Boarding School Sex Training

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Boarding School Sex Training
Free Sex Stories and Erotic Fiction

It was 9 o'clock in the evening and campus night was just starting. Unfortunately for Jessica, she couldn't go out with her friends for a spin that night, since she had to hand in a paper in a couple of days, so had a lot of studying to do. The night

"Lay down, Amber," Paul Walker said gruffly since the back of the couch was facing the door. He looked up just as the principal, Kelly Tanner, walked in. She was a curvy redhead who had caught his attention when she had first started there. Sh

We had just awoken on a lazy saturday morning, I was still sleepy and content after an early morning love making session. He called out to me from the bathroom, "Honey?" I peeked around the corner and smiled at him, "Yeah, babe?" His eyes were concer

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{ASSM} Boarding School Sex Training
(Lady Dreamer and Powerone)
M+/F, Virg, Reluc, Humil, Anal, reluc
This story is collaboration between Lady Dreamer and Powerone. Copyrighted 2002. It is a story of the coercion of a young lady, Rachel, to fulfill the sexual desires of her older Guardian. In order to gain the inheritance that is rightfully hers, she must consent to be trained by the Headmaster to service her Guardian. She will be taught to experience pleasure against her own will and to give pleasure against her will. She will be trained in all the perversions of the flesh. You May Contact Powerone at Controlher@hotmail.com.
Chapter 2-Stripped and Enema Cleansing
“Hello, Stephen, come in and sit down,” Michael showing Stephen into his office. “As I told you on the phone, Rachel has agreed to our arrangement. She has had a night to think about it, so we will soon find out if she has changed her mind. We will be using the rooms next door for the examination. One room has the large metal table with the drains where we will give Rachel her enemas. The other room has various tables and chairs where we can spread Rachel out on as we examine her. I think you will enjoy this very much. It is imperative that we make this as humiliating as possible for Rachel. We must train her to be submissive so that you will get the women trained to your satisfaction.”
There was a knock on the door. “Come in, Rachel.”
The door opened and Rachel entered the room. She had a very sleepless night. She had thought all night about what was going to happen to her and the consequences if she did not agree. She was very grateful for what Stephen had done for her. She knew what might have happened to her if she was turned over to foster care. She would have never have had the advantages that she got as far as education and breeding. Michael had been wonderful over the years she attended school. She worshipped him and because of her upbringing, would do whatever he asked. For this reason, she decided to submit to the demands of the two males in her life, no matter how perverted they might be. She had dressed as she was instructed, her school uniform. White, button down blouse, short skirt, white socks and sneakers. Michael had left new underwear for her to wear, a very sexy bra and panty set. All eyes were on her as she entered.
Michael and Stephen were both sitting in the overstuffed leather chairs near his desk, both facing Rachel. “Come in and stand near our chairs. Have you had a chance to think about the arrangement?
Rachel looked into Michel’s eyes, “Yes, Sir. If you think it is in my best interest, I will do what you want.”
“Very good, Rachel,” said Stephen. “Please tell us exactly what you are agreeing to do.”
Rachel looked down at the floor, realizing it was beginning. They were already asking her to tell them what she would do, next she would have to perform.
“Look up, Rachel. You must always look into our eyes, no matter what we may do to you. We want to see the look on your face. Now explain what will be required of you,” Michael ordering her.
Rachel’s eyes moved forward, starting directly at Stephen. “I will submit to you sexually Stephen and Michael will train me in what I must do and how I must do it. During training, Michael will use me sexually in order to make sure that I learn correctly to please you.”
“Very good, Rachel. Stephen, why don’t you see what you are getting. I am sure Rachel will allow you to take liberties with her body, won’t you, Rachel?”
“Yes, Sir,” standing very still as Stephen rose from his chair and stood next to Rachel. His hands reached for her face, pushing her face towards his.
“Open your mouth when I kiss you and push your tongue into my mouth. I want to French kiss you.” He pushed his lips into hers, his mouth opening, allowing his tongue to enter. He pushed it in, running it around inside. Her tongue began to move toward his, rubbing against it. His cock hardened at her youthful desire and exuberance. He was going to enjoy her very much.
