing back with her sphincter, hoping to relieve some of the pain. “AAAGGHH,” the cock head now pushing her asshole open wider and wider, Rachel unable to stop the ravishment of her tiny asshole. She looked over at the others through tear filled eyes as she heard Stephen grunting behind her as he forcefully pushed his cock into her. “OOOOWWW,” she screamed again, as Stephen’s cock bent and pushed to the side, unable to breach her anal passage.

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   Her relief was short-lived as she felt him again push his hard cock against her asshole and begin the painful entry into her asshole. “It’s going in this time Rachel,” slapping her ass cheeks hard, feeling her body react to the pain. Again, he slapped her ass, watching the skin turn red. “Relax your asshole,” slapping her other cheek. When he felt her relax her asshole he pushed on his cock hard and watched as it breached her tiny asshole. It swallowed the head of his cock, straining to take the large instrument into her body. He slapped her ass cheeks again, the pain temporarily taking her mind off the cruel rape of her asshole, allowing Stephen to plunge into her back passage. “AAAAYYYYWW,” the pain driving up her spine as her asshole strained and tore from the hard cock pushing into her virgin asshole. Her ass cheeks stung from the spanking he was giving her, allowing him the time he needed to force his cock into her resisting asshole. “NNNOOO,” screaming at the top of her lungs as her hips were pulled back, giving him unrestricted access to her defenseless asshole, his cock pushing further into her asshole until her sphincter gripped the head of his cock tightly. “Please, don’t move, it hurts so much, AAAHHH,” she begged, his hands holding her impaled on his cock. She felt her sphincter clench and unclench on the head of his cock, attempting to force it from this unnatural act. “Ow, Ow, AGGGHH,” his hands moving her hips from side to side, her sphincter forced to massage his cock head as it pulled and nudged her stretched asshole. “Yes, that is good, Rachel, your asshole tugs at my cock head so nicely. Move around on my cock,” his hands forcing her hips to sway back and forth, his eyes watching her asshole gripped his cock.

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   He felt her sphincter clench on his cock head. He slapped her ass cheeks hard, the sound reverberating through the room. She clenched her ass cheeks in pain, trapping the hard cock pushed into her asshole, squeezing it so tightly. “Such a nice tight asshole you have, Rachel,” slapping her ass cheeks again, feeling her tighten on his cock again. Rachel turned crimson in embarrassment as all watched her get ass fucked, hard cocks in the audience being stroked. Deena had her mouth wrapped tightly around Justin’s cock but she stared directly into Rachel’s eyes in lust. The boys were gleefully pumping their cocks, pre-cum dripping out the ends as they watched the scene before him. Michael had grabbed one of Deena’s hands and was forcing her to stroke his cock as she sucked Justin’s. Rachel felt Stephen begin to push pressure on his cock, her asshole tugged inside as it begin to push further into the depths of her asshole. “Nooo, don’t move, no, it hurts,” trying to pull away, but Stephen’s strong hands pulled her back onto his cock. She felt her asshole slowly being stretched inside, the walls expanding outward to accept the bulbous head. Her sphincter grabbed the cock as it pushed through, gripping it as it was a rubber band stretched around it. “GGGRR, please, don’t do this any more, fuck my pussy, please, in my mouth. Just don’t put it in any deeper. ” She felt Stephen stop after another inch of hard cock was forced into her.

 

   She felt it slowly pulling from her asshole, a giant suction forming behind it as it pulled her insides out. “Yes, thank you, take it out,” she cried out in relief. She arched her back out, spread her legs wider, anything to relieve the pain in her asshole as the hard cock pulled out. She felt her sphincter grabbing the head again, clenching onto it in reaction to the pain. She slumped down, waiting for it to pop out of her asshole. “OOOOOOOOOWWWWWW, you bastard, noooo don’t,” she yelled, her head thrown up in pain as she felt Stephen push back on his cock. She felt it tear up her asshole, pushing once more into the depths of her hot, tight back passage, tearing her flesh as it fucked in. “No, you are going to get ass fucked!” Stephen pushed in again, feeling her tightening anal tract clenching and unclenching onto his rigid cock as it pushed back in again, this time over four inches of hard cock forced it. He knew that it must have been burning her insides as he fucked her. It was painful for him, but he continued. “Your asshole is so hot and tight, Rachel. Get used to it, you are going to be ass fucked quite often. ” He pulled his cock out again until she gripped it. He felt her body tighten up, knowing that he would soon plunge back in. Knowing that he would push deeper into her asshole.

