sissy mommy's little darlings
I am a five year old little girl sissy princess. My dollies are my best friends. My mommy makes all decisions for me because I am a child. I must be dainty, delicate and feminine in every way. My life is all about girly sweetness.
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Sissy Annie's feminization part 2
Mommy Bella had been pondering the therapist's advice to sissify andrew in order to tame him. She had some thoughts she wanted to share with the the therapist
"Andrew is quite the nasty bully. But, as you know, most bullies are weak and fragile. Both emotionally and physically. They just need a good paddling or a punch in the face. Could you schedule a hypnosis session with him and check this out. I also am aware that he is playing with his privates. Might need some advice about that too."
The therapist responded with great encouragement. "This is not an unusual case. I have had many similar clients. I would not be surprised if Andrew is a closet sissy! Also have him bring a stuffed bear or bunny with him to the session. What is his relationship with his older sister?"
"Andrew is mean to her and even hits her. I have to stop her from beating her brother. But I do punish him!! But that's not working!"
"I'm not surprised. Bring him to me at 3 PM next Thursday. Don't forget the bunny!" **************************************
A week later and Andrew has arrived for his session wih the therapist. He is holding a cute plushie in his arms. "Andrew, come sit down in the comfortable chair. I love that cute bunny you are holding. Is she yours?"
"No, she is my sister's bunny. She has lots of stuffed animals. Girls love them. Mommy told me I had to bring the bunny today." "I'm so glad you did!! Just hold her in your lap. I'm going to put you in a trance so I can talk to your subconscious. It will be like you are asleep but you can hear me talking to you and you will be able to respond to my questions." Andrew quickly falls asleep in a deep trance.
"Andrew, Can you feel the soft and cuddly bunny in your arms? Doesn't she give you comfort? Please pet her gently. Don't you feel better now?
"Yes Ma'am, I do"
"Andrew, you are now is a deep trance. You must answer all my questions truthfully. You cannot lie. The more you pet and caress the bunny the deeper you will go in trance. Not only will you answer my questions but you will share all your thoughts with me. Do you understand, Andrew?"
"Yes, Ma'am. I will answer your questions and tell you what I am feeling and thinking."
"Does your bunny have a name, Andrew"
"Her name is cottontail" Andrew Answered.
"Cottontail is a girl?"
"Yes she is, Ma'am, of course."
"You will take cottontail with you everywhere you go. You will hug and caress her and she will give you confort."
"Yes Ma'am. I will hug and caress her and she will give me confort."
"Tell her that you love her and that you will ask mommy to buy her a pretty dress so you can dress her pretty"
"I love you cottontail" Andrew gives her a big hug! "I will ask mommy to buu you a pretty dress"
"Andrew tell me about your sister. Do you like her? Do you ever play games with her?"
"She is very pretty. She has girlfriends that she play dolls with!" "I love her but I am mean to her" Andrew replied.
"Why are you mean to her?"
"I wish I could be pretty like her and be a girl like her but mommy wouldn't let me."
"You are jealous of your sister for being a pretty girl and wearing the prettiest dresses?"
"Yes ma'am. I love her pretty dresses!!"
"Andrew is truly a silly name for a sissy, isn't it?"
"Yes ma'am. What is a sissy? Can I be a sissy?"
"A sissy is an artificial girly creature, always in the process of becoming more and more submissive. A sissy dresses and acts like a girl in every way. A sissy can be even more girly and feminine than most real girls. Do you want a sissy name, Andrew?"
"YES! Very much, Ma'am. Please" He begins to sob and cry!
"You are SISSY ANNIE! When your mommy calls you SISSY ANNIE you will tell her that you will be an obedient, polite, kind and cheerful little sissy girl! You will apologize to your sister and ask her to play dolls with her and her girlfriends."
Next episode: Andrew becomes sissy annie and twins with her sister!That's sissy annie on the left with her older sister!!
Sissy Mondays for 12 weeks - #10
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!
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 Annie's recent Disney Cruise
Sissy Annie loves to wear her pretty dresses and show everyone what a PRISSY LITTLE PINK PANSY she is (with a deep and adorable curtsey)
Her favorite is spending time in the children's club with other little girls her age. Of course, she is the only one in a dress!! But sissies always wear dresses! Don't they?