Rachel felt strange as Stephen, her Guardian, began to kiss her sexually. She could feel his cock move against her leg and could feel it twitch as she worked her tongue over his. She could see Michael out of the corner of her eye watching as she was forced to kiss Stephen.
Stephen released Rachel from the kiss. “You are a very beautiful girl, I am going to enjoy your body very much.” His hand reached out to her shoulder and began to run it down her arm. He slid his hand to her waist, feeling her body trembling. His hand moved up towards her breasts. “Stand very still, I want to feel your breasts.” His hand moved up and grasped her breasts, kneading the firm, youthful flesh.
Tears began to form in Rachel’s eyes as Stephen began to grope her body. So this was what is going to be like. Three years of being taken against her will, her body used to satisfy his evil and perverted wishes. She was just beginning and already starting to regret her decision. “Oh, that is too hard, please be gentle,” Stephen beginning to tighten his grip on her breasts.
“Stand still, I will use your body anyway I want. You must submit to all of my wishes and some of them will cause you pain. I enjoy your cries of pain,” Stephen continuing the manipulation of his eighteen-year old beauties breasts.
“Let’s see if I can find your nipples.” His fingers reached toward the tips of her breasts, pinching, searching for her nipples.
“I see that I have found them,” he pinched her nipples tighter. He could feel them through her blouse and bra, getting harder as he began to pull and twist them.
“Tooo hard, don’t pinch so hard,” Rachel begged, but Stephen continued the teasing of her nipples, forcing them to get harder, making it easier to grasp through her clothes.
Stephen released her breasts and nipples, a sigh of release coming from Rachel. His hands moved behind her and pushed down over her shapely ass. He pushed Rachel towards him, his hard cock pushing against her virgin pussy. His hands groped her asscheeks hard.
“As you can see, Rachel, Stephen likes his sex hard. I will be training you in the days to come to accept this and in due time you will receive pleasure from the pain he will inflict on your tender body. We will both use your body in ways you can not even imagine.” Michael was smiling as he said this, knowing he also liked his sex hard and painful.
Stephen’s fingers pushed between her cheeks, forcing them apart so he could feel her anus.
“EEEEHHH,” Rachel jumped and pushed her pussy into Stephens cock and his fingers had found her defenseless anus and pushed hard against it. Even through her clothes, it shocked her. “Not there,” she cried.
“I will touch you anywhere I want, now hold still,” his finger searching and pushing against her anus. His fingers moved from her ass to her abdomen, circling it, moving closer to her virgin pussy. His fingers moved down, grabbing her pussy in his palm, squeezing her tightly.
Rachel had never felt so humiliated in her life. She had to stand while her body was roughly manhandled as Michael watched. Stephen was now gripping her pussy, his hand squeezing her tightly, forcing her to spread her legs more to relieve the pain. Stephen released her body and sat back down, watching the expression on Rachel’s face, seeing the humiliation of having to submit to the forced examination of her body.
“Now we would like to see you naked,” Michael pushes two small tables before their chairs. “Please stand on this table,” helping Rachel up to stand on the table. She was now perched high above them, knowing that they could probably see up her short skirt. “Hands behind your head, push your tits out and turn around slowly. We wish for you to display your young body to us.”
Rachel laced her fingers behind her head, arching her back, her breasts pushed out, straining the buttons on her blouse. She began to slowly turn, allowing them full visual access to her body. Her humiliation was beginning. She would be perched high above them and forced to strip naked. And that would only be the beginning of a painfully humiliating day.
“You have a very beautiful body, Rachel. You should be proud of it and display it. We will give you every advantage to show your naked body to many people that appreciate young beautiful submissive women. Now, unbutton your blouse slowly and show us your new bra,” Michael smiling as he was about to see Rachel naked again.
Rachel lowered her head and began to unbutton her blouse, the buttons opening one by one, slowly spreading her blouse open until she reached the bottom. The new bra thrust her breasts up. She pulled her blouse out of her skirt and threw it to the floor, standing in her bra.
“Very good, now will you please remove your skirt. First raise it up over your waist so we may see your panties.”
Reluctantly she did as she was told, slowly raising her skirt, revealing even more of her shapely legs, her panties first coming into sight, higher and higher until she now held it up high above her waist.
