Maiden Maid Ch 5 The Punishment free porn video

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This is the story of orphans that become of age in 1933 and what they are forced to do to survive the Great Depression. Sara is an 18-year-old orphan during the depression and life is hard. In Chapter 1 and 2, Sara is given a job as a maid for Michael. In Chapter 3 she is spanked for breaking a glass and is forced to masturbate Michael’s cock. In Chapter 4, Michael takes further sexual liberties with her young body including teaching her how to suck his cock.

Maiden Maid

Chapter 5-The Punishment

Sara’s ass arched up as Michael’s cock plowed painfully into her virgin passage. Her head raised up and she screamed as it felt like a red-hot poker was thrust into her vagina, tearing apart her hymen in one cruel thrust that forever took her innocence from her body. Her body was already sore from the punishment Michael had inflicted on her body as she was bent over and tied to the punishment bench. If that had not been enough to smash her innocence, the rape of her pussy as she was bent over the upholstered chair was even worse. She was forced to present herself, open and naked on the chair. She was kneeling on the seat, her upper body hanging over the top of the chair, her breasts hanging down. Her legs were spread wide, touching the arms of the chair. She could feel her pussy lips and ass cheeks spread open. She trembled in fear as she heard Michael behind her removing his clothing, his hard cock placed against open pussy.

Before that night, Sara could not concentrate, her thoughts only of the punishment that Michael would inflict on her body tonight. She had accidentally brushed her teeth against his cock as she sucked it, Michael screaming in pain at the act. After forcing her to swallow his seed, he had left the room, leaving her to think about what evil punishment that he would inflict on her tonight. Sara kept busy all day, but she continued to dread the punishment. She was aghast when she entered Michael’s study to bring him his lunch and saw the punishment bench. It stood out in the center of the room, a massive wood structure laced with leather straps.

Michael looked up when she entered, smiling as he saw her eyes feast upon the punishment bench, wide open in terror at the thought of her bondage in the device. “John did a good job, don’t you think?”

Sara could not believe that John was behind the evil contraption. She had thought of him as her only friend in the house, now she was confronted with the knowledge that he knew and condoned what Michael had and was going to force her to submit to. Each time she would see him now, she could only imagine the thoughts behind his eyes. Was he like Michael, only wanting to take advantage of her situation and have her submit to him sexually? Her eyes looked over the device, from the pillory device in the front that would hold her head and arms tight, to the back pillory with the numerous holes for varying degree of spread on her legs. She did not notice the board that could be raised to split her pussy lips apart and force her to ride the sharp ridge. Nor did she see the bright shiny clamps that would bite into her nipples, springs putting tremendous tension on them, pulling her nipples far from her body.

“Please, Sir, I will obey you, do not punish me on that evil contraption,” she cried out, her eyes pleading to Michael.

“You must learn your position here, Sara and tonight will be your next lesson. Now leave my food and be off with you. Unless of course you want me to increase your punishment for tonight?”

“No, Sir, no,” rushing out of the room. She went back into the kitchen, her face red in shame as she saw John staring at her when she entered. She went into the pantry, a small room lined with shelves on one side, holding the provisions for the house. She could not face looking at John, knowing what she would have to endure tonight at the hands of Michael and that John was instrumental in her punishment. She was grabbing some cans of food when she heard someone enter the narrow pantry. She heard the voice of John and then felt his body against hers, pushing her against the shelves. She was pinned within the tiny confines of the pantry.


“I hear you have seen my handiwork. Michael has promised me some time with you strapped into it. He allows me wide latitude in punishing the maids at the manor and you will be no exception. If you want some leniency with me, you better learn to obey and please me.”

“I thought you were my friend, someone I could trust and depend on?” Sara felt John moving behind her, pushing hard against her. She felt his hands move up and touch her waist, pinning her tightly to the shelves.

