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Chapter 19
by
manofthehours
How do you punish her?
Draw It Out
You smile, your expression looking uncomfortably predatory. Imogen turns even paler, to the point where you wonder if it’s healthy for her to look like that. But it is only a passing thought, and you turn your attention back to her punishment. "Well, first we will start by marking off your potty chart." You tell her, and she gulps. "Yes Sir!" She says, mustering up all the strength she can.
You walk with her, giving her ass a hard squeeze as you do. The pull-up squishes uncomfortably against her bottom, and she stiffens a little, trying to hide her reaction as best you can. “Imogen, Imogen,” you admonish her. “You know you should accept any groping or touching from a man.” She nods again. “Yes sir, of course…it’s just...”
You cut her off. “Being reminded of the consequences of being an immature little brat makes you uncomfortable. Well you will be getting plenty of reminders from now on…” And she nods, looking very nervous, her hands stealing to her own bottom as her cheeks turn that delightful shade of red once more.
You reach the potty chart, displayed right in the foyer, opposite the big bay windows. You wonder how you didn’t notice it before, but your attention was likely focused on the gorgeous sorority girl pulling the rickshaw, and then on the even more gorgeous girl who has just earned herself quite a punishment. She takes the marker hanging by it, and blushing with shame, draws a big frowny face that will be visible from across the street. It’s in the row with her full name, phone number, address, and a photo of her, all similarly sized.
The Rulebook really is a delight, you think. And you decide to put a little more pressure on Imogen, just for fun. “Do you think men have ever been gentler with you because of how beautiful you are?” You ask her, and she gasps, frantically shaking her head no. “Sir, I would never do such a thing! I know women need male discipline applied to its fullest extent! And even if I was foolish enough to think otherwise, I am nowhere near stupid enough to try that…the penalties…” She shudders.
A memory flickers across your mind, and you realize you have a memory of one girl who was punished for that. It is apparently completely against the law. She had nearly a dozen public thrashings, and won’t be getting out of a maximum-severity prison for years…and lots more public thrashings. Such behavior is considered one of the worst things a woman can do.
Imogen is practically begging now. “Please sir, believe me! I have never done anything like that in my life! I mean, maybe some decided to be gentler with me but it was never anything deliberate on my part…” She pleads, terror in her eyes. That had been a little more effective on your part than you intended. So you decide to give her a bit of reassurance.
“Don’t worry! I wasn’t serious. And even if I was, the way tipping works now will make sure you get plenty of spankings because you are so pretty now. And I will be taking some steps of my own…” You open a drawer and take out a pen and paper. “Write down what I say, and then you are going to call the other maids and give them my instructions.”
She nods obediently. “Yes Sir! I will gladly serve as your secretary!” she says eagerly, thinking this is the whole of your punishment. She is very wrong. In any case, your instructions will be quite severe.
You begin to dictate. “Since I, Imogen, am an immature little girl who needs extra discipline, I am to report every day to the Professor’s house, in a Pull-up and a childish dress. While at his house, I will be totally subject to the maid, and any misbehavior should be punished severely. When the Professor comes home, I am expected to be standing in the corner, showing off my bottom for him, while a full account of my attitude and actions is given.”
You let her finish writing, have her read it back to you - her voice wobbles a little as she does - and then tell her to call every other girl in the rota and read them that note. Once she is done, she is to go down to the basement and wait for you.
While she makes call after call, you wonder if you have any outfits with bells on them for naughty girls. Guessing not, you decide to add a couple rules.
Old Rule: There exists a mostly female delivery company who has sub-hour delivery times and can deliver anything related to spankings or punishments for very low prices.
And just for fun, you add something to make their lives more interesting.
New Rule: There is a persistent belief that their standards are slipping and their quality is getting worse. Any attempt to deny this by an employee of the company is considered a blatant lie.
Do you have any surprises for Imogen?
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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 8, 2026
by ErnestDuke
Created on Jul 27, 2017
by ashes2ashes
You can customize this story. Simply enter the following details about the main characters.
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