I always board the ship wearing my Minnie Mouse dress! Then I have mommy find the first meet-and-greet wuth Minnie Mouse. She adores sissies lke me!! - sissy princess annie
I always board the ship wearing my Minnie Mouse dress! Then I have mommy find the first meet-and-greet wuth Minnie Mouse. She adores sissies lke me!! - sissy princess annie
Sissy Annie's feminization part 1
Mistress Michelle, Ms Holly,Ms Emily and Dr Dotson are collaborating on a series of posts doing a deep dive into sissy annie's sissification from a little girl to an adult and then regression to an infantile little princess!
This is sissy andrew with his lovely mommy. He had not yet earned a sweet girly name!
Andrew was a mean, unpleasant and uncaring boy. Additionally he hit and hurt his mother, his sister and his sister's girlfriends!
His mother took him to a therapist to determine what options she had to tame him. The therapist was expeienced in dealing with boys who were unusually aggressive.
She learned that Andrew's parens were divorced and that his father was an abuser! A case of a terrible role model! She suggested significant humiiation of her son!!
"This might sound mean and excessive but I have suggested this to other moms with mean sons. Dress him up as a girl and give him only girly interests to keep him occupied. A pretty dress, petticoat, lacy panties, Hair bows, Mary Janes and make him up with pink lips, cheeks and long lashes. Give him domestic chores around the house. Cooking, cleaning and the like. Teach him to curtsy to everyone he meets"
"OMG! That does sound mean and cruel! How did those boys react to this?". Questioned Andrew's Mommy.
"At first they acted out but they received even more humiliating punishment like being taken out and shown off as a little pansy!! In time they became meak, submissive, docile and compliant sissies. They became mommy's little princess."
"So what is happening with those boys now?"
"They are well along the path to transition now. Living and working as young girls!! Stated the therapist with satisfaction. "They are now the cutest little pansies!
Next: Andrew becomes prissy pink little pansy Annie as his older sister takes charge!!
This is sissy andrew with his lovely mommy. He had not yet earned a sweet girly name!
Andrew was a mean, unpleasant and uncaring boy. Additionally he hit and hurt his mother, his sister and his sister's girlfriends!
His mother took him to a therapist to determine what options she had to tame him. The therapist was expeienced in dealing with boys who were unusually aggressive.
She learned that Andrew's parens were divorced and that his father was an abuser! A case of a terrible role model! She suggested significant humiiation of her son!!
"This might sound mean and excessive but I have suggested this to other moms with mean sons. Dress him up as a girl and give him only girly interests to keep him occupied. A pretty dress, petticoat, lacy panties, Hair bows, Mary Janes and make him up with pink lips, cheeks and long lashes. Give him domestic chores around the house. Cooking, cleaning and the like. Teach him to curtsy to everyone he meets"
"OMG! That does sound mean and cruel! How did those boys react to this?". Questioned Andrew's Mommy.
"At first they acted out but they received even more humiliating punishment like being taken out and shown off as a little pansy!! In time they became meak, submissive, docile and compliant sissies. They became mommy's little princess."
"So what is happening with those boys now?"
"They are well along the path to transition now. Living and working as young girls!! Stated the therapist with satisfaction. "They are now the cutest little pansies!
Next: Andrew becomes prissy pink little pansy Annie as his older sister takes charge!!
Sissies: Born or Made? Essay #4, Afterword
"Some are born sissy, some achieve sissyhood, and some have sissyhood forced upon them."
That’s a paraphrase and parody of a line from Shakespeare’s Twelfth Night, and I believe it is entirely true. In this series of essays, I will be exploring the idea that some males are sissies (almost) from birth, others develop into sissies on their own, and still others are made into sissies.
Afterword: Is Any Male a Potential Sissy?
Is any male a potential sissy? In my opinion, yes—although the depth to which he may succumb to the siren call of femininity differs. But it is clear to me that a substantial portion of the population is susceptible.
The evidence is in the popularity of media depictions of feminization, such as RuPaul’s Drag Race, the movies Tootsie and The Danish Girl. Each of these approaches and examines the subject from a different angle, but they all depict it in a positive manner. Other evidence comes in societal acceptance of events like “womanless pageants,” in which high school and college students cross-dress and compete. That these seem particularly popular in rural areas, which might be presumed to be more conservative, is another indication of general acceptance.
I believe that any male can be persuaded to masquerade as a woman or girl…and that the vast majority will find they enjoy it. A substantial portion will readily repeat the experience. Some of those who do will make feminization a regular part of their activities, and those activities will divide up along these lines:
But all of them get an erotic thrill from their activities—and that makes them, at the least, “latent sissies”.
