Revenge for the scammer (Patreon)

Sketches: https://www.patreon.com/posts/56160702

Continuation: https://www.patreon.com/posts/56203748

Several months have passed since Jack fell into the hands of the feds on big money scams. If someone met him now, they would hardly recognize him as the very same Jack Palmer - a young ambizioc fraudster who was once one of the most promising fraudsters. But even Jack was tracked down, although the FBI had to spend a lot of time on it.

But even when he fell into the hands of the police, he behaved insolently and rudely until the last moment. He showed everyone that they had detained the wrong one and used all his resources and funds for expensive lawyers, confident that he would remain free. It was a high-profile case and was followed by all of America. But in this case, justice was done and Jack was given a life sentence in prison for all his atrocities.

But no one knew that immediately after that, one of his lawyers found a loophole. More precisely, Jack thought so. He was offered to take part in one experiment.

In words, everything was simple. He had to live for a year as a secretary and in a rich house with one of the most influential people in the government and one of the richest people. In whose house there was a secret. But that sounded great until Jack found out that he would need to be more than just a secretary in this house, but a woman secretary. It embarrassed him a little, but in the end, pretending to be a girl for a year for some perverse purpose of some rich pervert was better than spending his entire life in jail. In addition, the prosecutor wanted to appeal the case in order to give Jack the maximum sentence - the death penalty.

He hesitated a little, but signed all the necessary papers. And he already imagined how he would live in an expensive mansion instead of spending his whole life in prison. With a grin, he drove there in a prison car.

And he was not deceived. Straight out of the car, still in handcuffs, he found himself on the territory of a rich mansion. But his delight was short-lived. A few seconds later, the guards of the mansion, who took him out of the hands of the police, put him to sleep.

Shocked, he woke up in a hospital gown in some hospital room feeling a new weight in the chest area. Rising up, he saw that his chest was wrapped in bandages with a clear silhouette of two hills. He wanted to scream, but could not because he was numb. Feeling the tax medical bandages around his neck, he threw off the hospital sheet in horror and saw that the entire groin area was also in bandages. His rage was quickly pacified by the local orderlies.

The next time he regained consciousness without bandages, but tied to the bed. As the doctor said, "It's all for your good, Ashley." Trying to argue Jack did not recognize his voice, his voice became much higher and squeakier. 

...

Jack threatened and asked to change him back. He was angry and displeased with what was done to him. The clauses of the terms of the contract really sounded controversial - "To live and work in an expensive mansion as a secretary girl" and "The customer provides everything the employee needs." Nowhere was it written that female implants would be inserted into Jack, they would have vaginoplasty cut off his slit and give him female vocal cords. The implication was that the customer would provide clothing, housing and work. That's what Jack and his lawyer thought. It was possible to sue for the illegality of this, but in fact it was difficult. Jack would only attract unnecessary attention and end up in jail for life at best. No one would return his male parts to him, and a prison term in this form would seem like a nightmare to him. Therefore, he had to accept these conditions.

The owner of the mansion and an influential person unexpectedly for Jack turned out to be one of the businessmen he deceived - Chris Donovan. Jack never thought the man was so powerful. Although he once stole a lot of money from him. But that didn't matter anymore. It was important that this man turned out to be a real vengeful pervert ...

He knew that it was Jack ... He always knew ... Although at times it seemed to Jack that this man was forgetting it. Chris loved retro, apparently it reminded him of his youth. But Ashley, as everyone called Jack now, he forced women to dress only in retro clothes from the middle and early 20th century. This includes using the same underwear and even makeup items.

For Ashley / Jack, everything here was done in this style. The part of the house Ashley / Jack now lived in was fully furnished with retro furniture. All of her / his clothes were women's clothing from the early to mid 20th century. Uncomfortable heels, stockings with old plastic fasteners, earrings, and sometimes even corsets.

In modern times, he only occasionally saw Chris's cell phone while Chris dictated to Jack different text for his typewriter.

When there were minutes and Jack was left alone with himself, locked in his part of the house, then even here he could not relax. He did not know how, but they watched him and demanded that even here he continued to live and dress like Ashley. From the means of communication there was only an old radio receiver from which he learned at least some news from the outside world.

A million times Jack thought about his stupid decision and his plan for revenge on this rich asshole. It was impossible to do this here, although he tried. The guards and orderlies were always there to make him do everything right under the contract. 

...

Jack didn’t know that his food was mixed with pills and prepared for the next stage. The stage of female organ transplant, which had already been prepared and waited for Jack's body to adapt to this. But so far Jack did not know about these plans and thought that the worst had already happened and that he had only a few months left before he was freed from the hands of this asshole, whose plans were definitely not included.

It was already 8 months of Jack's imprisonment in this perverted prison. He tried every attempt to escape and every means of avoiding this punishment. The methods that were applied to him were designed not to harm his body, so it was mainly coercion with the help of chemotherapy, current and other methods. Therefore, Jack, as a person who is used to adapting to difficult living conditions, decided that it is better to wait out this year and then forget it all like a bad dream.

Counting the months until his release and dressing in another outfit cursing all this, he suddenly lost consciousness. It was the same as in the early days. Everything happened quickly and he woke up again in a hospital bed. This time, no longer tied, but feeling, in addition to the already familiar weight of his chest, that his stomach was wrapped around.

As the doctor explained, it was a female organ transplant operation. What seemed impossible to Jack and the whole world happened. They cut out all of his male organs and replaced them with female organs grown especially for him using stem cells. This break in medicine was strictly classified and may have even been used for the first time in the world. Jack / Ashley didn't know that.

In complete despair, he returned to his side of the house and began to cry. It was a real female tantrum with a full range of feelings. The doctors promised that now he will even have periods and that his organs have taken root perfectly ... It was the end ... He had no idea how he would regain his old life ... It was all too expensive. He did not have any money, and even after being released from this house, he definitely would not be able to change anything ...

It was strange to feel sympathy for Chris, who had done all this to him. But on those desperate evenings, Chris came at a time when Jack / Ashley was feeling really bad. Jack / Ashley kept crying and when Chris calmed him / her somehow it helped ... That evening it happened. Jack / Ashley tried to resist, but realized that it was useless. Perhaps it was the pills that she / he always took, or maybe just despair, but it was real sex ...

Remembering this, Ashley scolded herself for acting like a timid girl and not like a man. She cursed her behavior and how easily she gave then to her main enemy. But she bravely continued to carry out everything, waiting for the end of her term, thanks to God for the fact that Chris then continued to behave the same way as before, that is, like an ordinary asshole ...

For the remaining months, she was glad that she did not have menstruation and that means the doctors were wrong, which means that she could return to her male body and her old life ... But then ... then she noticed how her belly began to grow ...