Jenny stamped her feet in frustration and watched the pale dust of the ground cloud her feet. She had not been part of the outlaw gang. She never had anything to do with them. Yes, they had passed through her ranch on their way to their next target, but she had not offered them permission or even shelter. She was as terrified of the gang as everyone else. Their reputation for brazen bank robberies and violent escapes from custody had quickly become notorious.

So Jenny understood the strict security and harsh restraints necessary to hold the gang in custody upon their capture. They had broken out of every prison in the region, often using their sexual allure as all female bandits to tempt guards or smuggle weapons into their cells. The authorities had rushed to devise a new way to keep the gang behind bars.

Jenny had heard of the plan and wondered it harsh but necessary. Hearing about it in town she had blushed but felt this would at least restrain these female desperados and teach them a lesson. But Jenny never wondered she would discover herself experiencing this plan first hand or herself locked in such humiliating and strict bondage.

Jenny was not the type of young woman to get into trouble. The oldest of three sisters, she was devoted to her family and making their ranch successful. She dreamed of them earning enough money to leave the frontier and return to the big city in splendor. Many suitors had chased her but Jenny worried they all wanted her for her looks instead of her independent mindset and ambition. With long legs, a slender stomach, and large melon-sized breasts she sometimes thought if she has been cursed to attract men.

When in town she wore long petticoats and loose-fitting blouses that hid her figure. But her youthful face, light blue eyes, and long flowing brown radiated beauty she could not hide. Perhaps because she looked so innocent people all the time tried to scare her with stories. That was how all this trouble began she wondered.

When she was last in town Jack had told her that the bandits had been spotted in the area. He tried to frighten her with a lurid story of how female bandits had seduced a bank manager one town over and made off with thousands of dollars. Then he talked about the new plan the sheriff had when they captured the bandits. “That will teach them a good lesson,” he smiled. “Say, you would look mighty fine in that new uniform Jenny. Just imagine -” Jenny blushed as she cut him off and then curtly refused when he offered to stay with her on the ranch for protection. She knew the way Jack looked and wondered about her was not good.

Still looking back she wished she had taken him up on the offer as she endured far worse now.

When the sheriff and posse rode out to her ranch a few days later, Jenny was not surprised. They must want information on the gang that she had seen riding through earlier that morning. Jenny was not sure what she could tell the sheriff aside from their number – eight – and that they were moving fast to the South. But the sheriff said her evidence was more valuable than she knew and wanted her to record it in front of a magistrate.

Jenny rode into town with the sheriff, glad to be of help. But when they passed the court and went around to the jail she become worried. Still, she trusted the sheriff as he explained to her that the magistrate was working in the jail today processing cases. Only when she was inside and the door shut did she realize she had walked into a trap.

Jenny laughed when the sheriff informed her she was being arrested as a bandit. The idea was so absurd it had to be a joke. But the now cold look in the sheriff’s eyes soon changed her laughter into a cry of shock. She implored the sheriff to tell her what was happening.

She grew relieved when he explained that someone had seen her riding with the outlaws and she had been out of town on some of the dates of prior robberies. This was all an absurd mistake that would be quickly cleared up she assumed. She told the sheriff she would sign papers to appear in court and easily prove her innocence. When he told her that she would need to stay the night in jail and answer more questions, she grew scared. She was a good young lady and good young ladies did not belong in jail.

But seeing no other option she acquiesced. But when handed a box with her jail uniform and told to change, she finally protested. She did not want to wear rough spun baggy prison-stripped pajamas and wooden clog shoes. The sheriff calmed her down explaining she would not have to wear that and with a small huff Jenny entered the room to change.

A few moments later when she opened the box, she realized she had walked into a second trap. Her eyes widened in shock as realized the sheriff had not been lying. But she was a respectable young woman with her virtue intact who could never put on this lewd uniform. Then it dawned on her that they did not think was respectable at all. They really wondered she was a bandit and were gonna treat her like one. She trembled as she recalled what she had heard from Jack, and saw she was in deep trouble. If they really wondered she was a desperate outlaw, she thought what would happen if she did not comply. With resignation, she began to dress.

