The Dragon King puppet show!

On Sunday afternoon, Mistress Michelle, Mistress Shari and I (Litte Jenny) to sissy Annie, and her girl friends Amy, Julie and Chrissy to see the Dragon King pippet show! This is the link if you are interested!

About the show:

A rerrible drought has overtaken the land, and all the world has turned brown and lifeless. The dragon king os ruler of the waters, and the people are beginnng to wonder why her has not brought the precious rains in such a very long time. A wise and fearless Grandmother is determined to find out why the Dragon King is holding back the precious rains – even if it means a journey to the bottom of the sea! It's an underwater fantast based on Chinese folklore.

Mistress Shari dressed sissy annie in a diaper and plastic pants and her pink polka dor dress. Sissy Annie took her dolly,, Corinne Tan, with her. Sissy Annie dresses Corinne is warm clothes because it was a cold and blustery day. Sissy got lots of compliments on got dress and dolly! Sissy loved introducing Corinne to everyone.

Sissy Annie loves sitting with all the other children who come to the puppet show. She is mostly a good little girl. Sometimed she needs to suck on her binky! Amy makes sure she has pinned sissy's paci on her dress! Amy is getting a bit older. So she is being taught to babysit and care for sissy annie. Amy loves feeding sissy annie her baby bottle and baby food!

Love little Jenny!

Sissy Annie update

Sissy Annie is strugging to learn all the hand signals. She needs to learn to focus and remember. But she is a weak little pansy. Speaking of that she is being trained to perform a deep curtsey to every female that comes near her! Then she must speak "I am sissy annie. I am a prissy pink little pansy!!

She is making progress on her domestic chores including caring for my wardrobe and dressing me in the mornings. She licks her lips when I am close to her. A sign that she craves to lick and kiss my pretty pink ass! She has also earned many paddlings for poor performance! Such is the life of a sissy!

Sissy Maid Annie at the Supermarket

I don't know if Sissy Annie has done any shopping for Mistress Shari yet, but here's my image of what would happen!

--Sissy Dani

Sissies are to be seen and not heard

By definition, sissies thrive on being controlled, dominated, being ultra feminine, ultra sexual, and extremely submissive. They must be taught to be 100% obedient, totally submissive and to worship their mistress. Sissies worship women as femdom is a bit part of the sissy world. Sissies are basically children.

Sissy Annie is a child. She is being taught to do simple basic domestic tasks without the need to think too much. This includes cooking, cleaning, serving, shopping, etc. Society looks at these as typically feminine tasks. At one level a man performing these tasks at times is not all tha unusual. But put a sissy in a sissy maid dress and have him mince around the grocery store in locked heels. Every can tell that sissy is owned by a mistress who demands total obedience and submission. It's a TOTAL Power Exchange (TPE) relationship where the dominant female controls the submissive's "sissy" transformation involving training, humiliation, and control.

I have no need to have chats or discussion with sissy annie. I am not her friend! She is my sissy slave who worships me.

She will be taught her tasks and expected to perform at a high level. Performance at sub-standard level will be punished by paddling, whipping and/or humiliation depending on the severity of the infraction as determined by Mistress! I use hand signals which ensure that I have little need to engage sissy in conversation. Sissy is learning these hand signals one at a time. The only way she will learn these hand signals is by constant repetition. After "learning" time she will be deeply humiliated for any mistakes.

Sissy has been explained her role as my sissy slave by one of my girlfriends! She signed a confirmation of her acknowledgment of her role. She also begged for punishment and humiliation for any infraction.

Sissy is never to look at me directly in the eyes! She must always took down when in mt presence. When I enter a room that sissy is in she will crawl to me and kiss my heels. Sissy is an artificial girly creature, always in the process of becoming more and more submissive.

Sissy Annie is a child and a prissy pink little pansy! She loves her playtime with her dollies. She will be given playtime every day (with the exception of due punishment).

This reinforces her juvenile nature and a reminder that adults make all decisions for her.

Sissy Annie was fucked, wanked, paddled and humiliated this weekend. She was grateful and appreciative for her training and all the attention.

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 me with happiness amd joy. Serving Mistress Shari is a dream come true.

What is a sissy submissive? A "sissy submissive" refers to a male submissive in BDSM who embraces feminine roles, often through feminization practices like cross-dressing, adopting feminine behaviors, and taking on a subservient, "girly" persona as part of a power exchange with a dominant partner, exploring gender play and humiliation/degradation within a consensual kink context. It's a specific dynamic within feminization (or sissification), where the submissive is trained or encouraged to be effeminate, contrasting with traditional masculine expectations.

Key Aspects:

Gender Role Reversal: The core involves a male adopting traditionally feminine traits, clothing (dresses, lingerie, makeup), and mannerisms.

