Part 1: Training My Sissy Maid


After reading a good bit of intense D/s erotica this last month, I got to thinking about capturing, dressing and training my very own full-blown sissy maid. I wanted something that would transcend the traditionally restrictive schedule of a timed appointment, as without such parameters, uncertainty and desperation begin to set in. No agreed “end time” means there’d be no relief,  no light at the end of the tunnel for my pet to rely on as the scene unfolded in its complexity. I wanted to truly blur the line between reality and play.

The other day I decided to use a regular client of mine to act out this personal fantasy. Of course, he was quite happy to volunteer. This was to be an ongoing experiment and required a good bit of dedication on his part, who wouldn’t want to offer themselves up for that? What I’ve captured for you below is simply Volume 1.

My victim…er…volunteer…arrived at my doorstep at 2pm sharp.

Newly purchased from a local slave auction, he was to be the trained maid of my estate. Though admittedly, I had wanted a female and seeing none available for auction, I settled instead on this slightly androgynous boy with the potential for transition. Something about him appeared very trainable, vulnerable and very “take-able”.

My first action was an obvious one,  his clothing needed to be destroyed. Quite simply,  had no further need for tailored men’s pants or dress shirts, sissies wear very select items, none of which give even a hint of masculinity. I cut each piece from his body layer by layer. He stood shaking ever so slightly; I doubt if he’d ever felt so naked in his life! Every inch of him blushed as he became more and more exposed. This being a rather real scenario – I did not bother to discuss destroying his clothing ahead of time. I’m sure he was now beginning to wonder what, if anything, I’d allow him to wear home when he’d finally be released!

Once fully disrobed, I ushered him to the shower and sprayed him down, forcing him to wash clean with some lovely floral soap and a towel dry with pink fluffy linens. I watched him like a hawk nearly towering over him; my stilettos giving me about 4 inches of Amazonian height over his smallish stature. He made several passing glances towards the front door, just a mere 3 feet from the bathroom, probably weighing his escape options. First though, he’d somehow need to get past me….then to his car….all without clothing.

The dressings I selected for my maid, were clearly chosen with feminity and grace in mind. This sloppy boy would have to conform and be moulded. On went the first and most important item, an embellished silver slave collar, locking with a key that I wore around my own neck.  In all its flash, this item would soon be lost in the sea of satin, bows and filly lace soon to come.

The maids uniform was very curvaceous in form, fitted in the middle with a wide satin box that flowed into a big lacy skirt complete with petticoat and a pressed white lace apron. Gorgeous though it was, it was incomplete. My slave clumsily negotiated his way into the dress, grunting and pulling it around him into place. It fit, but just barely. The bust was generous and easily stuffed to fill him out with nearly natural looking breasts. The waist however, was made for a delicate hourglass, if he couldn’t make do as is, I’d have to put have to fit him with a corset to tightly force his figure to fit my ideal image.

Next, the accessories! White thigh high stockings, locking leather wrist and ankle cuffs, an inflatable butt plug, and of course, tall stilettos that locked (with a key) around the wearers ankles.All of this was chosen to make him very aware of his step, the slightest movement would create meaning and sensation. If nothing else, it would teach him to be more deliberate and lady like as each item bared down its individual restriction.

I stood back for a moment and admired my work… THIS is more of what I had in mind…

Only one more item was needed; my beloved chastity device (Key #23).

It seems that I’ve become so accustom to locking up men’s genitals that I could probably do it in my sleep. It took me all of about a minute to put it on, which apparently, was much quicker than it took for him to realize what exactly was happening. When he looked down at the final product – the strict plastic sheath covering his manhood and the cold steel lock holding it all in place, I half expected him to hit the floor.

“Oh Mistress”….he mumbled, shaking his head.

“You’re not here to talk, you’re here to serve”, I chided, pushing him forward into my medical room. “We’ll begin training here!”
To be continued…..

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23 Thoughts to “Part 1: Training My Sissy Maid”

  1. Julie

    I really enjoyed your blog post. I kind of felt a bit jealous, but then it would take some kind of mechanical device – with hydraulic pressure – for me to fit into such an outfit! I can’t wait to read about how the training progresses.