That’s a paraphrase and parody of a line from Shakespeare’s Twelfth Night, and I believe it is entirely true. In this series of essays, I will be exploring the idea that some males are sissies (almost) from birth, others develop into sissies on their own, and still others are made into sissies.
Afterword: Is Any Male a Potential Sissy?
Is any male a potential sissy? In my opinion, yes—although the depth to which he may succumb to the siren call of femininity differs. But it is clear to me that a substantial portion of the population is susceptible.
The evidence is in the popularity of media depictions of feminization, such as RuPaul’s Drag Race, the movies Tootsie and The Danish Girl. Each of these approaches and examines the subject from a different angle, but they all depict it in a positive manner. Other evidence comes in societal acceptance of events like “womanless pageants,” in which high school and college students cross-dress and compete. That these seem particularly popular in rural areas, which might be presumed to be more conservative, is another indication of general acceptance.
I believe that any male can be persuaded to masquerade as a woman or girl…and that the vast majority will find they enjoy it. A substantial portion will readily repeat the experience. Some of those who do will make feminization a regular part of their activities, and those activities will divide up along these lines:
A third or so will simply wear “normal” feminine attire—skirts and blouses—without any attempt to appear completely feminine. They simply delight in the feeling of feminine clothing.
Another third will go a step further: They want to be seen as an attractive female, and will adapt cosmetics, hairstyles and fashions that compliment their desire.
Still others see it all as a game, a sort of costume contest, and will wear outfits best viewed as a kind of fetish.
But all of them get an erotic thrill from their activities—and that makes them, at the least, “latent sissies”.
Sissies: Born or Made? Essay #3
"Some are born sissy, some achieve sissyhood, and some have sissyhood forced upon them."
That’s a paraphrase and parody of a line from Shakespeare’s Twelfth Night, and I believe it is entirely true. In this series of essays, I will be exploring the idea that some males are sissies (almost) from birth, others develop into sissies on their own, and still others are made into sissies.
Some Have Sissyhood Forced Upon Them
We now move to a different group of males…those who, by their very nature, are weak-willed and submissive. They simply do not have the strength to assert themselves. Confronted by a woman with the opposite nature, one who seeks to dominate and control her erotic partners, this male will quickly accept feminization—not because he desires it, necessarily, but because he cannot resist her superior will.
This woman, often referred to as a “mistress” or “dominatrix,” does not seek to make her partner into anything resembling a true female. He is not expected to “pass” as a girl or a woman. He is truly a sissy, forced to be a caricature of femininity. Often, even if he is a teenager or adult, he will be dressed, treated, and displayed as a very young girl—a child of seven or eight, perhaps even a toddler, in many cases an infant, complete with diapers. He may be presented as a “bimbo,” a sex-obsessed creature with overly emphasized breasts and seemingly little intellectual prowess.
He may be trained as a servant—the traditional French maid Is a frequent favorite. As such, he will be the subject of public exposure and ridicule. Indeed, his mistress will get great pleasure from humiliating him this way…and will tie his erotic pleasure to that same humiliation, so that in time he craves being seen and treated as the pathetic sissy he has become.
Physical discipline is almost always a part of this. The sissy will be subjected to spankings, often with observers. He may also undergo bondage—especially through the use of a chastity device. He may be locked into his feminine attire, so that he cannot change without assistance.
With this forced feminization, this is the ultimate sissy, the male who has been deprived of all masculinity.
That’s a paraphrase and parody of a line from Shakespeare’s Twelfth Night, and I believe it is entirely true. In this series of essays, I will be exploring the idea that some males are sissies (almost) from birth, others develop into sissies on their own, and still others are made into sissies.
Some Have Sissyhood Forced Upon Them
We now move to a different group of males…those who, by their very nature, are weak-willed and submissive. They simply do not have the strength to assert themselves. Confronted by a woman with the opposite nature, one who seeks to dominate and control her erotic partners, this male will quickly accept feminization—not because he desires it, necessarily, but because he cannot resist her superior will.
This woman, often referred to as a “mistress” or “dominatrix,” does not seek to make her partner into anything resembling a true female. He is not expected to “pass” as a girl or a woman. He is truly a sissy, forced to be a caricature of femininity. Often, even if he is a teenager or adult, he will be dressed, treated, and displayed as a very young girl—a child of seven or eight, perhaps even a toddler, in many cases an infant, complete with diapers. He may be presented as a “bimbo,” a sex-obsessed creature with overly emphasized breasts and seemingly little intellectual prowess.