Power Exchange: It's a consensual dynamic where the dominant partner controls the submissive's "sissy" transformation, often involving training, humiliation, and control.

Feminine Persona: The "sissy" submissive embraces perceived feminine qualities, sometimes acting coy, shy, or delicate, as directed by the dominant.

Pejorative Roots: While often reclaimed in kink, the term "sissy" originally meant an effeminate or weak male, but in this context, it's a chosen identity within a BDSM relationship.

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 .

Is Sissy Annie a "Pretty boy"?

A "pretty boy" is a slang term for a man who is very good-looking, often with soft, charming, or somewhat feminine features (like smooth skin, nice hair, symmetrical face) that are considered highly attractive, though it can sometimes imply vanity, effeminacy, or be used playfully as a compliment or slight insult. The term is frequently used in media for romantic leads and can range from a genuine compliment to a backhanded remark, depending on context.

"FemBoy" is synonymous for "pretty boy".It's a term very much in vogue today.

Can sissies be pretty boys? Sissies are to femboys as drag queens are to crossdressers. Way more over the top in presentation and mindset. All sissies can be classified as femboys, but most femboys aren't sissies. Is sissy annie a femboy? Let's ask her!!

I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive.I hate being called by anything masculine like "-boy". I prefer being called a PANSY because that's also a reference to a pretty flower! I am full of girly sweetness!

Sissy Annie is now Mistress Shari's sissy maid!

I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive. I am the sissy maid of Mistress Shari. I will obey her and serve her as she demands. I will must accept the ridicule and humiliation that goes with being her property

A sissy maid is always dressed in a feminine uniform and adopts a submissive and servitude role, typically performing domestic chores for a dominant Mistress. I will accept the ridicule and humiliation of being exposed, in public, as a prissy pink little pansy. I worship Mistress Shari as my Goddess!

The feminized male is already servile and obedient and enamoured of the kind of tasks a maid should 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. By taking over these chores, the feminized male relieves the household budget of paying for someone to perform them.

Last Friday evening sissy annie performed maid duties at Ms Carla's home for a social gathering of about a dozed women. Mistress Shari bathed and dressed sissy annie in her new sissy maid uniform. As one can see the dress is very short and the petticoat is extremely stiff! Sissy was locked in chastity and her butt plug inserted in her sissy pussy.

The dress barely covers her ass cheeks. Sissy will get used to being pinched, paddled or patted on her bottom. She responds with a kind work of gratitude for the attention. "Thank you, Ma'am. I hope I have pleased you"

This week Thursday evening Mistress Shari will finally take posession of sissy annie as her sissy slave. She will fuck sissy annie to teach her that sissies do not get pussy! They are pussy!!

Sissy Mondays for 12 weeks - #6

Sissy is expected to dress and be publicly displayed wearing childish ribbons & bows, pantaloons, lacy anklets and mary janes that any pretty self-respecting girls his age would find a source of mockery and disdain!

Mommy dressed me in her prettiest petticoats when I was young. It felt so good, but as a boy so very forbidden. Now I have my own petticoats and I adore wearing every one of them. When you were a child you used to daydream about being a girl! Mommy knew that and made you her sissy princess!

I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive. I will soon become the sissy of Mistress Shari. I will obey her and serve her as she demands. I will be her sissy maid and accept the humiliation that goes with that job title.

A sissy maid is always dressed in a feminine uniform and adopts a submissive and servitude role, typically performing domestic chores for a dominant Mistress. I will accept the ridicule and humiliation of being exposed, in public, as a prissy pink little pansy. I worship Mistress Shari as my Goddess!

Shari, Teen Domme #17

Sissy Magazine #25, January

What is the sissy stereotype?

The "sissy" stereotype refers to a derogatory label for a boy or man seen as weak, cowardly, and overly effeminate, failing to meet traditional masculine norms by showing interest in stereotypically feminine things, being unathletic, or displaying sensitive behavior.

This stereotype functions as social control, stigmatizing males who don't conform, linking effeminacy with fragility, lack of courage, and lower status, often carrying negative connotations for those perceived as gay or simply non-masculine.

Core Characteristics of the Stereotype:

Effeminacy: Acting or appearing feminine, such as through clothing, mannerisms, or emotional expression. Weakness/Cowardice: Perceived lack of bravery, physical strength, or stoicism. Unmanliness: Disinterest in traditional male activities (sports, aggression) or interest in traditionally female ones (fashion, nurturing).

I love being called a "PANSY". A pansy is a type of flower. So the term literally means "weak,delicate, fragile, soft, vulnerable, dainty, femme, childish and sissy.

