If a Sissy Maid Behaves Badly

If a Sissy Maid Behaves Badly

A sissy is and must remain insecure and emotional to be able to please his demanding mistress. Sissies who are insecure need daily if not hourly affirmation that they are useful, and usable; that they are worthy of their Mistress, that they have done something good, or something almost good. Sissies need praise, and blame. They need rewards, and the also need punishment.

Spankings are excellent ways to punish sissies because they humiliate, infantilize, and mark the body as a possession of the Mistress.

When a sissy is naughty she needs to be punished; and  she knows that she must be punished. It is important for the Mistress to punish the sissy as soon as possible after the bad behavior, or the sissy will become confused. Sissies must be told why they are being punished, and they must be told how they will be punished, and also that the Mistress will enjoy the punishment!   Not punishing a sissy can be cruel and every owner should realize and remember this.  An over the knee

spanking in a punishment dress with hands locked behind his back and skirt and

petticoats up then time in the corner preferably in front of others is the best

overall method.


Call Mistress Alexa and tell her you want a role playing session about: If a Sissy Maid Behaves Badly

Public or Private Punishment for Sissy Maids?

Explain that your sissy needs punishment and public humiliation to atone for his mistakes.Have the sissy kneel in front of the witnesses in his punishment dress which I recommend be a little girls party dress style very frilly, full of ruffles and lace and mostly pink. I require the sissy to lift his skirt and show his punishment panties which have “bad sissies get spanked” on the bottom. He must then explain why he is wearing the dress and what he has done to require a punishment. He is then required to turn and have his hands locked behind him, placed over a lap mine or some one else’s, spoken too about his punishment as his dress and petticoats are brushed over his back and placed in his hands to hold. This is followed by a severe spanking, never give a few slaps but really beat his ass as the saying goes. He should be crying, kicking and pleading all at the same time. If he is not spanked this way it is NOT a lesson and it does NO good. He must say he is sorry in a very sincere manner which may require multiple tries by him and he must repeat what he did and that he will never do it again. When the spanking is done there should be mascara streaming down his cheeks, his bottom should be redder than his pink panties and he should be sobbing. Next stood on his feet he should attempt to curtsey to each witness even though his hands are still fastened behind his back and to thank each witness for helping him to become a better and more obedient sissy. If possible each witness should require more than one attempt at this apology and thank you. Then he shall be directed to the corner to stand with skirt and petticoat held up for at least a half hour but not more than an hour. Photos and recordings of the event are a wonderful addition as is a transcript of what was said. I have hung photos and a transcript on the wall of Sissies bedroom for a reminder in the past. The transcript being signed by the sissy and witnesses. I assure you that done properly and with the right level of witnesses a sissy will quickly toe the line and strive to be good and obedient. While a half hearted attempt will fail miserably.


Rewarding Good Behavior in a Sissy Maid

Rewarding Good Behavior in a Sissy Maid

The sissy maid who follows her Mistress’ orders to the letter and thereby completes round one of her sissy maid training, may be entitled to hold what is known as a sissy maid party. Now, that is to say that the sissy will not encounter a break from her duties as a sissy maid, but rather her skills will be showcased as such at a dinner party or a special event. The purpose of the sissy maid party is to create an environment in which the trainee is able to shine and show off her finely-honed skills acquired during her sissy maid training.

This is a wonderful opportunity for her to prove to her Mistress that she can plan and execute a special event with panache, flair and grace. The sissy maid, may, under the direction of her Mistress, plan the menu, the theme, the location, etc., of the sissy maid party. For her, it is a bit of a “coming out” party, or a debutante-type event. However, unlike those parties, where the person of honor relaxes and is served by staff, at the sissy maid party, she is the staff.

Back to rewards, there are more sissies being self trained than under the

tutelage of Mistress or Master and self discipline of this nature is impossible.

Truly the difference in how I m able to green train a sissy in three days and

fully train one in a month compared to many years of self training, however such

as it is rewards will work for both those sissies under a trainer or being self

trained. Anything feminine, submissive, humiliating, subjugating is a reward!

