Chaste (A One Week Chronicles Story) Pt. 02

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
Louise69
Louise69
328 Followers

"One second," said Maggi, raising a finger and smiling at Cheryl. "That door leads to the guard's dorm. The whole ground is ringed with wire fencing, attack dogs, security cameras and, most importantly of all, men who value life with contempt. If you try to escape, they will kill you. Horribly, painfully and with great satisfaction. They will sleep like children that night."

Cheryl felt herself go weak at the knees. Maggi stepped forward and pushed her against the door, opening it and forcing her into the room behind.

"This is where you will stay. If you refuse any command, you will be beaten. You refuse again, you will be beaten and a bone broken. Refuse again and we break two bones. We are patient. We can wait for you to heal. Do you understand?"

Cheryl, too shocked at her predicament, could only blink in fear. Maggi sighed and nodded to the guard. He stepped forward and smiled, cracking his knuckles as he closed the space between himself and Cheryl quickly, backing her into a corner.

"I understand, I understand," she screamed, holding out a hand to ward him off. He stopped at a curt word from Maggi and stepped away with a smirk, leaving Cheryl petrified.

"Good girl," said Maggi. She waved an arm to indicate the room that they were in. "In here, you will find all manner of delight and suffering." Cheryl looked around, her heart sinking with disbelief. At Emma's, her wife, she had one wardrobe stuffed with sissy clothes and sex toys. Before her now was an entire room, longer than she had seen any before and wider too, almost the size of a hall. The walls were stuffed with all manner of fetish clothes and apparatus. There were all kinds of straps hanging from the ceiling and a small bed at one end of the room. It was made with metal rods, hooks and straps hanging with casual malicious intent.

A metal chair was bolted to one wall and it had a hole in the seat and a cage where her head would be.

Cheryl started to cry. This had all started when she'd had an affair. Back when she thought of herself as male. He'd been unhappy in his marriage and thought he'd found real and lasting love. Now he was sold into slavery to be abused and used without respite or rescue.

Cheryl wished that she had died on that boat, vehemently wanted to curl up and die but Maggi interrupted her thoughts.

"You shall be known as Doll," she said, suddenly business like. "Any request made by any individual shall be a command to you. Whatever they ask. You are to change now so that we may present you to Karl. Do you wish for your guard to assist you in dressing?" Cheryl shook her head, frightened of what he would do.

"Good," said Maggi and started to walk along the length of one wall, picking out an outfit for her to wear. "You should always dress to please. The sluttier and more sissy the better. I will choose your outfits until you can be trusted yourself."

She picked out a frilly satin sissy dress that had a tight bodice and flared out at the shoulders and skirt. The skirt was high, pushed up by frilly lace and so high that Cheryl's chastity device would be on display. Maggi then chose a thick, pink collar and white stockings with bows on and a pink corset that looked far too thin for Cheryl to wear.

Maggi then picked out a pair of knee high boots and held them aloft as she spoke. They were made of pink PVC and had a wedge ballerina heel, at least seven inches.

"These are your training shoes," she said with an evil smile. They had several straps around the PVC and locks hanging from each one. "We lace you in, cover the laces and then lock those with ten padlocks." Cheryl gulped at the prospect of being locked into such high heels. They were wedge, which would make it easier for her, but would still be difficult to stand in, let alone walk. Maggi then tossed a pink plastic chastity device at Cheryl and told her to put it on. She gave a cruel smile.

"Oh, that's right," she said. "You need a key to take yours off." She walked over and reached to the chain around her neck, pulling a key from her cleavage. She lifted it over her head and grabbed Cheryl's device, unlocking the padlock and yanking the device free. She clicked her fingers and Cheryl, understanding what she wanted, handed her the pink plastic chastity device. It was smaller than the one she had worn for the last few months.

"This is much more girly and befitting a sissy like you," Maggi said and locked the device around her shrivelled cock. She looked down at Cheryl, an evil glint in her eye.

"Now then," she said. "Let's get dressed." She picked up the corset and told Cheryl to raise her arms. She hesitated for the briefest of moments, debating whether to disobey but she knew it was futile, that some form of punishment would occur and that she was completely trapped.

Better to wait it out, let them think they've broken me and then find a way to escape, she vowed, all thoughts of death slipping away. It was a tiny slither of light in a vast sea of despair, but she set her compass to it and clung on to the slender notion of hope.