He may be trained as a servant—the traditional French maid Is a frequent favorite. As such, he will be the subject of public exposure and ridicule. Indeed, his mistress will get great pleasure from humiliating him this way…and will tie his erotic pleasure to that same humiliation, so that in time he craves being seen and treated as the pathetic sissy he has become.
Physical discipline is almost always a part of this. The sissy will be subjected to spankings, often with observers. He may also undergo bondage—especially through the use of a chastity device. He may be locked into his feminine attire, so that he cannot change without assistance.
With this forced feminization, this is the ultimate sissy, the male who has been deprived of all masculinity.
So perfectly childish
Hello Kitty dress and Goldilocks Dress! A child forever! How would you describe her in one word?
SISSY PRINCESS ANNIE
SISSY PRINCESS ANNIE
Sissy Mondays for 12 weeks - #9
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!
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!
Sissies: Born or Made? Essay #2
"Some are born sissy, some achieve sissyhood, and some have sissyhood forced upon them."
That’s a paraphrase and parody of a line from Shakespeare’s Twelfth Night, and I believe it is entirely true. In this series of essays, I will be exploring the idea that some males are sissies (almost) from birth, others develop into sissies on their own, and still others are made into sissies.
Some Achieve Sissyhood
A boy who does not meet society’s expectations of masculine behavior—who is not athletic and prefers quieter endeavors—will find it difficult to attract girls as romantic partners. This is not to say that he seeks male romantic partners; he Is usually firmly heterosexual. He wants a romantic relationship with a female—he simply cannot get one.
He usually has plenty of feminine friends who appreciate his gentler approach to things. They frequently share his interests as well—interests such as the performing arts (acting, music, dance) and the creative arts (writing, drawing, painting). He will come to admire (and desire) those girls who participate in his activities, while knowing they will never be more than friendly. He wants a closer relationship with these female companions and searches for a way to build one.

Eventually, his attraction transfers from their personalities and bodies to their appearance. If he cannot be their lover, he will be their twin. He begins to experiment with makeup and clothing, hoping to fit in with the more girlish activities by looking like them. In time, he has a secret stash of feminine attire…and he wears it in his private moments. When desire overwhelms him, he dresses as a girl and succumbs to the need for orgasm, masturbating to his feminine image in the mirror, or in photos he has secretly taken. By this time, generally in his early teens, he is definitely a sissy, preferring to present as an attractive girl.That’s a paraphrase and parody of a line from Shakespeare’s Twelfth Night, and I believe it is entirely true. In this series of essays, I will be exploring the idea that some males are sissies (almost) from birth, others develop into sissies on their own, and still others are made into sissies.
Some Achieve Sissyhood
A boy who does not meet society’s expectations of masculine behavior—who is not athletic and prefers quieter endeavors—will find it difficult to attract girls as romantic partners. This is not to say that he seeks male romantic partners; he Is usually firmly heterosexual. He wants a romantic relationship with a female—he simply cannot get one.
He usually has plenty of feminine friends who appreciate his gentler approach to things. They frequently share his interests as well—interests such as the performing arts (acting, music, dance) and the creative arts (writing, drawing, painting). He will come to admire (and desire) those girls who participate in his activities, while knowing they will never be more than friendly. He wants a closer relationship with these female companions and searches for a way to build one.

As he ages, the attire he wears will remain in the fashion of the girls he first tried to emulate. He doesn’t want to look like a woman; he wants to look like one of the girls he desired at the flowering of his interest in sex.
A pansy in a dress!!
Mommy regressed me to a little girl, emotionally and mentally where I could not care for myself. She proved to the court that I am a child who coud not care for myself! The judge declared me a legal minor! Mommy is my guardian. She makes sure that I am a healthy, happy and sweet little girl. I love you so much mommy! I love being your sissy princess! I love telling and showing everyone that I am a sissy girl and a pretty pansy!!
I love my pretty dresses and my precious dollies! - sissy princess annie
Sissies: Born or Made? Essay #1
"Some are born sissy, some achieve sissyhood, and some have sissyhood forced upon them."
That’s a paraphrase and parody of a line from Shakespeare’s Twelfth Night, and I believe it is entirely true. In this series of essays, I will be exploring the idea that some males are sissies (almost) from birth, others develop into sissies on their own, and still others are made into sissies.