“Turn slowly, so we may see your ass,” Michael ordered Rachel.
Rachel slowly spun around on the table, showing her pert ass to Michael and Stephen.
“Now strip it from your body, we want to see you in your panties and bra, but leave your socks and sneakers. You look very sexy that way and it has a tendency to humiliate you more if you are still partially clothed,” Michael and Stephen watching as Rachel was forced to humiliate herself further.
Rachel spun her skirt around, unbuttons the button and pulled the zipper down, letting it fall to the table. She kicked it off the table.
“You are being a good girl, do you like displaying yourself like this to us, can you feel your pussy getting wet?”
Rachel turned red in embarrassment. “No, I don’t like this, being forced to be naked in front of you. I wish it was over.”
“This is only the beginning Rachel, even after today’s examination, we will force you to get naked in front of others. Part of your training will involve you being humiliated and forcing you to perform against your will. Now I want you to remove your bra and get back into position thrusting your breasts out again.” Michael watched Stephen, knowing that he would be getting the first view of Rachel’s youthful breasts, knowing that he will be pleased.
Rachel moved her hands behind her back, grasping the bra strap and unsnapping it. She could feel the tension release in her bra, her breasts struggling to free themselves from their containment. In seconds, Stephen would get his first glimpse of her breasts. She let the shoulder straps slide down her arms, the bra falling to the floor. Rachel linked her fingers behind her neck, her elbows pointing to the side, her breast riding high and tall on her chest, her nipples pointing straight ahead, hard and erect from the cool air of the room.
Stephen was pleased with Rachel’s breasts. They were just like her Mother’s when she was young. Rachel’s breasts were large for her size, with dark nipples and areolas. They were made to be abused and he would enjoy them very much. He could imagine clamps attached to her erect nipples, pinching tightly, or her breasts tied tightly with rope, the blood rushing to her nipples.
“Rub and pinch your nipples until they become hard,” Stephen ordered Rachel.
“Don’t make me do that in front of you,” tears forming in her eyes, realizing that they were going to make her stimulate her own body and probably force her to masturbate for them.
“You now have one punishment coming to you, do not add to it. I told you that you must obey without question, now do as Stephen says,” Michael snapped at Rachel.
Rachel’s fingers went quickly to her nipples, running them over the tips, making them become hard and erect. She had displeased Michael and she knew that the last time she showed any reluctance she was spanked like a little girl. Now she would have to wait for punishment again. She pulled and twisted them, forcing gasps from her lips, doing anything to please Michael and avoid any further punishment.
“That is much better, but you will still receive your punishment later. Now continue and remove your panties. Slowly lower them down and she us your pussy. When they are off, kick them off the table and spread your legs open.”
Her panties slid down her flanks as Rachel complied with Michael’s wishes, baring her pussy to both of them. Her humiliation would soon be complete, forced to strip naked, standing bare, high above them on a table, to be displayed for their pleasure. The panties formed a puddle at her feet and she kicked them to the floor and spread her legs, posing for them.
“Spread your legs further apart and push your pussy forward. I want you spread for us,” watching as Rachel performed for Michael.
Rachel complied, forcing her hips forward and spreading her legs open more, her pussy lips opening for them to see. She could feel the moisture between her legs and hoped they did not notice that she was getting wet from stripping for them.
Stephen stared directly at Rachel’s spread pussy, detecting that she was beginning to get wet from the humiliation that they were subjecting her to. He was pleased with this, as he enjoyed forcing his charges to cum as he manipulated their untrained bodies against their wishes.
“We want to inspect you pussy further,” rising from the chair as he and Stephen pulled the other table next to the one Rachel was standing on. “Put one foot on this table and the other one leave on that table. We are going to separate the tables. Do not move your feet, let us separate you legs.”
Rachel cringed as the tables were separated, forcing her legs further and further apart, her pussy spreading open. “Please, no more, Sir,” pleading as she was spread open. Michael stopped moving the table, her legs now spread over four feet apart.
Michael and Stephen stepped between the tables and because of the height of the table, they could stare between her spread legs, straight up into her spread pussy from beneath. Rachel cringed as she felt first Michael, than Stephen run a hand along her thighs, moving toward her pussy. Their fingers met at her pussy, sliding along her pussy lips, each drawing a lip back, exposing her pussy to their upward glance.
