Riley Gendreau
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Jackie the Prostitute? (Ea)(Com)
🕑 Added 2025-11-12 16:38:18 +0000 UTCA commission for Last_of_workers
Jack the Ripper, a notorious serial killer who terrorized the people of London during 1888 and killed five women. Mary Ann Nichols, Annie Chapman, Elizabeth Stride, Catherine Eddowes and lastly, Mary Jane Kelly.
Five victims whose throats were cut and bodies which were almost always mutilated, oftentimes in order to remove their internal organs. Those details suggest Jack the Ripper was quite knowledgeable in human anatomy.
It was theorized that Jack was possibly a surgeon because of said knowledge of human anatomy or even a butcher thanks to his skill with a knife. No one knows for sure, as after he took his final victim, Mary Jane Kelly, on November 9th, 1888, he disappeared.
Some thought he simply stopped killing, some thought he died, while others thought he was tossed into a psychiatric hospital under his real name, all of which meant the end of the reign of Jack the Ripper. The truth, though, is far from any of those things.
It was November 17th, and Jack had just finished getting dressed. He had his black suit, with a long dark coat over it to hide his weapons, and it was all topped off by his black top hat. The very image the people of London have been spreading rumors about.
Jack took to the streets and prepared to take his next victim. He went to London's east end, his hunting ground. He avoided patrols of police as he made his way to the area where his targets frequent.
He waited around for a bit, and just like he hoped, a very sexy prostitute started walking down an alley. Jack looked around for the police, and when he saw the coast was clear, he darted over to the alley and followed the woman.
Once she reached the wall, Jack jumped on her. He quickly overpowered her and covered her mouth. He was planning to cut her throat like he had done to the others, but before he got the chance, the woman just vanished.
Jack quickly jumped up and looked at the ground, confused. He had no idea how such a thing was possible; he knew he had seen a woman, and he knew he wasn’t seeing things. So where did she go? Jack, getting the feeling something bad was going on, decided to get out of there.
However, when he turned around, he saw three women standing there, all of whom were wearing robes and long pointy hats with a floppy brim. While they were very sexy, it was clear they weren't prostitutes and they weren't working with the police, so Jack tried to push past them.
However, one lifted her hand and pointed it at Jack. A moment afterward Jack was hit by a strong force and pushed into the wall behind him, to which he was pinned, unable to move. Jack began freaking out and yelling, so one of the other women lifted her hand and pointed it at him.
After that, he was unable to speak. So he was stuck there looking at what were clearly three witches, and for the first time, like his many victims, he had a look of fear in his eyes, and he worried he was about to be killed.
The woman who hadn't raised her hand and cast a spell yet approached Jack with an angry expression on her face. She poked Jack in the chest and scoffed. She then said she couldn’t believe such a pathetic man was the one who killed her sister.
Jack was confused, but as he looked at the witch, he noticed a resemblance to his last victim, Mary Jane Kelly. The woman then laughed and said he must have gotten very lucky, not only to get away with so many murders but also to take a witch by surprise and kill her.
She then smiled when she told Jack that unfortunately his luck had run out. The witch then went on to explain how they’d been waiting for a week for him to appear and fall into their trap. Jack’s eyes got wide as she said that.
The witch laughed, seeing his expression change. She then told him that all of the women who had been walking around were simply magical projections, and the second he appeared and tried to kill one of them, it alerted them so they could teleport to his location.
The witch said they don’t normally interfere in human matters; it was best for them to stay out of it and not risk revealing magic to the world again, but it was clear the police were completely useless and would never catch him.
So they’re going to take over, which means that they’ll be the ones to punish him for his sins and they would do so in accordance with the laws of their coven. Jack's expression got a bit more serious as he realized that meant they weren't going to kill him.
The witch looked back at the other two, then told them to go ahead and get Jack dressed properly. They smiled and nodded. Jack then watched as the witch next to him stepped out of the way. Once she was, the other two started blasting Jack with magic.
Jack’s entire body felt like it was on fire, and the pain was unbearable. It was so intense it felt as though he should have passed out, but something was keeping him conscious, and it was most likely the witches.
