Maggie Rae: Story Assignment 1—A Reckoning

As previously mentioned, tonight marks the beginning of my story assignment series—every week Mistress Katzenburg will be adding a new chapter to the overall story and I will be assigned a special assignment based on the week’s chapter. This being the introduction week, I got off relatively unscathed, but it was still an extremely unpleasant (and painful) experience. I know that as the story continues, my assignments will only get more and more humiliating—good for all of you, not so good for me. I don’t even want to think of where I’ll be in a month’s time…

Enough about worrying about the future though—here are the results of this week’s assignment.

This week’s assignment took place in two major parts—the first was from the perspective of Sarah, Sean’s busty, tormented girlfriend (this will be the only time an assignment is taken from Sarah’s perspective—from here on out it is all Sean). The second part of the assignment is from Sean’s perspective, as he deals with Sarah’s revenge—and this is just the tip of the iceberg.

I spent the first 20 minutes of this assignment weighed down by my massive breastforms, gagging on a soapy dildo. I am no stranger to this torment, but even with experience it does not get any easier or any more pleasant. Worse, as this was inflicted on Sarah by Sean, I’m sure the turnabout is only going to be worse down the road. If I never spend another minute with a mouthful of either soap or dildo, it will be too soon.

After my ordeal as Sarah, I thankfully got to strip off my breastforms for my role as Sean—my respite was short lived, however, as this phase of my assignment called for my cock to be “liberally coated” in Icy Hot. If you’ve never had the misfortune believe me, it’s not something that you want to endure—once it’s on, it’s on and there’s not a whole lot you can do about it besides sit there and burn. At that point, all I could do was hurry on to the next part of my assignment and get this whole ordeal finished up.

Like any good assignment, Mistress Katzenburg saved the worst for last. With my cock still burning, I was to administer to myself a mini-enema, get dressed for a night out, and wait for the inevitable to happen. When it eventually did, and I loaded up my pants, I knew that this would be the high point of my assignment series, and that it could only get worse from here, and that is a horrifying thought. Where would I be in a week’s time? In a month’s? In two? I’ll likely be looking back at this and longing for something so easy and dignified—isn’t that a revolting thought?

The results of my assignments will be here for your amusement every week, Sunday nights, with story posts in the middle of the week for your reading pleasure.

Until next week…

3 Comments

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Nice work, good and faithfull servant. especially loved the soiled pants. TOO FUNNY. I like how it is shaping up and wait with the laughing still lingering in my head. (icy hot, soapy dildoes, enema) where does it go from here?

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