She was not sure why they gave her a private room to dress herself given what she was about to put on. The sheer prison-striped stockings ended in lace bows which she tightened around her thighs. Her shirt was a similarly striped cropped corset blouse with long sleeves. But the corset was not designed to cover her ample breasts but rather to lift and expose them. Threading her ponytail through the back of her pillbox hat and strapping on her high heels, Jenny finished putting on her skimpy uniform. She shuddered as she saw herself in a mirror. She no longer looked like a respectable young woman but rather a wanton harlot jailbird.

Jenny covered her exposed nipples with one hand and used the other to cover her pussy, but her efforts barely concealed anything. She could not hide such firm and round breasts or her plump labia lips with just her fingers. As she pondered how she could step out of this room and face the sheriff and his team, she began to blush with shame. No one had ever seen her undress let alone dress like a sensual siren. Even Jenny herself was unused to seeing her breasts so thrust forward or her pussy naked. She needed to cover herself somehow. But before she could finish her thoughts, the door was opened.

Standing in front of her jailers wearing only stockings, her exposing corset, hat, and heels Jenny felt more naked than if she were truly naked. With her pussy and breasts framed by her uniform, she well understood how this outfit removed any temptation to see her youthful body which was already on full display. She certainly could not hide any contraband either when exposed like this. Anywhere she went in the prison, she was sure to draw attention that would make escaping much more difficult.

But to stop any chance of escape, Jenny soon found her ankles locked in a 2-foot hobble chain and her wrists bound and linked by a one-foot iron chain. She blushed as she recalled what was next from the licentious stories Jack had told her. That part could not be true she hoped. But as the sheriff locked a thin band of metal around her waist and then went to a cabinet to search for the next part, she began to panic. Soon the sheriff came back holding an item that struck terror into Jenny.

She forgot about her sexualized jailbird uniform as she stared at the cruel contraption. It was a large dildo-like object with a coiled spring at its base. At the base was also a small eyelet. The sheriff tested it by pulling on the eyelet and watching the spring pull down and compress the dildo at its base. Then he let go of the eyelet and watched as the spring expanded and returned the dildo to its full length. “First time we have seen one of these out here. They shipped it in just for you and your friends,” he explained to Jenny with a knowing look. Jenny knew where the spring-loaded dildo was going but was still not ready as she felt it rudely pushed between her labia lips and deep into her vagina. She gasped as its width filled her.

The sheriff quickly attached an elastic strap linked to the front of her waistband and threaded it down through the eyelet in the base of her dildo and up through her ass to lock it into the back of her waistband. Within a few more seconds, Jenny found the end of an iron ball and chain also locked to the eyelet of her dildo. The iron ball was heavy and the chain was only four feet long so there was only a foot of slack between the iron ball and iron links resting on the floor before the iron links of the chain ascended towards her pussy. The weight of the iron links themselves pulled on the dildo so it hung at least an inch lower than it should have as it pushed passed her distended and stretched labia lips.

Yet the worst was still to come as Jenny felt a sharp piercing in her nipples as a thin hot metal ring was forced into each. It happened so quickly and her vagina was still adjusting to the thick intruder that she did not have time to gasp. She looked down in shock and saw the piercings were so thin that they left nearly no marks. But she did yelp when they attached a small bell to each nipple ring as she felt each breast adjust to this new weight. Instinctively, she thrust her breasts to try to dislodge the bells but the only result was unrhythmic chimes of the bells and the discomfort of them tugging on her sore nipples.

When she calmed down, they forced her to pose for her prison photos. Jenny was now too startled to protest as felt the enormous dildo shifting inside her and heard the tinkling of her bells as she moved into different positions for her mug shots. In some photos, she was forced to stand erect in her heels with her hand above her head, and in others bent over at the waist letting her large breasts hang freely.