John moved his head towards her, his hot breath on her neck. “You will be more then a friend to me, Sara. Much more then a friend. I have such nice things I will do to you and you will do to me. Now, raise your hands up onto the top shelf. Higher, all the way up.” Her hands moved up, slowly climbing up the shelves until they were almost extended up. “Yes, that is good. Now hold still.”

Sara trembled in fear as Johns hands began to move over her body. His hands slid up from her waist, slowly moving up her sides, Sara knowing that they were heading for her unprotected breasts, now thrust up high by her outstretched arms. She felt so vulnerable, pinned tightly to the shelves, feeling John’s hard cock already rubbing sensuously against her ass cheeks. She pushed back on her ass in sudden response as his hands touched the soft swell of her breasts.

“Yes, push back a little from the shelves, but keep your ass tightly against my cock. I want to be able to touch your body. You like that, don’t you Sara. You like being made helpless, unable to stop the ravishment of your own body. I bet your pussy is soaking wet by now. I will soon find out. I am going to make you cum, Sara. You’d like that, wouldn’t you, Sara. Forced to cum for me.”

Sara felt the hands slowly move over the sides of her breasts, fingers running over the flesh held tightly within the silk camisole. She could feel her nipples already hardening in anticipation when the fingers would touch them. She knew he was right, she could feel the dampness between her legs. Ashamed at her own behavior she pushed out from the shelves, knowing that she was allowing him complete access to her body. She pushed her ass against him, feeling the hard cock in his pants rubbing against her cheeks. “No, please don’t,” she begged, but moved her ass sensuously against the hard cock. She felt a tongue push into her ear, a small groan of pleasure escaping from her lips as the wet digit moved around in her ear canal.

John’s hands moved forward, grabbing her up-thrust breasts fully within his large hands. He squeezed them tightly, feeling her push against his cock, straining in his pants for release. “Such nice tits, Sara.” His fingers sought out her nipples, large points protruding her dress out. He grabbed each one of them tightly between two fingers and began to apply pressure. “Do you like it when I squeeze them tight? Does the pain feel good?” He twisted them left and right, pinching harder to make sure they did not escape his grasp. He felt them get bigger from the manual ministration of his fingers.

“OOOOOHHHH,” Sara moaned as her body shuddered in pleasure. Her nipples hurt and at the same time she felt a tremor of excitement move through her body as her breasts were roughly fondled for John’s enjoyment. “Ouch” she cried and arched her ass sharply back onto his cock as he gave her a brutal pinch of her nipple. “OWWW,” again she moved back as he did it again.

His fingers tore at her nipples, making her push back on his cock. Each time his cock jerked in appreciation as her silky ass moved over the front of his pants. He continued to pinch them hard, her ass simulating a fucking motion on his cock. “You are going to be a hot fuck, Sara. Too bad that Michael will get you first. But that pussy will still be tight when I fuck it. Yeah, nice and tight. Keep fucking back on me.”

Sara lowered her hands as she felt the hands move over the front of her dress, plucking open the buttons, spreading the front open, the fat hands yanking the top of her dress off her shoulders, the camisoles straps falling down off her shoulders at the same time. She felt the cool air blow across her naked breasts now, the nipples so hard they hurt. She did not have to wait for long before the hands returned, this time to her naked flesh, the harsh fingers moving over her small breasts, grabbing the dark colored areolas, fingernails digging into the tender flesh. His fingers moved so fast it felt like more then two hands ravishing her breasts, pinching and pulling on the nipples. They pulled her breasts out from her body, his fingers anchored tightly to the nipples. A quick twist brought a sharp yelp from her mouth, her ass pushing hard against his cock. She could only imagine how she looked, her arms high above her head again, her dress and camisole hanging from her waist, naked from the waist up. She was moaning in pleasure as his hands abused her body, her ass rising and falling onto his pant covered hard cock.