It’s really quite simple. A sissy strives to improve into a useful, pleasant,

serving creature. Any of the aforementioned are rewards. This can be panties and

bras, makeup or falsies, heels or gags; they are all needed, wanted and coveted

by a sissy so they are rewards. For the self trainer make out cards with each

item on them. You can put down pink panties on one, ruffled panties on another.

And in fact lest get the group involved and some one create a comprehensive list

of rewards. The list should include clothing, makeup, toys, and also outings,

for example a reward may be to get all dolled up and go to a gas station and

fill your gas tank while all dolled up. Then make up a second list of if you do

this so if you throw all your male underwear away you get to chose from the box

with the rewards in it. If you subscribe to a ladies magazine in your own name

you get to choose, if you clean the house with curtains open in your maids

uniform you get to choose you get the idea. In the case of being owned your

owner can choose the task and you can or they can choose the rewards. BUT you

get only one reward per week even though you may have to perform 7 tasks to get

to make that one choice.

Sissie will tell you that for him serving at a party is the ultimate reward. Yes

he will also tell you how it terrified him in the beginning but as soon as the

serving started he calmed down and fit his role perfectly and took and takes

great pride in being the perfect sissy maid. He is so intense on proving his

value and competence that he actually looks forward to challenges from guests to

show his feminization training has allowed him to overcome any obstacle. There

is little that give a sissy a greater sense of self being, worth and

satisfaction than serving a s a perfect sissy maid in front of a group of people

who know his status. To be seen and known as a complete pantied sissy while his

wife sits at a dinner often with her lover and table full of guests and serve

them to their amazement and great satisfaction is the ultimate for a sissy maid.

They will glow for days afterward and strive to be even better the next time, I

love to hear them talk about how they could do a better job the next time and

see their enthusiasm for their work. They clean better and faster and with a

smile and joy in their heart after such an event.


When I woke up I was naked on the bed, naked and undressed. I stretched lazily. Immediately I felt the urge to get up and get dressed, and without even thinking twice I climbed into an incredible costume: a waist cincher that pulled my waist in seven inches, a set of patterned tights, like a wide weave fishnet, a fake training bra, and then a dress that was so tight and shiny I looked like a feminine eel. I easily fit my feet into the waiting four inch heels, and then pulled a hood over my face that secured at my chin and neck, and had a long blonde ponytail attached to the top. I fixed my makeup like a pro and I swayed into the other room, to find Alexa sitting at the table drinking coffee. She smiled at my appearance. A voice spoke, a high beautiful voice, and it was mine: “Mistress.”

Alexa was happy, so happy with me that she donned a silver cat suit with an attached dildo and fucked me right there.



A Sissy Maid Day

A Sissy Maid Day – What is a typical day in the life of a sissy maid?


When your Mistress evaluates you based on the Sissy Maid Questionnaire & Test, she will determine how much preparation you need to begin your submission and service. You may need to lose weight, to

have your body hair removed, your hair done, your lashes and brows shaped and dyed, and of course, your manners…

The Mistress will map out an entire schedule for the reconstruction of your sissy habits. She may insist on your giving up your male clothes, your male life, your male identity….

She may, on the other hand, decide to take you on as a day maid only! Be prepared ….



The Morning of a Sissy Maid:


After a good sleep, the sissy maid wakes up early in the morning with her Mistress on her mind.

Once the sissy maid is dressed she should be ready to serve, at the bedside or the door to the Mistress’ chamber. If the sissy is scheduled to drive her Mistress, she needs to prepare the Mistress’ boots or shoes, coat and baggage. If a cook, she needs to prepare breakfast for her Mistress — on a tray, with flowers, and the paper, and perhaps an offer of a massage or a tonguing. If the mistress is also a chamber maid, she should be trained in manicures and pedicures, in massage, in hairstyling, and makeup. Some Mistresses wish to have their sissy maids assist with bathing, washing and rinsing her buttocks, her back, her legs, her feet.