I am all of these - Prissy Pink Little Pansy annie (PPLP)

sissy annie's TOP 3 prissy pink little pansy dresses for 2025

So childish, frilly and perfect for a sissy pansy!!

A message from Mistress Shari to her sissy slave

Dear sissy princess Annie: This is being posted on your blog, by your mommy Jenny, for everyone to see. Your days of being coddled as a little princess are nearly over. In the New Year you will begin your servitude in the role that fits you best, as my SISSY MAID!

It's NOT that you have grown up or matured. You are the same weak and pathetic prissy pink little pansy!! But as a feminized male you can be taught the tasks, and dress the role, of a SISSY MAID!!
















Ms Holly provided me with these cute photos of you as a pink sissy maid! I requested that she post in the comments about your experience as a sissy maid!

The feminized male is already servile and obedient and enamoured of the kind of tasks a maid will carry out for a Mistress. Those tasks will include cleaning and laundry, shopping (a great opportunity for public exposure and humiliation), and more intimate things like bathing me. By taking over these chores, the feminized male relieves the household budget of paying for someone to perform them.

Your tasks will all require that you wear the uniform of a SISSY MAID. A corset, short dress, stiff petticoat, stockings, heels, etc. You will be taught domestic tasks which includes cooking, serving meals, cleaning, laundry , etc. Corset control will make you happy and aroused. It will deepen your submission to me. It will increase your feelings of humiliation as you are taken to complete submission to your 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)



I will demand erotic sexual activity with you. You will eat my pussy and submit to being pegged ("fucked") in your ass, and to being wanked. All these things will, naturally, please you, even as they impress upon you that you are merely my servant, my toy, my sissy fuck toy. You will beg me to allow you to kiss my ass. You will pucker your pretty painted red lips many times during the day exibiting your desire to do so. You will crave this so deeply! You will whimper and cry to kiss my ass.

I will discipline you with bare-bottom paddlings. These paddlings will usually result in arousing your "nubbin", especially when it is rubbed against my thighs. If it should spurt, there will be further punishment. At night, you will share my bed, but you will be caged, plugged and diapered the entire time. I may request you to keep me aroused by using your lips and tongue on my pussy or to wake me in the morning that way.

You will have no need to speak other than "Yes, Mistress" to direct requests of mine. You may request to speak through a hand sigmal that I will teach you. You will only be allowed that request a spoken dialogue a maximum of 3 times a day. I may choose to ignore the request.

You will be trained to perform to minumum standards. Anything less that minimal performance will be punished by deeper humiliations. My expectations are that you will perform your tasks at a level far beyond minimal standards. Your ever thought and deed will be a form of worship of me. I am your Goddess!

After each weekend serving me you will create a detailed report on the activities and your reactions to them. You will send it to Mistress Michelle, Nanny Katy, little mommy Jenny, Dr. Dotson and me. If Mistress Michelle approves, it may be posted on your blog.

All of this has been explained to sissy annie. She will add a comment to this post accepting her new status!

Mistress Shari

Sissy Mondays for 12 weeks - #4

Sissy is expected to dress and be publicly displayed wearing childish ribbons & bows, pantaloons, lacy anklets and mary janes that any pretty self-respecting girls his age would find a source of mockery and disdain!

Mommy dressed me in her prettiest petticoats when I was young. It felt so good, but as a boy so very forbidden. Now I have my own petticoats and I adore wearing every one of them. When you were a child you used to daydream about being a girl! Mommy knew that and made you her sissy princess!

I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive. I will soon become the sissy of Mistress Shari. I will obey her and serve her as she demands. I will be her sissy maid and accept the humiliation that goes with that job title.

A sissy maid is always dressed in a feminine uniform and adopts a submissive and servitude role, typically performing domestic chores for a dominant Mistress. I will accept the ridicule and humiliation of being exposed, in public, as a prissy pink little pansy. I worship Mistress Shari as my Goddess!

Sissy Mondays for 12 weeks - #3

Sissy is expected to dress and be publicly displayed wearing childish ribbons & bows, pantaloons, lacy anklets and mary janes that any pretty self-respecting girls his age would find a source of mockery and disdain!

Mommy dressed me in her prettiest petticoats when I was young. It felt so good, but as a boy so very forbidden. Now I have my own petticoats and I adore wearing every one of them. When you were a child you used to daydream about being a girl! Mommy knew that and made you her sissy princess!

I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive. I will soon become the sissy of Mistress Shari. I will obey her and serve her as she demands. I will be her sissy maid and accept the humiliation that goes with that job title.

A sissy maid is always dressed in a feminine uniform and adopts a submissive and servitude role, typically performing domestic chores for a dominant Mistress. I will accept the ridicule and humiliation of being exposed, in public, as a prissy pink little pansy. I worship Mistress Shari as my Goddess!

