Boarding School Sex Training Chapter 2

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 again be where he would punish her. His hands pushed between her spread thighs, forcing them open more, allowing him access to her spread pussy and ass. He pushed up on her pussy, forcing her body up higher, arching her back, pushing out on her ass, opening up her body. Her tears ran down her cheeks on she saw her reflection in the mirror. She was on her hands and knees, her lower body raised up high, her ass back and open, spread wide. An eighteen-old should not have to be subjected to this humiliation.

Stephen ran his fingers over her face, wiping the tears from her cheeks as his fingers sought out her features. He pushed his finger into her mouth, running it over her lips. “MMMMMM,” mumbled as Stephen had his way with her mouth, his fingers searching deeper, running along her cheeks and back toward her throat. “Relax your throat, I am going to put a finger down your throat. It will make you gag, but try to accept it.”

“AAAAGGGGG, GGGUUULLPP,’ cried Rachel, her stomach beginning to turn and revolt against the finger pushed into her throat. She could feel the finger pushing deeper into her throat, her gag muscles grasping it tightly as her stomach churned from the punishment. 

Stephen removed his finger from her mouth, Rachel gasping for air, her wrenching beginning to stop. “Very good, Michael will soon be teaching you to take things bigger than my finger into your throat.”

Rachel saw Michael pull a cart behind her, filled with various instruments she knew she would not like. The most formidable was a very large clear plastic tube, tipped with a large nozzle and the other end having a push mechanism on it. 

“I want you to relax now Rachel. There is nothing you can do to prevent what we are going to do to you, so it will be a little easier if you don’t fight it. I am going to lubricate your asshole now so the enema tube will slide in you easier. As you noticed, it is very big and you will have to stretch to take it all in. The lubricating will help a little, but it will cause you considerable pain.” She saw Michael reach for the Vaseline and rub it over his fingers and also put a large chunk on the end of his fingers. “Will you help me keep Rachel’s ass open, Stephen? Reach back and spread her cheeks open wide and keep them like that. She will try to fight you, so if necessary, a sharp spank on her ass should stop any further movement.”

Rachel felt Stephen spread her cheeks open until she began to feel pain from the spread position, forcing her anus to begin to open. The cold Vaseline was slowly spread over her anus as Michael began to open her up again. His finger began to push on her anus, the Vaseline allowing it to slip suddenly into her anus, stretching it open to receive the thick finger again. “AAAGGGGG,” cried Rachel, moving to escape the ravishment of her virgin asshole. “SSSLLLAAAPPP, Stephen struck her ass hard, pain rushing into Rachel’s head as the pain registered.

“Back into position, that’s another punishment for you,” shouted Michael at Rachel. She quickly pushed back into position, raising up and pushing her ass back, forcing her asshole to take Michael’s finger deeper into her rectum.

“AAAGGGgh, she moaned, her asshole spreading open to accept the finger. She could feel the finger pushing into her rectum, spreading the Vaseline over her anal tract, lubricating her so that Michael would be able to force the enema tube deep into her body, preparing her the awful enema. The finger twisted and turned in her body.

“Can you feel Michael’s finger opening up your asshole? Soon you will learn to take a cock in your asshole and massage it as I fuck you. I enjoy a nice tight asshole and Michael will train you to pleasure my cock with your asshole,” Stephen whispered in her ear as Michael continued to lubricate her asshole. His finger moved out, allowing her anus to close, than forced itself back in again, forcing a gasp from Rachel as her anus again had to open wide. It pushed in deep and than pulled out again. This time two fingers were roughly pushed into her anus, forcing it to open.

“OOOOWWWW, that hurts, you are opening me too wide, please, do it gently,” she begged, gasping in pain as her asshole was stretched open. She could feel Michael’s two fingers deep into her asshole. When it hit bottom, they spread out, forcing her rectum to stretch further than it ever had or should. “OOOOGGGGoooodddd, that hurts so bad.”

Stephen stroked her face, pushing her head up so she had to look into the mirror, seeing Michael behind her stroking his finger deep into her asshole. She watched his expression of lust on his face as he fingered this eighteen-year old beauty, submitting herself to become a sex slave.