After the official photos, the press was allowed in. Jenny tried to protest at their photos but demurred when the sheriff showed a menacing crop. As reporters filled the jail, they barked orders for photos they wanted. The story of the popular female bandit now a jailbird openly exposing her breasts and wearing a cruel device in her pussy was too good to pass up. Because she did not look fearsome enough, the reporters demanded she offer bashful poses with her chained hands framing her cheeks and wide open mouth in mock surprise. In others, she was made to lift her heavy iron ball and give a suggestive wink, and in some to coquettishly adjust her corset while coyly looking into the camera.

As Jenny was led to her cell, she realized how her outfit would make escape very hard indeed. Each step in her high heels clicked along the stone floor and rattled her ankle chains, creating noise that drew much attention from passing guards and prisoners alike. This was because with each step Jenny’s large breasts bounced in their corset and her little bells tinkled. Her ball and chain dragged after her in a tug of war with the ecstatic strap holding the dildo in. The result was constant pumping of the dildo passed her labia lips as it was pulled out and then pushed back in with each step.

Jenny was a modest young woman but the motion of the dildo was too much for her. Halfway to her cell, she began to softly moan as the sensation in her breasts and pussy overwhelmed her. She felt her pussy start to lubricate the dildo which caused it to slip deeper out before the elastic strap hurled it into her again. Jenny tried to withstand but each step brought her closer to orgasm as her moans become louder. She begged the guards to let her pause but they shoved her forward as she began to climax. Jenny tried to conceal her orgasm but her nipple bells and pussy juices seeping out in a circle between her dildo and stretched pussy lips immediately gave her away as she blushed in deep shame.

Later, standing in her barren cell Jenny abandoned all hopes of escape. Even if she were a daring bandit, how could she make a run for it if she could not even walk to her cell without stopping to orgasm? She feared what would happen if she tried to run with this cruel ball and chain. And with her body on full display, she could not trade for favors or hide tools to help with escape. If they ever did catch the real bandits, Jenny was sure they would not break out this time. She glanced down passed her ringed nipples to her swollen labia lips and the protruding base of the large dildo and moaned, this time with desperation instead of pleasure.

The next days, Jenny began to learn about her prison routine. Usually, she spent the day on display in her cell and was only taken out twice for brief exercise. With her pussy ball and chain, this exercise was humiliating as she would orgasm multiple times in her laps around the prison yard. Many visitors came to the prison to see the captured bandit who had escaped so many times before. Each visitor seemed shocked to discover the demonized outlaw was such a youthful young lady and marveled at her voluptuous breasts and plump labia lips embracing the thick dildo and cruel ball and chain.

She was allowed to talk to visitors, only if they asked her questions and only if she could maintain a proper ladylike tone and appearance. Jenny quickly found out what this meant when she was cited for her left stocking not being straight and one of her bells not centered directly below her rosy red nipple. A thick dildo gag was forced into her mouth and a tight leather punishment hood over her entire face. Heavy weights were added to her nipple rings. Worst, a new device was forced into her virgin anus. It felt like a cold metal tube but then expanded as it stretched her in new methods she never imagined. She tried to call out but the dildo gag muffled her screams into small whimpers. Jenny had no idea how long she wore the punishment gag, hood, weights, and pear for.

Jenny was relieved when two eye slots were opened in her punishment hood and she was at least able to see again. Her blue eyes stood out against the black leather covering her face as they were wide with fear and flooded with tears. She tried to recall the prison rules as she clasped her hands behind her head and thrust her breasts out in the inspection position. The sheriff looked her over with disgust and asked her if she now remembered what ladylike conduct meant. Jenny nodded her hooded head and bobbed her breasts up and down to affirm, knowing she was not allowed to talk to guards for simple messages like this despite the gag in her mouth. Jenny vowed to follow all the rules carefully.

Since that experience on her second day, visitors all commented on how much attention she paid to her skimpy jailbird uniform. Before approaching the bars to meet a visitor, she would carefully adjust her large breasts and ensure her nipples were level and bells hanging straight down. She would adjust her pillbox hat and check her stockings before ensuring her dildo eyelet was parallel to her hobble chain. The eyelet was almost never parallel as the dildo never stayed straight inside of her and so Jenny had to adjust it with her fingers. Then she checked her ankle and wrist cuffs to ensure the locks all faced inwards. For such a scanty uniform, Jenny found much to check and adjust.

