The boy, packaged up. The girl, as you know, is a goddess, armed with an immaculate swinging mummy rigging, a vibrator locked on the wrong side (or the right side) of the chastity bars, and the iciest eyes this side of a white walker. The heartless allure of this transcendent tease scene will echo in your silly breath.

After weeks in chastity a cleaning is required. Restrain the male. The male has little control and the Female must remain vigilant against desire, despite even the best training. Tissue massage, gentle cleansing--and if the subject shows desire... oh. Well. My word. I see...

Caprice has been serving her life sentence in the Chastity Prison where she will be confined in a chastity belt for the rest of her life. Her lustful and hedonistic lifestyle has come to haunt her as she still feels the urge to pleasure herself. She secretly fights the belt in her cell, trying to loosen its grip on her body, a crime in Chastity Prison. One inspection will change her fate as she rebels against the establishment of the prison, trying desperately to hang on to the hope that she might just regain an ounce of freedom.

Caprice murdered her husband in cold blood. Many affairs, an indulgent, hedonistic lifestyle and the anticipation of an insurance pay out drove her to kill her husband. Convicted and sentenced, the Judge called this a vicious crime of passion, and ordered Caprice to serve her sentence in the experimental “Chastity Prison” for the rest of her days.Now waiting for the guards, Caprice has not only lost her freedom, but will soon lose her “passion” as she awaits the belting. It's becoming clearer all the time why they call this dreaded place “Chastity Prison.”

Mistress Bunny doesn't need her slave's cock but only his mouth to get off. She just has no time or patience to deal with a needy cock and knows they are best kept locked in chastity. Mistress Bunny uses a paddle on her slave's ass to teach him a lesson in restraint, servitude and doing whatever it takes to please. Good boys should only care about the pleasure of others as she gives him a treat of worshipping his Mistress's pussy. He gets the satisfaction of knowing he can make her pussy cum by just the use of his mouth while his cock remains useless and always out of reach. He is not allowed to stop licking and pleasing his Mistress's sweet cunt until she has been fully satisfied. The slave will learn that licking ass and pussy is his only sex life now as Mistress Bunny grabs him by the head and grinds away to orgasm.

Mistress Bunny Colby hires a stud from Man Maids LLC who ends up not having the required skills to clean the home as she has requested. Since he can't perform the one task he was required to accomplish Mistress Bunny gives him a brand new skill to bring to the table. How to get fucked by big, strap-on dicks will be his new selling point as Mistress's from around the world hire him for their enjoyment.

Mistress Bunny's keeps a house boy to pamper and attend to her every need. One of the house boys many duties is serving her dinner every night, but he has been slacking a bit lately. He tried to serve her microwaved leftovers for dinner... and she is not pleased with his little stunt. Bunny throws away the dinner and informs him that his only dinner for the next month is going to be licking her pussy. She orders him on his knees to make up for the disgraceful food he tried to pass off as "dinner". If pretty boys can't cook they need to lick pussy very well to be kept in the slave stable.

Mistress Bunny Colby's slave has been slacking off at work having a hard time paying attention. She hates knowing her slaves are distracted as Mistress Bunny only wants boys who pay attention and do the tasks they are told. Due to his focusing failures, she needs to train him to be a proper bitch and chastity is the perfect tool to help steer him in the right direction. If he doesn't focus while his cock is teased in chastity he will know nothing but pain as it gets crushed behind steel bars. Mistress Bunny pulls out all the right toys to make it as impossible as she can for her slave to keep his caged dick soft. By the end of his training, he will be a perfect employee who knows how to properly focus and make his Mistress proud. Of course his chastity will never be coming off so learning to focus isn't an option....its a requirement.

An inmate known as Bubbles is being transported to Chastity Prison where she will be forced to wear a chastity belt for the duration of her stay. Bubbles is a repeat offender on the streets. With a history of drug running and prostitution, it is only a matter of time before she winds up in jail for more time. Despite her history, it seems no amount of jail time can calm this deviant. In fact, she has quite a history in jail with many instances of deviant behavior among her fellow inmates. A little bit of playtime with her cellmate here, a more forceful incident of deviance with another. She is almost practically running the prison.Because of this, a inquiry panel recommend that Bubbles be transported to our brand new experimental facility known as Chastity Prison. It is here that this career, out of control, inmate will finally be controlled, and in the most cruel and intimate way. Like its namesake, Bubbles will be forced to wear one of our special chastity belts which will prevent her from having any sexual stimuli. She will be wisked away in the middle of the night to her new location, and despite her tough demenor during her belting. We are sure she will crack under the weight of her new metal underwear. And we also have many other surprizes for her...

Enter the strange and twisted world of chastity prison...

Fancy Steel proudly presents 'Chastity Prison: 24-Hour Challenge' - the first in our new film release collection, coming this November. 'Chastity Prison: 24-Hour Challenge' is a two-part series, starring Bubble and Mofo, as previously featured in 'Transportation'.In a first of its kind, the '24-Hour Challenge' was shot over a continuous 24-hour live stream, as Bubble surrenders to complete isolation as the newest inmate of Chastity Prison. You won't miss a second of the action, as we follow her incarceration via CCTV footage within the prison, with cuts to 4K cinematic vision live, up-close and personal.With special guest appearances from Opal (aka Celestial Fae) and Nikki.

Goddess Brittany Andrews shows her slave absolutely zero mercy as she ruthlessly massages his prostate by using a big, thick strap-on deep in his ass....

Mistress Mommy Brittany Andrews has a solution for her boy jerking too much, the spiked chastity cage. He needs to learn to control himself around women and the razor sharp spikes will force him to keep his cock soft in the presence of Mistress Mommy. She makes sure the cage is completely effective by rubbing her pussy against it and licking the cage. He is so aroused but scared of the brutal cage on his cock.

