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Chapter 5
by
daimon
How will Sandra be punished?
Chapter 4: First Punishment
Slowly the teacher-nun opened the buckle of a belt Sandra had not recognised before. While smiling at her victim the whole time, she pulled the belt out of her skirt’s loops.
“I have to apologize that I am not prepared for a more refined way of first punishment. I simply did not expect you to be so …”
The gag was not able to muffle Sandra’s scream completely when the thick leather hit her tender left breast. She had not seen it coming, probably because she never had been the subject to corporeal punishment before. The pain, excruciating as it was, was one thing, the humiliation another.
“This was just a soft one to wake you up. Now, brace yourself for the real thing.”
Sandra closed her eyes. She tried to turn around, to protect her breasts. But the guards had done a thorough job and tightened the chains sufficiently. The minor movements she was able to accomplish didn’t help her at all.
Her morbid curiosity about which part of her body would be hit next, was satisfied when fiery pain erupted in her right breast. This was so much worse. She couldn’t help looking and saw an angry red stripe appearing at the upper part of her beautiful tit.
The first strike hadn’t left any visible traces.
Sandra’s eyes were welling up. Pleadingly she looked at her tormentor and shook her head. This was all she could do to beg for mercy as only incomprehensible mumbling passed her gag. The two men were still standing in the room. Watching her body. Her legs were tied in such a way to the bedposts that her genitals were spread wide open.
She was not shy, but the way she was **** to show her most intimate parts to these strangers made her cringe. For the first time she recognized the spark of cruelty and lust in the men's eyes she would see so often in the years that followed.
Her inner ramblings were interrupted in the most spectacular way when her tormentor hit again. The pain was accompanied by incredulity. Sandra simply could not believe it when she calmed down from the most despicable thing that had ever been done to her. She had hit her between the legs. She had desecrated and violated her most intimate parts.
“I think that is enough. You can have her now. But hurry up. Call me when you are ready. The director wants to see her in an hour, and I need to make her presentable first.”
Sandra’s relief was cut short when the meaning of her tormentor’s last remarks dawned on her. She did not have a lot of time to anticipate her fate because the first man had lost his clothes and was already standing between her legs. His frightening erection showed that he liked what he saw and that he really got off on seeing women punished.
Sandra just started to panic. She was going to be ****. Into her bruised cunt without a condom. She tried to close her legs, protect herself, but the man just uttered an angry grunt and **** himself into her poor dry vagina.
Sandra was no virgin. She had been sexually active for quite some time. Usually, her lovers were overcautious inexperienced boys and young men who were more frightened than anything. Nobody had ever hurt her or even **** her. While masturbating, she had sometimes dreamed of a less “Vanilla” way of making love. None of her sexual partners had ever brought her even to the brink of having an orgasm.
Still, what she had not hoped or wished for was being ****. In spite of her humiliation, she wanted to help him, wanted to accelerate things in order to get it over with and ease her pain. Her body did not comply. The intruder **** himself into her millimeter by millimeter. He had lubricated his penis with his spit but her cramping vaginal muscles were making intercourse difficult for him and painful for her.
After what felt like an eternity for the poor girl, he managed to fully penetrate her. Sandra was crying and shouting into her gag when the pain slowly subsided. But she had heard the devilish woman herself. Even if her **** wanted to make it easier for her, he simply did not have the time for any consideration.
When he started to fuck her for real, her pussy was more used to him and his precum had added some lubrication. As a result, Sandra was hurting less. But that does not mean that she enjoyed the experience.
Anger was flaring up in the helpless bound girl. This anger helped her not to see herself as the victim she was. Muttering every abusive insult she had ever heard or read she stared at him with watery eyes full of hatred.
The **** was alas not impressed and shot his semen into her unprotected womanhood after what felt like a million thrusts for Sandra.
The second man who had been waiting in the background caressing his member at leisure didn’t grant her any respite. His sizeable but considerably smaller penis entered her without any problems as his predecessor had paved the way for him by lubricating her pussy with his cum.
Sandra was not suffering as before and thus became more aware of her surroundings. Her first **** was standing clothed next to the door as if nothing had happened. The man working her pussy, was pushing into her faster and faster.
Suddenly, she became aware of a slight change in his movements. Other than the first man, this one was constantly looking at her as if he were studying her reactions. As if he would care. And then he touched the spot. None of her inexperienced lovers had ever touched her clit, at least not intentionally. It was her prerogative to caress herself there. Now this unknown brutal man between her legs took the liberty to press the button.
She was surprised by her body's reaction. It took him just seconds to push her over the edge. It was an incredible feeling. Better than everything she had hitherto experienced sexually.
But how was that possible? Was she mentally ill or completely depraved? How could she enjoy this ****, how could she make him this present, give him the satisfaction of controlling her? She only became aware that he had finished when the door opened and the woman came back.
“Did you have your fun boys? Please make her ready.”
She was freed from her bounds and **** to stand up. Then the woman pushed her through the door into the corridor outside.
What's next?
Sandra's Education
Adventures at The Retreat
This is a story about the challenges of educating our children and how parents sometimes simply have to give up and delegate the task of forming their misbehaved and often even criminal offspring into proper human beings. Robert and Louisa love their daughter Sandra but they ask for professional intervention after finding themselves at the end of their wits.
Updated on May 22, 2025
by daimon
Created on Sep 14, 2023
by daimon
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