“You have a very lovely pussy, Rachel,” Michael’s fingers manipulating her spread pussy, feeling the wetness forming from her humiliation she was suffering. His fingers took the moisture from her pussy and ran his fingers up between her legs, toward her anus, peeking from between her spread cheeks. “Stand very still, do not force me to punish you anymore.” Michael commanded Rachel as his fingers reached between her cheeks, looking for the defenseless anus. Meanwhile, Stephen continued to masturbate her spread pussy, his fingers beginning to push inside her pussy while his other finger sought her clit, pulling back the hood over her clit and began to pull and pinch her exposed clit, forcing the pea sized clit to harden.
Michael’s finger sought and found her anus, spreading her moisture over it, her body tense, knowing that Michael would not be content with just rubbing her anus, but would force his fingers inside her. Rachel had never had anything pushed inside her rectum before and feared what they planned to do to her anus the most. Rachel grunted in pain as Michael’s thick finger pushed into her virgin anus, stretching her open.
Rachel’s hips began to move as Michael and Stephen masturbated her. Her hips began to rotate, forced forward by Michael’s insistent finger in her asshole than back again as Stephen pinched her clit roughly, forcing her asshole to push back on the finger imbedded in her rectum.
“Can you cum for us, Rachel?” Stephen teased, “keep getting wet and we will force you to cum,” his fingers continuing the forced masturbation of Rachel.
“No, I don’t want to, don’t force me to cum,” Rachel trying to stop her impending orgasm, her body betraying her. “OOWWW,” she cried as Michael forced his finger into her rectum in a particularly brutal thrust in her anal tract. Stephen grabbed her clit, twisting and pulling it from her body, his fingers punishing her pussy, pulling her lips and cunt hair, forcing pain into Rachel’s naked body. “AAAAHHHH, please, AAAAGGGGG, I’mmmmmm cummmmminnggg, you bastards, her body orgasming from the forced masturbation, spread high on the table, fingers pushed deep into her body, forcing her to body to respond unnaturally to the pain and the pleasure.
Stephen felt Rachel’s pussy grab at his fingers as she began to cum on his fingers, her juices running freely. Michael felt her pussy spasm from her orgasm, her asshole tugging tightly on his fingers pushed deep into her rectum.
Rachel almost fell off the table as her orgasm overcame her body. Michael helped her down from the table, his body hugging her naked body tightly to his, shivers running through her as she tried to recover. His hands continued to roam over her body as he held her.
“Now that you have had your pleasure, it is time for your examination. We need to step into the next room to get you ready,” Michael pushing Rachel toward one of the closed doors.
Stephen opened the door and Rachel gasped in shock at what she saw. In the center of the room was a large, waist high metal table. The base of the table had many drains and was sloped so that liquids would flow into the drains. Various hoses and plugs were placed around the table.
“We will need to give you an enema to begin your inspection. We are going to be opening your anus and rectum with a speculum and we need to make sure that you are internally clean.”
“I have never had an enema before, please don’t do it to me, the examination is bad enough, leave my poor butt alone,” she begged, sobbing as to the further humiliation she would be subjected to.
“Be a big girl and I will help you up on the table. I will be putting my fingers deep into your rectum again and I don’t want them covered in shit. You might as well get used to it now, Stephen tells me he will enjoy subjecting you to punishment enemas. He will fill your insides with liquids and force you to hold them for long periods of time. During that time, he will also be fucking you with his cock. It will make you squeeze his cock very tight.” Michael and Stephen helped Rachel onto the table, forcing her onto her hands and knees.
Rachel cried as she was forced onto her hands and knees on the cold metal table. Their hands roamed over her body as she was posed into the position they desired. Stephen grasped her head, forcing it up into the air, staring straight ahead. A mirror had been placed so that Rachel could see what was happening behind her. “Up higher,” Stephen’s hands pushing up on her breasts, forcing her to rise up on her hands higher. Behind her, she could see Michael’s reflection in the mirror and he began to manipulate her lower body. She felt his hands run over her naked ass, caressing them gently, but Rachel remembered yesterday when her ass received his brutal spanking and suspected that it would aga
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