Maiden Maid Ch 5 The Punishment

(Part 2 from 4)

Her legs spread open, John’s feet moving between hers, forcing her to spread them wider. Her dress was crumpled at her feet, standing half-naked, her panties now the only clothes remaining. She did not have to wait for long before she felt the hands again, fingers running down the sides, searching out and finding the tightly knotted ribbons holding the silky material together. The fingers fumbled for long seconds before she felt the garment flutter to the floor. “AAAAHH,” she shuddered in pleasure as she felt the rough skin of John’s hands move down over her abdomen until it reached the top of her pubic mound, fingers intertwining in the silky red hair.

John pushed his finger between her pussy slit, his fingers gliding effortlessly down the wet slit. His finger touched the opening to her pussy, feeling the tightness as he pressed in with the tip of his finger. “Michael will enjoy you pussy tonight. So tight.” His fingers moving around the opening, her hips moving in circles to the fingering of her virgin cunt. “So wet, you enjoy being taken against your will, don’t you Sara,” his fingers running up and down her slippery slit, the wet fingertips making her body shudder as it touched her erect clit. He felt her move her naked ass back onto his cock and knew that he needed relief soon. “Reach back and take out my cock, Sara. I want to feel your naked ass,” he ordered her.

“No, please don’t make me,” but her hands were already moving behind her, quickly unsnapping his pants, John helping to push them to the floor. He almost came when her hot hands touched his rock-hard cock, it jerking in response.

“Arms back up,” he ordered her, now completely naked and spread open before him. He reached down and spread her ass cheeks apart, her unprotected asshole exposed to his gaze. She jerked forward when the hot rubbery head of his cock touched the tiny opening. “Back, push back,” he ordered. He slapped her ass hard, the sound ringing out in the tiny room. “Now back, rub against my cock.”

“Yelch,” she cried as his hand stung her naked ass cheek. She pushed back on his cock, feeling the huge slab of hot meat rubbing sensuously over her exposed bottom. She could feel the head of his cock, sticky with cum rubbing onto her tiny anus, her body shivering in the fear that he would push it in and sodomize her. He had heard some of the girls talk about it at the orphanage and they revealed how painful and humiliating it was to have such a huge organ pushed into such a tiny orifice. They had screamed in pain as they were sodomized, sometime for up to twenty minutes, the cocks tearing in and out of their back passage as they were bent over, spread open like a dog.

John grabbed her tightly by the hips, his huge hands gripping the flesh. He began to rotate her back and forth over his cock, his cum dripping and glimmering on her naked flesh as he masturbated on her naked ass. “Yes Sara, make me cum,” his fingers reaching down to her naked sex, his finger finding her clit and pinching it tightly.

“AAAghh,” she cried, arching back onto the cock, almost driving it up her ass as she did. Another sharp pinch, forcing her to dry fuck his cock with her ass. She felt him clench her ass cheeks together tightly, his cock forced between them, rubbing up and down the split between them, the head pushing down on her exposed asshole. “No,” she cried, she could feel the first shudders of an orgasm rippling through her body. “NNOO,” not like this she thought, naked and spread, dry humping a hard cock in her ass cheeks.

“Yes, cum for me Sara, cum with me,” his finger continuing to abuse her sensitive clit as she humped his cock. He pumped her hips up and down, her body covered in sweat, her hips moving faster and faster as her orgasm approached. 

Her head rose up and she cried out, “GGGGOOODD,” her ass thrust back as far as she could, her cum running down the insides of her thighs as she came from John’s ministrations of her body. She felt him jerk her back onto his cock and hold her as his cock began to pump out his hot cum all over her naked flesh, running down the crack of her ass to mix with her cum on her thighs. Another orgasm hit her as she felt a powerful burst of his cum hit directly on her asshole, almost feeling like it was entering her. The head of his cock entered the inside of her rectum, expanding it open on the slippery cum lubricating her back passage. She groaned in pain as she felt another burst of cum, this time entering her rectum.

John could not contain himself as he came. His cock had accidentally entered her asshole and it was only a large amount of self-control, fearing the consequences of what Michael would do to him if he did that, he was able to pull his cock from her asshole. Her asshole gripped him tightly as he pulled it from her and she sucked a load of cum out of him as he exited.

Their bodies were spent, John’s cock already shrinking. “Don’t say anything about my cock in your asshole to Michael or I will make your life miserable,” his hand slapping her naked ass cheeks again. “Now get dressed and get to work,” pulling up his pants as he left the pantry. 

Sara put her clothes back on, forced to pull her panties over her cum soaked ass, feeling the material clinging to her flesh. She went back to work, fearing what would transpire with Michael tonight.