She raised her arms and allowed Maggi to pull the bright pink PVC corset around her waist.

"Bend over," commanded Maggi and told Cheryl that she had to wear a corset every day without fail. "It will shape your waist and you'll find it gets more bearable," she said as she tightened the ties, pulling the corset tighter with every pull. Cheryl gasped for breath and closed her eyes to let the sensation of breathlessness pass. The corset had built in silicone breasts and shaped her figure into a perfect hourglass. It allowed very little movement and she struggled to get on the white stockings. As she did so, Maggi stalked to one side of the room and picked up a vibrating wand.

There were a dozen lined up on the wall. Each one battery operated and each one a long handle with a slightly bulbous end.

As Cheryl finished with the stockings, Maggi turned on the wand and spoke, her voice cruel and taunting.

"I'm going to break your mind and create something entirely new," she purred. "I'll make it so that every time you put on a corset or stockings, you'll cum. Every time you wear heels, the taller the better, you'll cum and I'll make it so that even the thought of wearing a maid's uniform will have you creaming your knickers."

She moved the wand so that it touched Cheryl's chastity device and a loud vibration filled the air. The sensation pulsed through Cheryl's cock and she tried not to allow herself to become erect, painful as the plastic pushed back harder than her soft flesh ever could. She moaned and tried to control herself, but her cock betrayed her, a ruined orgasm leaving her unfulfilled as cum dribbled from the hole in the tip of the device.

Cheryl closed her eyes to control herself and she heard a soft chuckle from Maggi.

"Now the dress," she said and forced Cheryl to step into the dress while she zipped up the back and padlocked her in. The soft satin was tight, stretching over her heaving breasts with difficulty, the stiff collar forcing her to lift her head slightly. Looking down, Cheryl couldn't see her feet, so wide were the frills of the skirt. Once again, the wand was used and Cheryl made to stand until she was brought to climax, ruined or otherwise.

It took longer this time, but Cheryl knew that Maggi would take as long as it needed. Once she had ejaculated for the second time, Cheryl was made to sit while Maggi tugged the training wedges over her feet. She could feel her ankles bend at an unnatural angle and gasped as Maggi tightened the laces all the way to her knees. She then lay a flap over the laces and locked it in place. It took a few more minutes to tighten each of the four buckles that were evenly spaced up the pink PVC boot and padlock them into place.

Ten padlocks. She would never be able to escape. Maggi ordered her to lie back with a curt command and Cheryl, too numb to consider disobedience did as she was ordered. She lay there, her body writhing under the wand as Maggi brought her to orgasm once more. Minutes later, Maggi told her to walk to the dressing table and apply her make-up as sluttily as possible. It took an age to walk across the room. Her wedge ballerina heels made walking exceptionally difficult and her corset was too tight to breathe properly.

She felt tears well up in her eyes and wiped them away, furious with herself for showing such weakness. She eventually made the journey to the dresser and sat in the mirror, carefully ignoring the sissy maid uniform she wore. Her chastity device poked out from the skirt and she could see the cum dribbling from it.

She felt humiliated and couldn't stop the tears. They flowed freely and she started to sob. Maggi let out an irritated sigh.

"Stop crying or I'll have the guards come in and give you reason to cry." Cheryl did her best to stop, but her eyes were puffy and red. Maggi crossed the distance angrily and grabbed Cheryl by the collar with surprising strength. She dragged her across the room to the bed and forced Cheryl over her lap as she sat on the mattress. A sharp pain erupted from her arse cheeks as Maggi slapped them hard.

Cheryl cried out in pain and Maggi slapped her again, an agonising jolt through her body. More yelps, more slaps. Eventually, Cheryl managed to control herself and held back her cries as Maggi slapped her. After three successive slaps in which Cheryl didn't cry out, Maggi pushed her off, Cheryl tumbling to the floor.

As she tried to stand, her shoes, corset and sissy dress making the task difficult, Maggi went to another corner of the room and reached for some items that Cheryl couldn't see.

"Back to the dresser," snapped Maggi, anger lacing her voice with contempt. Cheryl managed to walk to the dresser, her exposed cheeks red raw and stinging. As she sat down, Maggi approached from behind her and reached round with a ball gag, forcing Cheryl's mouth open. She buckled it wordlessly, pulling it tighter and tighter and making Cheryl wince.