As it went on, Jack felt certain parts of his body moving, some disappearing, and some seeming to grow huge. The whole process only took three minutes, but for Jack, it felt like a lifetime, a lifetime filled with pain.
When it was over, the witches lowered their hands, and Jack fell to her knees. As she hit the ground, the impact forced a shock through her body, making her very plump butt and massive breasts bounce around.
Jack had a look of disgust on her face as she felt it, one that got worse as she slowly looked down at herself and realized the witches had transformed her into a very sexy woman. Jack stood up and grabbed her knife, and instantly pointed it at them.
She demanded to be turned back or she’d kill them. The witches all laughed in sync, then told Jack that she had no power here. Then, just to prove it, the witch on the side waved her hand and transformed the clothes under Jack’s coat.
It turned into two skimpy pieces of fabric, which he’d never seen before, but they were clearly designed to show off a woman’s body. The witch who gave Jack them said they hadn't been invented yet but would be sometime in the next hundred years.
Jack lowered her knife and realized that she was, in fact, powerless here. They turned her into a woman, changed her clothes, and even pinned her to a wall effortlessly. There was likely no way she could get out of this mess with violence.
So Jack asked them what they wanted and what she had to do in order to turn back. The witches laughed in sync again. When they stopped, the one to the side told Jack that there was no going back.
That from now on, she was going to live not only as a woman but as the very type of woman she liked to harm. Jack’s disgusted look came back as she looked at the witch and asked if she truly expected her to work as a prostitute.
The witch smiled but didn’t say anything. She then raised her hand and cast one last spell, one that made her vanish out of sight. The other two witches quickly followed, leaving Jack alone in that alley, in the body of a sexy woman.
Jack was pissed and was about to vow to hunt down every witch until she killed them all, but before she could, someone called out to her from the entrance of the alley. Jack looked over and noticed it was a police officer.
Jack panicked and tossed her knife away, realizing the trouble she’d get in if she was caught with it. She then had no choice but to play the part of a prostitute in order to not look super suspicious. So she went up to the police officer and started speaking.
The officer noticed her outfit and laughed and said roleplaying as Jack the Ripper was a bit strange, but he was into it. Jack looked down at herself and did her best not to be annoyed, and then simply went with it.
She was hoping to just say hello to the officer and then leave, but she found herself drawn to him, and somehow just talking led to him taking her back into the alley and fucking her silly. He filled her up with cum, left her some money, and then went on his way.
After that Jack just lay there stunned. She not only convinced the man to sleep with her, but she also enjoyed everything about it, from his cock inside her to her big breasts bouncing around; she even loved barely wearing clothes.
In that moment it clicked how fitting her punishment was. Because of what the witches did to Jack, she was no longer able to kill, thus making the mystery of Jack the Ripper even more mysterious, since they couldn’t catch her in the act or even find her after that.
All she did after that was stand in the streets and do everything she could to entice men into spending some time with her, then do whatever she could to please them and let them walk away satisfied, thus ending her story as Jack the Ripper and starting her story as Jackie the Prostitute.
Comments
Riley
I really liked this one; I sort of like historical stories like Jack the Ripper. I also went and did some reaserch just to make sure I got certian detials correct. So other than the stuff I made up, this all uses actual facts and detials about the real Jack the Ripper that are known, and it was a lot of fun. As for the story itself, it truly is strange but satisfying in a way. We have our bad guy, and we have him being stopped and punished, not by being imprisoned or killed, but by having to live the same life as those he killed. I really liked this one, and it was a good idea on a real event with a fun fantasy twist, so thank you for coming up with it and having me mack it! <3
last_of_workers
Yes... The story turned out to be just as specific as the idea... But you know, I don't regret it! Yes, the story is strange, to put it mildly, but I've seen much stranger things. In any case, I personally liked the story. What do you think? And yes, I also liked the historical background you posted at the beginning of the story! I think now you can confidently declare to everyone that you're engaged in enlightenment! (Of course, this is a joke, but every joke has a grain of truth. The rest is true.)