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   “Yes, it is coming and you can’t stop it. ” He pulled her back onto his cock as he pushed back with his hips, his cocking tearing into her asshole. He grabbed her by the back of her hair, pulling her head up as he tore a scream from her lunges as he raped his cock up her asshole, now burying over six inches of hard cock into her once virgin asshole. Most women would have a hard time taking that much cock, but Rachel would have to take more. He had eight inches of hard cock waiting to push into her unused asshole, deep into her colon. Rachel was pulled back by her hair at the same time as her asshole was forced back onto his cock, the thick cock tearing into her. Her stomach cramped on the cock, her asshole clenching on it in pain. It felt like gasoline was poured into her asshole, the burning as it tore inside her, her insides forced open wider then they ever had been. She could feel every bump and vein on his cock as it pushed through her sphincter, tearing into her, pumping into her body. “EEEEHHH,” she yelled as it tore into her, her ass arched up, forced into position, allowing him complete access to her defenseless asshole. Tears rolled down her cheeks as the pain shot up her spine into her brain. She did not think anything could hurt this much, but when he pulled it out and then thrust it back in again, it tore another shriek from her lips. Stephen punched his cock into her asshole in short, rapid thrusts, his stomach slapping noisily against her reddened ass cheeks, his balls slapping against her pussy. He felt her body shudder in pain, his cock beating inside her. “Now you know what it is like to be ass fucked, Rachel.

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   You will learn to enjoy it. I will make you cum when I ass fuck you. ” He pulled his cock out and then pushed back in again with a grunt. All eight inches of rock hard cock passed through her sphincter, it now giving up its fight, beat into submission by his steely cock. It passed deep inside her, her asshole stretching and pulsating onto the hard cock as he sank it deep inside her. Past her rectum, the cock pushed deep inside her colon, forcing her organs to painfully straighten out as it skewered her. He struck her asscheeks, his organ now fully engulfed in her back passage, gripped tightly in pain. He flexed his cock, feeling her body shudder in pain. Again, he moved his cock inside her, hearing her groan in pain. He pulled back her head, moving his face close to hers. “How do you like that, Rachel? Can you feel my cock twitching inside your hot asshole? I’m going to dump a hot load of cum inside you soon. ”Rachel began to get exhausted, fighting the pain taking too much of her energy. Her asshole felt so full, like she had just finished a Thanksgiving dinner. She pushed back on her asshole, hoping to relieve some of the pain, her legs opening and closing, anything to relieve some of the awful burning between her legs. All she could do was groan as she felt the cock inside her.

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   It felt like a log was shoved up her ass, forcing her spine to straighten, her flesh clinging to it in defense. Her stomach began to cramp as the cock twitched inside her, moving up and down as he forced her to feel his instrument deep inside her. She breathed deeply, hoping to catch her breath, knowing that he would soon begin to fuck her asshole. She dreaded that. She knew it would hurt even worse then it did now. She pushed back on her asshole, hoping to relieve the pressure. Again she pushed back, relaxing and then tightening her asshole on the raping cock deep inside her. “Are you getting use to having a cock up your asshole, Rachel? I can feel your asshole milking my cock. ” He flexed his cock again, feeling her insides massage it. He let go of her hair, her head slumping back down onto the table. He pushed down on her back and hunched up her ass into the air, getting her into position to be ass fucked. “That’s a good girl, arch your ass up a little higher. I want to be able to fuck into your asshole deeper,” pushing her body into the position he wanted. Rachel allowed her body to be manipulated by Stephen. She felt her asshole being opened more as she allowed him to raise her up, allowing him to spread her open.