Before she realised what was happening, Maggi unlocked the zip to her dress and pulled the high neck down. She then forced a rubber doll hood over her head, a lifelike representation of a woman with wide eyes and painted lips. As she zipped it up and tucked it below the collar so that she could zip the dress back up and lock her in, Maggi spoke.

"I send you to Karl with big red eyes and snivelling tears, he'll have us both shot. Until you can control yourself, you'll be in this hood." She snatched at a blonde wig from the dresser and placed it over Cheryl's hood. She fought a rising panic, unable to say anything through the gag and unable to see much through the tiny holes in the eyes of the hood.

Suddenly, she felt the wand against her caged penis and closed her eyes, desperate to control herself but failing miserably as she was brought to orgasm. Moments after, Maggi moved into her field of view.

"Now then, Doll," she said. "Let's go and meet your new owner."

Cheryl was led through the complex, Maggi pushing her faster as her impatience grew. Cheryl was struggling to walk. Not only was she in ballerina wedges, her dress and corset were too tight and the hood made it difficult to see where she was putting her feet. Not that she'd be able to see over the frills of her dress anyway.

Eventually, they came to a large open courtyard and Maggi pushed her to the large doors at the far end. She felt so embarrassed by the smirks and laughs that the guards, servants and associates threw in her direction. She was openly mocked and tried to blank out the taunts and mockery.

She failed miserably.

As she neared the doors, they opened and a nervous young man scampered out. He saw Maggi and whimpered in terror, scuttling way from her as quickly as possible. They might be afraid of Karl, thought Cheryl, but they were terrified of Maggi.

Karl's room was huge and lined with marble, huge slabs of stone covered with throws and rugs to ward off the chill. A large table dominated the left side and a roaring fire blazed in a fireplace to the right. At the end of the room, raised as if on a throne, sat Karl. He was taking quietly to a man next to him and Cheryl was able to look at him openly through the tiny holes in her mask.

Karl was a small man, thin with balding hair and a hook nose. He looked innocuous, hardly the kind of man who smuggled guns, drugs and people all over the world. He eyes were sunken pits and they held no pity or remorse. Maggi pushed Cheryl forward and stood next to her as she waited for Karl to finish his conversation.

When he was done, the other man hurried away and exited through a door behind the raised chair. He barely looked at Cheryl and indicated for Maggi to join him with a flick of his hand. Maggi hurried up to him and gave a little bow. She spoke quietly and Cheryl couldn't hear what was said. Her world was filled with her ragged breathing through the gag, amplified by the female hood she was forced to wear.

As Maggi spoke, Karl glanced in her direction, his eyes moving from her feet to her head and then he ignored her. His mouth curled into a smile at something Maggi said and then he nodded and ushered her away. Maggi stepped from the raised platform and nodded to someone in the shadows.

"This way," she said and beckoned for Cheryl to follow her as far as the entrance to the room. She clicked her fingers and pointed to the left of the door as someone emerged from the rear of the room with a tray that held several glasses and a bottle of expensive whisky.

"Stay here," said Maggi. "Hold this and don't move. You'll be shot if you do." Without a second glance, Maggi turned on her heels and walked away as a nervous looking man held out a metal tray for her to take. Numb to what was happening, Cheryl took the tray and stood. Her feet hurt, she couldn't breathe and she wanted to curl up and cry.

The same spirit that had kept her alive on the boat trip to this twisted version of Hell still burned within Cheryl and she forced herself to stand tall as a group of guests entered and she served them drinks. A few took a double take at her appearance, some openly laughed and some ignored her completely. She was a symbol of Karl's dominance over someone, nothing more.

Cheryl's Achilles started to cramp in her boots but there was nothing she could do. She tried to stretch her feet, hop from one foot to the other, all the while pouring more drinks. She was sweating in her hood and ignored the laughter that was directed at her.

After several hours, Maggi came to collect her, bowing to the group of men and apologising for taking her away.

"She will return shortly, before the evening commences gentlemen. I'm sure you will be most pleased."

As she led her away, Cheryl couldn't help but wonder at what depravity awaited her that evening.

