Chapter 39
by
SoapInAss
Who gets paid a visit?
The Loyal Mistress
As I walked down the halls of the school, I could hear the voices of several people fucking and moaning with not a care in the world for if they're heard. A symphony that seemed to vibrate the whole building. Classrooms, of varying emptiness, seemed to buzz with life as curiosity about the chaos filled their minds. Some classes even abandoned teaching entirely, focused entirely on trying to figure out what was going on. Others pretended that everything was normal, carrying on despite the confusion many of the teachers and students shared. It'd been, at most, maybe 30 or 40 minutes since I instituted the rule, and everything seemed to have changed. For the better, I decided. I couldn't help but grin at my work.
Finally, after wandering the halls for some time, I spotted Julie, still obediently working on Jessica's tattoos and piercings. Even from a distance, it was clear to see that Jessica's body was nearly entirely covered, from head to toe, in degrading and humiliatingly sexual tattoos. Piercings covered every reasonably pierceable part, with her nose, ears, nipples, clit, lip, eyebrow, and even belly button pierced. What a sight it was to see. And yet, despite the pride I got from seeing Julie's magnum opus, I couldn't help but feel that something was missing. As I approached Julie and Jessica, Julie didn't even turn her head. Jessica, however, did, her eyes instantly welling up.
"Oh fuck! Michael! Please, I'm begging you, make it stop! I'm sorry, okay? Is that what you want me to say? I'm sorry! I'm sorry i'm such a stupid slut! I'm sorry I--"
"Yeah, okay, just shut up, will you?" Jessica snapped her mouth shut. She turned her head, probably to hide her tears. "Julie, as soon as you're done with that tattoo, I want you to stop for now."
"Thank you, master." I examined the tattoo Julie was currently drawing, and without much effort, discerned it was a large penis on the back of her left thigh, with the words I <3 Big Cock spanning the length of the dick. As Julie finished the tattoo, Jessica instinctively replied with, "Thank you mistress. I'm a dumb whore whose only purpose is to make men cum."
"I thought I told you to be quiet."
"Yes sir, sorry sir."
"Stop talking or you'll be sorry." Finally, the dumb bimbo got the message, and didn't say another word. After waiting a moment to test her stupidity, I looked back at Julie, now stretching her hands. "She's beautiful. I must say, your talent surprises me. Congratulations."
"Thank you, master." I looked at Jessica.
"You should learn from Julie's behavior. See how she speaks? Short, sweet, and submissively. I like that about her." Julie blushed with pride. "But now, it's time to get to business. I need you to do one final tattoo, right..." As I looked over Jessica's body, trying to find an open space, I spotted the perfect location; Her stomach, surprisingly, had remained fairly free of tattoos. It would be the perfect place for a menu. I put my finger on her stomach, and Jessica quivered ever so slightly. "...here. I want you to make a menu, listing the prices for a few things. Let's see...It'll be one dollar for a handjob, two dollars for a titjob, five for a blowjob, ten to fuck her pussy, twenty for anal, and...fuck it, twenty also for a creampie. Got all that?"
"Yes, master."
"Good. Go ahead and draw that up for me."
"Of course, master." Julie grinned as she crawled from behind Julie's legs to in front of her, and on her knees, Julie fired up her ink gun one more time and began drawing up a menu. After watching for some time, I finally realized what was missing.
"Wait a minute, where's Avery?"
"She went outside, master."
"Which way?"
"To the left, by the parking lot, master."
I took off to go find the little scamp. Why would she leave? I thought my orders were explicit; she must stay and masturbate while watching Jessica's punishment. How did she find a loophole? As I opened the doors to leave the school, I spotted Avery immediately, one hand on the school wall, the other on her pussy, her eyes glued to a window, trying her best to still see what Jessica was enduring. Oh. The outdoors rule.
"Avery, you may stop now." Immediately, Avery collapsed to her knees as her hand fell away from her crotch. She looked exhausted, and would've fallen to the ground if the school wasn't there for her to lean on. She was panting hard.
"Hah...hah...thank you..."
"Put your clothes on and come inside with me. We've got work to do."
