Boarding School Sex Training-Chapter 5

Chapter 5-Masturbating Rachel

Rachel was still tired from last night. Michael had come into her room during the night and forced her to masturbate him again. He had shot his hot cum on her face again, humiliating her. She was due to see Michael again at 6:00 tonight. She took a shower and dressed, as instructed in her school girl outfit. She did not know why she bothered with the clothes, Michael would soon have her stripped naked.

Rachel knocked on the door and entered. “I’m here, Sir,” she stated. At least this time Michael was completely dressed. What concerned her was that a mattress was placed in the center of the floor a mirror facing in front of it.

“You look very attractive, Rachel. Tonight I’m going to enjoy playing with your body. I am going to masturbate you ‘till you cum. Please sit down next to me,” indicating a spot on the sofa. Rachel moved toward the couch and sat down, tucking her short skirt under her. The skirt rode up her legs, showing off her long legs.

Michael leaned closer to Rachel and kissed her. He felt her open her mouth, allowing his tongue to enter, running inside her mouth. She knew it was useless to resist Michael’s wishes, no matter how much she disliked them. He moved his hand up her arm and felt her cringe as he moved toward her breasts. He ran his hand over her blouse, caressing her breasts through her clothes. His fingers searched out her nipples, pinching her breasts. He heard her gasp as his fingers found its target and tighten onto the delicate morsel. He moved his hand down her blouse, unbuttoning each button until he reached her skirt. He pulled it from her skirt and pushed it off her shoulders and down her arms. His hand returned to her breasts, this time only clad in her bra. His fingers moved lightly over the top of her breasts and moved down to again grab her nipples. They were now hard and erect, sticking out under her bra, begging for attention. He tugged and pulled on her nipples, his other hand massaging her breast. He pushed his hand behind her back, one hand quickly unsnapping her bra, the support pulling away in the front. His hand returned, this time moving under her bra, grabbing her naked tit flesh, squeezing the smooth flesh. 

“Please, not so hard,” Rachel moaned as Michael’s fingers grabbed her roughly, his fingers pushing into her flesh, grabbing her nipples and pinching hard. She felt the bra being pushed from her shoulders and now she was naked from the waist up. Michael’s head moved down to her naked flesh and she felt his lips grab onto her nipple and begin to suck it into his mouth. His teeth began to play over the erect nipple, moving back and forth on the morsel, sharp pain radiating from her nipple. “Please, it hurts,” his mouth forcing her nipple to grow, now over one inch long, sore from the abuse. 

Michael ran his tongue over the nipple, feeling it grow as the cool air mixed with his saliva hardened the tip even more. He pulled it tightly into his mouth, his tongue playing over it as he sucked as much of her tit flesh as he could fit. “You have beautiful breasts, Rachel. Stephen is going to love playing with your beauties. There are so many things that can be done to them, some painful, most pleasurable.”

Rachel felt Michael’s hand move down onto her naked leg, her short skirt had ridden up higher. 

“Relax your legs, let my hand between them,” Michael ordered, his hand moving between her thighs, searching out her pussy. He felt her surrender, her legs going limp as his hand continued upward towards her pussy. He pushed her skirt up until he came to her panty covered pussy. “Watch as my hand moves up your leg,” Michael told Rachel, watching as her eyes moved down to his hand move between her legs. Michael liked to see the humiliation in her eyes as he forced her to accept his command of her body.

His hand moved over her pussy, her panties the only protection and they were already wet. “Wet again, you’re becoming quite a slut, Rachel.” 

Rachel cringed as her body betrayed her. She was already wet and he had not even touched her pussy. Michael pushed her up, forcing her to stand in front of him, half-naked. She felt hands on her hips turn her around and move over her ass, grasping her cheeks.

“You have such a beautiful ass, Rachel,” his hands continuing to run over her tight asscheeks. He unbuttoned her skirt, pulled the zipper down and let it fall to the floor. His hands returned to her ass, now only clad in her tight fitting panties. He could make out the crease in her ass and he felt her shiver as his fingers ran down it. He hooked his fingers in the waistband of her panties and slowly slides them down to the ground, revealing her naked, tight ass. He could feel her tremble, as she was now naked before him again.

Rachel could feel the cool air of the room on her body. Michael had pulled down her panties, leaving her naked again. No matter how many times he had done this to her, she could still not get used to the idea of being stripped naked. She always felt humiliated. It was not like in making love, this was being forced to stand naked as her body was used against her will. She felt the hands return to her ass, now naked and felt his fingers slowly parts her asscheeks. She felt her face turn red in embarrassment as he was now staring directly at her exposed anus. She felt his hot breath blow onto her anus, teasing her, letting her know how exposed and vulnerable she was. His finger slowly ran up from her pussy, pulling up her pussy juice and rubbing it over her anus, the slow pressure forcing her anus to slowly accept his finger.

“Relax your asshole, Rachel, let my finger enter you,” Michael ordered her. His finger traced lightly over her anus, slowly pushing harder and harder on it until she finally relaxed enough to allow its entry. 

“AAHH, please, don’t,” Rachel gasping as she felt her anus forced open and the thick finger slowly enter her. They had done this to her before, when they were inspecting her and she still felt soiled and debased. Michael seemed to enjoy using her ass and inflicting the mental anguish on her, forcing her to accept his perverted acts upon her body. She felt the finger push harder into her. She shuffled her feet on the floor and arched up on her toes as the finger cruelly pushed into her asshole, raising up higher to escape the ravishment of her ass. 

Michael felt Rachel tighten on his finger as he entered her. He was going to enjoy using her asshole on another night. He would enjoy fucking her asshole with his hard cock, forcing her to take it deep inside her, making her take his hard strokes until he shot his cum, deep inside her colon. Yes, should would soon feel what it felt like to lose her anal virginity and be used this way. He knew that she would not like it that made him even harder. He loved to humiliate her, forcing her to accept his acts upon her body, making her submit to his demands. He pushed his finger in cruelly, forcing her to stand on her toes to escape. “What a tight asshole you have, now turn around, let’s check out your pussy.”

Rachel screamed silently as the finger dug into her rectum, hurting, making her to stretch to escape. She felt the finger pull out and hands grab her hips and turn her around facing him. Michael’s hands returned, moving over her flat stomach, pushing down lower toward her naked pussy. 

“Spread your legs,” he ordered and watched as Rachel reluctantly obeyed, her legs opening, her pussy lips beginning to part, her pink insides peeking out. Michael could see the glistening of her wetness on her pussy and knew that even though she was protesting what he was doing to her body, she ultimately was enjoying it. His fingers splayed open her lips, peeling them back, his fingers holding the lips tightly. He could smell the fragrance of her pussy emulating from her body. Soon, he would be eating her pussy, making her cum with his tongue. She would protest, but would spread her legs for it. His finger ran down her pussy lips, the tips becoming soaked from her wetness. He ran his finger up and down her slit, her body shaking as he reached her clit. He pulled back her clit hood, exposing her now erect clit. It stood over ½”, the size of a hard pea. He flicked over it with the tip of his finger and Rachel gasped at the sensation. His finger began to rub over the nub, Rachel’s body beginning to rock on her heels, her hips moving back and forth, trying to rub her clit harder on the finger. “You seem to be enjoying yourself, Rachel, your pussy is soaking wet and so are my fingers. I want you to lie on the mattress now.”