Boarding School Sex Training Chapter 2

(Part 5 from 5)

Rachel watched as Stephen filled the enema tube again. Her stomach was making loud noises as she was forced to hold the water in. Michael pulled his finger from her anus as Stephen force the enema nozzle into her anus again. He pushed it in deep, holding it while he felt Rachel tremble in pain and apprehension.

“This is going to hurt more. It is a large amount of water and it will cramp your stomach.” Stephen forced the enema plunger, forcing the water to shoot into her colon again. He removed the nozzle for her asshole and quickly forced two fingers into her anus, spreading her wide again, forcing her to hold the enema. “Tighten up, don’t spill any, I want to feel how tight your asshole can squeeze my fingers.” 

Rachel though her stomach would burst from the large amount of water that Stephen had forced into her asshole. Michael began to massage her stomach making the cramps worse as it pushed the water inside her. She obeyed Stephen and grasped his fingers with her clenching anus, squeezing tight. Michael pushed her up higher as she tried to escape the cramps overtaking her body.

“You are being a good girl, hold it for five more minutes and than you can release it.”

Rachel cried, “it hurts so bad, please let me shit it out.”

“Not yet, soon, we must make sure you are clean or its another enema for you, this one will be three tubes.” Stephen pushed another finger into her anus, now three fingers stretching her open, her sphincter muscles relaxing from the forced enemas. He felt her tighten again. He could not wait until his cock would be forced into her anus, making her tighten her ass, pleasuring him. 

Rachel tried to crunch her body, the cramps forcing gasps of pain, but Michael kept her ass raised high and spread, allowing Stephen unfettered access to her anus. His fingers twisted deep into her rectum. “OOOOGGGGoOOOODDDD, it hurts, please, no more,” she cried in pain. Stephen could feel Rachel tighten on his fingers as each cramp rippled through her body. He would have to try and fuck her in the ass while making her hold a very large enema when he took possession of her. The ripples of pain from the cramps would massage his cock.

“Get ready, Rachel, I am going to release my fingers. You are doing a very good job obeying our commands. Shit out the enema now.”

Rachel felt the fingers leave her anus. Her asshole quickly opened wide and the first large barrage of shitty water shot from her asshole, shooting over two feet, spraying the table and some landing on the floor behind her. Stephen and Michael’s hands continued to caress her body, holding her up as she continued to fart and shit out the contents of the enema.

“Open up again and shit out the rest,” Stephen’s fingers returning to her anus, pushing in again, forcing her open. As his fingers left, Rachel pushed out and the next batch of shitty water shot out, this time almost clear. After two enemas and three enema tubes of water, she was finally clean. 

Stephen watched as Rachel’s anus clamped shut tight, now red from the irritation of the forced enemas. Stephen began to hose Rachel down, washing the remaining of the shitty water from her body. Michael handed him a towel and proceeded to dry her. Stephen helped her from the table, having to support her body as the enema had drained the strength from her body.


Rachel was finally able to stand on her own accord. She stood to the side of Stephen and Michael. 

“You have done very good. Now I want you to show us your body. Turn with your ass to us, spread your legs and reach back and spread the cheeks of your ass. We want to see your anus,” Michael ordering Rachel to humiliate herself to them.

Rachel turned her back to them, at least she did not have to watch as they stared at her most intimate opening spread open for them. She spread her legs and began to bend over. As she bent over, she reached back and her hands grasped her cheeks of her ass, pulling them open, feeling the cool air from the room on her defenseless anus.

“Spread your legs further, we want to see your pussy also. Pull your cheeks open wider until it hurts. I want to see your anus open.” Michael and Stephen watched as Rachel performed for them. She was going to become an excellent sex slave for Stephen and Michael was going to enjoy teaching her the various perversions she would be expected to perform. 

Tears began to fall from Rachel’s eyes again, as she was forced spread herself open even further. She heard a click and a flash and knew they were taking more obscene pictures of her.

“Look back, I want to get your face in the picture of your asshole,” Michael ordering. Rachel complied, tears running down her face, forced to reveal her asshole to the camera. Michael took two more pictures.

“You may stand up straight for a second. Put your finger in the Vaseline that Stephen has and spread it all over your middle and index finger.”

Rachel rubbed the Vaseline on her fingers, knowing that they intended to her to push them into her own anus. She was beginning to understand and expect the humiliation that they were going to inflict on her. It was going to be long three years and she would have to learn some very hard lessons. 

“Very good Rachel, you are obeying well. Continue and your punishment at the end will not be very harsh. Now I want you to again to bend over and spread yourself open. This time I want you to push your middle finger into your anus and continue pushing until your knuckles hit your cheeks. I want it in deep,” Michael watching as Rachel’s finger began to push against her anus. Her anus slowly spreading wider, grasping tightly to the finger as it bore down into her rectum.

“AAAAGGGGHHH,” moaned Rachel, as her virgin anus was again forced open.

“Two fingers now, open your asshole up wider.” Michael and Stephen watched as Rachel pushed two fingers into her anus, opening wide to accept them. “Fuck them in and out, we want to see your anus accept your fingering.” Rachel complied, her fingers pushing in and out, her anus forced to stretch wide as her fingers went in deeper. She moaned as she was forced to finger-fuck her own asshole as they watched her. “Very good, Rachel, you are doing a very good job. It is now time for the examination. We will go into the next room for your examination. Please proceed into the other room.” Michael and Stephen pushed Rachel toward the door in the back of the room.

(To be Continued)...

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