“Let’s see if that pussy is wet,” John’s hands sliding her dress down over her hips, the material straining to keep from bursting. His fingers moved over her abdomen, pushing in hard, forcing her ass back hard on his cock again. “Spread your legs, Sara. Be a good girl and spread your legs for me.”

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MAID IN ERROR by enduringshades "Good morning Mr and Mrs Eddington, how are you both?" asked DCI Hunter. "Relieved now the trial is over, Chief Inspector," replied my wife Diane. We were shown into a meeting room by the DCI. A woman was sitting at the table. "Stella Brightman is our witness protection liaison officer," explained the DCI. "She is now responsible for you two and I'll leave you in her capable hands. I will no longer be in contact with you so I wish all the best in...

4 years ago
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The Pampering of Maid Paula

It has been almost a month since Paul Collin's loving wife made the decree that she would never be Miss Jennifer again. Even with hearing those words and knowing how honest Jennifer was, in a dark dirty crevice of his mind the unsure man knew it was too good to be true. He did not accept the fact that his wife did not look down on him for his urges to dress like a woman. How could she be so loving to him when he was so weak and give into dressing how no real man would? The crevice of...

2 years ago
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Maid to Order

NOTE: The original version of this story has been previously posted under the title "Maid" by JLS and is still freely available on the web. I enjoyed reading the original story and decided that it should be rewritten with a TG twist. I acknowledge and thank the original author and hereby declare that this new version should not be shared with anyone under the legal age of majority and/or distributed for profit or other personal gain. I welcome and implore all feedback and suggestions. If...

3 years ago
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The Ruined Maid

The Ruined Maid Belladonna Charles' heart raced as he slipped up the steps of the servants' staircase to their corridor. Not a sole girl was remaining there as they had all changed into their black, afternoon uniforms, leaving their freshly worn lilac dresses from the morning to him for the take. Charles searched the floor in silence to ensure that he was alone as he set about proceeding with his plan. A grin came upon Charles's face and grew wider as he removed his clothing...

1 year ago
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Maid On My Own Will

MAID ON MY OWN WILL By Monica Graz CHAPTER 1 APRON, THE INITIAL SEED She startled me as I was doing the dishes humming one of my favourite tunes. She came behind me, put her hands around my aproned waist and whispered in my ear, "Robin darling I loved the dinner tonight, your cooking skills are getting better by the day. And you look so neat in your apron, doing the dishes now. Thank you for being such a jewel". She kissed me again and her tongue played a bit more with my...

2 years ago
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A LADYS SISSY MAID PARTS 13

A Lady’s Sissy Maid - Day OneSteve was single and it had been awhile since he was in a meaningful relationship, so one Saturday afternoon, he was aimlessly perusing a local fetish contact newspaper when a particular ad caught his eye. It read: “Sissy Maid Sought by Refined Beauty"Classy, beautiful and refined lady is in search of a sincere sissy to perform my household duties and become my personal servant. Applicants must be docile, follow instructions and have a sincere desire to serve and...

3 years ago
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First Sex With My Maid8217s Daughter

Hi I am Eshwar. Now my age is 35, I am from Karnataka State and this is my first sex story that I wanted to share in ISS. In the age of 20-21, I had more sexual feeling on girls/ women’s. I used travel in rush areas such as shopping malls, Buses because I can touch girls / women’s boobs, body. Some times I used to stand behind women/ girls in bus/ shopping malls touching my penis to their ass. I was getting more less thrill, and I had a deep felling to have a sex with women/ girl. Imaging some...

2 years ago
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Thangaiku Theriyaamal Amma Magalai Oothen

Indru tamil kama kathaiyil ilamaiyaana magalum pinbu vithavai ammavaiyum eppadi usar seithu matter poten endru ungaluku solugiren. Suvarasiyam athigam irukum kama kathaikul selalam vaarungal, en peyar karthik. En veethiiyil oru pen ilamaiyaaga sexiyaaga irupaal, avalai thinamum sight adithu kondu irupen. Thinamum aval kalluri sendru varum pozhuthu iru velaiyilum sight adika arambithu viduven. Aval peyar nandhini vayathu 21 irukum, avaluku veetil aan thunai kidaiyaathu. Veetil oru amma iru...