While the Mistress takes her bath, the sissy maid coordinates her outfit for the day. If the sissy is styled in Fashion, she will have clothes, shoes, bag and jewelry matched up in advance, and she will drape the garments on the settee, or hang them in pretty arrangements in the manner the Mistress will wear them. She must always anticipate every need of the Mistress.

The sissy maid’s very purpose is to please the Mistress. Sometimes the sissy will enjoy her chores, sometimes not. She must appear the same way in each event, always behaving as if the chore is urgent and significant. The sissy maid must demonstrate her appreciation of the Mistress body, her personality, her beauty, her possessions. She must praise the dress, the hair, the makeup, the morning face, the powerful femininity.

The sissy maid is always on call, and the Mistress may use any method she chooses to guarantee that the sissy maid remains attentive, ready, and present for duty. A silver bell, an electronic prod, a remote control dildo beeper, a cell phone inserted into her core sex….


 Sissy Maid Afternoons:

Once the Mistress is made up and perfumed and has had one or two orgasms,  the sissy maid  prepares herself for use.

Sometimes she is  fucked, but more often she is forced to service the Mistress in a variety of measures, or simply to dress in bizarre and often humiliating costumes and walk in front of her. She shops with her, through the mail, or outdoors, in seedy lingerie shops, and dark little fetish stores. She may not pass at first, that is, she may still look more like a transvestite   than  a woman, but because she is fed one or two Feminization cocktails daily, she will feel her body changing. Her hair grows faster and longer, and her skin is softer and rounder and moister…

The sissy maid’s efforts are graded based on her dedication to her Mistress, her excellence at her domestic routines, and her readiness to sexualize her every act, for the pleasure of her Mistress.   Of course, any task that involves flesh on flesh contact with the Mistress is a treat which Sissy Maids covet.

A Sissy Maid’s Evening:

She is  strapped into the pleasure corset every night, and  audiotapes played underneath her pillow, and images of her transformed feminine body  dance in front of my eyes. If the sissy maid is on a sissy slut, cocksucking or humiliation track, then she is shown videos of soft penises, hard penises, men moaning in ecstasy, and made to suck  away at the penis shaped gag in her mouth, bucking with orgasmic energy. Again, the sissy maid should be trained in cooking and table design, serving the meal on heels and smelling faintly of yeast….

The sissy maid stands nearby to refill Mistress’wineglass  or feed her by hand if desired. The sissy maid serves desserts,and secures the entertainment for the night.   Each Mistress has different needs and desires, so
she may wish to have her bed turned down, she may not. It may even be a duty of the sissy maid to lay out the Mistress’s nightclothes, or even, attend to her bedtime pleasures.



Call Mistress Alexa and schedule your Sissy Maid Day

Sissy Maid Training 888-411-1230

Sissy maids are submissive men who like to dress up as women and serve women, (ideally, a Mistress, or sometimes a wife or girlfriend). Sissy maids dress in French maid uniforms with petticoats, stockings, garters, black high heels, and if the Mistress permits, a pair of ruffled sissy maid panties. Sissy maids who want to serve domestically enjoy the humiliation and servitude associated with cleaning, scrubbing, and polishing on their knees, wearing heels. Mistress Alexa often talks with these sissies once a week, after their big cleaning day, and treats them to feminized orgasms in their tight little uniforms.

Sissy Maid Training Sessions

A typical sissy maid training session begins with a sissy maid uniform and a Sissy List. The style and color of the sissy maid uniform is determined by Mistress Alexa. She often spends part of the session shopping with the sissy, making sure the sissy has all the right undergarments, tools, toys, and cleaning supplies Every morning Mistress Alexa texts or emails the sissy her LIST, on which various chores – like washing dishes, dusting, sweeping and mopping, grocery shopping, peeling and cooking, washing and ironing clothes, and entertaining – are written down, and which the sissy maid is expected to perform and check off the list.. For the sissy maid who has signed up for a Special Session, the list may also include licking and cleaning the Mistress’ beautiful pussy, and hand-washing her lingerie.