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   “AAGGG,” she moaned as the cock inside her pulsated and twitched, moving against her silky insides as spasms of pain clenched onto it. “Please don’t fuck me back there, it hurts too much. I will do anything, just not that. ” She felt Stephen begin to pull his thick cock out of her asshole, her insides feeling like they were being dragged out with it. “NOOO, pleeease, nooo, don’t,” the cock rasping painfully over her silky insides, feeling it pulling from her body. Deena watched the tear stained face of Rachel as she suffered through her first ass fucking. She thought back to the time when her asshole was first taken, the pain as a hard cock was forced into her tiny asshole. Justin did not know about this, but it was Michael that had fucked her asshole first. He had opened up her asshole with his fingers first and then made her sit on his hard cock and force it inside her asshole. She had cried, babbling like a baby as she skewered her asshole onto his cock, inch by inch, as it slowly filled her up. She was then made to ride it, rising up and down on his hard cock, tearing into her body until he filled her with his hot cum. She had hated what he had forced her to do it, yet Michael had continued to make her submit to his cock in her asshole whenever he desired. Justin still had not fucked her asshole yet. She had told him no. She felt Justin push her head down on his cock, gagging as it slowly pushed into her throat.

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   He pumped his head up and down on his cock as he watched Rachel get ass fucked. Stephen watched her asshole tightly pulled over his cock as it pulled it from her body, tiny farts of air escaping as it sucked the air out of her asshole. He felt the silky walls of her insides pulsating on his cock as the head pulled back, squeezed so tight. He pulled it almost all the way out before he pushed in with all of his might, the cock sliding easier back in this time, her asshole beaten down by the previous fucking. He heard the whoosh of air escaping from Rachel’s lungs as she screamed again as they cock tore into her. He moved his hands down to the insides of her thighs, only inches from her pussy. He pulled back, pulling her up and pushing her legs out more before allowing one hand to grab her pussy tightly within his grip. He pulled his cock back again and then back in again, beginning to pick up the pace of his ass fucking. Her body bounced around limply, the pain overtaking all of her functions, unable to do anything. Rachel lay there, legs spread wide, a log of a cock fucking in and out of her asshole, the pain registering in her brain, unable to stop Stephen. She huffed and puffed as she was buffeted against the table as his stomach slapped against her upturned ass cheeks, his swollen balls beating against her spread pussy, slapping against her wet cunt noisily. “Hurry, hurry and get it over with, cum in me,” she begged. “Milk my cock like I taught you, Rachel, make me cum inside you,” he ordered her. His fingers slipped between her wet pussy lips and sought out her clit. He found the swollen bud, already aroused.

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   She might not like the ass fucking, but she did like the helplessness of being spread open and taken against her will. Her pussy was soaking wet. He began to rub her clit between his fingers, the slippery bud squeezing between his fingers as he flicked the head. Her body jerked up in response, his cock plunging deeper into her colon, snuggled tightly in her body. He felt her gasp in pain as it sank in deeper then it should have, going where nothing that big should. He felt her squeeze it tighter as he pulled it out again, massaging it as he fucked out. He plunged back in again, painfully pushing deep inside her again, feeling her push back, allowing her asshole to pucker out, opening her asshole up to his hard cock. “Yes, that’s a good girl, show everyone how you can fuck my cock with your tight little asshole. ” He pushed hard, giving her three or four quick punches with his cock into her asshole, her grunting in pain stirring him to greater debasement of her asshole. He pushed two fingers in her pussy, feeling his cock only separated by a thin piece of skin. He could almost grab it with his own hand inside her, his fingers tearing inside her pussy, not caring what pain he was inflicting on her body, only his own satisfaction. She jerked up, his fingernails digging into her tender inner pussy as he grabbed his cock in her asshole. She jerked back and forth as her clit was flicked over and over with his fingertip, shooting sharp stabs of pain mixed with pleasure. “GGGHHH,” her stomach cramping as his cock pushed deep inside her, forcing her colon to straighten and expand to accept the hard cock. She tried to push down to escape the cock but Stephen’s fingers forced her back up again, punishing her clit and pussy as they stroked her harshly.