"Yes si--Michael." How cute. She almost called me sir. I might have to show my appreciation for her dedication. Regardless, she put her skirt and top back on, slipped back into her heels, and followed me back into the school, to more closely observe her tormentor's torment. As we neared, Julie was already almost finished with the menu. Jessica was now openly weeping, while Julie, doing absolutely nothing to hide her smile, clearly took great pride in her punishment. It almost scared me seeing Julie this sadistic. Almost.
"How's the menu coming?"
"Almost finished, master. I'm simply putting the finishing touches on."
"Good. Do you know why i'm having you put this menu on her?"
"I'm excited to hear your plan, master."
"Jessica here is going to become the school's whore. Anyone, whether they be student, teacher, janitor, whomever, may use Jessica as they see fit, so long as they can cough up the cash." Jessica, wide-eyed, whipped her head to me.
"What!? No, no, please, don't make me--"
"I told you not to talk, Jessica. Since you can't learn, I'll make your punishment even more harsh. Now until we're done here, you won't utter another word or i'll humiliate you so thoroughly you deem **** itself merciful. Understood?"
Jessica simply nodded. Fucking finally.
"Good. Anyways, Julie, as a reward for staying here and doling out Jessica's punishment so beautifully, I think you should get to decide how harsh Jessica's quota is. So...how many men should Jessica have to make cum each day?"
Jessica, looking pleadingly down at Julie, hoped to find any mercy in Julie, praying that she might not share my wrathful tendencies. Julie didn't look back. There'd be no kindness for her today.
"Twenty men sounds good, master. I want her to really get around." She chuckled, finally looking up at Jessica's shocked expression, taking in the glorious pain she would feel everyday in serving that many men. I chose my assistant well. As Julie finished her tattoo on Jessica's stomach, I couldn't help but smile at Julie. She turned to look at me, and smiled back, clearly quite proud of her work. Time to solidify her choice in the rulebook.
New Rule: Jessica is only capable of holding the job of prostitute. Her prices are $1 for handjob, $2 for titjob, $5 for a blowjob, $10 to fuck her pussy, and $20 for either a creampie or to fuck her ass.
New Rule: As part of her job as a prostitute, Jessica must make 20 men cum every day. If she fails to do so, she will pay Michael $50 for every man she didn't make cum.
New Rule: Jessica is incapable of cumming unless she pays Michael $200.
New Rule: Jessica is incapable of lying to Michael.
New Rule: Jessica is no longer allowed to wear clothing, unless it is explicitly sexual in nature.
New Rule: Whenever Michael snaps his fingers, Julie will immediately teleport to Michael's location.
"Alright then, slut. Welcome to your first day on the job. You're not getting any days off, so make sure to be diligent in your fucking and sucking. Oh, and you might wanna hurry in hitting your quota. It's already..." I checked my phone for the time. "...one o'clock. Half the day's already gone. Chop chop!"
With that, Jessica immediately took off running, not caring to thank Julie for her tattoos, or apologize to Avery, or anything. Oh well, i'd let it slide...just this once. With Jessica gone, and Julie unoccupied with work, I focused on Avery to decide what fate should befall her.
Author's Note:
Hi everyone! Thank you so much for reading what i've written. I won't lie, I wasn't sure what would come of this or if i'd even like writing this, but i've quite enjoyed writing for all of you! I apologize for the slower updates in the past, but as you can clearly tell, i've gotten a bit of freetime to update this story. That doesn't mean i'll be free forever, though; November and December are going to be incredibly busy for me, to the point where I won't be able to write at all, so i'm making sure to write as much as I can for all of you now to tide over the wait!
My general plan for the story involves giving each of the girls a role they can fulfill for Michael, such as Julie being the assistant, Jessica being a source of income, that kind of stuff. There are still some characters i'm not too sure what their roles should be, such as Sarah's or Avery's, so if you guys have any suggestions on where I should take the story or who should get what rules, feel free to comment! I'm more than willing to take suggestions and criticism, so absolutely tell me your thoughts, regardless of if they're positive or negative.
I appreciate you all so much, and I hope you keep on reading!
-SoapInAss
What should Avery become?
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The Rulebook
You find a Rulebook that lets you rewrite the rules any organization has to follow
A lucky protagonist stumbles across a magic book that lets them rewrite the rules.
Updated on Jun 12, 2026
by Ggnt
Created on Jul 27, 2017
by ashes2ashes
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