  2. Hi this is boy I just read your blog is this true. Because I know u don’t offer off the clock slave training. Plus I have followed your orders all week plus lost a lot of weight.

    1. Why yes, this is true, but no I don’t offer “off the clock slave training”.
      I did this on my own accord and it was a PERSONAL fantasy – not a booking request. Mistresses do have fantasies of their own you know…

      I am glad you’ve followed my orders and that you’ve also lost weight. I look forward to tracking your progress in our next scheduled appointment!

      1. I will love to learn what it is like to actually have a dominate woman in my life to teach me all the pleasure of being her chastised sissy maid and have you become the key holder of my clity after all i am transgendered and on hormoans but suddenly become excited when it comes to the art of being a frilly sissy maid locked in chastity with no say

  3. phyre

    Wow, that sounds…delightful. Aside from ruining my clothes, that sounds amazingly in line with something I’ve been fantasizing about for quite some time. Perhaps a pretty pair of panties added to the mix. I didn’t realize you offered this kind of service. I may need to call you very soon.

    1. Thank you for sharing, phyre, and I’d love to see you whenever you’re ready! My offerings do extend quite a bit into directions most people would never guess. Ultimately, I am a fantasy fulfiller so as long as it’s kinky – I’m in!

      1. Well I guess I have too come up with something kinky then I guess we can talk in are next session.

      2. I my self have wondered about this for most of my life and must say that i get excited every time i day dream of this happening it would be such a pleasure to get to know you Miss Domina Victoria Rage
        i wonder how many time i would have to book a session for the hopes that you would un-lock me from the cold steel bars that hold my clity in place that is if you do offer key holding service were you hold the key even after a session so i am sent away totally locked

  4. Tasha

    That long post was incredibly well written! I’m a sub for any stern mistress and you fascinate and interest me at the same time~ -blushes-

  5. Incredible story! Lucky boy! This story stirs my interest in experiencing being a sub. You make it sound so delicious. When can we expect to see Part 2 Ms. Victoria? I hope it’s soon.

    1. I am still awaiting permission from my maid to post part 2, it’s rathering revealing and incredibly humiliating. I think perhaps she’s become a little gun shy 😉

      1. Please let me read it… Tie me up. Dress me up if you want. Bend me over, put on your favorite strap-on or get out your favorite paddle and put the story on the floor in front of me so I can read it while you use me in whatever way makes you happy. I promise never to tell anyone the details of what I read. Please.

      2. I know I can’t reply but I had to if young maid doesn’t get back to I I can volunteer ma’am boy

      3. I want to apologize for my last response. I realize this is between you and your maid. As much as I want to read Part 2, I respect your relationship and should not have made such an offer in an attempt to coerce you into sharing it. Again I apologise to you and your maid.

  6. very very good idea that you had
    I love this style of decision and act like this is perfect
    rororo I think I’d love it,
    Mistress Victoria thank you very much for this beautiful story that makes you want to try

    1. Latexsissymaid


  7. Gordon Giltrap

    ive just had the joy of discovering Your wonderful blog Mistress Victoria and i am full of admiration for You taking the first steps in creating a maid to serve You and Your requirements. in my (very humble) opinion, the scenario does not consider the maid, that is there as a “living doll” to enact Your fantasy of ownership and forced transformation into something that is both acceptable and useful to You. i do hope You deerive much satisfaction and benefit from this experiment so that You continue Your very interesting writings. Thank You, Mistress Victoria, and i wish You great pleasure and benefit from Your ownership of Your maid.


  8. Mistress Nikki

    I have a willing husband but am unsure as to how i should go about training him, any advice?
    We started off with him as the more dominate one but now easily yields / submits to me if i choose to take control.

  9. annlynn

    hi im in nj and would love to serve as a sissy maid for demanding female.i have been a closet dresser a long time.and i think i make a great maid

  10. Edward Bryant

    Hi there Mistress, I was wondering what it would take to become your sissy maid/slut and where do I sign up at

  11. Thanks for sharing tour views with Us.
    Must say Lucky Boy! Great! Hope you enjoy the ride….

  12. This is a great post, ma’am. Thank you for sharing.

  13. J R

    I love it thank you mistress

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