After a quick bath, Sara put on her clothes, the silky panties and camisole, a white silk blouse, buttoned neatly up the front and a long black skirt, clinging tightly to her hips and ass. She was perched atop a pair of black three inch heels they stretched her legs taunt. She knocked on the door and entered without waiting for a response. Michael was sitting by the fireplace in his smoking jacket, his naked legs reflecting his nakedness underneath the garment. The fire blazed off the shiny wood of the punishment bench, the smell of the fresh leather of the straps filling the room. She shuddered at the thought of her punishment, small tears already forming in her eyes.


Michael’s hand reached down to his erect cock already pushing up the silk garment as he gazed at Sara. “Come here,” he ordered her, not even exchanging the customary pleasantries, asserting his supreme authority over her. “Quickly.”

Sara moved in front of him, staring straight ahead as she saw his hand already stroking his covered cock. She saw the wide array of instruments on the floor next to the bench and she shuddered. There was a long wooden ruler, a riding crop, a three inch leather strap, two paddles, one wooden and the other leather with metal studs and the most evil looking three strand whip that had to be at least two feel long with tiny knots all along the length of them. She knew this was going to be painful.

“Move over to the desk and bend over it with your hands gripping the other side,” Michael ordering her as he stood and followed her to the desk. He watched her ass swing sensuously before him, molded tightly within the confines of the skirt. His hand swung and hit it sharply, the loud smack ringing out in the room. “Come quickly,” his hand pushing down on her back, forcing her down onto the hard desk. “Grab the other end,” watching as she had to stretch out onto her toes to accommodate his orders. 

She felt hands fumbling with the buttons on the back of her skirt and felt it loosened and fall to the floor. She stepped out of the garment, obeying Michael’s orders. She felt his feet nudge against her ankles, urging her to spread her legs, first the left one, then the right until they were spread obscenely to the edges of the desk, over four feet wide.

“Can you keep your legs spread for me, or should I tie them to the desk legs?”

“No sir, don’t tie them, I will keep them spread,” sobbing at the humiliation of subjecting herself to his will. She felt his hands begin to rub over her asscheeks, taking possession of her body without protest. She could feel her pussy already wet in anticipation, the stripping of her body naked before him exciting her. She almost forgot the punishment as she felt the fingers running up and down her ass split, one finger pushing hard on her anus spread open beneath the silky undergarments. She felt his hot breath between her legs and knew that he must be kneeling down, his eyes staring directly between her legs, a gentle breeze blowing on her pussy from behind. “MMMM,” she moaned quietly, hoping that Michael would not hear her pleasure.

Michael slipped the knots of the panties loose and let the silk garment run silently down between her legs. His fingers pulled her ass cheeks apart, her tiny anus exposed to his gaze. He inhaled the musty smell of her body, her pungent scent assailing his nostrils. His tongue pushed out and touched the tiny bud, the wet tongue touching her hot flesh. He could taste her, her scent, her excitement. 

“GGGGOOODDD,” Sara moaned as a shudder ran through her body as her anus was tongued for the first time. Why did all of them have such an interest in her anus? She felt his fingers push up between her legs and along her tender inner thighs until it reached her wet pussy from behind. She felt her lips pulled apart, the air in the room blowing on her super-heated pussy.

“Arch up for me, Sara, arch up your hot ass and pussy for me.”

Her legs raised up higher, her toes stretched tightly as she presented her naked sex for his inspection. She had never felt so used and humiliated as she was now, yet she would probably cum if his tongue touched her erect clit. She could hear him shuffling behind her and felt his hands back on her naked ass cheeks again. She looked back and saw his hand clutching the large wooden ruler, stepping back from her near naked body.

“Arch up a little higher, I want your pussy pouch pushed out, legs spread wide, I want that cute little asshole open and exposed. That’s a good girl, now I want you to hold real still for me and don’t close your legs. You’re to receive 20 with the ruler. If you move, I’ll start all over.”

“AAAAWWWWW,” she cried out, her eyes shut tightly, her legs trembling as the ruler hit her tender ass cheeks. At first she only heard the sound as they wood hit her flesh with a resounding smack. It felt like minutes before the pain rushed up from her ass cheeks to her brain the pain overpowering her senses. “OOOOWWW, no more,” she begged, but knew that it was useless to beg. This would only be the beginning. 

The wooden ruler tapped between her legs, smacking lightly against her spread pussy lips. “Up higher, I like you on your toes. Good girl,” watching as she arched up again, presenting her naked sex to the wooden ruler. The ruler again slapped on her naked flesh, this time smacking between her spread cheeks, the top of the ruler hitting her open asshole. 

It felt like her asshole was being torn from her body as the wooden ruler smacked her most intimate part of her body. The pain shot up into her bowels, her stomach cramping in response to the cruel punishment. “Not there,” she cried out, her legs perched perilously on her toes, legs spread obscenely.

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