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Thursday - January 8th - Sissy Annie's submission day



Dear sissy annie:

I have tasked your mommy to post this on your blog for everyone to see! Tomorrow, Thursday - January 8th, 2026 you will become my sissy slave. The years of you being coddled as a sissy baby and a little girl are coming to an end. You are a sissy. An artificial girly creature, always in the process of becoming more and more submissive. You will accept the ridicule and humiliation that goes with being my property. You will be taught the tasks of a sissy maid.

Those tasks will include cleaning and laundry, shopping, etc. A great opportunity for public exposure and humiliation), and more intimate things like bathing the Mistress. By taking over these chores, the feminized male relieves the household budget of paying for someone to perform them. You are already servile and obedient and enamoured of the kind of tasks a sissy maid will perform. You will obey me as I demand.

You will be taken to my home by your mommy (little Jenny) and your Nanny Katy. You will ride in the vehicle in your baby car seat wearing your pink baby dress and diapered with a plastic diaper cover. You will be sucking on your binky because it gives you comfort. You are an infantile sissy baby. Mistress Sweet, Mistress Michelle, Dr Dotson and a few other ladies will be there.

We will start with me explaining your role as my sissy slave and sissy maid. You will requested to confirm your acknowledgment of your role. A reminder that you are never to speak without permission. You are never to look me directly in the eyes. To repeat, An artificial girly creature, always in the process of becoming more and more submissive.



I love this informative poster about how to raise a happy and healthy sissy princess! After all of that I will undress you and get you ready for the special ceremomy. You will be fucked, like a girl, by my lovely strap-on dildo. You will learn that sissies do NOT get pussy, you are pussy! Then you will be wanked and fed your sissy cream. Lastly you will be paddled (OTK). by me, with your paddle, as a reminder of your place!



Sissy Annie will be dressed in her sissy maid uniform and begin to be taught how to perform her domestic tasks! Sissy is already servile and obedient and enamoured of the kind of tasks a maid must carry out for a Mistress. Those tasks will include cleaning and laundry, shopping, etc. A great opportunity for public exposure and humiliation), and more intimate things like bathing the Mistress.

You will be sent into into stores (especially the grocery store) to shop on your own. You will mince with the cart up and down the aisles. Other shoppers will stare and comment on your outfit, they may even ask questions about why you are dressed this way. You will reply that that you are Mistress Shari's sissy maid and give them your new job card "Sissy maid for hire". (Mince means To walk with delicate, deliberate, feminine steps, often with exagerated, delicate hand gestures. Like the prissy pink little pansy you are) Mistress Shari .

6 comments:

  1. This is probably my favorite sissy annie post!! She is going to be the weakest and most submissive sissy maid ever! Love the photo image of her in her maid uniform.

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    1. Thanks! I enjoyed writing it. Helped me focus on the tasks tomorrow!

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  2. OMG!! This is th most humiliating post ever! looking forward to the blow-by-blow oy sissy's big day!

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  3. How absolutely humiliating! Just what a sissy needs!

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  4. Yes, it will be a huge day for Sissy Annie; it's as if the sissy little girl has grown up. I like how you will require her to arrive as a baby girl and leave as a sissy maid. I look forward to following her adventures.

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  5. I eagerly await everyone's reports on Annie's first time as a sissy maid. I wish I could attend in person.

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On this very special day it is very important to share that I crave to please Mistress Shari as her sissy maid! Being her sissy maid fills...