Some Are Born Sissy
Let me be clear—I’m not suggesting there is a genetic component to being a sissy, or that it is an inheritable trait. I do, however, think that some boys begin the journey to sissyhood very early, possibly within the first 12 months of life. There are specific circumstances that can lead to this.
The first is being the “baby” of the family, the last child born—especially if he is also the only male child. As such, he is surrounded by femininity and experiences girlish things—clothes, toys, activities—as normal and desirable. His elder siblings, all female, will be his natural first playmates…and, as the youngest in the group, he will most likely be seen by them as a playtoy, a dolly to be dressed and posed.
A second is maternal domination. If the father is absent, or distant (either geographically or emotionally), the mother will come to be the dominant influence in the boy’s life, from a young age. This is very true in the single-parent situation, where all discipline and control is supplied by the mother, who will naturally be more comfortable dealing with a submissive and somewhat feminine child. In addition, the mother who is left to handle things alone will often turn to her own mother and sisters for support and assistance.
All this places the developing child in an overwhelmingly feminine culture and society. Is it little wonder, then, that he finds comfort and joy in girlish things? By the time he is pre-school age, and is beginning to act out what he perceives as his adult models—at time when most boys are pretending to be such figures as policemen, firemen, pilots—the boy in our scenario is, instead, dressing in his mother’s cast-offs and pretending to be a housewife, a waitress, or ballerina.
In other words, he is, by his own volition and through his early training, a sissy.
Pinkalicious
Sissy princess annie loves her dolls, her plushies, her girls toys and alll her childish and girly things.
Her favorite is "pinkalicious" the giant and huggable bear. Sissy Annie loves to chat with pinkalicious and tell her all about her thoughts and adventures.
Babies, toddlers, and young children love to squeeze, hug, and play with their furry friends. The feeling of soft, familiar toys helps children feel secure.
The coloring and facial expressions of friendly stuffed animals also offer kids reassurance. The gentle features of plush toys entice children to care for them, and the dimensions and softness of the toy make it easy to comfortably carry a stuffed animal around. Children develop a bond with their toys through daily interactions, which deepens their care for their toys.
Children take care of their toys’ well-being by feeding, dressing, and playing with them. Children can discuss their feelings and their toys’ feelings and explain information to their toys. And just as a stuffed animal reassures a child that everything is OK, the child reassures their toy the same.
One important factor to consider in the psychology behind children’s love of stuffed animals is how the toys develop unique personalities. Through interactions and shared history with the child, a stuffed animal becomes a special character.
Sissy Annie will sit on the floor, couch or bed and have conversations with pinkalicious. I wish there was someway of knowing what pinkalicious says back to sissy annie. But it's not that difficult to figure it out based on sissy annie's reply.
They Nurture Empathy and Compassion. They reinforces sissy annie's childish personna. I know that pinkalicious always reminds sissy annie to be the best prissy pink little pansy for her mommy!
Her favorite is "pinkalicious" the giant and huggable bear. Sissy Annie loves to chat with pinkalicious and tell her all about her thoughts and adventures.
Babies, toddlers, and young children love to squeeze, hug, and play with their furry friends. The feeling of soft, familiar toys helps children feel secure.
The coloring and facial expressions of friendly stuffed animals also offer kids reassurance. The gentle features of plush toys entice children to care for them, and the dimensions and softness of the toy make it easy to comfortably carry a stuffed animal around. Children develop a bond with their toys through daily interactions, which deepens their care for their toys.
Children take care of their toys’ well-being by feeding, dressing, and playing with them. Children can discuss their feelings and their toys’ feelings and explain information to their toys. And just as a stuffed animal reassures a child that everything is OK, the child reassures their toy the same.
One important factor to consider in the psychology behind children’s love of stuffed animals is how the toys develop unique personalities. Through interactions and shared history with the child, a stuffed animal becomes a special character.
Sissy Annie will sit on the floor, couch or bed and have conversations with pinkalicious. I wish there was someway of knowing what pinkalicious says back to sissy annie. But it's not that difficult to figure it out based on sissy annie's reply.
They Nurture Empathy and Compassion. They reinforces sissy annie's childish personna. I know that pinkalicious always reminds sissy annie to be the best prissy pink little pansy for her mommy!
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!
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!
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
--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.
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!
"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!!
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