Girls in Dresses - pretty little darlings

"Thank you, Ladies. Thank you for your appreciation. Aren't our three sissies lovely? And as you can see, they are feeling very sweet in their panties." Madame Ruche paused, a wide grin on her crimson lips, as the women of East Wallingham Female Society stopped applauding the arrival on the platform of the sissies, so that they could watch the helpless squirms of the exhibits now that they found themselves in front of thirty well dressed women.

"I'm sure they are helpless, darling. Jacques has just returned," explained Madame to the hall, "from a month-long residency for Lolitas, where the girls showed him how they like fluffy-skirted dresses filled out with petticoats." There was applause as the pathetic husband found his emotions focusing as they usually did on the skirt of his dress, in white satin overlaid with pink silk organza. His fingers lifted the outside edges with precious delicacy, and he widened out his skirt for the Ladies to see how feminine it was. The effect was too much for the sissy at Jacques' elbow.

"All three of you look like girls, darlings," confirmed Madame Ruche. "Look at what your lovely dresses are doing to you. They all have such sweet bodices and such gorgeously pretty skirts." She paused as her words brought realization to each of the husbands in their pink and white dresses. "That's right, darlings, press your knees together sweetly for us, and let your legs slide across each other in spasms - yes, that's right - in spasms of sissyness."

The sissies had to fight the tears as they each held out their skirts to the sides to show the Ladies. The thrills of excitement around the hall could be felt by everyone present. "Look, they're turning into girls before our very eyes," cried one woman, her panties damp with pleasure. "They so want to be girls," gasped another, feeling similar emotions. "Those dresses are making them more and more feminine," drooled a third, holding her sides to contain her feelings.

"You are all so lovely in your dresses, sweethearts," said Madame Ruche smiling. "So many petticoats around your panties, and you are looking so girlish and pretty for us today, with your hair done so nicely and your legs looking so soft and girlish too. There can be no doubt that it is a girl's dress which makes her what she is - a sweet, soft and pretty little darling in satin and lace and frills.

I could nor agree more that it is a girl's dress which makes her what she is - a sweet, soft and pretty little darling in satin and lace and frills.

I love my pretty dresses! I am so grateful that mommy put me in lovely satin and lace dresses and taught me how to curtsey. A girl's curtsey is like a pretty flower opening up as the early morning sunlight wakes the pretty flower. I am so like the pretty flower. A prissy pink little pansy!

Prissy Pink Little Pansy Annie

I promise to be a little girl forever!!

I made this for mommy awhile ago. It is wonderful to be Mommy's little girl and that everyone loves me and cares for me. Thank you!

So you might be a sissy! (#4 in a series)

#3 in the series
#2 in the series
#1 in the series

Now, let’s address an issue before we get any further. If you’re trans or an ally to the trans community this might be setting off some alarm bells for you, and if you’re not particularly educated on trans issues, you might be wondering if sissies are the same thing as transgender women.The truth is, gender and sexuality are complex, nebulous topics and everyone can choose how they wish to define their own desires, experiences, and identities. That being said, to be a sissy is not to be a woman who’s transgender


This is Laura! She is a client of mine. She is Transgender. She has been on female hormones for years and also has had some surgery. She does admire her lovely breasts and enjoys displaying them. She is NOT a sissy maid but wore the maid costume one year for halloween. She is a successful lawyer, transgender and very professional.

Transgender experience is infinitely varied, but overall trans people’s genders are not a form of sexual play. Trans people, like people generally, don’t stop being their gender outside of the bedroom and they certainly aren’t living their lives in a state of 24/7 sexual roleplay or headspace.


Sissification media often uses the concept of getting typically trans surgeries and going on hormone treatments as a sort of titillating frightening erotic concept, but for transgender people in real life these are gender affirming not kinky indulgences.

In fact, the association between sissification and trans women has more to do with the way that trans women are fetishized and stigmatized and less to do with any possible similarities between sissification and being transgender.

This is sissy annie. 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!

"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." - SISSY ANNIE

The path for little girl sissies. Total sissification!

Toy Parade dress in sea foam

This is one of my favorite dresses of sissy annie's. The photo is a statement of how juvenile and childish she is. The cute toy pattern. The matching blue hair bow signifying little girl hood! Pretty childish jewelty! Cute frilly socks and patent leather Mary Janes. Seated in a lovely submissive pose on her little girl bed. Hands clapsed together. Exhibiting a love of being a little girl! .

On the right holding one of her precious American Girl dolls. At most, a 5 year old little sissy princess who is loved and cared for as a child her age requires.

A prissy pink little pansy!!

So you might be a sissy! (#3 in a 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 environment.

Sissy annie's sissification began at a very early age. By the time she was a pre-teen she had adjusted to being girly and feminine. But the humiliation of being singled out as a sissy was always there.This was her first pink party dress. A milestone for a little girl! See hpw vulnerable she looks in the photo. Plus the hands clapsed together as a sign of protection. Her knowing "smile" telling everyone "look I'm a darling and pretty little sissy."

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. Girls bond with their dolls in a very traditional gender role as females!


Sissy annie was given dolls to play with. She exhibited shame when she was seen holding a doll in public. But in time sissy developed empathy and a sense of nurturing her dolly. That was a major step in her sissification!

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.”

Sissy Annie knows that she is a sissy. Not a real little girl. But she is truly more of a girly girl than most females! If you told her she had to wear pants instead of a dress she would have a fit.

Dr Abigail Dotson

sissy annie has returned home!

Mommy and Nanny Katy are thrilled that sissy annie has returned home to those who love her. Nanny Katy could not wait to nurture little sissy baby annie. She took off her bra and sissy annie could not help but cry at the sight of Nanny Katie's lovely and full breasts. Sissy Annie began to make silly baby talk and make smacking sounds with her lips. It was not long before Nanny Katy was nursing her sweet little sissy baby. Sissy Annie was in heaven being nurtured in the most infantile manner possible.

Sissy Annie will become a 2 year old infantile sissy baby for the month of December. Begining in January sissy annie will become Mistress Shari's sissy maid in full uniform. She will learn domestic tasks and become the most submissive and compliant little sissy maid. She will be out and about in her sissy maid outfit shopping and running errands. Shwwing everyone what a prissy pink little pansy she is.

Mommy Jenny and Nanny Katy

Shari, Teen Domme #16