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   “Get it over with quick, I can’t take it much more,” she cried out, sobbing pitifully, humping her ass up and down in response to the fingers and cock that continued to abuse her young body. She squeezed his cock, hoping to draw the cum from his balls and shoot inside her asshole. Anything to stop the pain! She arched up again as the fingers continued to play with her clit, his fingernail tearing over her clit, a sharp point scratching over the bud. She pushed into the finger, trying to ease the pain, hoping to feel some pleasure to counter the pain of the ass fucking she was receiving. She felt the cock pull out and then fuck back in again, reaching new depths inside her, slamming her pussy down on his fingers, as they tore at her flesh. “Make me cum, get it over with, cum in my asshole, I don’t care, just get it over with,” she screamed out. All eyes were on her as her body was slammed repeatedly onto the table, his cock reaming out her asshole. Stephen stroked his cock into her asshole harder and deeper each time. His fingers tore at her pussy and clit as he pounded her asshole with his cock. Sweat was dripping down onto her body as she lay beneath him, legs spread obscenely, his cock plunging into her once virgin asshole as he reamed her out with his cock. “Cum or I will fuck you all night,” he shouted at her, driving his cock into her, making her feel the pain of the huge cock tearing into her asshole, stretching her open. He fucked her faster, his cock slamming in and out of her, the only sound coming from the room was the slapping of naked flesh and the grunts and groans of a hard fucking. He hips continued to pump into her with a blur as he punished her asshole with his cock, faster and faster, her hot asshole gripping his cock as he pulled it from her body, relaxing her asshole as he pushed back in. He could feel her body shuddering as he brought her to the brink of orgasm. Rachel was shocked as her body betrayed her.

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   Her pussy began to cream, clenching and unclenching on the fingers inside her, just like her asshole. Her clit, swollen and enlarged felt like it was going to burst. Her asshole burned in pain as it was continually reamed out by his cock, mixing with the pleasure of the fingers playing with her pussy. “OOOHH, GGGODDDD, cummmm inside me, please cum. Fill me with your filthy cum, you bastard,” she cried out as the first of many orgasms hit her young, teenage body. She felt his cock push deep inside her, cramping her as his cock expanded, larger then it ever was as it began to shoot her full of hot cum. She felt the hot liquid burn her insides, the salty cum irritating her already inflamed asshole, filling her with his cum. He pulled out until she gripped his cock tightly and pulled another load of cum from his balls. She could hear her stomach gurgling as he filled her with cum. “Take it, bitch, take my cum up your asshole,” Stephen’s cock shooting his load of cum up her into her asshole. He had been saving his load for days, wanting to fill her with as much as he could. He felt her orgasm, her pussy and asshole gripping him as he continued to shoot inside her, her pussy now dripping with her cum, covering his hand with her pussy juice. He pumped up and down, then shot another load inside her asshole, his fingers dragging another cum from her body as they twisted and turned her abused clit. He shot his final load inside her and then slumped down on top of her, his cock quickly shrinking inside her asshole. She felt the dead weight of his body on top of hers, dragging the last air from her lungs.

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   His cock began to shrink, her asshole pushing it out, squeezing the limp cock from her abused asshole. It popped out with a loud fart of air, her face red in embarrassment as she lay slumped down on the table. Stephen pushed up off her body and got off the table. She could not move, her legs spread obscenely wide, her asshole swollen and red, cum dripping from it and her pussy, a puddle forming beneath her body. She looked over just in time to see Justin pulling Deena’s head down onto his cock, her throat completely full of hard cock as he shot her mouth full of hot cum. Michael’s cock was still in her hand, still hard and erect, her hand moving up and down. It was over eight inches and as big around as a soda can. “Not yet, Deena, I going to fuck Rachel in her asshole, just keep it hard and ready,” Michael ordered her. The boys next to Michael had already cum at least once and were still stroking their semi-erect cocks, hoping for another cum from them before the night was over. Michael got up, fisting his cock as he walked over to Rachel. “Not finished yet, Rachel. You have another ass fucking tonight before you are finished. Up on your hands and knees. I’m going to fuck your asshole doggy style. You’ll like that, I can spank your pussy as I ass fuck you.