She was also responsible for the condition of her uniform and cell. Visitors sometimes found her shining her heels or polishing her chains. But they most often found her cleaning the floor. In such a dry dusty region and with a cell exposed to the yard, Jenny learned she needed to constantly clean. She had a mop and brush to keep the floor pristine. But like the rest of her uniform, her cleaning tools were not standard.

When the sheriff first brought her these tools, she was hunched over adjusting her dildo. “Are you playing with yourself?” he shouted as he entered the cell. Jenny shook her breasts side to side to indicate no as she hurried to assume the inspection position. She sheriff looked down at her dildo and gave her permission to explain herself, “Please sir, I was turning it so it would be straight and ladylike. It always twists when I bend down to polish my heels. You can see how clean my heels are. Please do not punish me,” Jenny pleaded. To her relief, the sheriff nodded in agreement. But her small victory was short-lived.

Jenny looked at the curved pieces of metal with a questioning look on her face. The straighter end of each terminated in the smallest sponge and brush she has ever seen. The brush was maybe one inch wide and the sponge the same. Perhaps it would be good for cleaning piano keys, but little else Jenny wondered. Near the curved end, opposite from the tiny brush and mop, was metal shaped egg. Jenny continued to puzzle over it all as the sheriff ordered her to bend forward. Then she understood only too well.

The sheriff had forced the egg into her virgin anus. She startled at the invasion as her chains rattled and bells chimed with her trembling body. As she tried to stand up straight, she felt the egg shift deeper into her before stopping her motion when she was nearly able to stand up erect. She turned her head to see the ridiculous little brush was now level with the ground. If she leaned forward the little brush would rise from the floor and if she tried to stand up straight she could apply more pressure to the little brush at the expense of letting the egg put more pressure in her anus. She gasped as she realized how she meant to clean.

“When you finish sweeping, swap out the brush for the sponge and mop the floor clean. Don’t let me catch you with an unladylike uniform. And don’t try cheating because if anyone catches you using your hands you will be in for a stampede of trouble,” the sheriff ordered as he walked out of the cell. Pondering the magnitude of the task to be completed in her lustful uniform and lewd ball and chain, tears filled Jenny’s eyes. She should have a ball and chain on her ankle and broom in her hand she sullenly wondered, not in her pussy and anus. No, she pouted, she should have none of this at all. Jenny stamped her feet in frustration and watched the pale dust of the ground cloud her feet.

The sight of the dust turned her mind back to the task at hand. With tepid steps backward she pushed the miniature broom a few inches. The egg bounced inside her as the broom bounced on the stone floor of her cell. She focused on taking very smooth and feminine steps and was rewarded with the egg not stretching her further. She gently squeezed her anus and found with a little extra pressure she could better control her tiny broom. Soon she had a clean stripe along the cell floor that marked her progress to the back of the wall. But when there, Jenny groaned as she saw that needed to sweep the dirt out through the bars at the front of her cell.

Turning around with a broom jutting from her anus proved a challenge as Jenny realized sweeping the corners and along walls would take more planning. As she positioned herself to broom towards the bars now, she spontaneously checked her uniform. Her breasts had become nudged in all the leaning and turning and she quickly centered them back into their corset cups and ran her finger through her nipple bells’ chains to make sure they were level. Her dildo had turned itself again and she twisted it back into place with stifling a low moan. It was not right to make a young lady touch herself like this she abashedly reflected.

In the time it took her to sweep half her cell, a small crowd had gathered and was watching from the cell bars. Jenny could feel their eyes on her ass as they gazed with amazement how the broom vanished between her round tender butt cheeks. But they watched her even more intently as she adjusted her breasts, dildo, and uniform with each turn. They seemed to forget about her ball and chain now, but Jenny did not. Even with her small feminine steps, the ball and chain still had to move with her and now the dildo slowly pumped in and out of her puffy pussy lips. With dismay she recognized moisture dripping down her thighs.