4 years ago
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Extreme Maid Training with Mistress Madame C

Life has become an extremely busy in the C household – and, the general house slave as of late had NOT the met the high standards and range of ever changing skills set out in his contract. As a result -he was fired! The household had to advertise for a new assistant; one with an open mind, one who was adept in the art of assisting Madame’s every whim and alternative lifestyle and, one who was aesthetically pleasing to Madame’s eye and that of her guests. After many months of searching, the day...

3 years ago
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Playing the Maid

Playing the Maid As far as old country houses go, this one was entirely too big to be quaint, but too friendly to be imposing. It stood on its own acre of land about three hours north of San Francisco, up near Napa Valley. While this was a long commute for us, my wife Emma and I had already been telecommuting to our respective offices a few days each week, and we made arrangements so we only had to be in San Fran the same two days out of the week. It was only by luck that we'd...

3 years ago
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The Maid In Plain Sight

The Maid In Plain Sight *** The surgeon looked his patient in the eye. From behind a surgical mask and a pair of clear safety glasses, his eyes looked alert. "Before we begin, I have to ask you. Are you sure you want to go through with this?" asked the surgeon. The patient nodded. "You understand that these procedures are major, and it's going to be a long time before you can change anything back. Some of it can't be reversed. This is your last chance to back out." The...

2 years ago
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The Making of a Maid

The Making of a Maid Belladonna My name is Annie Jones. I was born a rich man's son. My parents named me Tommy Richards after my grandfather who had built our family's multibillion dollar company from the ground up. I had a life of privilege that was most would kill for. Like the other children I grew up around, I was left a substantial trust fund by my parents just as their parents had done for them. By the time, I came into my families money, we no longer owned my...

2 years ago
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Damsel Dominated The Life of a Maid and her Mistress

Damsel, Dominated The Life of a Maid and her Mistress By Lea Rose I have a friend, let's call her Amanda. She's an intelligent, university educated woman with an increasingly exciting career working in digital marketing. She's open-minded, liberal, not scared to experiment. She travels (made obvious to anyone who takes five-seconds to look at her instagram page), takes part in all sorts of athletic feats that I wouldn't dream of (do I want to spend my Saturdays...

1 year ago
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Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

1 year ago
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Crystal Maid Cystal Broken

Crysatal Maid Crystal Broken Mariam eyed him with her big doe eyes as Hamid entered the room. He gestured at her to join him at the small padded bench in the middle of the room. With a single finger he slipped the bra strap of her shoulder. No words were needed and Mariam unhooked her red demi cut bra and stepped out of her matching knickers. He noted with satisfaction her little cock was standing erect. Hamid patted the bench and obediently Marian climbed up and knelled on all...

3 years ago
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The Bettor Maid

The Bettor Maid Belladonna [Based on an idea by Tondelaya] Trystan Pretto stared at the large brown box containing the only clothing that he was going to be permitted to wear that month. He peered up at his wife, Natalie, with a smile as he wondered what ridiculous costume she was going to make him wear given their ever escalating series of bets. They started making bets with each other a few months after they won an interstate lottery. The sum of money they had received ensured...

3 years ago
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The Earl Maid Chapter 4

The Earl Maid By Susannah Donim In the face of threats from local villains, Rob is forced to hide out as Martha, the housekeeper. Chapter 4 "The Earl's not here," I squeaked in my best Martha voice. "We'll wait," said Eleanor's brother. "Through here, Tank." Tank? Never did a man's nickname suit him better. "Just a minute," I said. "You can't..." Apparently they could. They made their way into the main drawing room and threw themselves down in our best easy chairs....

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