Chapter 6

Cheryl was on her knees by the entrance to the courtyard. Her hands were cuffed to her ankles, immobilising her in that position. Maggi had removed the hood and gag and asked whether Doll was able to stop crying. Cheryl nodded that she would be able to do that. Maggi gave her a patronising pat on the knee.

"Good girl," she said and told her to strip. As she did so, Maggi spoke in a lazy drawl, every syllable oozing menace.

"We have many years ahead of us. You think you're a broken man? That you've lost everything? No dear. I still have your mind." She made Cheryl keep her corset on but changed her dress for a simple pink frilly skirt that was only three inches long. More of a symbol of a skirt. It matched her corset and so looked like part of the outfit. She was a vision in pink. Even her chastity cage matched the colour scheme. Maggi tied a pink bow over the shaft of the device and chuckled as she used the wand to bring Cheryl to another orgasm.

"Please stop," said Cheryl breathlessly once cum had dribbled from her device. Maggi laughed.

"Stop? I've barely started," she replied and made her walk back to the courtyard, taking her through the maze of corridors and stately rooms. Without her hood, she felt more exposed, unable to hide behind anything other than her make-up. Now everyone knew what she looked like. When she arrived, Maggi made her kneel and used two pairs of cuffs to stretch her arms behind her back. It was an excellent way to immobilise her.

Maggi then produced an O-gag from her bag and forced Cheryl's mouth open before locking the straps behind her head. With the gag in place, she couldn't close her mouth and anyone could do as they pleased with it.

"When you cum," whispered Maggi in her ear. "Then I will untie you and let you go to bed." She walked away then, her cruel laughter echoing through the empty courtyard.

It didn't stay empty for long. The area soon filled with guests and a party atmosphere filled the space. Stranded by the door, Cheryl felt humiliated as the guests looked at her with open curiosity, laughed or chuckled at her plight. Most understood the subtle display of power. Some took it as a warning of what he could do to you.

As the drinks flowed and Cheryl's mouth dried up, some of the guests decided that her open mouth was too inviting to pass up. The unzipped their trousers and pushed their hardening cocks into her mouth, holding her head as they thrust as deeply as possible. Some came down her throat and she struggled to swallow their semen as she couldn't close her mouth to swallow. The thick fluid dribbled down her chin as more guests emboldened by drink and their friends also decided to have some fun.

Cheryl tried to block her mind, tried to push the horror away as another man removed his cock just as he came, splashing it in her eyes and hair. She blinked the cum away as another man thrust his cock in her mouth quickly coming deep into her throat. From the corner of her eye, she saw Maggi, sat in the shadows, watching Cheryl with hooded eyes.

She never did cum that night, couldn't find the means to and it wasn't until the sun started to rise over the top of the courtyard did Maggi untie her and lead a sore and sticky Cheryl to her bed.

Chapter 7

Cheryl woke with a start, hoping that the previous day had been some kind of nightmare. It took moments to realise that it wasn't. She had been told to strip apart from her corset and allowed to sleep in the bed at the end of the room in which she would eat, dress and spend most of her time. Maggi had put a thick collar around her neck and padlocked a chain from that to the metal post of the bed. Unless she could pick locks or find a hacksaw, she was trapped. The night offered no means of escape, though there was respite from Maggi and her wand.

The day ahead was similar to the last, though this time, Maggi told Cheryl that she would give her more of a fighting chance to finish her night early. After the same routine in which she put on her stockings and training shoes, Maggi would use her wand and then she would put on a sissy maid's uniform that was high enough to expose her cheeks and chastised cock. Maggi would then use the wand again.

This time, instead of an O-gag, Maggi forced some rubber lips into her mouth that had the same effect but looked like a pair of large lips, parted in anticipation of cock. She then had Cheryl sit on a giant dildo, the silicone pastiche of a real cock forcing its way deep into Cheryl as Maggi once again used her wand.

"Remember," she whispered after Cheryl's ruined orgasm. "Cum again and you can go free."

The night passed much like the previous one. The revellers ignored her or laughed at her in the beginning and then used her as a sex toy for the rest of the evening. This time, even more guests pleasured themselves in her and she closed her eyes and writhed on the large dildo in a desperate attempt to force an orgasm. She had been able to do it with Mary on their last night together, cuming simply by a slow and methodical bout of love making. She had done it before, but couldn't do it when her sanity depended on it.

Louise69
Louise69
328 Followers