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   Now up little girl. You can relax later, you have to make me cum first. ”Rachel looked over at Michael, her eyes pleading, but she only saw lust in his eyes. He was going to fuck her in the ass whether she liked it or not. She raised her body up, getting into the position he required, her breasts hanging down, her legs spread wide, her pussy and asshole open and defenseless to whatever Michael would require of her. She felt a warm washcloth run over her haunches, wiping the cum from her pussy and asshole, preparing her for him. “Do it fast, please do it fast, I hurt so much,” she cried, tears pouring from her eyes. She pushed back with her ass, knowing that her pussy and asshole was spread wide, ready for whatever was his pleasure. She did not have to wait long. She felt Michael get up on the table between her legs, his knees nudging her legs further apart. Michael looked down at Rachel, her asshole red and swollen, no longer the virgin asshole from before. No, he would have to be second tonight. But he would make up for that later. After she went to bed, he would be back, back after her asshole had shrunk back down. They always did, shrink that is.

 

   Then he would fuck it open again. Rachel groaned in pain as Michael’s fingers began to enter her abused asshole. It already burned from the ass fucking she was subject to by Stephen, Michael’s fingers just bringing back the sharp pain. His fingers twisted and turned inside her, his knuckles scraping painfully in her inflamed bowels. One finger had become two and when he extracted a groan of pain from her lips, it became three. She felt a sudden relief as the fingers were withdrawn, but she knew it was only temporary. She felt him shuffle behind her, his fingers gripping her ass cheeks tightly, pulling them apart, her asshole open and exposed. He spit on her asshole and pushed the huge head of his cock around it, lubricating her anus for his cock. “Easy, please go easy, it hurts so bad,” she begged as she felt the pressure of the cock press on her anus. She pushed back onto the cock, forcing her asshole to open, the pucker of her asshole spreading open for the ravishment by his cock. “Such a good girl, yes, open up for me. ” Michael pushed harder on his cock, watching as it bent, the large head having trouble pushing open her asshole. He slapped her ass hard and pushed on his cock when her asshole relaxed, the pain moved to her ass cheeks. The head popped into her clenching rectum, his hands pulling her back onto the cock, forcing her to take the head of his cock inside her asshole. “GGGGOOODD, it hurts,” trying to move away, but Michael holding her tightly, making her take the punishing cock pushed up her backside.

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   “OOOOWW,” her asshole spread wide, gripping the soda can sized cock head tightly in its grip. His hands moved down her flanks again, fingers on each side of her asshole, spreading her open as his cock slowly began to push into her asshole, seeking to bury it deep in the depths of her bowels. “Slow, please, slow, its so big,” she cried, burying her head on the table, her ass still thrust up submissively, waiting for the giant cock to bury itself deep into her hot, tight asshole again. “You can take it, “ pushing harder on his cock, watching as her asshole slowly began to suck over two inches of hard cock. He jerked forward, hearing her grunt as he stuck her with another two inches, four inches now being gripped tightly by her asshole, spasms of pain clenching on the cock. “Oh, yes, such a good ass fuck you are, Rachel, so hot and tight. Stephen is going to enjoy you so much, especially your asshole,” jamming another two inches into her before pulling it out until on the head was gripped by her clenching anus. Rachel bit her lip as she felt the cock pull from her lips, the removal hurting as much as when he slipped it in. She felt him stop, the head gripped tightly and waited for the pain to begin. She knew he would shove it in with one powerful thrust. She did not have to wait long. “OOOOHHH GGGOODD, NNNOO, aaaghhh,” the cock tearing her asshole as he buried his cock into her in one pile driving thrust. His stomach slapped against her ass cheeks, his balls slapping against her cunt as her body was rocked. He did not even wait, he pulled it back and shoved it in again, Rachel screaming again as the punishing cock reamed her asshole. Her hands gripped the table, turning white, the pain shooting up into her brain.