Merry Christmas from sissy annie and Rebecca

Sissy Annie loves twinning/matching with her dollies! Sissy naturally regresses to her darling little girl self when she is wearing matching dresses with her dolly! A 4 or 5 year old little princess who adores her dollies.

"I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive. I will soon become the sissy of Mistress Shari. I will obey her and serve her as she demands. I will be her sissy maid and accept the humiliation that goes with that job. - I must tell everyone that I am a prissy pink little pansy" ----sissy princess annie

So you might be a sissy! (#5 in a series)

#4 in the series

#3 in the series

#2 in the series

#1 in the series

EROTIC HUMILIATION AND SISSIFICATION

As evidenced by the term “sissy” itself, sissification frequently includes some amount of erotic humiliation (although it doesn’t have to). This is a form of emotional masochism that can help people overcome insecurities and anxieties by prompting them to face these fears head-on in a consensual, kinky environment. For example, many people are insecure about their penis size and the kinky practice of small penis humiliation (SPH for short) can transform that fear into humiliating ecstasy.


Sissification often does something similar, targeting gender insecurities directly. For men, sissification can expose them to the fear that they’re not “man enough.” People assigned male at birth are often pressured into masculinity from a young age. This happens in casual ways like being gifted “boy toys,” but it’s often enacted through strict social policing and ridicule as well. While children perceived as girls are often given some “wiggle room” when it comes to gender presentation, adults often force children they think are little boys into strict codes of masculinity to protect them from becoming, well, “sissies.”

Ms Dani is considering a new essay (or possibly a series of them) on whether males are born to be sissies or made into them by training and/or circumstance. I plan to share the case study of sissy annie which dives deeper into this question. One thing for certain, she LOVES being a sissy!

"I love being mommy's little sissy darling." - sissy princess annie

Dr Abigail Dotson

Sissy Annie visits Santa

I always wait to about a week before Christmas to take my prissy pink little pansy to visit Santa Claus. The line is much longer then. Lots of mommys and their little boys and girls all dresses up for photos. It reinforces how childish sissy annie is. Of course there are always comments and questions for sissy. After Santa visit we spend a few hours browsing in the mall!

A couple cute photos of sissy baby annie in her pink disney princess baby dress later that evening. She always needs her binky in the evening. It gives her comfort. Babies need pacifiers because they fulfill a strong, natural sucking reflex, offering comfort, helping them self-soothe.

Nanny Katy always nurses sissy baby annie in the morning and evening. When Nanny puts a pacifier/binky in her mouth, sissy instantly regresses to a two-year-old child. Even when sissy is "grown up." (4 years old)she has moments when she wants to feel baby-ish; She asks, "May I have my binky?" I usually give her a binky to suck on. She is a sweet infantile little princess!! A delightful little baby doll.

Mommy's Little Sissy Darling

I love being mommy's little sissy darling. I can't get that (L-S-D) out of my mind. I love sharing that with everyone (with a curtsy too). I wanted to find a beautiful photo that shows that I am truly mommy's little sissy darling. I love this gorgeous pink party dress. Mommy says my pose is extremely girly and femme!

I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive. I will soon become the sissy of Mistress Shari. I will obey her and serve her as she demands. I will be her sissy maid and accept the humiliation that goes with that job. - I must tell everyone that I am a prissy pink little pansy ----sissy princess annie

Ready for the Holidays!

I wanted to share with everyone a cute photo of sissy annie and her dolly, Courtney Moore!! All ready for the holidays! Annie is wearing her ballet retital dress.

"It's the best time of year to be a prissy pink little pansy" --- Sissy Princess Annie

Sissy Mondays for 12 weeks - #2

Sissy is expected to dress and be publicly displayed wearing childish ribbons & bows, pantaloons, lacy anklets and mary janes that any pretty self-respecting girls his age would find a source of mockery and disdain!

Mommy dressed me in her prettiest petticoats when I was young. It felt so good, but as a boy so very forbidden. Now I have my own petticoats and I adore wearing every one of them. When you were a child you used to daydream about being a girl! Mommy knew that and made you her sissy princess!

I am a sissy, an artificial girly creature, always in the process of becoming more and more submissive. I will soon become the sissy of Mistress Shari. I will obey her and serve her as she demands. I will be her sissy maid and accept the humiliation that goes with that job title.

A sissy maid is always dressed in a feminine uniform and adopts a submissive and servitude role, typically performing domestic chores for a dominant Mistress. I will accept the ridicule and humiliation of being exposed, in public, as a prissy pink little pansy. I worship Mistress Shari as my Goddess!