Supreme Commander, Brittany Andrews is gifted a slave, Tony Orlando. Miss Andrews takes the slave on a journey from a supposed man to full on sissified bimbo slut. Bound in rope, this sissy gets pegged with a big dildo. Next, she ties him up, standing naked, bound to bamboo with a ball gag in his mouth. Miss Andrews takes advantage of this vulnerable position and torments his flesh with assorted tools. In the final scene, Tony is dressed in a slutty pink outfit. His hair is put into pig tails. The Commander shoves a Fleshlight into ass and she fucks it with a dildo. She jerks his cock with it, and then squeezes his load out, into his mouth. Brittany makes Tony wear a pink strap-on and she fucks herself with it instead of his aching cock.

Brianna has been thinking about her lover all day. She is very turned on fantasizing about his chiseled Alpha male body. Unfortunately, her Alpha male isn’t available to come over and pleasure her like she needs. But her son, danni, is home. Danni is being trained by his mother to serve her every need as a sissy. Danni’s body looks nothing like his mother’s lover’s, but since he’s the only available option, his face will have to do. Brianna rides her son’s face while picturing her superior male lover. Danni wears a tight corset, garters and stockings as part of his training. He is locked tightly into chastity, so that the pleasure is all for his mother. Brianna uses a vibrator to ensure that she has a nice orgasm. Danni, acting like a disobedient girl, objects to helping his mother. Mother sets her sissy son straight and tells her to hum into her pussy so she can get off. If danni fails to make his Mother cum, he will be left in chastity indefinitely. Brianna rocks her hips until she climaxes. When she’s finished, Brianna puts her stockinged feet on danni’s face. Danni must kiss his mother’s feet and thank her for the opportunity to be useful. When Brianna’s Alpha comes over, danni must answer the door. As a good sissy, he must be submissive to both his mother and her Alpha. Danni worships his mother’s stockings until there is a knock at the door. Hearing the knock, he knows what he must do…

Natalya cinches her brother into a tight corset. She and her friend, Chloe, are turning him into a sissy. Danni, Natalya’s brother, complains about what the girls are doing to him. The girls laugh at him and do it anyway. Danni is almost fully transformed. The girls have made her wear a long wig, and pink garters with a matching collar, in addition to her usual chastity device. But Danni really does not want to be humiliated any longer by being dressed up this way. She puts up a stink, and Natalya responds by calling their Mother into the bedroom. Brianna enters to find her daughters quarreling. Brianna must reinforce to Danni that there are no males allowed in the household. She must go along with Mother’s rules and be a good girl. Brianna makes her son put on the satin panties that started the argument between the siblings in the first place. The females finish dressing Danni to fully-transform the awkward young man into a pretty girl. They complete the transformation with a lesson in poise, and taunt Danni with hints at what will come next for her…

Danni’s mom, Brianna, has been training him to become a sissy. Danni’s younger sister, Natalya, is helping her mom with the training. Danni has been fully transformed into a sissy, complete with corset, makeup, high heels and pretty hair. Natalya has invited her friend, Chloe, over to watch. Danni thinks that Chloe is the prettiest girl in school. It is especially embarrassing for danni to be fucked like a girl by his mother and sister in front of the prettiest girl in school. Chloe takes video of danni while he gets fucked by his mother and is forced to suck his sister’s dildo. She is going to show everyone at school what his mother and sister have made him do. When mother is done fucking danni from behind, it’s his sister’s turn. Danni does not want to be fucked by his younger sister. But mother insists. His little sister fucks him so hard, his chastity jingles. Chloe makes danni read aloud pages from a young adult romance novel, while his sister fucks him. The romance novels are part of danni’s training to make him more feminine. Chloe knows that danni wants to date her, but she is excited to set him up on dates with older men instead. He is being trained to identify with the girl characters in the romance books, since he is unfit to ever play the boy’s part. Natalya lifts her brother’s leg up and fucks him with his legs spread. That’s how girls like to get fucked. When Natalya has finished with her brother, mom starts up again. Brianna makes her son tell his family that he loves them. She makes him thank his mother and sister for taking his virginity. Brianna tells her daughter that she can have a slumber party and invite her girlfriends over to help train her brother to take more cocks. Chloe starts the guest list in a group chat. They will invite the whole cheer squad to start.

Odette enjoys a bowl of breakfast cereal. Across the table, her brother is pegged by their mother. Today is a special occasion. It is Odettes birthday breakfast. Today is the day Odette will receive the key to her brothers chastity. She grins from ear to ear as her brother grimaces in discomfort. Odette wishes that every morning were her birthday. Every minute keeps getting better and better for her. Odette is presented with the key to her brothers chastity! Finally! Overjoyed, Odette sits on the table across from her brother, so that his key is eye level. Danni is made to sing to his sister while his mother fucks him. Danni does not seem to be putting enough effort into his singing. His mother and sister threaten to fuck him with a larger cock. Danni is motivated to give a little more effort. Odette crawls under the table, so that she can see her brothers chastity bob as he gets fucked. Odettes sister, Lola sits down to breakfast. Lola and Odette share a bowl of fruit while being entertained by their brothers pegging. Mother and daughters make plans to purchase some new implements of torment. Odette has determined that her brother needs a bigger butt plug as placeholder for their mothers cock. Brianna thinks it may be necessary to get the a shock collar as well. Odette makes plans to peg her brother later, when all her friends are watching. Mother thinks thats an excellent idea. Everyone will run a train on danni at the party later in the night. For now, though, everyone has to get ready for school. Danni has to drive his sisters. Odette tells danni that she wants him to stop and buy her another present on the way.