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   It felt like an iron bar was being shoved up her ass, straightening out her spine, forcing her upright, her stomach cramping again as she was filled with cock again. Oh, God, why did they have to fuck her in her asshole? Why didn’t they just use her pussy like most men? Michael did not give her a chance to think, his cock now a blur, pushing in and out with punishing speed, her asshole lining feeling like it was being sandpapered, the burning in her groin mixing with the terrible cramps the cock was giving her. Michael gripped her hips, the flesh turning white as he began to rock her back and forth on his cock as he pumped her with his cock. He might not have had her first, but she will remember this, he thought. He moved his hands underneath her, pulling up on the sides of her thighs, forcing her legs open even wider. With one hand holding her open, the other slapped her hard with the palm of his hand on her pink, spread pussy with a thundering thud that rang out in the room. Her scream of pain followed quickly, his cock burying itself into her asshole at the same time. Rachel could not believe the pain between her legs. Between the slap on her pussy and the cock fucking her ass, she could no longer tell where the pain was coming from. Her whole groin was on fire. She felt fingers grab her clit painfully as the cock pumped her asshole, each time when she thought the cock could go no further, it did. It tore into a new spot, going deeper into her colon with each powerful push, a new pain bringing a fresh scream from her lips as she was pumped repeatedly by his cock. Her clit, swollen and red was abused by his fingers, forcing her to push back onto the cock, taking more of the cock each time. “Time to cum again, Rachel. You know I wouldn’t stop fucking you until you cum.

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   Now milk my cock like a good girl and cum on my fingers. You can do it, yes, that feels so good,” her asshole clenching and unclenching on his cock. Just like Stephen made her do. Just like a whore would do. He twisted and pulled her clit, feeling her pussy juicing up. He fucked her asshole hard, making her take his punishing cock. “Hurt’s so bad, please, hurry up, cum in me, get it over,” tears running down her face, her sphincter grabbing his cock as it pulled out, relaxing as it pushed in, hoping to make him cum. Two fingers pushed into her wet pussy as his fingers continued to manipulate her clit. Even with the pain of the ass fucking, her pussy and asshole were gripping the fingers and cock inside her. Her clit, now enlarged and red was ready. She pushed it onto the fingers, making him tighten on it. The sharp pain on her clit was what she needed. The orgasm hit her like a tank. Her pussy creamed on his fingers, soaking the digits before running down her thighs to puddle below her. She felt his cock bury itself deep inside her, the head expanding as his first load of cum began to shoot out.

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   She could feel her bowels being bathed by his cum, the salty cum burning her tender insides as it began to fill her. Michael shot his load of cum after burying all of his cock deep inside her teenage asshole. It was so hot and tight, gripping his cock, her orgasm milking the cum from his balls to fill her bowels with his cum. Another load shot from his cock, his fingers continuing the forced masturbation of Rachel, her pussy juice flooding his hands as she climaxed again, her body shuddering, bathed in sweat. He slumped over her body after shooting two more smaller loads of cum in her, her body slumped down onto the table, his two hands trapped beneath her, still clinging to her cum soaked cunt. He pulled his hands out and raised up onto his knees. He got off the table and walked to Rachel’s head, pushing his wet fingers into her mouth. “Clean your pussy juice off of my fingers. That was good, Rachel. Your asshole was worth the wait. Now go back to your room and get some sleep. Tomorrow morning, you are going to Stephen’s for a week during Spring Break. He has so many things to teach you. Some you will like, a lot of them you wouldn’t. ” He slapped her ass, “now go.

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  ”Michael leaned over to Deena as he was leaving, “we will see you soon, Deena, you and Rachel, we will soon see you together. ”To Be ContinuedThis story has been nominated for the 2003 Golden Clitorides Award for the Best Serial Story. If you enjoyed this story and would like to vote for it you may either go to their website at you may send an e-mail to: clit_awards@yahoo. com stating that you want to vote for Boarding School Sex Training as the 2003 Best Serial Story. Thank you from the Author, Powerone.
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